Alternatived Products of [ 7223-30-5 ]
Product Details of [ 7223-30-5 ]
CAS No. : 7223-30-5
MDL No. : MFCD00110991
Formula :
C9 H7 NO
Boiling Point :
-
Linear Structure Formula : -
InChI Key : HJZZEVFDPBDIDQ-UHFFFAOYSA-N
M.W :
145.16
Pubchem ID : 522449
Synonyms :
Calculated chemistry of [ 7223-30-5 ]
Physicochemical Properties
Num. heavy atoms :
11
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.0
Num. rotatable bonds :
0
Num. H-bond acceptors :
1.0
Num. H-bond donors :
1.0
Molar Refractivity :
42.09
TPSA :
43.09 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
Yes
CYP2C19 inhibitor :
No
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
No
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-6.2 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.57
Log Po/w (XLOGP3) :
1.39
Log Po/w (WLOGP) :
0.6
Log Po/w (MLOGP) :
1.49
Log Po/w (SILICOS-IT) :
1.31
Consensus Log Po/w :
1.27
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-2.02
Solubility :
1.39 mg/ml ; 0.00956 mol/l
Class :
Soluble
Log S (Ali) :
-1.9
Solubility :
1.83 mg/ml ; 0.0126 mol/l
Class :
Very soluble
Log S (SILICOS-IT) :
-2.05
Solubility :
1.3 mg/ml ; 0.00897 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
1.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.26
Safety of [ 7223-30-5 ]
Signal Word: Warning
Class: N/A
Precautionary Statements: P261-P305+P351+P338
UN#: N/A
Hazard Statements: H302
Packing Group: N/A
GHS Pictogram:
Application In Synthesis of [ 7223-30-5 ]
* 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.
Downstream synthetic route of [ 7223-30-5 ]
1
[ 110-89-4 ]
[ 64-17-5 ]
[ 7223-30-5 ]
[ 3446-58-0 ]
2
[ 110-89-4 ]
[ 7223-30-5 ]
β-piperidino-cinnamic acid amide, β-piperidino-β-phenyl-acrylic acid amide
[ No CAS ]
3
[ 7299-58-3 ]
[ 7223-30-5 ]
4
[ 917-64-6 ]
[ 60-29-7 ]
[ 7223-30-5 ]
[ 935-02-4 ]
5
[ 7223-30-5 ]
[ 139-02-6 ]
β-phenoxy-cinnamic acid amide
[ No CAS ]
6
[ 7223-30-5 ]
[ 7713-79-3 ]
7
[ 7223-30-5 ]
[ 27412-71-1 ]
Reference:
[1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1906,vol. 142,p. 1535
Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 854,855
[2]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1907,vol. 144,p. 806
Bulletin de la Societe Chimique de France,1907,vol. <4> 1,p. 1070
8
[ 7223-30-5 ]
[ 3446-58-0 ]
Reference:
[1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1906,vol. 142,p. 212
Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 522
[2]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1907,vol. 144,p. 806
Bulletin de la Societe Chimique de France,1907,vol. <4> 1,p. 1070
9
[ 7223-30-5 ]
[ 39124-46-4 ]
10
[ 7223-30-5 ]
phenyl-propiolic acid chloroamide
[ No CAS ]
11
[ 7223-30-5 ]
β-iodo-cinnamic acid amide
[ No CAS ]
12
[ 7223-30-5 ]
phenyl-propiolic acid bromoamide
[ No CAS ]
13
[ 7223-30-5 ]
[ 140-29-4 ]
14
[ 7223-30-5 ]
[ 935-02-4 ]
Reference:
[1]Tetrahedron Letters,1986,vol. 27,p. 2203 - 2206
[2]Journal of the Chemical Society. Perkin transactions I,1983,p. 567 - 572
[3]Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 526,531
[4]Journal of the American Chemical Society,1942,vol. 64,p. 150,153
[5]Bulletin de la Societe Chimique de France,1973,p. 224 - 231
[6]Synthesis,1983,p. 142 - 143
[7]Tetrahedron Letters,1997,vol. 38,p. 2099 - 2102
15
[ 2216-94-6 ]
[ 7223-30-5 ]
Yield Reaction Conditions Operation in experiment
92%
With ammonium hydroxide;
General procedure: Synthetic methods for the PG3 compound and its analogs. As described in Table 1 , 3-Phenylprop-2-ynamide (la) was prepared in high yield according to literature procedures by the reaction of 3-phenylprop-2-ynoic acid ester with aqueous ammonia solution (Struebing et al. Tetrahedron (2005) 61:11333). Following this procedure, the corresponding arylpropynamides lb-e were obtained in good yields by ammonolysis of the crude arylpropynoic ethyl esters, which in turn resulted from esterification of the corresponding arylpropynoic acids with ethanol.
Reference:
[1]Synthesis,2013,vol. 45,p. 803 - 809
[2]Patent: WO2016/20732,2016,A1 .Location in patent: Page/Page column 00098
[3]Journal of the American Chemical Society,1942,vol. 64,p. 150,153
[4]Journal of Medicinal Chemistry,1975,vol. 18,p. 441 - 443
16
[ 56180-40-6 ]
[ 7223-30-5 ]
17
[ 50877-91-3 ]
[ 7223-30-5 ]
18
[ 1118-02-1 ]
[ 932-87-6 ]
[ 7223-30-5 ]
19
[ 637-44-5 ]
[ 7223-30-5 ]
Reference:
[1]Bulletin de la Societe Chimique de France,1973,p. 224 - 231
[2]Synthesis,1983,p. 142 - 143
[3]European Journal of Organic Chemistry,2004,p. 4039 - 4047
[4]Chemical and Pharmaceutical Bulletin,2006,vol. 54,p. 1686 - 1693
[5]Tetrahedron Letters,2015,vol. 56,p. 5714 - 5717
20
[ 110-91-8 ]
[ 7223-30-5 ]
[ 132067-92-6 ]
21
[ 75-15-0 ]
[ 7223-30-5 ]
[ 3806-42-6 ]
22
[ 463-58-1 ]
[ 7223-30-5 ]
[ 3774-99-0 ]
Yield Reaction Conditions Operation in experiment
50%
With 1,3-bis(2',6'-diisopropylphenyl)imidazol-2-ylidene; In N,N-dimethyl-formamide; at 60℃; for 12h;Schlenk technique;
Under a carbonyl sulfide atmosphere, a stirrer, 5.0 mmol of 5 mmol of <strong>[7223-30-5]3-phenylpropynamide</strong>, 0.025 mmol of NHC (R9, R10 as 2,6-diisopropylphenyl), 1 ml of dimethylformamide added to a 10 ml of schlenk flask. After stirring at 60 C for 12 hours, the heating and stirring were stopped, and the mixture was cooled to room temperature. The reaction solution in the schlenk flask was dissolved in 2 ml of dichloromethane and transferred to a 50 ml round bottom single-necked flask (3×2 ml). The schlenk bottle was rinsed with dichloromethane and the solvent was removed in vacuo to give a crude material.The crude product was separated and purified by column chromatography (developing solvent: dichloromethane / methanol = 20:1). The yield was 50%.
23
[ 628-30-8 ]
[ 7223-30-5 ]
[ 36937-23-2 ]
24
[ 15783-70-7 ]
[ 7223-30-5 ]
25
[ 7223-30-5 ]
[ 368-39-8 ]
ethyl 3-phenyl-2-propynimidate tetrafluoroborate
[ No CAS ]
26
[ 7223-30-5 ]
3-bromobenzo<b>thiophene-2-sulfonamide
[ No CAS ]
27
[ 7223-30-5 ]
[ 103-72-0 ]
[ 38771-64-1 ]
28
[ 7223-30-5 ]
[ 103-81-1 ]
[ 106658-34-8 ]
29
[ 7223-30-5 ]
[ 75-64-9 ]
[ 132067-91-5 ]
30
[ 7223-30-5 ]
[ 556-61-6 ]
[ 36946-78-8 ]
31
[ 1189-71-5 ]
[ 2170-06-1 ]
[ 7223-30-5 ]
32
[ 7223-30-5 ]
[ 57-06-7 ]
[ 99819-29-1 ]
33
[ 7223-30-5 ]
[ 1122-82-3 ]
[ 34765-54-3 ]
34
[ 7223-30-5 ]
[ 621-30-7 ]
[ 34761-24-5 ]
35
[ 1817-57-8 ]
[ 7223-30-5 ]
36
[ 628-30-8 ]
[ 7223-30-5 ]
[ 74-88-4 ]
[ 109346-01-2 ]
37
[ 7223-30-5 ]
[ 74-88-4 ]
[ 36937-23-2 ]
[ 14230-03-6 ]
38
[ 7223-30-5 ]
[ 36810-36-3 ]
39
[ 7223-30-5 ]
3-bromo-2-carbamoylbenzo[b]selenophene
[ No CAS ]
40
[ 7223-30-5 ]
4-Bromo-5-phenyl-isothiazol-3-one
[ No CAS ]
41
[ 7223-30-5 ]
(E)-2,3-Dibromo-N-((E)-2-bromo-1-carbamoyl-2-phenyl-vinylsulfanyl)-3-phenyl-acrylamide
[ No CAS ]
2,3-Dibromo-3,6-diphenyl-2,3-dihydro-[1,4]dithiine-2,5-dicarboxylic acid diamide
[ No CAS ]
42
[ 75-15-0 ]
[ 7223-30-5 ]
CH3 -Hal
[ No CAS ]
[ 28996-51-2 ]
[ 5178-04-1 ]
43
[ 75-15-0 ]
[ 7223-30-5 ]
C2 H5 -Hal
[ No CAS ]
[ 16476-84-9 ]
[ 18331-34-5 ]
44
[ 75-15-0 ]
[ 7223-30-5 ]
C6 H5 -CH2 -Hal
[ No CAS ]
[ 23509-48-0 ]
[ 119872-13-8 ]
45
ammonium hydroxide
[ No CAS ]
[ 2216-94-6 ]
[ 7223-30-5 ]
46
[ 2216-94-6 ]
concentrated alcoholic ammonia
[ No CAS ]
[ 7223-30-5 ]
48
[ 64-17-5 ]
[ 7223-30-5 ]
[ 7803-57-8 ]
[ 27412-71-1 ]
50
phenylpropiolyl-carbamic acid ethyl ester
[ No CAS ]
[ 7223-30-5 ]
51
[ 7223-30-5 ]
[ 7664-93-9 ]
[ 3446-58-0 ]
52
[ 7223-30-5 ]
sodium hypochlorite
[ No CAS ]
phenyl-propiolic acid chloroamide
[ No CAS ]
53
[ 7223-30-5 ]
[ 108-95-2 ]
sodium
[ No CAS ]
β-phenoxy-cinnamic acid amide
[ No CAS ]
54
[ 67-56-1 ]
[ 7223-30-5 ]
sodium hypochlorite
[ No CAS ]
[ 140-29-4 ]
55
phenylpropioloyl-carbamic acid ethyl ester
[ No CAS ]
ammonium hydroxide
[ No CAS ]
[ 7223-30-5 ]
56
[ 7223-30-5 ]
[ 334709-79-4 ]
57
[ 7223-30-5 ]
[ 201230-82-2 ]
[ 278603-80-8 ]
3a-hydroxy-6-oxo-3-phenyl-1,3a,4,5,6,6a-hexahydro-pentalene-2-carboxylic acid amide
[ No CAS ]
58
[ 1504-58-1 ]
[ 7223-30-5 ]
59
[ 7223-30-5 ]
[ 71-43-2 ]
[ 147355-13-3 ]
60
[ 930-88-1 ]
[ 123-73-9 ]
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2-methyl-1,3-dioxo-1H-isoindol-4-yl)-3-phenylpropiolamide
[ No CAS ]
61
[ 930-88-1 ]
[ 497-03-0 ]
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2,5-dimethyl-1,3-dioxo-1H-isoindol-4-yl)-3-phenylpropiolamide
[ No CAS ]
62
[ 930-88-1 ]
[ 6728-26-3 ]
[ 7223-30-5 ]
N-(4-ethyl-2,3,3a,4,7,7a-hexahydro-2-methyl-1,3-dioxo-1H-isoindol-7-yl)-3-phenylpropiolamide
[ No CAS ]
63
[ 930-88-1 ]
[ 1576-87-0 ]
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2,7-dimethyl-1,3-dioxo-1H-isoindol-4-yl)-3-phenylpropiolamide
[ No CAS ]
64
[ 930-88-1 ]
[ 107-86-8 ]
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2,6-dimethyl-1,3-dioxo-1H-isoindol-4-yl)-3-phenylpropiolamide
[ No CAS ]
65
[ 930-88-1 ]
[ 7223-30-5 ]
[ 623-36-9 ]
N-(2,3,3a,4,7,7a-hexahydro-2,5,7-trimethyl-1,3-dioxo-1H-isoindol-4-yl)-3-phenylpropiolamide
[ No CAS ]
66
[ 123-73-9 ]
[ 7223-30-5 ]
[ 3278-31-7 ]
1,4-di-(N-(2,3,3a,4,7,7a-hexahydro-2-methyl-1,3-dioxo-1H-isoindol-4-yl)-3-phenylpropiolamide)-phenylene
[ No CAS ]
67
[ 123-73-9 ]
[ 7223-30-5 ]
[ 107-13-1 ]
N-(6-cyanocyclohex-2-enyl)-3-phenylpropiolamide
[ No CAS ]
68
[ 6728-26-3 ]
[ 7223-30-5 ]
[ 762-42-5 ]
dimethyl 3-(3-phenylpropiolamido)-6-ethylcyclohexa-1,4-diene-1,2-dicarboxylate
[ No CAS ]
69
[ 7223-30-5 ]
[ 2904-57-6 ]
5-phenyl-3-(2,4,6-trimethylphenyl)isoxazole-4-carboxamide
[ No CAS ]
70
[ 7223-30-5 ]
[ 37818-48-7 ]
[ 881877-45-8 ]
71
[ 7223-30-5 ]
[ 886-38-4 ]
C24 H17 NO2
[ No CAS ]
72
[ 536-74-3 ]
tungsten 4-hexynyl complex (9b)
[ No CAS ]
[ 7223-30-5 ]
73
[ 7223-30-5 ]
5-benzyl-3-phenylethynyl-1,2,4-triazole
[ No CAS ]
74
[ 7223-30-5 ]
methyl 3-oxo-2-phenyl-3-(phenylpropynoylamino)propinoate
[ No CAS ]
75
[ 7223-30-5 ]
4-methoxy-5-phenyl-2-phenylethynyl-6H-1,3-oxazin-6-one
[ No CAS ]
76
[ 7223-30-5 ]
ethyl 3-oxo-2-phenyl-3-(phenylpropynoylamino)propinoate
[ No CAS ]
77
[ 7223-30-5 ]
trans-5-phenyl-3-(2,4,6-trimethylphenyl)-Δ2 -isoxazoline-4-carboxamide
[ No CAS ]
78
[ 7223-30-5 ]
N-(6-cyanocyclohex-2-enyl)-N-methyl-3-phenylpropiolamide
[ No CAS ]
79
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2-methyl-1,3-dioxo-1H-isoindol-4-yl)-N-methyl-3-phenylpropiolamide
[ No CAS ]
80
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2,4-dimethyl-1,3-dioxo-1H-isoindol-7-yl)-N-methyl-3-phenylpropiolamide
[ No CAS ]
81
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2,5-dimethyl-1,3-dioxo-1H-isoindol-7-yl)-N-methyl-3-phenylpropiolamide
[ No CAS ]
82
[ 7223-30-5 ]
N-(4-ethyl-2,3,3a,4,7,7a-hexahydro-2-methyl-1,3-dioxo-1H-isoindol-7-yl)-N-methyl-3-phenylpropiolamide
[ No CAS ]
83
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2,5-dimethyl-1,3-dioxo-1H-isoindol-4-yl)-N-methyl-3-phenylpropiolamide
[ No CAS ]
84
[ 7223-30-5 ]
N-(2,3,3a,4,7,7a-hexahydro-2,4,6-trimethyl-1,3-dioxo-1H-isoindol-7-yl)-N-methyl-3-phenylpropiolamide
[ No CAS ]
85
[ 7223-30-5 ]
dimethyl 3-(N-methyl-3-phenylpropiolamido)-6-ethylcyclohexa-1,4-diene-1,2-dicarboxylate
[ No CAS ]