Name: TRANS-2-PHENYLCYCLOPROPYLAMINE HYDROCHLORIDE
SKU: 1986-47-6

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Basic Information

Molecular Structure:
CAS No.:	1986-47-6
Name:	TRANS-2-PHENYLCYCLOPROPYLAMINE HYDROCHLORIDE
Article Data:	10

Formula:	C₉H₁₂ClN
Molecular Weight:	169.654
Synonyms:	(+)-Tranylcypromine;
Melting Point:	162-169 °C
Boiling Point:	218.3 °C at 760 mmHg
Flash Point:	90.8 °C
Hazard Symbols:	T
Risk Codes:	36/37/38-25-20/21
Safety:	45-36/37/39-26
PSA:	26.02000
LogP:	3.00350

Synthetic route

: 1986-47-6, 2208-35-7, 2337-86-2, 4548-34-9, 37388-05-9, 54779-58-7, 61-81-4
tranylcypromine hydrochloride

: 1986-47-6
tranylcypromine hydrochloride

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

: trans-N-(2-phenylcyclopropyl)pivalamide

: 1986-47-6
tranylcypromine hydrochloride

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

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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