76308-28-6

Basic information

• Product Name: Cyclohexaneacetic acid,4-aMino-,ethyl ester,trans-
• Synonyms: Cyclohexaneacetic acid,4-aMino-,ethyl ester,trans-;Ethyl trans-2-(4-aminocyclohexyl)acetate;Ethyl (trans-4-aminocyclohexyl)acetate;Ethyl 2-(trans-4-aminocyclohexyl)acetate
• CAS NO: 76308-28-6
• Molecular Formula: C₁₀H₁₉NO₂
• Molecular Weight: 185.26336
• Mol File: 76308-28-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 253.2°C at 760 mmHg
• Flash Point: 116.8°C
• Appearance: /
• Density: 0.984g/cm³
• Vapor Pressure: 0.0185mmHg at 25°C
• Refractive Index: 1.46
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 10.49±0.70(Predicted)
• CAS DataBase Reference: Cyclohexaneacetic acid,4-aMino-,ethyl ester,trans-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexaneacetic acid,4-aMino-,ethyl ester,trans-(76308-28-6)
• EPA Substance Registry System: Cyclohexaneacetic acid,4-aMino-,ethyl ester,trans-(76308-28-6)

Safety Data

• Hazardous Substances Data: 76308-28-6(Hazardous Substances Data)

Usage

General Description

Cyclohexaneacetic acid, 4-amino-, ethyl ester, trans- is a compound that consists of a cyclohexane ring attached to an acetic acid molecule, with an amino group and an ethyl ester functional group. The trans- configuration of the molecule indicates that the substituents are on opposite sides of the cyclohexane ring. This chemical compound can be used in various pharmaceutical and organic synthesis applications. It may have potential uses in drug development and synthesis of complex organic molecules due to its unique structure and functional groups. Its trans- configuration may also give it specific properties and reactivity in chemical reactions.

InChI:InChI=1/C10H19NO2/c1-2-13-10(12)7-8-3-5-9(11)6-4-8/h8-9H,2-7,11H2,1H3/t8-,9-

Upstream product

• 104-03-0 4-nitrobenzeneacetic acid 

Downstream Products

• 76308-38-8 N-tetramethyldiamidophosphoryl-trans-4-aminocyclohexylacetic acid ethyl ester 
• 76308-39-9 N-tetramethyldiamidothiophosphoryl-trans-4-aminocyclohexylacetic acid ethyl ester 
• 2952-00-3 trans-2-(4-aminocyclohexyl)acetic acid 
• 76308-32-2 N-dichlorophosphoryl-trans-4-aminocyclohexylacetic acid ethyl ester 
• 76308-33-3 N-dichlorothiophosphoryl-trans-4-aminocyclohexylacetic acid ethyl ester 
• 76308-34-4 N-diethylenimidophosphoryl-trans-4-aminocyclohexylacetic acid ethyl ester 
• 76308-35-5 N-diethylenimidothiophosphoryl-trans-4-aminocyclohexylacetic acid ethyl ester 
• 76308-36-6 C₁₂H₂₁N₃O₃P^(1-)*Na⁽¹⁺⁾ 
• 76308-37-7 C₁₂H₂₁N₃O₂PS^(1-)*Na⁽¹⁺⁾ 
• 215790-29-7 trans-2-(1-(4-(N-tert-butoxycarbonyl)amino)cyclohexyl)acetaldehyde 
• 839712-12-8 Cariprazine 
• 215790-43-5 trans-2-(2-(1-4-(N-tert-butyloxycarbonyl)amino)cyclohexyl)ethyl-7-cyano-1,2,3,4-tetrahydroisoquinoline 
• 506427-91-4 trans N-tert-butoxycarbonyl-4-{2-[4-(2,3-dichlorophenyl)-piperazin-1-yl]ethyl}-cyclohexylamine 
• 791778-53-5 trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexane-1-amine 

Relevant articles and documents

Preparation method for converting configuration of key intermediate of cariprazine

The invention provides a preparation method for converting configuration of a key intermediate of cariprazine, which is characterized in that commercially available 2-(4-((tert-butoxycarbonyl) amino) cyclohexyl) ethyl acetate is used as a raw material to synthesize trans-2-(4-((tert-butoxycarbonyl) amino) cyclohexyl) ethyl acetate with a single configuration in two steps under certain conditions. The preparation method disclosed by the invention is high in yield, low in production cost, green, environment-friendly and suitable for industrial production.

Structure-Activity Study of N -((trans)-4-(2-(7-Cyano-3,4-dihydroisoquinolin-2(1 H)-yl)ethyl)cyclohexyl)-1 H -indole-2-carboxamide (SB269652), a Bitopic Ligand That Acts as a Negative Allosteric Modulator of the Dopamine D2 Receptor

We recently demonstrated that SB269652 (1) engages one protomer of a dopamine D2 receptor (D2R) dimer in a bitopic mode to allosterically inhibit the binding of dopamine at the other protomer. Herein, we investigate structural determinants for allostery, focusing on modifications to three moieties within 1. We find that orthosteric "head" groups with small 7-substituents were important to maintain the limited negative cooperativity of analogues of 1, and replacement of the tetrahydroisoquinoline head group with other D2R "privileged structures" generated orthosteric antagonists. Additionally, replacement of the cyclohexylene linker with polymethylene chains conferred linker length dependency in allosteric pharmacology. We validated the importance of the indolic NH as a hydrogen bond donor moiety for maintaining allostery. Replacement of the indole ring with azaindole conferred a 30-fold increase in affinity while maintaining negative cooperativity. Combined, these results provide novel SAR insight for bitopic ligands that act as negative allosteric modulators of the D2R.