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189944

Sigma-Aldrich

Cyclopentylphenylacetic acid

97%

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Linear Formula:
C5H9CH(C6H5)CO2H
CAS Number:
Molecular Weight:
204.26
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

97%

form

solid

mp

98-100 °C (lit.)

solubility

methanol: soluble 50 mg/mL, clear, colorless

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

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This Item
343412158410122769
Cyclopentylphenylacetic acid 97%

189944

Cyclopentylphenylacetic acid

Cyclopropane-1,1-dicarboxylic acid 97%

343412

Cyclopropane-1,1-dicarboxylic acid

5-Bromovaleric acid 97%

158410

5-Bromovaleric acid

Adipic acid monoethyl ester 97%

122769

Adipic acid monoethyl ester

solubility

methanol: soluble 50 mg/mL, clear, colorless

solubility

methanol: soluble 1 g/10 mL, clear, colorless

solubility

95% ethanol: soluble 50 mg/mL, clear, colorless to faintly yellow

solubility

H2O: soluble 50 mg/mL, clear, colorless

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

form

solid

form

-

form

solid

form

solid

mp

98-100 °C (lit.)

mp

134-136 °C (lit.)

mp

38-40 °C (lit.)

mp

28-29 °C (lit.)

Application

Cyclopentylphenylacetic acid was used in the synthesis of:
  • 1-cyclopentyl-l-phenyl-2-(p-alkoxyphenyl)ethylenes
  • soft ester analogs of anticholinergics

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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
664. Chemical constitution and sex-hormonal activity: the synthesis of of some 1-cyclopentyl-and 1-cyclohexyl-1: 2-diarylethylenes.
Hey DH and Musgrave OC.
Journal of the Chemical Society, 3156-3164 (1949)
Radoslaw Laufer et al.
Bioorganic & medicinal chemistry, 22(17), 4968-4997 (2014-07-22)
TTK kinase was identified by in-house siRNA screen and pursued as a tractable, novel target for cancer treatment. A screening campaign and systematic optimization, supported by computer modeling led to an indazole core with key sulfamoylphenyl and acetamido moieties at

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