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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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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
David M Bender et al.
Organic letters, 10(3), 509-511 (2008-01-10)
Esters of cyclopropanecarboxylic acid demonstrate a substantial increase in stability under both acid- and base-catalyzed hydrolytic conditions. Comparison of the stability of valacyclovir 13 with the cyclopropane analogue 14 shows that at 40 degrees C and pH 6 the half-life
Willem Wever et al.
Transgenic research, 19(4), 667-674 (2009-10-10)
The structure and function of untranslated mRNA leader sequences and their role in controlling gene expression remains poorly understood. Previous research has suggested that the 5' untranslated region (5'UTR) of the Vigna radiata aminocyclopropane-1-carboxylate synthase synthase (VR-ACS1) gene may function
T Kanazu et al.
Drug metabolism and disposition: the biological fate of chemicals, 25(2), 149-153 (1997-02-01)
The substrate specificity for carnitine conjugation was examined using rat hepatocytes and kidney slices and compared with glycine conjugation which is a competitive pathway through the CoA thioester. For both hepatocytes and kidney slices, the best substrate for the camitine
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
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