84545-00-6

Basic information

• Product Name: 3-(methoxycarbonyl)cyclopentanecarboxylic acid
• CAS NO: 84545-00-6
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.1785
• Mol File: 84545-00-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 286.4°C at 760 mmHg
• Flash Point: 114.6°C
• Density: 1.242g/cm³
• Vapor Pressure: 0.000677mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: 3-(methoxycarbonyl)cyclopentanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(methoxycarbonyl)cyclopentanecarboxylic acid(84545-00-6)
• EPA Substance Registry System: 3-(methoxycarbonyl)cyclopentanecarboxylic acid(84545-00-6)

Safety Data

• Hazardous Substances Data: 84545-00-6(Hazardous Substances Data)

Usage

Description

3-(methoxycarbonyl)cyclopentanecarboxylic acid is a carboxylic acid derivative with the molecular formula C9H14O4. It features a cyclopentane ring with a methoxycarbonyl group attached at position 3, making it a white, crystalline solid that is insoluble in water but soluble in organic solvents. This chemical compound serves as a valuable building block in organic synthesis and pharmaceutical research.

Uses

Used in Organic Synthesis:
3-(methoxycarbonyl)cyclopentanecarboxylic acid is used as a building block for the synthesis of various organic compounds. Its unique structure and reactivity make it a versatile component in the creation of complex molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-(methoxycarbonyl)cyclopentanecarboxylic acid is used as a key intermediate in the development of new drugs. Its chemical properties allow for the formation of diverse pharmaceutical products with potential therapeutic applications.
Used in Agrochemical Products:
3-(methoxycarbonyl)cyclopentanecarboxylic acid is also utilized in the agrochemical sector for the synthesis of various agrochemicals. Its ability to form a wide range of compounds makes it a valuable asset in the development of products for agricultural use.

Upstream product

• 67-56-1 methanol 
• 876-05-1 cis-1,3-cyclopentanedicarboxylic acid 
• 6054-16-6 cis-1,3-cyclopentanedicarboxylic acid anhydride 
• 39590-04-0 (1R,3S)-dimethyl cyclopentane-1,3-dicarboxylate 
• 6054-16-6 cyclopentane-1,3-dicarboxylic acid anhydride 
• 124-41-4 sodium methylate 
• 498-66-8 norborn-2-ene 
• 2435-36-1 cyclopentane?1,3?dimethyl formate 

Downstream Products

• 85174-63-6 (+/-)-methyl cis-3-(chloromethanoyl)cyclopentanecarboxylate 
• 78795-20-7 (+/-)-cis-3-aminocyclopentanemethanol 
• 78795-25-2 (+/-)-1--5-methyl-2,4(1H,3H)-pyrimidinedione 
• 116940-85-3 (+/-)-cis-3-(hydroxymethyl)cyclopentanecarboxamide 
• 116940-95-5 Benzoic acid (1S,3R)-3-(4-chloro-2-oxo-2H-pyrimidin-1-yl)-cyclopentylmethyl ester 
• 116940-94-4 Benzoic acid (1S,3R)-3-(4-chloro-5-methyl-2-oxo-2H-pyrimidin-1-yl)-cyclopentylmethyl ester 
• 116891-18-0 (+/-)-2,3-dihydro-1--2-thioxo-4(1H)-pyrimidinone benzoate 
• 116891-20-4 (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate 
• 116891-16-8 (+/-)-1--5-methyl-2,4(1H,3H)-pyrimidinedione benzoate 
• 58240-93-0 (+)-cis-(1R,3S)-3-hydroxymethyl-1-carbomethoxycyclopentane 
• 2435-36-1 cyclopentane?1,3?dimethyl formate 
• 15448-76-7 dimethyl bicyclo<2.2.1>heptane-1,4-dicarboxylate 

Relevant articles and documents

Pharmacophore-Based Design of Phenyl-[hydroxycyclohexyl] Cycloalkyl-Carboxamide Mitofusin Activators with Improved Neuronal Activity

Mitochondrial fragmentation from defective fusion or unopposed fission contributes to many neurodegenerative diseases. Small molecule mitofusin activators reverse mitochondrial fragmentation in vitro, promising a novel therapeutic approach. The first-in-c

Conformational Restriction and Enantioseparation Increase Potency and Selectivity of Cyanoguanidine-Type Histamine H4 Receptor Agonists

2-Cyano-1-[4-(1H-imidazol-4-yl)butyl]-3-[2-(phenylsulfanyl)ethyl]guanidine (UR-PI376, 1) is a potent and selective agonist of the human histamine H4 receptor (hH4R). To gain information on the active conformation, we synthesized analogues of 1 with a cyclopentane-1,3-diyl linker. Affinities and functional activities were determined at recombinant hHxR (x: 1-4) subtypes on Sf9 cell membranes (radioligand binding, [35S]GTPγS, or GTPase assays) and in part in luciferase assays on human or mouse H4R (HEK-293 cells). The most potent H4R agonists among 14 racemates were separated by chiral HPLC, yielding eight enantiomerically pure compounds. Configurations were assigned based on X-ray structures of intermediates and a stereocontrolled synthetic pathway. (+)-2-Cyano-1-{[trans-(1S,3S)-3-(1H-imidazol-4-yl)cyclopentyl]methyl}-3-[2-(phenylsulfanyl)ethyl]guanidine ((1S,3S)-UR-RG98, 39a) was the most potent H4R agonist in this series (EC50 11 nM; H4R vs H3R, >100-fold selectivity; H1R, H2R, negligible activities), whereas the optical antipode proved to be an H4R antagonist ([35S]GTPγS assay). MD simulations confirmed differential stabilization of the active and inactive H4R state by the enantiomers.

Enantioselective synthesis of (+) and (-)-cis-3-aminocyclopentanecarboxylic acids by enzymatic asymmetrization

Both enantiomers of cis-3-aminocyclopentanecarboxylic acid (GABA analogs, inhibitory neurotransmitter) have been prepared via enzymatic asymmetrization of cis -1,3-cyclopentanedicarboxylic acid.