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Details

Stereochemistry RACEMIC
Molecular Formula C3H5ClO2
Molecular Weight 108.524
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-CHLOROPROPIONIC ACID

SMILES

CC(Cl)C(O)=O

InChI

InChIKey=GAWAYYRQGQZKCR-UHFFFAOYSA-N
InChI=1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)

HIDE SMILES / InChI

Molecular Formula C3H5ClO2
Molecular Weight 108.524
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Initial biological qualification of SBDP-145 as a biomarker of compound-induced neurodegeneration in the rat.
2014-10
Role of pyruvate dehydrogenase kinase 4 in regulation of blood glucose levels.
2010-10
Clinical physiology and mechanism of dizocilpine (MK-801): electron transfer, radicals, redox metabolites and bioactivity.
2010-08-19
Metal-catalyzed simultaneous chain- and step-growth radical polymerization: marriage of vinyl polymers and polyesters.
2010-06-02
Roles of K151 and D180 in L-2-haloacid dehalogenase from Pseudomonas sp. YL: analysis by molecular dynamics and ab initio fragment molecular orbital calculations.
2009-12
Direct determination of the enantiomeric purity or enantiomeric composition of methylpropionates using a single capacitive microsensor.
2009-03-01
Methyl 2-(N-methoxy-carbonyl-meth-yl-N-methylsulfamo-yl)benzoate.
2009-02-04
Isolation of a bacterium possessing a haloacid dehalogenase from a marine sediment core.
2009
Tuning the chiral cavity of macrocyclic receptor for chiral recognition and discrimination.
2008-11-21
Production of (S)-2-chloropropionate by asymmetric reduction of 2-chloroacrylate with 2-haloacrylate reductase coupled with glucose dehydrogenase.
2008-04
Crystal structures of the substrate free-enzyme, and reaction intermediate of the HAD superfamily member, haloacid dehalogenase DehIVa from Burkholderia cepacia MBA4.
2007-05-04
(+/-)-2-Chloropropionic acid elevates reactive oxygen species formation in human neutrophil granulocytes.
2006-12-07
Mechanism of the reaction catalyzed by DL-2-haloacid dehalogenase as determined from kinetic isotope effects.
2006-05-16
Thermoresponsive comb-shaped copolymer-Si(100) hybrids for accelerated temperature-dependent cell detachment.
2006-03
Copper(II)-mediated resolution of alpha-halo carboxylic acids with chiral O,O'-dibenzoyltartaric acid: spontaneous racemization and crystallization-induced dynamic resolution.
2005-12-07
Biochemical and molecular characterisation of the 2,3-dichloro-1-propanol dehalogenase and stereospecific haloalkanoic dehalogenases from a versatile Agrobacterium sp.
2005-10
Synthesis of a peroxime proliferator activated receptor (PPAR) alpha/gamma agonist via stereocontrolled Williamson ether synthesis and stereospecific SN2 reaction of S-2-chloro propionic acid with phenoxides.
2005-06-10
2-Haloacrylate reductase, a novel enzyme of the medium chain dehydrogenase/reductase superfamily that catalyzes the reduction of a carbon-carbon double bond of unsaturated organohalogen compounds.
2005-05-27
Synthesis of PPAR agonist via asymmetric hydrogenation of a cinnamic acid derivative and stereospecific displacement of (S)-2-chloropropionic acid.
2005-05-12
Purification, crystallization and preliminary crystallographic analysis of DehIVa, a dehalogenase from Burkholderia cepacia MBA4.
2005-03-01
Re-evaluation of archival material for neuronal cell injury produced by L-2-chloropropionic acid in the rat brain.
2004-12
Genetic organization of the dhlA gene encoding 1,2-dichloroethane dechlorinase from Xanthobacter flavus UE15.
2004-09
Putrescine as a marker of the effects of 2-chloropropionic acid in the rat brain.
2004-05-27
Horizontal transfer of dehalogenase genes on IncP1beta plasmids during bacterial adaptation to degrade alpha-halocarboxylic acids.
2003-08-01
Impaired mitochondrial pyruvate importation in a patient and a fetus at risk.
2003-03
Photoreduction of the chloropropionic acid of carfentrazone-ethyl in sodium sulfide [corrected].
2002-10
Modification of the enantioselectivity of two homologous thermophilic carboxylesterases from Alicyclobacillus acidocaldarius and Archaeoglobus fulgidus by random mutagenesis and screening.
2002-08
Stereoselective synthesis of Psi[CH(2)O] pseudodipeptides and conformational analysis of a PhePsi[CH(2)O]Ala containing analogue of the drug desmopressin.
2002-03-25
Whole-cell biodetection of halogenated organic acids.
2001-12-13
Toxic effect of L-2-chloropropionate on cultured rat cerebellar granule cells is ameliorated after inhibition of reactive oxygen species formation.
2001-12-01
MRI studies of the neurotoxic effects of L-2-chloropropionic acid on rat brain.
2001-02
The effect of postnatal age on L-2-chloropropionic acid-induced cerebellar granule cell necrosis in the rat.
2001-02
Neuroprotective effects of MK-801 on L-2-chloropropionic acid-induced neurotoxicity.
2001-02
Use of structure-activity relationships for probing biochemical mechanisms: glutathione transferase zeta conjugation of haloacids.
2001
L-2-chloropropionic acid-induced cerebellar granule cell necrosis is potentiated by L-type calcium channel antagonists.
1997
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:52:09 GMT 2025
Edited
by admin
on Mon Mar 31 20:52:09 GMT 2025
Record UNII
ADV1WUE1NB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-173
Preferred Name English
2-CHLOROPROPIONIC ACID
Systematic Name English
PROPIONIC ACID, .ALPHA.-CHLORO-
Common Name English
(±)-2-CHLOROPROPIONIC ACID
Systematic Name English
2-CHLOROPROPANOIC ACID
Systematic Name English
.ALPHA.-CHLOROPROPIONIC ACID
Systematic Name English
(RS)-2-CHLOROPROPANOIC ACID
Systematic Name English
.ALPHA.-CHLOROPROPIONIC ACID, (±)-
Common Name English
PROPANOIC ACID, 2-CHLORO-
Common Name English
(±)-2-CHLOROPROPANOIC ACID
Systematic Name English
.ALPHA.-MONOCHLOROPROPIONIC ACID
Systematic Name English
2-Chloropropanoic acid [WHO-DD]
Common Name English
PROPIONIC ACID, 2-CHLORO-
Common Name English
(±)-.ALPHA.-CHLOROPROPANOIC ACID
Systematic Name English
(RS)-2-CHLOROPROPIONIC ACID
Systematic Name English
Code System Code Type Description
WIKIPEDIA
2-CHLOROPROPIONIC ACID
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
MESH
C021974
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-952-3
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
FDA UNII
ADV1WUE1NB
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
EPA CompTox
DTXSID0021545
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
NSC
173
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
PUBCHEM
11734
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
HSDB
5713
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY
CAS
598-78-7
Created by admin on Mon Mar 31 20:52:09 GMT 2025 , Edited by admin on Mon Mar 31 20:52:09 GMT 2025
PRIMARY