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C116602

Sigma-Aldrich

Cyclopropanecarboxylic acid

95%

Synonym(s):

CPC-acid

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About This Item

Linear Formula:
C3H5CO2H
CAS Number:
1759-53-1
Molecular Weight:
86.09
Beilstein:
969839
EC Number:
217-162-5
MDL number:
MFCD00001287
UNSPSC Code:
12352100
PubChem Substance ID:
24892369
NACRES:
NA.22

Quality Level

100

Assay

95%

form

liquid

refractive index

n20/D 1.438 (lit.)

bp

182-184 °C (lit.)

mp

14-17 °C (lit.)

density

1.081 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)C1CC1

InChI

1S/C4H6O2/c5-4(6)3-1-2-3/h3H,1-2H2,(H,5,6)

InChI key

YMGUBTXCNDTFJI-UHFFFAOYSA-N

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Related Categories

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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D B Buxton et al.
Metabolism: clinical and experimental, 32(7), 736-744 (1983-07-01)
The effects of the hypoglycemic agent, cyclopropane carboxylate, on the metabolism of various substrates that enter the mitochondrion via the mitochondrial monocarboxylate transporter were investigated in perfused rat livers. Metabolism of pyruvate, branched-chain alpha-keto acids, acetoacetate and, to a lesser
Makoto Shiozaki et al.
Bioorganic & medicinal chemistry letters, 19(21), 6213-6217 (2009-09-22)
A series of 1-sulfonylaminocyclopropanecarboxylates was synthesized as ADAMTS-5 (Aggrecanase-2) inhibitors. After an intensive investigation of the central cyclopropane core including its absolute stereochemistry and substituents, we found compound 22 with an Agg-2 IC50=7.4 nM, the most potent ADAMTS-5 inhibitor reported
G B Quistad et al.
Drug metabolism and disposition: the biological fate of chemicals, 14(5), 521-525 (1986-09-01)
Conjugation with carnitine is a major metabolic pathway for cyclopropanecarboxylic acid (CPCA). The CPCA-carnitine is cleaved enzymatically (carnitine acetyltransferase) more slowly in vitro than are acetyl- and propionylcarnitines, but also slightly more extensively. When given orally to a rat, CPCA-carnitine
Orazio Prezzavento et al.
Life sciences, 82(11-12), 549-553 (2008-02-12)
The compound (1R,2S/1S,2R)-2-[4-hydroxy-4-phenylpiperidin-1-yl)methyl]-1-(4-methylphenyl) cyclopropanecarboxylate [(+/-)-PPCC] is a ligand with high affinity for sigma (sigma) sites of which the selectivity towards several other receptor systems has been demonstrated. Given the existence of a relationship between the sigma system and the kappa
Masayuki Wasa et al.
Journal of the American Chemical Society, 133(49), 19598-19601 (2011-11-09)
Systematic ligand development has led to the identification of novel mono-N-protected amino acid ligands for Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes. A diverse range of organoboron reagents can be used as coupling partners, and the reaction proceeds under mild conditions.
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