15301-54-9

Basic information

• Product Name: Cypenamine
• Synonyms: Cypenamine;2-Phenylcyclopentanamine;2-Phenylcyclopentanamin;2-Phenylcyclopentylamine;Cipenamina;Cypenamine [inn:ban];Cypenaminum;CyclopentanaMine,2-phenyl-
• CAS NO: 15301-54-9
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.2435
• Mol File: 15301-54-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 259.2 °C at 760 mmHg
• Flash Point: 114.5 °C
• Appearance: /
• Density: 1.004 g/cm³
• Vapor Pressure: 0.0132mmHg at 25°C
• Refractive Index: 1.549
• PKA: 10.52±0.40(Predicted)
• CAS DataBase Reference: Cypenamine(CAS DataBase Reference)
• NIST Chemistry Reference: Cypenamine(15301-54-9)
• EPA Substance Registry System: Cypenamine(15301-54-9)

Safety Data

• Hazardous Substances Data: 15301-54-9(Hazardous Substances Data)

Usage

Uses

Antidepressant.

InChI:InChI=1/C11H15N/c12-11-8-4-7-10(11)9-5-2-1-3-6-9/h1-3,5-6,10-11H,4,7-8,12H2

Upstream product

• 1198-34-1 2-Phenylcyclopentanone 
• 542-92-7 cyclopenta-1,3-diene 
• 39203-22-0 di-tert-butyl 2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate 
• 591-50-4 iodobenzene 
• 83849-01-8 2-phenylcyclopentan-1-one oxime 
• 477789-51-8 chloro-bis-(2-phenyl-cyclopentyl)borane 
• 477789-52-9 methyl-bis-(2-phenyl-cyclopentyl)borane 
• 825-54-7 cyclopent-1-en-1-ylbenzene 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 889127-15-5 ((R)-2-Nitro-1-vinyl-pent-4-enyl)-benzene 
• 135498-86-1 1-nitro 2-phenylcyclopentane 
• 889127-16-6 ((1R,5S)-5-Nitro-cyclopent-2-enyl)-benzene 
• 29787-31-3 1-nitro-2-phenyl-cyclopentene 

Downstream Products

• 135498-86-1 1-nitro 2-phenylcyclopentane 
• 135921-68-5 E-2-(2-phenyl cyclopentylidenemethyl) 3-nitroimidazo<1,2-a>pyridine 
• 135498-92-9 (E)-1-methyl 2-(2-phenyl cyclopentylidenemethyl) 5-nitroimidazole 
• 1417615-29-2 C₂₄H₂₆ClN₃O₂ 
• 676464-29-2 (1S,2R)-2-phenylcyclopentanamine 
• 676464-30-5 (1R,2S)-N-(2-phenylcyclopentyl)acetamide 
• 902458-04-2 trans-(1R,2S)-2-phenylcyclopentylamine 

Relevant articles and documents

An exclusive approach to 3,4-disubstituted cyclopentenes and alkylidene cyclopentenes via the palladium catalyzed ring opening of azabicyclic olefins with aryl halides

A simple and efficient method for the stereoselective ring opening of bicyclic hydrazines with various aryl halides under palladium catalysis has been elaborated. The reactions afforded trans-3,4-disubstituted cyclopentenes or alkylidene cyclopentenes in good to excellent yields. By taking advantage of multiple points of functionalization in the synthesized trans-3-phenyl-4- hydrazino-cyclopentene, we have synthesized the antidepressant Cypenamine (trans-2-phenylcyclopentylamine).

Cyclopentyl sulfonamide derivatives

The present invention provides certain cyclopentyl sulfonamide derivatives of formula (I): useful for potentiating glutamate receptor function in a mammal. It also relates to novel cyclopentyl sulfonamide derivatives, to processes for their preparation and to pharmaceutical compositions containing them.

ORGANOBORANES FOR SYNTHESIS. 7. AN IMPROVED GENERAL SYNTHESIS OF PRIMARY AMINES FROM ALKENES via HYDROBORATION-ORGANOBORANE CHEMISTRY

Triorganylboranes, R3B, and diorganylborinicesters, R2BOR', react readily with preformed chloramine or hydroxylamine-O-sulfonic acid to produce the corresponding primary amines, RNH2.However, the product of the reaction following hydrolysis is the boronic acid, RB(OH)2, limiting the yield to 67percent for R3B and to 50percent for R2BOR'.This problem has now been overcome with the help of lithium dimethylborohydride, readily converted in situ to dimethylborane.The hydroboration of representative alkenes by dimethylborane provides the corresponding monoorganyldimethylborane, RMe2B.Treatment of this intermediate with hydroxylamine-O-sulfonic acid provides the desired amines, RNH2, in isolated yields of 73percent to 95percent.The reaction proceeds with complete retention, reproducing the precise structure of the organic group in the organoboranes, RMe2B.