189944
Cyclopentylphenylacetic acid
97%
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About This Item
Fórmula lineal:
C5H9CH(C6H5)CO2H
Número de CAS:
Peso molecular:
204.26
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Productos recomendados
assay
97%
form
solid
mp
98-100 °C (lit.)
solubility
methanol: soluble 50 mg/mL, clear, colorless
functional group
carboxylic acid
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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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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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
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
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
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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