[ CAS No. 34535-98-3 ]

Name: 34535-98-3|N-Cyclopropylaniline|95%
Brand: Ambeed
SKU: A637560
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Quality Control of [ 34535-98-3 ]

COA NMR CNMR HPLC LC-MS

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Alternatived Products of [ 34535-98-3 ]

Product Details of [ 34535-98-3 ]

CAS No. :	34535-98-3	MDL No. :	MFCD04038984
Formula :	C₉H₁₁N	Boiling Point :	236.0±9.0°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	133.19 g/mol	Pubchem ID :	7016287
Synonyms :

Calculated chemistry of of [ 34535-98-3 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.33
Num. rotatable bonds :	2
Num. H-bond acceptors :	0.0
Num. H-bond donors :	1.0
Molar Refractivity :	43.25
TPSA :	12.03 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) :	-5.37 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.05
Log Po/w (XLOGP3) :	2.46
Log Po/w (WLOGP) :	2.01
Log Po/w (MLOGP) :	2.06
Log Po/w (SILICOS-IT) :	2.18
Consensus Log Po/w :	2.15

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.53
Solubility :	0.395 mg/ml ; 0.00297 mol/l
Class :	Soluble
Log S (Ali) :	-2.36
Solubility :	0.586 mg/ml ; 0.0044 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.01
Solubility :	0.129 mg/ml ; 0.000968 mol/l
Class :	Soluble

Medicinal Chemistry

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

Safety of [ 34535-98-3 ]

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

Application In Synthesis of [ 34535-98-3 ]

* 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 [ 34535-98-3 ]

[ 34535-98-3 ] Synthesis Path-Downstream 1~31

1
N-(1-ethoxycycloropyl)-phenylamine [ No CAS ]
[ 34535-98-3 ]

Reference： [1]Chemistry - A European Journal,2010,vol. 16,p. 8096 - 8107
[2]Journal of the Chemical Society. Chemical communications,1987,p. 897 - 898
[3]Synthetic Communications,2012,vol. 42,p. 1855 - 1863

2
[ 27374-25-0 ]
[ 62-53-3 ]
[ 34535-98-3 ]
Dicyclopropyl-phenyl-amine [ No CAS ]

Reference： [1]Tetrahedron Letters,1995,vol. 36,p. 7399 - 7402

3
[ 598-21-0 ]
[ 34535-98-3 ]
[ 174180-98-4 ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 2706 - 2725

4
[ 108-86-1 ]
[ 765-30-0 ]
[ 34535-98-3 ]

Yield	Reaction Conditions	Operation in experiment
58%	With [Pd(allyl)(BrettPhos)]OTf; sodium t-butanolate; In toluene; at 90℃;Schlenk technique; Inert atmosphere;	General procedure: The N-aryl aminocyclopropanes were synthesized according to the literature.[5] An oven-dried Schlenk tube equipped with a stirring bar was charged with [Pd(allyl)(brettphos)]OTf (0.025 mmol, 0.5 mol %), and NaOt-Bu (7.5 mmol). The tube was evacuated and backfilled with nitrogen for three times. The amine (7.5mmol), aryl bromine (5.0 mmol), and anhydrous toluene (40 mL) were added sequentially via syringe. The tube was placed in a preheated oil bath and the contents were stirred for the indicated time. The tube was then removed from the oil bath and allowed to cool to room temperature. The reaction mixture was diluted with 10 mL of dichloromethane and filtered through a pad of Celite. The solution was concentrated in vacuo, and the residue was purified on silica gel using n-hexane/ethyl acetate as eluent.

Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 2831 - 2837
[2]Angewandte Chemie - International Edition,2012,vol. 51,p. 222 - 226
[3]Organic Letters,2018,vol. 20,p. 2693 - 2697
[4]Beilstein Journal of Organic Chemistry,2019,vol. 15,p. 542 - 550
[5]Tetrahedron,2001,vol. 57,p. 2953 - 2956
[6]Journal of the American Chemical Society,2017,vol. 139,p. 12259 - 12266

5
[ 66715-65-9 ]
[ 34535-98-3 ]
N-phenyl-N-cyclopropylpyridine-2-sulfonamide [ No CAS ]

Reference： [1]Synthetic Communications,2001,vol. 31,p. 2209 - 2214

6
N-phenyl-N-cyclopropylpyridine-2-sulfonamide [ No CAS ]
[ 34535-98-3 ]

Reference： [1]Synthetic Communications,2001,vol. 31,p. 2209 - 2214

7
[ 34535-98-3 ]
[ 66223-76-5 ]
[ 400777-76-6 ]

Reference： [1]European Journal of Organic Chemistry,2001,p. 3811 - 3817

8
[ 34535-98-3 ]
[ 400777-76-6 ]

Reference： [1]European Journal of Organic Chemistry,2001,p. 3811 - 3817

9
[ 400777-68-6 ]
[ 34535-98-3 ]

Reference： [1]European Journal of Organic Chemistry,2001,p. 3811 - 3817

10
[ 34535-98-3 ]
[ 62-53-3 ]

Reference： [1]Journal of the American Chemical Society,2001,vol. 123,p. 10107 - 10108

11
[ 725242-37-5 ]
[ 62-53-3 ]
[ 34535-98-3 ]

Reference： [1]Journal of the American Chemical Society,2001,vol. 123,p. 10107 - 10108

12
[ 34535-98-3 ]
[ 168155-50-8 ]
3-{(4-allyl-2,5-dimethyl-piperazin-1-yl)-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methyl}-N-cyclopropyl-N-phenyl-benzamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 623 - 633

13
[ 603-33-8 ]
[ 765-30-0 ]
[ 34535-98-3 ]

Reference： [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 623 - 633

14
[ 27374-25-0 ]
[ 62-53-3 ]
[ 34535-98-3 ]

Reference： [1]Synlett,2003,p. 2139 - 2142

15
[ 34535-98-3 ]
[ 298-12-4 ]
[ 725242-37-5 ]

Reference： [1]Journal of the American Chemical Society,2001,vol. 123,p. 10107 - 10108

16
[ 34535-98-3 ]
3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-cyclopropyl-N-phenylbenzamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 623 - 633

17
[ 34535-98-3 ]
N-cyclopropyl-N-phenylglycine methyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2001,vol. 123,p. 10107 - 10108

18
[ 16350-99-5 ]
[ 34535-98-3 ]

Reference： [1]European Journal of Organic Chemistry,2001,p. 3811 - 3817

19
[ 34535-98-3 ]
[ 31121-11-6 ]

Reference： [1]European Journal of Organic Chemistry,2001,p. 3811 - 3817

20
[ 103-70-8 ]
[ 34535-98-3 ]

Reference： [1]European Journal of Organic Chemistry,2001,p. 3811 - 3817

21
[ 34535-98-3 ]
[ 174180-99-5 ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 2706 - 2725

22
[ 34535-98-3 ]
N-Cyclopropyl-2-[3-(1H-indazol-3-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5,tetrahydro-benzo[b][1,4]diazepin-1-yl]-N-phenyl-acetamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 2706 - 2725

23
[ 34535-98-3 ]
[ 174180-97-3 ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 2706 - 2725

24
[ 62-53-3 ]
p-toluenesulfonic acid-<p-amino-phenyl>-ester [ No CAS ]
[ 34535-98-3 ]

Reference： [1]Journal of the Chemical Society. Chemical communications,1987,p. 897 - 898

Yield	Reaction Conditions	Operation in experiment
		Cyclopropylamine (1.0 g, 17.5 mmol.) was added to triphenylbismuth (9.25 g, 21.0 mmol.) and cupric acetate (1.6 g, 8.75 mmol) in dichloromethane (30 mL) at room temperature under nitrogen. The mixture was stirred for 18 hours, filtered over a short plug of celite to remove any insoluble material, and purified by chromatography on a silica gel column (4 cm*10 cm) using hexane/ethyl acetate (95/5) for elution. The fraction containing the desired product was stripped of all volatiles under vacuum to yield N-cyclopropylaniline (0.8 g). NMR (200 MHz, DMSO-d6): delta0.37 (m, 2H); 0.68 (m, 2H); 2.30 (m, 1H); 6.03 (br s, 1H); 6.56 (t, J=7.4 Hz, 1H); 6.70 (d, J=8.2 Hz, 2H); 7.09 (t, J=7.8 Hz, 2H) N-Cyclopropylaniline was then be coupled with 3-((alphaR)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)-benzyl)benzoyl chloride, deprotected and purified by the methods described in Example 10 to give 3-((alphaR)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-cyclopropyl-N-phenylbenzamide as a yellow powder. NMR (200 MHz, DMSO-d6): delta0.44 (m, 2H); 0.70 (m, 2H); 0.93 (d, J=6.1 Hz, 3H); 1.01 (d, J=5.7 Hz, 3H); 1.74 (dd, J1 =7.7 Hz, J2 =11.8 Hz, 1H); 2.05 (dd, J1 =6.8 Hz, J2 =11.1 Hz, 1H); 2.39 (br d, J=10.5 Hz, 1H); 2.41-2.54 (m, 2H); 2.69 (br d, J=11.8 Hz, 1H); 2.83 (dd, J1 =6.6 Hz, J2 =13.6 Hz, 1H); 3.05-3.36 (m, 2H); 4.83 (s, 1H); 5.10 (d, J=9.8 Hz, 1H); 5.17 (d, J=17.4 Hz, 1H); 5.70-5.86 (m, 1H); 6.57 (d, J=7.1 Hz, 1H); 6.63 (s, 1H); 6.65 (d, J=8.2 Hz, 1H); 7.03-7.38 (m, 10H); 9.34 (s, 1H). Mass spectrum (CI--CH4) m/e: 496 (M+1, 100%), 342 (45%), 153 (90%). [alpha]D20 =+7.1 (abs. ethanol, c=1.1).
		Cyclopropylamine (1.0 g, 17.5 mmol.) was added to triphenylbismuth (9.25 g, 21.0 mmol.) and cupric acetate (1.6 g, 8.75 mmol) in dichloromethane (30 mL) at room temperature under nitrogen. The mixture was stirred for 18 hours, filtered over a short plug of celite to remove any insoluble material, and purified by chromatography on a silica gel column (4 cm*10 cm) using hexane/ethyl acetate (95/5) for elution. The fraction containing the desired product was stripped of all volatiles under vacuum to yield N-cyclopropylaniline (0.8 g). NMR (200 MHz, DMSO-d6): delta 0.37 (m, 2H); 0.68 (m, 2H); 2.30 (m, 1H); 6.03 (br s, 1H); 6.56 (t, J=7.4 Hz, 1H); 6.70 (d, J=8.2 Hz, 2H); 7.09 (t, J=7.8 Hz, 2H) N-Cyclopropylaniline was then be coupled with 3-((alphaR)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)-benzyl)benzoyl chloride, deprotected and purified by the methods described in Example 10 to give 3-((alphaR)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-cyclopropyl-N-phenylbenzamide as a yellow powder. NMR (200 MHz, DMSO-d6): delta 0.44 (m, 2H); 0.70 (m, 2H); 0.93 (d, J=6.1 Hz, 3H); 1.01 (d, J=5.7 Hz, 3H); 1.74 (dd, J1 =7.7 Hz, J2 =11.8 Hz, 1H); 2.05 (dd, J1 =6.8 Hz, J2 =11.1 Hz, 1H); 2.39 (br d, J=10.5 Hz, 1H); 2.41-2.54 (m, 2H); 2.69 (br d, J=11.8 Hz, 1H); 2.83 (dd, J1 =6.6 Hz, J2 =13.6 Hz, 1H); 3.05-3.36 (m, 2H); 4.83 (s, 1H); 5.10 (d, J=9.8 Hz, 1H); 5.17 (d, J=17.4 Hz, 1H); 5.70-5.86 (m, 1H); 6.57 (d, J=7.1 Hz, 1H); 6.63 (s, 1H); 6.65 (d, J=8.2 Hz, 1H); 7.03-7.38 (m, 10H); 9.34 (s, 1H). Mass spectrum (CI--CH4) m/e: 496 (M+1, 100%), 342 (45%), 153 (90%). [alpha]D20 =+7.1 (abs. ethanol, c=1.1).

26
[ 121-44-8 ]
[ 598-21-0 ]
[ 34535-98-3 ]
[ 174180-98-4 ]

Yield	Reaction Conditions	Operation in experiment
	In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;	A. 2-Bromo-N-cyclopropyl-N-phenyl-acetamide To a stirred solution of 908 mg (6.83 mmol) <strong>[34535-98-3]Cyclopropyl-phenyl-amine</strong> (Kang, Sung, Kim, J. Chem. Soc., Chem. Commun., 1987, 897-898) and 690 mg (6.83 mmol, 1 equiv) Et3 N in 10 mL DCM is added 1.38 g (6.83 mmol, 1 equiv) Bromoacetyl bromide in 4 mL DCM dropwise over 15 minutes at 0 C. The reaction mixture is stirred 3 h at 0 C., diluted with 30 mL DCM, washed with 1N HCl (30 mL), dried (MgSO4), and concentrated in vacuo. The crude product is purified by flash chromatography on 30 g silica gel eluted successively with EtOAc/Hexanes (1:9, 100 mL), (3:17, 300 mL). Appropriate fractions were combined and concentrated in vacuo to give 948 mg (3.73 mmol) of 2-Bromo-N-cyclopropyl-N-phenyl-acetamide as an amber oil: 1 H NMR (CDCl3, 300 MHz) delta7.39 (m, 3H), 7.15 (m, 2H), 3.62 (s, br, 2H), 3.24 (m, 1H), 0.83 (m, 2H), 0.52 (m, 2H); TLC Rf =0.18 (EtOAc/Hexanes, 3:17).

Reference： [1]Patent: US5859007,1999,A

27
[ 34535-98-3 ]
[ 49617-83-6 ]
[ 950577-09-0 ]

Yield	Reaction Conditions	Operation in experiment
21%	With potassium carbonate; In tetrahydrofuran; at 20℃; for 15h;	N-cyclopropyl-N-(3-iodobenzyl)aniline N-cyclopropylaniline (type W, commercially available) (1.1 g) and 1-(bromomethyl)-3-iodobenzole (type X, commercially available) (2.5 g, 8.3 mmol) were dissolved in tetrahydrofuran (20 mL) and potassium carbonate (2.2 g, 16.6 mmol) added. The mixture was stirred approx. 15 h at RT and then placed on water (200 mL) and extracted with chloroform (100 mL). The organic phase was dried (MgSO4) and evaporated to low bulk. (Yield: 600 mg, 21%)

Reference： [1]Patent: US2009/69320,2009,A1 .Location in patent: Page/Page column 71

28
[ 292638-84-7 ]
[ 34535-98-3 ]
N-(2-phenylcyclopentyl)aniline [ No CAS ]
N-(2-phenylcyclopentyl)aniline [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 2693 - 2697
[2]Angewandte Chemie - International Edition,2012,vol. 51,p. 222 - 226

29
[ 1515-78-2 ]
[ 34535-98-3 ]
C₁₉H₂₁N [ No CAS ]
C₁₉H₂₁N [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 222 - 226

30
[ 2039-88-5 ]
[ 34535-98-3 ]
N-(2-(2-bromophenyl)cyclopentyl)aniline [ No CAS ]
N-(2-(2-bromophenyl)cyclopentyl)aniline [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 2693 - 2697
[2]Angewandte Chemie - International Edition,2012,vol. 51,p. 222 - 226

31
[ 75-36-5 ]
[ 34535-98-3 ]
3-acetoxy-propionic acid anilide [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 222 - 226

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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
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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. 34535-98-3 ]

Quality Control of [ 34535-98-3 ]

Related Doc. of [ 34535-98-3 ]

Product Details of [ 34535-98-3 ]

Calculated chemistry of of [ 34535-98-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 34535-98-3 ]

Application In Synthesis of [ 34535-98-3 ]

[ 34535-98-3 ] Synthesis Path-Downstream 1~31

Related Functional Groups of [ 34535-98-3 ]

Amines

Aryls

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 34535-98-3 ]