(1S,2R)-2-phenylcyclopropan-1-amine hydrochloride

Base Information

• Chemical Name: (1S,2R)-2-phenylcyclopropan-1-amine hydrochloride
• CAS No.: 4548-34-9
• Molecular Formula: C₉H₁₁N*ClH
• Molecular Weight: 169.654
• Hs Code.: 2921599090
• European Community (EC) Number: 803-051-4,818-417-9
• UNII: 7H4CZX4FYH
• Wikidata: Q27225149
• ChEMBL ID: CHEMBL67391
• Mol file: 4548-34-9.mol

Synonyms:1986-47-6;Tranylcypromine hydrochloride;(1S,2R)-2-phenylcyclopropan-1-amine hydrochloride;4548-34-9;SKF-385 hydrochloride;7H4CZX4FYH;Tranylcypromine hydrochloride [MI];Tranylcyprominie hydrochloride;Tranylcypromine (2-PCPA) HCl;(1S,2R)-tranylcypromine hydrochloride;(1S,2R)-Tranylcypromine (hydrochloride);(1S,2R)-2-Phenyl-cyclopropylamine hydrochloride;(1S,2R)-2-PHENYLCYCLOPROPANAMINE HCL;Cyclopropylamine, 2-phenyl-, hydrochloride, trans-(+/-)-;(1S,2R)-2-phenylcyclopropanamine hydrochloride;CHEMBL67391;L-tranylcypromine hydrochloride;Cyclopropanamine, 2-phenyl-, hydrochloride (1:1), (1R,2S)-rel-;(rel)-Tranylcypromine (hydrochloride);2-Phenylcyclopropylamine (hydrochloride);Prestwick_477;trans-2-phenylcyclopropan-1-amine hydrochloride;UNII-7H4CZX4FYH;Tranylcyprominehydrochloride;Cyclopropanamine, 2-phenyl-, hydrochloride, trans-(.+.)-;Cyclopropylamine, 2-phenyl-, hydrochloride, trans-(.+.)-;SCHEMBL145687;(-)-tranylcypromine hydrochloride;CHEBI:131516;trans-2-phenylcyclopropanamine hcl;ZPEFMSTTZXJOTM-RJUBDTSPSA-N;FD9050;HY-17447B;MFCD21396228;CCG-220173;(1S,2R)-2-Phenyl-cyclopropylamine HCl;AC-29453;AS-49321;CS-0020035;SW198639-2;A13358;EN300-261754;P15599;(1S,2R)-2-phenylcyclopropan-1-aminium chloride;(1S*,2R*)-2-phenylcyclopropanamine hydrochloride;(1S,2R)-2-PHENYLCYCLOPROPAN-1-AMINE HCL;Q27225149;Z2517097696

Chemical Property of (1S,2R)-2-phenylcyclopropan-1-amine hydrochloride

Chemical Property:

• 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:

99%+, ^*data from raw suppliers

TranylcypromineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C1N)C2=CC=CC=C2.Cl
• Isomeric SMILES: C1[C@@H]([C@H]1N)C2=CC=CC=C2.Cl
• Uses: Tranylcypromine is a monoamine oxidase inhibitor, which inhibits CYP2A6 with Ki of 0.08 μM and 0.2 μM in cDNA-expressing microsomes and Human Liver Microsomes, respectively.

Technology Process of (1S,2R)-2-phenylcyclopropan-1-amine hydrochloride

There total 14 articles about (1S,2R)-2-phenylcyclopropan-1-amine 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

trans-N,N-dimethyl-2-phenylcyclopropan-1-amine

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、 Bajaj, Priyanka,Sreenilayam, Gopeekrishnan,Tyagi, Vikas,Fasan, Rudi. "Gram-Scale Synthesis of Chiral Cyclopropane-Containing Drugs and Drug Precursors with Engineered Myoglobin Catalysts Featuring Complementary Stereoselectivity". . p. 16110 - 16114. Retrieved 2016/12/26.