tranylcypromine hydrochloride
tranylcypromine hydrochloride
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% |
(-)-(1R,2S)-trans (2-phenyl-cyclopropyl)carbaminic acid tert-butyl ester
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In tert-butyl alcohol at 100℃; for 0.333333h; Yield given; | |
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 12h; |
Conditions | Yield |
---|---|
Multistep reaction. Title compound not separated from byproducts.; |
tranylcypromine hydrochloride
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 |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 90% |
tranylcypromine hydrochloride
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% |
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 88% |
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 80℃; for 2h; | 88% |
tranylcypromine hydrochloride
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% |
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 79% |
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 78% |
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 78% |
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 74% |
methyl 4-((4-oxopiperidin-1-yl)methyl)benzoate
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
Stage #1: methyl 4-[(4-oxopiperidin-1-yl)methyl]benzoate; 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℃; | 71% |
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 70% |
Conditions | Yield |
---|---|
In aq. phosphate buffer; acetonitrile at 37℃; pH=7.4; | 67% |
2-thioxo-4-thiazolidinone
tranylcypromine hydrochloride
2-((1R,2S)-2-phenyl-cyclopropylamino)-thiazol-4-one
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; mercury dichloride In acetonitrile at 0 - 20℃; for 48h; | 42% |
With N-ethyl-N,N-diisopropylamine; mercury dichloride In acetonitrile at 0 - 20℃; for 48h; | 42% |
With N-ethyl-N,N-diisopropylamine; mercury dichloride In acetonitrile at 0 - 20℃; for 48.1667h; | 42% |
3-(cyclopropylmethyl)-7-(iodomethyl)-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 90℃; for 18h; Sealed tube; | 21% |
2(S)-(tert-Butoxycarbonylamino)hexanoic acid
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
Boc-Abu
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
2-tert-butoxycarbonylaminodecanoic acid
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
2-(tert-butoxycarbonylamino)dodecanoic acid
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
2-(tert-butoxycarbonylamino)-D,L-tetradecanoic acid
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
2-((tert-butoxycarbonyl)amino)hexadecanoic acid
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
tranylcypromine hydrochloride
N-tert-butoxycarbonyl-L-2-aminooctanoic acid
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1-hydroxybenzotriazole hydrate; triethylamine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH2Cl2 / 24 h / 20 °C 2: trifluoroacetic acid / CH2Cl2 / 4 h / 20 °C View Scheme |
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1-hydroxybenzotriazole hydrate; triethylamine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH2Cl2 / 24 h / 20 °C 2: trifluoroacetic acid / CH2Cl2 / 4 h / 20 °C View Scheme |
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1-hydroxybenzotriazole hydrate; triethylamine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH2Cl2 / 24 h / 20 °C 2: trifluoroacetic acid / CH2Cl2 / 4 h / 20 °C View Scheme |
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1-hydroxybenzotriazole hydrate; triethylamine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH2Cl2 / 24 h / 20 °C 2: trifluoroacetic acid / CH2Cl2 / 4 h / 20 °C View Scheme |
tranylcypromine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1-hydroxybenzotriazole hydrate; triethylamine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH2Cl2 / 24 h / 20 °C 2: trifluoroacetic acid / CH2Cl2 / 4 h / 20 °C View Scheme |
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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