Tranylcypromine hydrochloride

Base Information

• Chemical Name: Tranylcypromine hydrochloride
• CAS No.: 1986-47-6
• Molecular Formula: C9H12ClN
• Molecular Weight: 169.654
• Hs Code.: 29214990
• European Community (EC) Number: 803-051-4,851-285-0
• DSSTox Substance ID: DTXSID6047781
• Pharos Ligand ID: LM1GZFVJ9TM4
• ChEMBL ID: CHEMBL1255743
• Mol file: 1986-47-6.mol

Synonyms:1986-47-6;Tranylcypromine hydrochloride;37388-05-9;trans-2-Phenylcyclopropanamine hydrochloride;trans-2-Phenylcyclopropylamine hydrochloride;(1R,2S)-2-phenyl-cyclopropylamine hydrochloride;(1R,2S)-2-Phenylcyclopropanamine hydrochloride;(1R,2S)-2-phenylcyclopropan-1-amine hydrochloride;TRANS-2-PHENYL-CYCLOPROPYLAMINE HYDROCHLORIDE;DTXSID6047781;trans-2-Phenylcyclopropylamine HCl;(1R,2S)-2-phenylcyclopropan-1-amine;hydrochloride;Tranylcypromine (2-PCPA) HCl;(1R,2S)-tranylcypromine hydrochloride;Tranylcypromine (2-PCPA) hydrochloride;(+/-)-trans-2-Phenylcyclopropylamine hydrochloride;DTXCID6027761;Tranylcypromine HCl;SMR000875332;Tranylcyprominie hydrochloride;2-Phenyl-Cyclopropylamine HCl;L-tranylcypromine hydrochloride;C9H11N.HCl;(+)-Tranylcypromine Hydrochloride;2-PCPA;Cyclopropanamine, 2-phenyl-, hydrochloride (1:1), (1R,2S)-rel-;trans-2-phenylcyclopropan-1-amine hydrochloride;MFCD00063602;Rel-Tranylcypromine HCl;NCGC00016598-01;CAS-1986-47-6;rac trans-2-Phenylcyclopropylamine Hydrochloride;Cyclopropanamine, 2-phenyl-, hydrochloride, trans-(.+.)-;Cyclopropylamine, 2-phenyl-, hydrochloride, trans-(.+.)-;SKF-385 HCl;SCHEMBL56351;trans 2-Amino-1-phenyl-cyclopropane Hydrochloride;MLS001335868;MLS002153363;D-tranylcypromine hydrochloride;CHEMBL1255743;Cyclopropanamine, 2-phenyl-, hydrochloride, (1R,2S)-rel-;CHEBI:131514;ZPEFMSTTZXJOTM-OULXEKPRSA-N;HMS1568D07;Tox21_110514;HB1412;MFCD17976456;(1r,2s)-2-phenylcyclopropylamine hcl;AKOS022185792;Tox21_110514_1;AM84681;CS-O-10189;DS-6561;NCGC00016598-02;LS-58508;trans-2-Phenylcyclopropanaminehydrochloride;trans 2-Phenylcyclopropylamine Hydrochloride;(trans)-2-phenylcyclopropanamine hydrochloride;EN300-197005;EN300-253000;(1R,2S)-2-phenylcyclopropan-1-aminium chloride;A814018;A902849;trans-2-Phenylcyclopropylamine hydrochloride, 97%;(+/-)-Trans-2-phenyl-cyclopropylamine hydrochloride;J-640402;J-800286;trans-(+/-)-2-phenyl-cyclopropylamine hydrochloride;trans-(+/-)-2-Phenylcyclopropylamine hydrochloride;Q27225148;rac-(1R,2S)-2-phenylcyclopropan-1-amine hydrochloride;Z2296167800

Chemical Property of Tranylcypromine hydrochloride

Chemical Property:

• Vapor Pressure: 0.127mmHg at 25°C
• Melting Point: 162-169 °C
• Boiling Point: 218.3 °C at 760 mmHg
• Flash Point: 90.8 °C
• PSA: 26.02000
• LogP: 3.00350
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.0658271
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans 2-Phenylcyclopropylamine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xn
• Statements: 36/37/38-25-20/21-52-22
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C1N)C2=CC=CC=C2.Cl
• Isomeric SMILES: C1[C@H]([C@@H]1N)C2=CC=CC=C2.Cl
• Uses: Antidepressant;MAO inhibitor As with the MAO inhibitor drugs described above, tranylcypromine is also used for depressions that do not respond to other drugs. Non-selective MAO-A/B inhibitor
• Clinical Use: MAOI antidepressant
• Drug interactions: Potentially hazardous interactions with other drugs Alcohol: some alcoholic and dealcoholised drinks contain tyramine which can cause hypertensive crisis. Alpha-blockers: enhanced hypotensive effect; avoid with indoramin. Analgesics: CNS excitation or depression with pethidine, other opioids and nefopam - avoid; increased risk of serotonergic effects and convulsions with tramadol - avoid. Antibacterials: increased risk of hypertension and CNS excitation with linezolid and tedizolid - avoid for at least 2 weeks after stopping MAOIs. Antidepressants: enhancement of CNS effects and toxicity. Care with all antidepressants including drug free periods when changing therapies. Antidiabetics: possibly enhanced hypoglycaemic effect. Antiepileptics: antagonism of anticonvulsant effect; avoid carbamazepine with or within 2 weeks of MAOIs. Antihypertensives: enhanced hypotensive effect. Antimalarials: avoid with artemether/lumefantrine and piperaquine with artenimol. Antipsychotics: effects enhanced by clozapine. Anxiolytics: avoid buspirone with or within 2 weeks of MAOIs. Atomoxetine: avoid concomitant use and for 2 weeks after use; increased risk of convulsions. Bupropion: avoid with or for 2 weeks after MAOIs. Dapoxetine: risk of hypertensive crisis - avoid. Diuretics: enhanced hypotensive effect; avoid with indoramin. Dopaminergics: avoid with entacapone, safinamide and tolcapone; hypertensive crisis with levodopa and rasagiline - avoid for at least 2 weeks after stopping MAOI; hypotension with selegiline. 5HT1 agonist: risk of CNS toxicity with sumatriptan, rizatriptan and zolmitriptan - avoid sumatriptan and rizatriptan for 2 weeks after MAOI. Metaraminol: risk of hypertensive crisis - avoid for at least 2 weeks after stopping MAOIs. Methyldopa: avoid concomitant use. Opicapone: avoid concomitant use. Sympathomimetics: hypertensive crisis with sympathomimetics - avoid. Tetrabenazine: risk of CNS excitation and hypertension avoid.

Technology Process of Tranylcypromine hydrochloride

There total 13 articles about Tranylcypromine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

C14H19NO2 (847644-86-4) → cis-2-fluoro-2-phenylcyclopropylamine hydrochloride (61-81-4,1986-47-6,2208-35-7,2337-86-2,4548-34-9,37388-05-9,54779-58-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1021/ja101557k

Reference yield: 92.0%

((1SR,2RS)-tert-butyl-2-phenylcyclopropyl)carbamate (847644-86-4) → tranylcypromine hydrochloride (1986-47-6,2208-35-7,2337-86-2,4548-34-9,37388-05-9,54779-58-7,61-81-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1021/ja101557k

Reference yield: 68.0%

trans-N-(2-phenylcyclopropyl)pivalamide → tranylcypromine hydrochloride (1986-47-6,2208-35-7,2337-86-2,4548-34-9,37388-05-9,54779-58-7,61-81-4)

Guidance literature:

trans-N-(2-phenylcyclopropyl)pivalamide; With hydrogenchloride; In propan-1-ol; at 100 ℃; for 60h;

With hydrogenchloride; In ethanol;

DOI:10.1039/c6ob01483f

upstream raw materials:

((1SR,2RS)-tert-butyl-2-phenylcyclopropyl)carbamate

trans-2-phenylcyclopropane-1-carboxylic acid

methyl trans-2-phenylcyclopropanecarboxylate

Methyl cinnamate

Downstream raw materials:

trans-3-phenylprop-2-enyl chloride

(2E)-3-phenyl-2-propen-1-ol

C₁₅H₁₆N₂O₂

Refernces

• 1、 Mao, Runze,Balon, Jonathan,Hu, Xile. "Cross-Coupling of Alkyl Redox-Active Esters with Benzophenone Imines: Tandem Photoredox and Copper Catalysis". . p. 9501 - 9504. Retrieved 2018/07/29.
• 2、 Miyamura, Shin,Araki, Misaho,Suzuki, Takayoshi,Yamaguchi, Junichiro,Itami, Kenichiro. "Stereodivergent synthesis of arylcyclopropylamines by sequential C-H borylation and Suzuki-Miyaura coupling". supporting information. p. 846 - 851. Retrieved 2015/02/19.