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189944

Cyclopentylphenylacetic acid

Name: Cyclopentylphenylacetic acid
Brand: ALDRICH

97%

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About This Item

Linear Formula:

C₅H₉CH(C₆H₅)CO₂H

CAS Number:

3900-93-4

Molecular Weight:

204.26

NACRES:

NA.22

PubChem Substance ID:

24851406

UNSPSC Code:

12352100

EC Number:

223-454-3

MDL number:

MFCD00001379

Assay:

97%

Form:

solid

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Properties

Quality Level

100

assay

97%

form

solid

mp

98-100 °C (lit.)

solubility

methanol: soluble 50 mg/mL, clear, colorless

functional group

carboxylic acid, phenyl

SMILES string

OC(=O)C(C1CCCC1)c2ccccc2

InChI

1S/C13H16O2/c14-13(15)12(11-8-4-5-9-11)10-6-2-1-3-7-10/h1-3,6-7,11-12H,4-5,8-9H2,(H,14,15)

InChI key

BCJIDGDYYYBNNB-UHFFFAOYSA-N

Description

Application

Cyclopentylphenylacetic acid was used in the synthesis of:

1-cyclopentyl-l-phenyl-2-(p-alkoxyphenyl)ethylenes
soft ester analogs of anticholinergics

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Studies on the metabolic clearance of ciclotropium to alpha-phenylciclopentylacetic acid using a new enantiospecific metabolite assay.

B Liebmann et al.

Arzneimittel-Forschung, 42(11), 1354-1358 (1992-11-01)

Ester hydrolysis represents an important biotransformation pathway for various parasympatholytic agents. Cleavage of the ciclotropium ester bond results in the formation of alpha-phenylciclopentylacetic acid (PCA). The relevance of this metabolic route for ciclotropium bromide (HIT-PCE, CAS 85166-20-7) including its stereochemical

Soft drugs. 3. A new class of anticholinergic agents.

N Bodor et al.

Journal of medicinal chemistry, 23(5), 474-480 (1980-05-01)

A new class of antimuscarinic drugs was designed and synthesized. The compounds are "soft" quaternary ammonium esters in which there is only one carbon atom separating the ester oxygen and the quaternary head. The compounds are potent anticholinergics when derived

Design, pharmacokinetic, and pharmacodynamic evaluation of soft anticholinergics based on tropyl alpha-phenylcyclopentylacetate.

F Huang et al.

Die Pharmazie, 57(2), 115-121 (2002-03-07)

Four new soft anticholinergic agents based on tropyl alpha-phenylcyclopentylacetate, 15a, 15b, 18a, and 18b, were designed and synthesized. Receptor binding studies on the cloned human muscarinic receptors indicated that the new soft anticholinergic agents possessed moderate potency as pKi ranged

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Global Trade Item Number

SKU	GTIN
189944-5G	04061831810028