1110772-04-7

Basic information

• Product Name: (1S,3R)-3-AMINOCYCLOHEXANOL
• Synonyms: Cis-(1S,3R)-3-aMinocyclohexanol hydrochloride;Cyclohexanol, 3-amino-, (1S,3R)-
• CAS NO: 1110772-04-7
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17352
• Mol File: 1110772-04-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 201.1±33.0 °C(Predicted)
• Appearance: /
• Density: 1.037±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 15.09±0.40(Predicted)
• CAS DataBase Reference: (1S,3R)-3-AMINOCYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3R)-3-AMINOCYCLOHEXANOL(1110772-04-7)
• EPA Substance Registry System: (1S,3R)-3-AMINOCYCLOHEXANOL(1110772-04-7)

Safety Data

• Hazardous Substances Data: 1110772-04-7(Hazardous Substances Data)

Usage

General Description

"(1S,3R)-3-Aminocyclohexanol" is a specific isomer of aminocyclohexanol, which belongs to the family of cyclohexanols. Consequently, this compound is classified under the category of organic compounds known as cyclohexanols, characterized by a cyclohexane ring bonded to one hydroxyl group. The structural formula reflects the typical composition of cyclohexanols with the exception of having an additional amine group. Amines are functional groups that contain a basic nitrogen atom with a lone pair which tends to form a bond. This chemical possesses chiral centers, which result in its stereospecific identity as an isomer of aminocyclohexanol. Its applications and effects can vary widely depending on the specific molecular arrangement presented by the isomer.

Upstream product

• 1403864-57-2 2-(2-bromo-3-hydroxy-cyclohexyl)-isoindole-1,3-dione 
• 202479-02-5 cis-2-(3-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione 
• 1541-26-0 2-cyclohex-2-enyl-isoindole-1,3-dione 
• 1521-51-3 rac-3-bromocyclohexene 
• 750649-39-9 ((1R,3S)-3-hydroxycyclohexyl)carbamic acid benzyl ester 

Downstream Products

• 750649-39-9 ((1R,3S)-3-hydroxycyclohexyl)carbamic acid benzyl ester 
• 1403864-20-9 (R)-3-(dibenzylamino)cyclohexanone 
• 1403864-44-7 tert-butyl (1R,3S)-3-methoxycyclohexylcarbamate 
• 1403864-46-9 (1R,3S)-3-methoxycyclohexanamine trifluoroacetate 
• 1403864-49-2 4-((1R,3S)-3-methoxycyclohexylamino)-2-(methylthio)pyrimidine-5-carboxylic acid 
• 1403864-50-5 4-((1R,3S)-3-methoxycyclohexylamino)-2-(methylthio)pyrimidine-5-carboxamide 
• 1403864-24-3 (1S,3R)-3-amino-1-methylcyclohexanol 
• 1403864-65-2 (3R,5R)-N,N-dibenzyl-1-oxaspiro[2.5]octan-5-amine 
• 1403864-66-3 (3S,5R)-N,N-dibenzyl-1-oxaspiro[2.5]octan-5-amine 
• 1403864-21-0 (1R,3R)-3-(dibenzylamino)-1-methylcyclohexanol 
• 1403864-22-1 (1S,3R)-3-(dibenzylamino)-1-methylcyclohexanol 
• 1403864-03-8 4-((1R,3S)-3-hydroxycyclohexylamino)-2-(methylthio)pyrimidine-5-carboxylic acid 
• 1403864-04-9 4-((1R,3S)-3-hydroxycyclohexylamino)-2-(methylthio)pyrimidine-5-carboxamide 
• 1403864-02-7 ethyl 4-((1R,3S)-3-hydroxycyclohexylamino)-2-(methylthio)pyrimidine-5-carboxylate 

Relevant articles and documents

Asymmetric Phase-Transfer Catalytic aza-Michael Addition to Cyclic Enone: Highly Enantioselective and Diastereoselective Synthesis of Cyclic 1,3-Aminoalcohols

The highly enantioselective aza-Michael reaction of tert-butyl β-naphthylmethoxycarbamate to cyclic enones has been accomplished by using a new cinchona alkaloid derived C(9)-urea ammonium catalyst under phase-transfer catalysis conditions with up to 98% ee at 0 °C. The resulting aza-Michael adducts can be converted to versatile intermediates by selective deprotection and the cyclic 1,3-aminoalcohols by diastereoselective reduction with up to 32:1, which have been widely used as important pharmacophores in pharmaceutical development.

Structure-activity studies of a novel series of isoxazole-3-carboxamide derivatives as TRPV1 antagonists

Optimisation of a screening hit incorporating both TRPV1 activity and solubility was conducted. Substitution of the isoxazole-3-carboxamide with the bespoke 1S, 3R-3-aminocyclohexanol motif afforded the requisite balance of potency and solubility. Compounds 32 and 40 were found to have antihyperalgesic effects in the rat CFA Hg assay and induce a mechanism based hyperthermia.