[ CAS No. 42287-94-5 ] {[proInfo.proName]}

Name: 42287-94-5|3-(4-Cyanophenyl)propanoic acid|97%
Brand: Ambeed
SKU: A111219
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Quality Control of [ 42287-94-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 42287-94-5 ]

Product Details of [ 42287-94-5 ]

CAS No. :	42287-94-5	MDL No. :	MFCD08234823
Formula :	C₁₀H₉NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RHIGOXBTMPLABF-UHFFFAOYSA-N
M.W :	175.18	Pubchem ID :	9361742
Synonyms :

Calculated chemistry of [ 42287-94-5 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.2
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	47.51
TPSA :	61.09 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.5 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.44
Log Po/w (XLOGP3) :	1.23
Log Po/w (WLOGP) :	1.58
Log Po/w (MLOGP) :	1.32
Log Po/w (SILICOS-IT) :	1.89
Consensus Log Po/w :	1.49

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-1.84
Solubility :	2.51 mg/ml ; 0.0143 mol/l
Class :	Very soluble
Log S (Ali) :	-2.11
Solubility :	1.36 mg/ml ; 0.00775 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.66
Solubility :	0.381 mg/ml ; 0.00217 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.36

Safety of [ 42287-94-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 42287-94-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 42287-94-5 ]
Downstream synthetic route of [ 42287-94-5 ]

[ 42287-94-5 ] Synthesis Path-Upstream 1~13

1
[ 116460-89-0 ]
[ 42287-94-5 ]

Reference： [1] Patent: US6235731, 2001, B1,

2
[ 3984-22-3 ]
[ 623-00-7 ]
[ 42287-94-5 ]

Reference： [1] Tetrahedron, 2004, vol. 60, # 50, p. 11533 - 11540

3
[ 16642-94-7 ]
[ 42287-94-5 ]

Reference： [1] Patent: US6300342, 2001, B1,

4
[ 110-89-4 ]
[ 149868-53-1 ]
[ 42287-94-5 ]

Reference： [1] Patent: US5463071, 1995, A,

5
[ 91574-47-9 ]
[ 42287-94-5 ]

Reference： [1] Journal of Organic Chemistry, 2004, vol. 69, # 25, p. 8652 - 8667
[2] Organic Letters, 2001, vol. 3, # 7, p. 1081 - 1084

6
[ 75567-85-0 ]
[ 42287-94-5 ]

Reference： [1] Patent: US5705487, 1998, A,
[2] Patent: US5710130, 1998, A,
[3] Patent: US5726159, 1998, A,
[4] Patent: US5914319, 1999, A,
[5] Patent: US5707966, 1998, A,

7
[ 18664-39-6 ]
[ 42287-94-5 ]

Reference： [1] Chemische Berichte, 1900, vol. 33, p. 2626
[2] Die Pharmazie, 1973, vol. 28, # 11, p. 724 - 729

8
[ 105-07-7 ]
[ 42287-94-5 ]

Reference： [1] Tetrahedron, 2007, vol. 63, # 2, p. 389 - 395
[2] Die Pharmazie, 1973, vol. 28, # 11, p. 724 - 729

9
[ 874-88-4 ]
[ 42287-94-5 ]

Reference： [1] Journal of Organic Chemistry, 2004, vol. 69, # 25, p. 8652 - 8667
[2] Organic Letters, 2001, vol. 3, # 7, p. 1081 - 1084

10
[ 174132-33-3 ]
[ 42287-94-5 ]

Reference： [1] Tetrahedron, 2007, vol. 63, # 2, p. 389 - 395

11
[ 2033-24-1 ]
[ 105-07-7 ]
[ 42287-94-5 ]

Reference： [1] Tetrahedron Asymmetry, 2001, vol. 12, # 4, p. 585 - 596

12
[ 42287-94-5 ]
[ 38628-51-2 ]

Reference： [1] Chemische Berichte, 1900, vol. 33, p. 2626

13
[ 42287-94-5 ]
[ 83101-12-6 ]

Yield	Reaction Conditions	Operation in experiment
79%	With potassium carbonate In tetrahydrofuran; water	4) Synthesis of 3-(4-Cyanophenyl)propanol Borane-tetrahydrofuran complex (1.0 M in tetrahydrofuran, 33.0 ml, 33.0 mmol) was added dropwise to a stirred solution of 3-(4-cyanophenyl)propionic acid (4.40 g, 25.1 mmol) in tetrahydrofuran (50 ml) at O{umlaut over (uA)} and the stirring was continued at room temperature for 14 hours. Water (50 ml) and potassium carbonate (10.0 g, 72.4 mmol) was added to the mixture. The mixture was extracted with ethyl acetate and the extract was washed with brine, dried over MgSO₄ and concentrated in vacuo to give 3-(4-cyanophenyl)propanol as a yellow oil (3.20 g, 79percent). ¹H-NMR (200 MHz, CDCl₃) δ: 7.58 (2H, d, J=8.2 Hz), 7.31 (2H, d, J=8.2 Hz), 3.68 (2H, t, J=6.2 Hz), 2.79 (2H, t, J=7.8 Hz), 2.00-1.75 (2H, m). IR (neat): 3319, 2943, 2229, 1608, 1505, 1415, 1054, 854, 817 cm^-1.

Reference： [1] Patent: US6235731, 2001, B1,

[ 42287-94-5 ] Synthesis Path-Downstream 1~87

1
[ 42287-94-5 ]
[ 38628-51-2 ]

Reference： [1]Chemische Berichte,1900,vol. 33,p. 2626

2
[ 18664-39-6 ]
[ 42287-94-5 ]

Reference： [1]Chemische Berichte,1900,vol. 33,p. 2626
[2]Pharmazie,1973,vol. 28,p. 724 - 729

3
[ 67-56-1 ]
[ 42287-94-5 ]
[ 149868-43-9 ]

Reference： [1]Pharmazie,1973,vol. 28,p. 724 - 729

4
[ 186581-53-3 ]
[ 42287-94-5 ]
[ 75567-85-0 ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1980,vol. 35,p. 934 - 936

5
[ 42287-94-5 ]
H-Gly-Asp(O-t-Bu)-Val-O-t-Bu [ No CAS ]
[ 131668-75-2 ]

Reference： [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 4393 - 4407

8
[ 2033-24-1 ]
[ 105-07-7 ]
[ 42287-94-5 ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 8836 - 8839
[2]Tetrahedron Asymmetry,2001,vol. 12,p. 585 - 596

9
[ 108-05-4 ]
[ 42287-94-5 ]
[ 351014-63-6 ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 585 - 596

10
[ 42287-94-5 ]
[ 1026657-95-3 ]

Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 8652 - 8667
[2]Organic Letters,2001,vol. 3,p. 1081 - 1084

11
[ 91574-47-9 ]
[ 42287-94-5 ]

Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 8652 - 8667
[2]Organic Letters,2001,vol. 3,p. 1081 - 1084

12
[ 42287-94-5 ]
[(3-amino-4-methylamino-benzoyl)-phenyl-amino]-acetic acid ethyl ester [ No CAS ]
({3-[3-(4-cyano-phenyl)-propionylamino]-4-methylamino-benzoyl}-phenyl-amino)-acetic acid ethyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

13
[ 42287-94-5 ]
[ 41939-61-1 ]
3-(4-cyano-phenyl)-N-(2-methylamino-5-nitro-phenyl)-propionamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

14
[ 42287-94-5 ]
[ 75-65-0 ]
[ 172348-86-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 5165 - 5170

15
[ 3984-22-3 ]
[ 623-00-7 ]
[ 42287-94-5 ]

Reference： [1]Tetrahedron,2004,vol. 60,p. 11533 - 11540

16
[ 174132-33-3 ]
[ 42287-94-5 ]

Reference： [1]Tetrahedron,2007,vol. 63,p. 389 - 395

17
[ 105-07-7 ]
[ 42287-94-5 ]

Reference： [1]Tetrahedron,2007,vol. 63,p. 389 - 395
[2]Pharmazie,1973,vol. 28,p. 724 - 729

18
[ 874-88-4 ]
[ 42287-94-5 ]

Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 8652 - 8667
[2]Organic Letters,2001,vol. 3,p. 1081 - 1084

19
[ 42287-94-5 ]
[ 1026260-23-0 ]

Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 8652 - 8667
[2]Organic Letters,2001,vol. 3,p. 1081 - 1084

20
[ 42287-94-5 ]
[ 337964-55-3 ]

Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 8652 - 8667
[2]Organic Letters,2001,vol. 3,p. 1081 - 1084

21
[ 42287-94-5 ]
4-(2-aminoethyl)benzimidamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 5165 - 5170

22
[ 42287-94-5 ]
[ 791839-12-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 5165 - 5170

23
[ 42287-94-5 ]
tert-butyl N-[2-[4-[N-hydroxycarbamimidoyl]phenyl]ethyl]carbamate [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 5165 - 5170

24
[ 42287-94-5 ]
[ 791839-11-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 5165 - 5170

25
[ 42287-94-5 ]
[ 256492-47-4 ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

26
[ 42287-94-5 ]
[ 256492-46-3 ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

27
[ 42287-94-5 ]
quinoline-8-sulfonic acid {2-[2-(4-cyano-phenyl)-ethyl]-1-methyl-1H-benzoimidazol-5-yl}-amide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

28
[ 42287-94-5 ]
[ 256493-28-4 ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

29
[ 42287-94-5 ]
1-methyl-2-[2-(4-amidinophenyl)-ethyl]-5-[N-(hydroxycarbonylmethyl)-quinoline-8-sulphonylamino]-benzimidazole [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

30
[ 42287-94-5 ]
[{2-[2-(4-carbamimidoyl-phenyl)-ethyl]-1-methyl-1H-benzoimidazol-5-yl}-(quinoline-8-sulfonyl)-amino]-acetic acid ethyl ester; hydrochloride [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1757 - 1766

31
[ 42287-94-5 ]
3-(4-Cyano-phenyl)-propionic acid (R)-2-phenyl-propyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 585 - 596

32
[ 42287-94-5 ]
(S)-2-((S)-2-{2-[3-(4-Carbamimidoyl-phenyl)-propionylamino]-acetylamino}-3-carboxy-propionylamino)-3-methyl-butyric acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 4393 - 4407

33
[ 42287-94-5 ]
[ 131668-76-3 ]

Reference： [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 4393 - 4407

34
[ 42287-94-5 ]
(S)-2-((S)-3-tert-Butoxycarbonyl-2-{2-[3-(4-carbamimidoyl-phenyl)-propionylamino]-acetylamino}-propionylamino)-3-methyl-butyric acid tert-butyl ester; hydriodide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 4393 - 4407

35
[ 42287-94-5 ]
(S)-2-((S)-3-tert-Butoxycarbonyl-2-{2-[3-(4-methylsulfanylcarbonimidoyl-phenyl)-propionylamino]-acetylamino}-propionylamino)-3-methyl-butyric acid tert-butyl ester; hydriodide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 4393 - 4407

36
[ 477721-55-4 ]
[ 42287-94-5 ]
methyl 4-({1-[3-(4-cyanophenyl)propionyl]-4-hydroxypiperidin-4-ylmethyl}methylamino)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃;	To a suspension of the compound (3.62 g) obtained in Step 2 of Example 20 and 3-<strong>[42287-94-5](4-cyanophenyl)propionic acid</strong> (2.50 g) in dichloromethane (50 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.74 g), followed by stirring at room temperature overnight under nitrogen atmosphere. The reaction mixture was added to 0.5 M hydrochloric acid (30 mL) and was further mixed with dichloromethane (50 mL), followed by separation. The aqueous layer was extracted with dichloromethane, the combined organic layer was washed with brine and was dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, the residue was purified by silica gel column chromatography (eluent; ethyl acetate) to yield the titled compound (3.66 g) as a white powder.

Reference： [1]Patent: EP1568688,2005,A1 .Location in patent: Page/Page column 40

37
[ 339332-92-2 ]
[ 42287-94-5 ]
[ 339332-93-3 ]

Yield	Reaction Conditions	Operation in experiment
1.3 g (94%)	With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N-methyl-acetamide; ethyl acetate;	f N-{2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazol-5-yl}-N-methyl-[3-(4-cyanophenyl)-propionamide] 2-[2-(4-cyanophenyl)-ethyl]-1-methyl-5-methylamino-benzimidazole (0.9 g, 3.1 mmol), 3-(p-cyanophenyl)-propionic acid (0.6 g, 3,4 mmol) and 0.5 mL of N-methylmorpholine are taken up in 10 mL of dimethylformamide. TBTU (1.2 g, 3.7 mmol) is added and the mixture is stirred for 16 h at ambient temperature. After dilution with 75 mL of ethyl acetate the mixture is washed with dilute aqueous NaOH or saturated NaHCO3 solution and with water, dried and evaporated down. The product is crystallized from ethyl acetate/diethylether. Yield: 1.3 g (94%); melting point: 138-140 C.

Reference： [1]Patent: US6407130,2002,B1

38
[ 339332-95-5 ]
[ 42287-94-5 ]
[ 339332-96-6 ]

Yield	Reaction Conditions	Operation in experiment
	With 4-methyl-morpholine; thionyl chloride; In dichloromethane; chloroform; water;	b N-{2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazol-5-yl}-N-isobutyl-[3-(4-cyanophenyl)-propionamide] 3-(p-cyanophenyl)-propionic acid (0.69 g, 3.9 mmol) in 15 mL chloroform is combined with 1.3 mL of thionyl chloride and refluxed for 3 h. The solvent and the excess thionyl chloride are distilled off, the residue is dissolved in 10 mL of dichloromethane and added dropwise to a solution of 2-[2-(4-cyanophenyl)-ethyl]-1-methyl-5-isobutylamino-benzimidazole (1.25 g, 3.8 mmol) and 1.3 mL N-methylmorpholine in 50 mL dichloromethane. This is refluxed for 0.5 h, cooled, mixed with water and extracted into the organic phase. It is washed with dilute, aqueous NaOH and with water, dried and evaporated down. The product is further reacted without being purified.

Reference： [1]Patent: US6407130,2002,B1

39
[ 109-02-4 ]
[ 42287-94-5 ]
[ 157589-45-2 ]
[ 543-27-1 ]
[ 219642-76-9 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium bicarbonate; In tetrahydrofuran; ethyl acetate;	EXAMPLE 4 1-[3-(4-cyano-phenyl)propionyl]-6-trifluoroacetylamino-1,2,3,4-tetrahydro-quinoline 10 g (0.057 mol) of <strong>[42287-94-5]3-(4-cyano-phenyl)propionic acid</strong> and 6.6 g (0.065 mol) of N-methyl-morpholine are dissolved in 250 ml tetrahydrofuran and cooled to -20 C. Then 8.2 g (0.06 mol) of isobutyl chloroformate are added dropwise. 13.9 g (0.057 mol) of 6-(trifluoroacetylamino)-1,2,3,4-tetrahydro-quinoline in 200 ml tetrahydrofuran are then added and the solution is left to heat up to ambient temperature overnight. It is then diluted with 200 ml of ethyl acetate and washed with 2*80 ml of 0.5 N hydrochloric acid and then 100 ml of sodium hydrogen carbonate solution. The organic phase is dried over sodium sulphate and concentrated by evaporation in vacuo. Yield: 16 g (70% of theory), Melting point: 151-152 C.

Reference： [1]Patent: US6300342,2001,B1

40
[ 75567-85-0 ]
[ 42287-94-5 ]

Yield	Reaction Conditions	Operation in experiment
		C) Preparation of p-cyano-dihydrocinnamic acid. By methods substantially equivalent to those described in Example 1-D, using 1.1 equivalent of LiOH.H2 O, 5.1 g (58%) of p-cyano-dihydrocinnamic acid were prepared from methyl p-cyano-dihydrocinnamate.
		C) Preparation of p-cyano-dihydrocinnamic acid By methods substantially equivalent to those described in Example 1-D, using 1.1 equivalent of LiOH.H2 O, 5.1 g (58%) of p-cyano-dihydrocinnamic acid were prepared from methyl p-cyano-dihydrocinnamate.
		C) Preparation of p-cyano-dihydrocinnamic acid By methods substantially equivalent to those described in Example 1-D, using 1.1 equivalent of LiOH.H2 O, 5.1 g (58%) of p-cyano-dihydrocinnamic acid were prepared from methyl p-cyano-dihydrocinnamate.

Reference： [1]Patent: US5705487,1998,A
[2]Patent: US5710130,1998,A
[3]Patent: US5726159,1998,A

41
[ 16642-94-7 ]
[ 42287-94-5 ]

Yield	Reaction Conditions	Operation in experiment
	palladium-charcoal; In potassium carbonate;	EXAMPLE I 3-(4-cyano-phenyl)propionic Acid 100.1 g (0.578 mol) of 4-cyano-cinnamic acid are taken up in 1400 ml 1N potassium carbonate solution and hydrogenated over palladium-charcoal at 5 bar for 2.5 hours. Then the solution is made slightly acidic and the precipitate is suction filtered, and then dried in the circulating air drier. Yield: 90.8 g (89.6% of theory), Melting point: 137-139 C.

Reference： [1]Patent: US6300342,2001,B1

42
[ 857027-07-7 ]
[ 211915-53-6 ]
[ 64-17-5 ]
[ 42287-94-5 ]
[ 211915-54-7 ]

Yield	Reaction Conditions	Operation in experiment
	With 1,1'-carbonyldiimidazole; In tetrahydrofuran; N-methyl-acetamide; dichloromethane; ethyl acetate;	c Methyl 5-[2-(4-cyanophenyl)ethylcarbonylamino]-6-methylamino-nicotinate A solution of 2.6 g (15 mMol) of 3-<strong>[42287-94-5](4-cyanophenyl)propionic acid</strong> in 25 ml of absolute tetrahydrofuran was mixed with 2.4 g (15 mMol) of N,N'-carbonyldiimidazole and stirred for 20 minutes at room temperature. Then the imidazolide was mixed with a solution of 2.3 g (13 mMol) of methyl 5-amino-6-methylamino-nicotinate in 25 ml of dimethylformamide and heated for 3 hours to 100 C. After the removal of the solvent in vacuo the crude product obtained was taken up in ethyl acetate, the organic phase was washed with water and after drying over sodium sulphate it was again freed from solvent. The residue obtained was purified by flash chromatography (silica gel; gradient: dichloromethane to dichloromethane/ethanol=19:1). Yield: 2.1 g (50% of theory) of beige solid Rf value: 0.54 (silica gel; ethyl acetate/ethanol/ammonia=90:10:1)

Reference： [1]Patent: US6087380,2000,A

43
[ 42287-94-5 ]
[ 212322-56-0 ]
[ 211915-85-4 ]

Yield	Reaction Conditions	Operation in experiment
22%		a 1-Methyl-2-[2-(4-cyanophenyl)-ethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)-amide Prepared analogously to Example 149a from 3-(4-cyanophenyl)-propionic acid and 3-amino-4-methylamino-benzoic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)-amide. Yield: 22% of theory, Rf value: 0.68 (silica gel; dichloromethane/methanol=19:1)

Reference： [1]Patent: US6087380,2000,A

44
[ 211916-40-4 ]
[ 42287-94-5 ]
[ 211915-86-5 ]

Yield	Reaction Conditions	Operation in experiment
67%		a 1-Methyl-2-[2-(4-cyanophenyl)ethyl]-benzimidazol-5-yl-carboxylic acid-N-phenyl-N-[2-(1H-tetrazol-5-yl)ethyl]-amide Prepared analogously to Example 25c from 3-(4-cyanophenyl)-propionic acid and 3-amino-4-methylamino-benzoic acid-N-phenyl-N-[2-(1H-tetrazol-5-yl)ethyl]-amide. Yield: 67% of theory, IR Mass spectrum (KBr): characteristic bands at 3439.5 cm-1 (N-H); 2235.5 cm-1 C N); 1631.6 cm-1 (C=O)

Reference： [1]Patent: US6087380,2000,A

45
[ 42287-94-5 ]
[ 191870-37-8 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium carbonate; 1,1'-carbonyldiimidazole; In tetrahydrofuran; water;	a 4-Cyanobenzenepropanamide To a solution of 2.17 g (12.39 mMol) of 4-cyanobenzenepropanoic acid in 2 ml of anhydrous tetrahydrofuran were added, at a reaction temperature of about +40 C., 2.21 g (13.63 mMol) of N,N'-carbonyldiimidazole, the mixture was stirred for 30 minutes at the temperature specified, a further 0.5 g of N,N'-carbonyldiimidazole were added and the mixture was again stirred at an internal temperature of 40 C. The solution cooled to ambient temperature was mixed with 5.0 g (52 mMol) of ammonium carbonate, diluted with 25 ml of tetrahydrofuran and stirred for 90 minutes at ambient temperature. The mixture was stirred with 200 ml of water and the crystalline precipitate formed was suction filtered. The filtrate was saturated with common salt and extracted exhaustively with ethyl acetate. The combined ethyl acetate extracts dried over sodium sulphate and evaporated down yielded a residue which was suction filtered after trituration with tert.butyl-methylether. Together with the above crystals, 1.95 g (90% of theory) of colourless crystals were obtained, Mp. 220 C. IR (KBr): 3419.6, 3311.6 (N-H), 2229.6 (C N), 1664.5 (Amide-C=O) cm-1

Reference： [1]Patent: US6114390,2000,A

46
[ 110-89-4 ]
[ 149868-53-1 ]
[ 42287-94-5 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; hydrogenchloride; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate;	EXAMPLE VI 3-(4-Cyano-phenyl)-propionic acid 39.4 g of (4-cyano-benzyl)-malonic acid, 45 ml of pyridine and 0.8 ml of piperidine are stirred at 100 C. for 1.5 hours. After cooling, 450 ml of ice water are added. The mixture is acidified with 300 ml of 2N hydrochloric acid and extracted with ethyl acetate. The organic phase is washed with saturated saline solution and evaporated down. The residue remaining is used again without any further purification. Yield: 30.1 g (94% of theory), Rf value: 0.46 (silica gel; methylene chloride/methanol=19:1)

Reference： [1]Patent: US5463071,1995,A

47
2N-sodium hydroxide [ No CAS ]
[ 116460-89-0 ]
[ 42287-94-5 ]

Yield	Reaction Conditions	Operation in experiment
85%	In ethanol;	3) Synthesis of 3-(4-Cyanophenyl)propionic Acid A mixture of ethyl 3-(4-cyanophenyl)propionate (6.00 g, 29.5 mmol), 2N-sodium hydroxide (30 ml, 60.0 mmol) and ethanol (60 ml) was stirred at room temperature for 1 hour. The reaction mixture was acidified with 1N-hydrochloric acid and extracted with ethyl acetate. The extract was washed with brine, dried over MgSO4 and concentrated in vacuo to give 3-(4-cyanophenyl)propionic acid as colorless crystals (4.40 g, 85%). 1H-NMR (200 MHz, CDCl3) delta: 7.60 (2H, d, J=8.0 Hz), 7.33 (2H, d, J=8.0 Hz), 3.02 (2H, t, J=7.6 Hz), 2.71 (2H, t, J=7.6 Hz). IR (KBr): 3060, 2922, 2227, 1710, 1608, 1434, 1411, 1330, 1309, 1224, 935, 840 cm-1.

Reference： [1]Patent: US6235731,2001,B1

48
[ 42287-94-5 ]
[ 83101-12-6 ]

Yield	Reaction Conditions	Operation in experiment
79%	With potassium carbonate; In tetrahydrofuran; water;	4) Synthesis of 3-(4-Cyanophenyl)propanol Borane-tetrahydrofuran complex (1.0 M in tetrahydrofuran, 33.0 ml, 33.0 mmol) was added dropwise to a stirred solution of 3-<strong>[42287-94-5](4-cyanophenyl)propionic acid</strong> (4.40 g, 25.1 mmol) in tetrahydrofuran (50 ml) at O{umlaut over (uA)} and the stirring was continued at room temperature for 14 hours. Water (50 ml) and potassium carbonate (10.0 g, 72.4 mmol) was added to the mixture. The mixture was extracted with ethyl acetate and the extract was washed with brine, dried over MgSO4 and concentrated in vacuo to give 3-(4-cyanophenyl)propanol as a yellow oil (3.20 g, 79percent). 1H-NMR (200 MHz, CDCl3) delta: 7.58 (2H, d, J=8.2 Hz), 7.31 (2H, d, J=8.2 Hz), 3.68 (2H, t, J=6.2 Hz), 2.79 (2H, t, J=7.8 Hz), 2.00-1.75 (2H, m). IR (neat): 3319, 2943, 2229, 1608, 1505, 1415, 1054, 854, 817 cm-1.

Reference： [1]Patent: US6235731,2001,B1

49
[ 5813-64-9 ]
[ 42287-94-5 ]
[ 928649-47-2 ]

Yield	Reaction Conditions	Operation in experiment
61%	With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 1h;	Preparation 74; 4-[2-(2,2-Dimethylpropyl-carbamoyl)-ethyl]-benzylamine; 4- r2-(2,2-Dimethylpropyl-carbamoyl)-ethyll -benzonitrile; Combine 3-(4-cyanophenyl)- propionic acid (870 mg, 4.9 mmol), 2,2-dimethylpropylamine (0.6 mL, 5.4 mmol), EDCI (1.0 g, 5.4 mmol), HOBT (804 mg, 5.9 mmol), triethylamine (2 mL, 14.8 mmol) and DMAP (60.5 mg, 0.5 mmol) in anhydrous DCM (50 mL). Stir at room temperature for 1 EPO <DP n="124"/>day under nitrogen. Concentrate the mixture in vacuo and purify by chromatography on silica gel eluting with hexane/EtOAc (1:1) to obtain the desired intermediate as a white solid (740 mg, 61%). MS (ES+) m/z: 245 (M+H)+.

Reference： [1]Patent: WO2007/28083,2007,A2 .Location in patent: Page/Page column 121-122

50
[ 42287-94-5 ]
[ 57180-71-9 ]

Yield	Reaction Conditions	Operation in experiment
	With thionyl chloride; In toluene; for 2h;Heating / reflux;	Preparation 73; 4-[2-(te/t-Butylcarbamoyl)-ethyl]-benzylamine; 4-r2-(tert-Butylcarbamoyl)-ethyll-benzonitrile; Dissolve 3-(4-cyanophenyl)-propionic acid (0.4 g, 2.48 mmol) and thionyl chloride (1.1 mL, 14.9 mmol) in toluene (2 niL) and reflux the mixture for 2 h. Concentrate in vacuo, dissolve the residue in DCM (1.5 mL) and add the solution to a cold solution (0 C) of tert-butylamine (300 muL, 2.85 mmol) in DCM (1.5 mL) and triethylamine (97 muL, 0.69 mmol). Allow the mixture to stir at 0 0C for 15 min and at room temperature for 16 h. Add water, separate the organic phase and extract the aqueous phase twice with DCM. Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (65:35) to obtain the desired intermediate (306 mg, 54%).

Reference： [1]Organic Letters,2010,vol. 12,p. 3990 - 3993
[2]Patent: WO2007/28083,2007,A2 .Location in patent: Page/Page column 120-121
[3]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1946 - 1957
[4]Organic Letters,2017,vol. 19,p. 2426 - 2429

51
[ 942282-22-6 ]
[ 42287-94-5 ]
tert-butyl 7-(2-[3-(4-cyanophenyl)propanoyl]amino}ethyl)-9-oxa-3.7-diazabicyclo[3.3.1]nonane-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20℃;	To a solution of iert-butyl 7-(2-aminoethyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane- 3-carboxylate (1 g, 0.00367 mol; see Preparation E(ii) above) and 3-(4-cyano- rhohenyl)rhoropionic acid (0.64 g, 0.00367 mol) in DCM (25 mL) at 0C was added EDC (0.845 g, 0.0044 mol), HOBT (0.050 g, 0.3 mmol) and triethylamine (0.445 g, 0.0044 mol). The reaction mixture was stirred at RT overnight, diluted with water and extracted with DCM. The combined organic layers were washed with water and brine, dried over Na2SO4 and then concentrated. The resulting <n="84"/>residue was purified by column chromatography over silica gel (1% methanol in chloroform as the eluent) and further recrystallised from hexane/diethyl ether to yield the sub-title compound (0.8 g) as a white solid.

Reference： [1]Patent: WO2007/69986,2007,A1 .Location in patent: Page/Page column 82-83

52
[ 42287-94-5 ]
[ 18107-18-1 ]
[ 75567-85-0 ]

Yield	Reaction Conditions	Operation in experiment
87%	In methanol; hexane; dichloromethane; at 0 - 20℃;	Preparation 37 Methyl 3-(4-cyanophenyl)propanoate To a solultion of Preparation 39 (680mg, 3.88mmol) in methanol (8mL) and dichloromethane (8mL) at 0C was added trimethylsilyldiazomethane (2M in hexane, 3.9mL) until a yellow color persisted. The reaction mixture was stirred at room temperature for 1h and was concentrated to dryness to give the title compound, which was used without further purification (87% yield). LRMS: no signal Retention time: 5.42min (Method B) 1H NMR (200 MHz, CHLOROFORM-D) delta ppm 2.7 (t, J=7.4 Hz, 2 H) 3.0 (t, J=7.4 Hz, 2 H) 3.7 (s, 3 H) 7.3 (d, J=8.4 Hz, 2 H) 7.6 (d, J=8.4 Hz, 2 H)

Reference： [1]Patent: EP2210890,2010,A1 .Location in patent: Page/Page column 33

53
[ 886236-56-2 ]
[ 42287-94-5 ]
[ 886236-55-1 ]

Yield	Reaction Conditions	Operation in experiment
42%		13a) 3-(4-Cyanophenyl)-N-{3-[(2,3-dichlorobenzenesulphonyl)methyl-amino]propyl}propionamide A solution of 1.47 g (8.41 mmol) of 4-cyanophenylpropionic acid, 3.1 g (9.65 mmol) of TBTU and 5.0 ml of triethylamine in 150 ml of tetrahydrofuran was stirred at room temperature for 30 minutes, 2.5 g (8.41 mmol) of N-(3-aminopropyl)-2,3-dichloro-N-methylbenzenesulphonamide were than added and the mixture was stirred overnight. The mixture was evaporated to dryness, potassium carbonate solution (10%) was added to the residue and the mixture was extracted with ethyl acetate. The organic phase was washed with water and saturated sodium chloride solution, drive over sodium sulphate and concentrated. The crude product obtained in this manner was purified by column chromatography (mobile phase: dichloromethane/methanol 150:1 to 100:1). C20H21Cl2N3O3S (454.37) Yield: 42% of theory 1H-NMR (d6-DMSO): delta=1.61 (m, 2H), 2.36 (t, 2H), 2.82 (s, 3H), 2.89 (t, 2H), 3.01 (m, 2H), 3.18 (t, 2H), 7.04 (d, 2H), 7.57 (t, 1H), 7.72 (d, 2H), 7.80 (t br, NH), 7.94 (m, 2H) ppm

Reference： [1]Patent: US2006/100219,2006,A1 .Location in patent: Page/Page column 20-21

54
[ 40851-95-4 ]
[ 42287-94-5 ]
[ 1541988-43-5 ]

Reference： [1]Journal of Organic Chemistry,2014,vol. 79,p. 852 - 866

55
[ 56-41-7 ]
[ 68858-20-8 ]
[ 42287-94-5 ]
[ 112883-29-1 ]
[ 71989-31-6 ]
[ 136083-57-3 ]
[ 73724-45-5 ]
C₄₇H₆₁N₉O₁₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: All linear peptides were assembled using standard Fmoc peptide synthesisprotocol with the Rink amide resin on 433A Peptide Synthesizer (Applied Biosystems).For each coupling reaction, 10 equiv of Fmoc-amino acid, 0.45 Msolution of HOBt/HBTU (9 equiv) in DMF, 2 M solution of DIEA in NMP wereused. The coupling reaction was allowed to proceed for 9 min. Fmoc deprotectionwas performed by treating the resin-bound peptide with 20% piperidinein DMF for 10 min. The peptide was cleaved from the resin by treating the resin with a cleavage cocktail containing 94% TFA, 2% water, 2% triisopropylsilane,2% phenol for 3 hr. All protecting groups were also removedduring this cleavage reaction. TFA was removed under reduced pressureand the peptides were precipitated in diethyl ether, centrifuged, and washedwith diethyl ether before drying in high vacuum. The crude peptides werepurified by preparative reverse phase high-performance liquid chromatography(HPLC). The final compound was characterized by NMR and MALDIMS.All compounds were > 95% purity. The synthetic approaches for123B9-L2-PTX and the scrambled XDP-L2-PTX are similar to what we haverecently reported

Reference： [1]Chemistry and Biology,2015,vol. 22,p. 876 - 887

56
[ 42287-94-5 ]
3-(4-cyanophenyl)-3-fluoro-N-(quinoxalin-5-yl)propanamide [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1946 - 1957

57
ethanimidamide hydrochloride [ No CAS ]
[ 42287-94-5 ]
3-(4-(6-methyl-1,2,4,5-tetrazine-3-yl)phenyl)propanoic acid [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 7544 - 7551

58
[ 120-72-9 ]
[ 42287-94-5 ]
4-(3-(1H-indol-1-yl)-3-oxopropyl)benzonitrile [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2016,vol. 81,p. 11444 - 11453

59
[ 42287-94-5 ]
4-(3-oxo-3-(1-(pyridin-2-yl)piperidin-4-yl)propyl)benzonitrile [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 2426 - 2429

60
[ 42287-94-5 ]
4-(3-(2,5-dioxopyrrolidin-1-yl)-3-oxopropyl)benzonitrile [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 2426 - 2429

61
[ 719-98-2 ]
[ 42287-94-5 ]
methyl 4-(2-((trifluoromethyl)sulfanyl)ethyl)benzonitrile [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 9154 - 9159

62
[ 42287-94-5 ]
Grushin’s reagent [ No CAS ]
4-(3,3,3-trifluoropropyl)benzonitrile [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 12430 - 12433

63
[ 42287-94-5 ]
[ 191870-38-9 ]

Reference： [1]Patent: US6114390,2000,A

64
[ 42287-94-5 ]
[ 191870-39-0 ]

Reference： [1]Patent: US6114390,2000,A

65
[ 42287-94-5 ]
4-[(3-benzo[1,2-d:4,5-d’]bis[1,3]dioxole-4-yl)-3-oxopropyl]benzonitrile [ No CAS ]
4,4’-[benzo[1,2-d:4,5-d’]bis[1,3]dioxole-4,8-diylbis(3-oxopropane-3,1-diyl)]dibenzonitrile [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 16183 - 16190

66
[ 42287-94-5 ]
amino-{4-[3-([1,3]dioxolo[4,5-f][1,3]benzodioxole-4-yl)-3-oxopropyl]phenyl}methaneiminium chloride [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 16183 - 16190

67
[ 42287-94-5 ]
[ 6638-79-5 ]
3-(4-cyanophenyl)-N-methoxy-N-methylpropanamide [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 16183 - 16190

68
[ 42287-94-5 ]
[ 3473-63-0 ]
3-(4-(1,2,4,5-tetrazin-3-yl)phenyl)propanoic acid [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2019,vol. 17,p. 388 - 396

69
[ 870-50-8 ]
[ 42287-94-5 ]
di-tert-butyl 1-(4-cyanophenethyl)hydrazine-1,2-dicarboxylate [ No CAS ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 3489 - 3492

70
[ 67-56-1 ]
[ 42287-94-5 ]
[ 75567-85-0 ]

Yield	Reaction Conditions	Operation in experiment
960 mg	With thionyl chloride; at 20℃; for 3h;	<strong>[42287-94-5]4-cyanobenzenepropionic acid</strong> (1g, 5.7 mmol) and methanol (10 mL) were added to a 25 mL single-mouth bottle, thionyl chloride (0.5 mL) was added dropwise at room temperature, and the mixture reacted at room temperature for 3 hours while stirring. After the reaction, the mixture was concentrated in vacuo to remove the solvent under a reduced pressure, and the resulting crude product was dissolved in ethyl acetate (20 mL), and washed with saturated sodium chloride. The organic layer was dried over anhydrous sodium sulfate, and filtered, and the filtrate was concentrated in vacuo to give the product (colorless oil, 960 mg). 1H NMR (400 MHz, CDCl3) delta 7.57 (d, J= 8.2 Hz, 2H), 7.30 (d, J= 8.1 Hz, 2H), 3.66 (s, 3H), 3.00 (t, J= 7.6 Hz, 2H), 2.64(t, J= 7.6 Hz, 2H). MS (ESI) m/z: 190.1 (MH+).

Reference： [1]Patent: EP3476829,2019,A1 .Location in patent: Paragraph 0221

71
[ 42287-94-5 ]
[ 100511-78-2 ]

Reference： [1]Patent: EP3476829,2019,A1

72
[ 42287-94-5 ]
C₂₅H₂₁Cl₂F₃N₂O₄ [ No CAS ]

Reference： [1]Patent: EP3476829,2019,A1

73
[ 42287-94-5 ]
3-(4-((3-(2,6-dichloro-2’-(trifluoromethoxy)-[1,1’-biphenyl]-4-yl)ureido)methyl)phenyl)propanoic acid [ No CAS ]

Reference： [1]Patent: EP3476829,2019,A1

74
[ 42287-94-5 ]
[ 34961-64-3 ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 8836 - 8839

75
[ 38875-53-5 ]
[ 42287-94-5 ]
4-(2-(6-(furan-2-yl)-3H-imidazo[4,5-b]pyridin-2-yl)ethyl)-benzonitrile [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9175 - 9187

76
[ 38875-53-5 ]
[ 42287-94-5 ]
4-(2-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)ethyl)benzonitrile [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9175 - 9187

77
[ 530-48-3 ]
[ 42287-94-5 ]
4-(3-oxo-5,5-diphenylpentyl)benzonitrile [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 9940 - 9944

78
[ 3435-51-6 ]
[ 201230-82-2 ]
[ 362052-00-4 ]
[ 42287-94-5 ]

Yield	Reaction Conditions	Operation in experiment
	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; water; iron(III) acetylacetonate; In 1-methyl-pyrrolidin-2-one; at 120℃; under 15001.5 Torr; for 20h;Sealed tube;	Under a nitrogen atmosphere, Tris (tribenzylideneacetone) dipalladium (1mol%, 9.2mg), Tri-tert-butylphosphine (2mol%, 4.1mg), Iron acetylacetonate (10 mol%, 35.4 mg) and magnetons were added to a 5 mL glass tube. N-methylpyrrolidone (2 mL) was subsequently added, 4-cyanostyrene (1 mmol, 129 mg), Distilled water (3 mmol, 48 mg). Place the reaction tube in the reaction kettle, seal the reaction kettle, remove the air in the reaction kettle and wash it with carbon monoxide three times, and finally pressurize the carbon monoxide to 20 bar. After the addition was completed, the reaction kettle was placed in a metal module preheated to 120 degrees Celsius in advance and stirred for 20 hours. After the reaction is completed, the reaction system is cooled to room temperature and the pressure is slowly released. Using dodecane as an internal standard, its yield was determined to be 94% by the working curve of gas chromatography, and branched / straight chain = 89/11.

Reference： [1]Patent: CN110294659,2019,A .Location in patent: Paragraph 0056-0058

79
[ 42287-94-5 ]
4-(3-hydroxypropyl-3,3-d2)benzonitrile [ No CAS ]

Reference： [1]Organic Letters,2020,vol. 22,p. 1249 - 1253

80
[ 771-61-9 ]
[ 42287-94-5 ]
perfluorophenyl 3-(4-cyanophenyl)propanoate [ No CAS ]

Reference： [1]Organic Letters,2020,vol. 22,p. 1249 - 1253

81
[ 42287-94-5 ]
3-(4-cyanophenyl)-N-phenylpropanamide [ No CAS ]

Reference： [1]Chemistry - A European Journal,2020,vol. 26,p. 4496 - 4499

82
[ 42287-94-5 ]
4-(4-oxo-1-phenylazetidin-2-yl)benzonitrile [ No CAS ]

Reference： [1]Chemistry - A European Journal,2020,vol. 26,p. 4496 - 4499

83
[ 42287-94-5 ]
[ 18144-47-3 ]
4-(3-(4-cyanophenyl)-propanamido)-benzoic acid [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019

84
[ 42287-94-5 ]
tert-butyl-4-(2-(allyloxy)-4-(4-(4-((2S,3R)-4-amino-2-(4-(3-(4-cyanophenyl)-propanamido)benzamido)-3-methoxy-4-oxobutanamido)phenyl)-1H-1,2,3-triazol-1-yl)-3-isopropoxybenzamido)benzoate [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019

85
[ 42287-94-5 ]
tert-butyl-4-(4-(4-(4-((2S,3R)-4-amino-2-(4-(3-(4-cyanophenyl)-propan-amido)-benz-amido)-3-methoxy-4-oxobutanamido)phenyl)-1H-1,2,3-triazol-1-yl)-2-hydroxy-3-isopropoxybenzamido)benzoate [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019

86
[ 42287-94-5 ]
4-(4-(4-(4-((2S,3R)-4-amino-2-(4-(3-(4-cyanophenyl)-propanamido)-benz-amido)-3-methoxy-4-oxobutanamido)phenyl)-1H-1,2,3-triazol-1-yl)-2-hydroxy-3-isopropoxy-benzamido)benzoic acid [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019

87
[ 3435-51-6 ]
[ 3495-36-1 ]
[ 42287-94-5 ]

Yield	Reaction Conditions	Operation in experiment
40%	With bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridyl]phenyl]iridium⁽¹⁺⁾; 2-(2-pyridyl)pyridine; hexafluorophosphate In dimethyl sulfoxide at 50℃; for 12h; Inert atmosphere; Irradiation;

Reference： [1]Huang, Yan; Hou, Jing; Zhan, Le-Wu; Zhang, Qian; Tang, Wan-Ying; Li, Bin-Dong [ACS Catalysis, 2021, vol. 11, # 24, p. 15004 - 15012]

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P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 42287-94-5 ] {[proInfo.proName]}

Quality Control of [ 42287-94-5 ]

Related Doc. of [ 42287-94-5 ]

Product Details of [ 42287-94-5 ]

Calculated chemistry of [ 42287-94-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 42287-94-5 ]

Application In Synthesis of [ 42287-94-5 ]

[ 42287-94-5 ] Synthesis Path-Upstream 1~13

[ 42287-94-5 ] Synthesis Path-Downstream 1~87

Related Functional Groups of [ 42287-94-5 ]

Aryls

Carboxylic Acids

Nitriles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 42287-94-5 ]