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Cyclopropanamine,2-phenyl-, hydrochloride (1:1), (1R,2S)-rel-

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Name

Cyclopropanamine,2-phenyl-, hydrochloride (1:1), (1R,2S)-rel-

EINECS N/A
CAS No. 1986-47-6 Density N/A
PSA 26.02000 LogP 3.00350
Solubility N/A Melting Point 162-169 °C
Formula C9H12ClN Boiling Point 218.3 °C at 760 mmHg
Molecular Weight 169.654 Flash Point 90.8 °C
Transport Information N/A Appearance N/A
Safety 45-36/37/39-26 Risk Codes 36/37/38-25-20/21
Molecular Structure Molecular Structure of 1986-47-6 (TRANS-2-PHENYLCYCLOPROPYLAMINE HYDROCHLORIDE) Hazard Symbols ToxicT
Synonyms

(+)-Tranylcypromine;

Article Data 10

Cyclopropanamine,2-phenyl-, hydrochloride (1:1), (1R,2S)-rel- Synthetic route

1986-47-6

tranylcypromine hydrochloride

Conditions
ConditionsYield
Stage #1: tranylcypromine hydrochloride With sodium hydrogencarbonate In water Inert atmosphere;
Stage #2: With L-Tartaric acid In methanol Sonication; Inert atmosphere; Further stages;
25%
185256-47-7

(-)-(1R,2S)-trans (2-phenyl-cyclopropyl)carbaminic acid tert-butyl ester

1986-47-6

tranylcypromine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In tert-butyl alcohol at 100℃; for 0.333333h; Yield given;
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 12h;

(+/-)-trans-2-phenylcyclopropanecarbonitrile

A

4548-34-9

(+)-Tranylcypromine hydrochloride

B

1986-47-6

tranylcypromine hydrochloride

Conditions
ConditionsYield
Multistep reaction. Title compound not separated from byproducts.;

trans-N-(2-phenylcyclopropyl)pivalamide

1986-47-6

tranylcypromine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride; water / propan-1-ol / 40 h / 100 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / water / Inert atmosphere
2.2: Sonication; Inert atmosphere
View Scheme
3282-30-2

pivaloyl chloride

1986-47-6

tranylcypromine hydrochloride

N-((1R,2S)-2-phenylcyclopropyl)pivalamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;97%
143-07-7

lauric acid

1986-47-6

tranylcypromine hydrochloride

N-(2-phenylcyclopropyl)dodecanamide

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h;90%

(E)-methyl 3-(3-((4-oxopiperidin-1-yl)methyl)phenyl)acrylate

1986-47-6

tranylcypromine hydrochloride

(E)-methyl 3-(3-((4-(((trans)-2-phenylcyclopropyl)amino)piperidin-1-yl)methyl)phenyl)acrylate

Conditions
ConditionsYield
Stage #1: (E)-methyl 3-(3-((4-oxopiperidin-1-yl)methyl)phenyl)acrylate; tranylcypromine hydrochloride In 1,2-dichloro-ethane at 20℃; for 2h;
Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 20℃; for 4h;
89%
334-48-5

1-decanoic acid

1986-47-6

tranylcypromine hydrochloride

N-(2-phenylcyclopropyl)decanamide

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h;88%

2-({(3aR,4S,6R,6aS)-6-[7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-3-yl]-2,2-dimethyltetrahydro-3aH-cyclopentadiene[d][1,3]dioxolene-4-yl}oxy)ethanol

1986-47-6

tranylcypromine hydrochloride

2-(((3aR,4S,6R,6aS)-2,2-dimethyl-6-(7-(((1R,2S)-2-phenylcyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

Conditions
ConditionsYield
With triethylamine In acetonitrile at 80℃; for 2h;88%

(E)-methyl 3-(4-((4-oxopiperidin-1-yl)methyl)phenyl)acrylate

1986-47-6

tranylcypromine hydrochloride

C25H30N2O2

Conditions
ConditionsYield
Stage #1: (E)-methyl 3-(4-((4-oxopiperidin-1-yl)methyl)phenyl)acrylate; tranylcypromine hydrochloride In 1,2-dichloro-ethane at 20℃; for 2h;
Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 20℃; for 14h;
82%

Cyclopropanamine,2-phenyl-, hydrochloride (1:1), (1R,2S)-rel- Specification

The Cyclopropanamine,2-phenyl-, hydrochloride (1:1), (1R,2S)-rel-, with the CAS registry number 1986-47-6, is also known as (+)-Tranylcypromine. It belongs to the product categories of Chemical Amines; Amines; Aromatics; Inhibitors. This chemical's molecular formula is C9H12ClN and molecular weight is 169.6513. What's more, its IUPAC systematic name is called (1S,2R)-2-Phenylcyclopropanamine hydrochloride.

Physical properties about Cyclopropanamine,2-phenyl-, hydrochloride (1:1), (1R,2S)-rel- are: (1)ACD/LogP: 1.26; (2)#of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 3.24 Å2; (7)Flash Point: 90.8 °C; (8)Enthalpy of Vaporization: 45.47 kJ/mol; (9)Boiling Point: 218.3 °C at 760 mmHg; (10)Vapour Pressure: 0.127 mmHg at 25 °C; (11)Melting Point: 162-169 °C.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system and skin. It is harmful if inhalation or in contact with skin and it is toxic if swallowed. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of accident (such as contacting with eyes) or if you feel unwell you should rinse immediately with plenty of water and seek medical advice seek (show the label where possible).

You can still convert the following datas into molecular structure:
(1) SMILES: Cl.c1cccc(c1)[C@H]2C[C@@H]2N
(2) InChI: InChI=1/C9H11N.ClH/c10-9-6-8(9)7-4-2-1-3-5-7;/h1-5,8-9H,6,10H2;1H/t8-,9+;/m1./s1
(3) InChIKey: ZPEFMSTTZXJOTM-RJUBDTSPBF

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