2-CHLOROPROPIONIC ACID

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 Search

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

Title	Date	PubMed
L-2-chloropropionic acid-induced cerebellar granule cell necrosis is potentiated by L-type calcium channel antagonists.	1997	9388008
Use of structure-activity relationships for probing biochemical mechanisms: glutathione transferase zeta conjugation of haloacids.	2001	11764943
Toxic effect of L-2-chloropropionate on cultured rat cerebellar granule cells is ameliorated after inhibition of reactive oxygen species formation.	2001 Dec 1	11746428
Whole-cell biodetection of halogenated organic acids.	2001 Dec 13	18968446
Neuroprotective effects of MK-801 on L-2-chloropropionic acid-induced neurotoxicity.	2001 Feb	11181825
Modification of the enantioselectivity of two homologous thermophilic carboxylesterases from Alicyclobacillus acidocaldarius and Archaeoglobus fulgidus by random mutagenesis and screening.	2002 Aug	12215818
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 Mar 25	11958975
Photoreduction of the chloropropionic acid of carfentrazone-ethyl in sodium sulfide [corrected].	2002 Oct	12371474
Horizontal transfer of dehalogenase genes on IncP1beta plasmids during bacterial adaptation to degrade alpha-halocarboxylic acids.	2003 Aug 1	19719596
Impaired mitochondrial pyruvate importation in a patient and a fetus at risk.	2003 Mar	12649063
Re-evaluation of archival material for neuronal cell injury produced by L-2-chloropropionic acid in the rat brain.	2004 Dec	15474620
Putrescine as a marker of the effects of 2-chloropropionic acid in the rat brain.	2004 May 27	15158016
Genetic organization of the dhlA gene encoding 1,2-dichloroethane dechlorinase from Xanthobacter flavus UE15.	2004 Sep	15459646
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 May 27	15781461
Biochemical and molecular characterisation of the 2,3-dichloro-1-propanol dehalogenase and stereospecific haloalkanoic dehalogenases from a versatile Agrobacterium sp.	2005 Oct	15865161
(+/-)-2-Chloropropionic acid elevates reactive oxygen species formation in human neutrophil granulocytes.	2006 Dec 7	17007989
Thermoresponsive comb-shaped copolymer-Si(100) hybrids for accelerated temperature-dependent cell detachment.	2006 Mar	16182362
Mechanism of the reaction catalyzed by DL-2-haloacid dehalogenase as determined from kinetic isotope effects.	2006 May 16	16681373
Crystal structures of the substrate free-enzyme, and reaction intermediate of the HAD superfamily member, haloacid dehalogenase DehIVa from Burkholderia cepacia MBA4.	2007 May 4	17368477
Production of (S)-2-chloropropionate by asymmetric reduction of 2-chloroacrylate with 2-haloacrylate reductase coupled with glucose dehydrogenase.	2008 Apr	18499064
Tuning the chiral cavity of macrocyclic receptor for chiral recognition and discrimination.	2008 Nov 21	18925781
Isolation of a bacterium possessing a haloacid dehalogenase from a marine sediment core.	2009	21566385
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 Dec	19373895
Methyl 2-(N-methoxy-carbonyl-meth-yl-N-methylsulfamo-yl)benzoate.	2009 Feb 4	21582122
Direct determination of the enantiomeric purity or enantiomeric composition of methylpropionates using a single capacitive microsensor.	2009 Mar 1	19191479
Clinical physiology and mechanism of dizocilpine (MK-801): electron transfer, radicals, redox metabolites and bioactivity.	2010 Jan-Feb	20716924
Metal-catalyzed simultaneous chain- and step-growth radical polymerization: marriage of vinyl polymers and polyesters.	2010 Jun 2	20455542
Role of pyruvate dehydrogenase kinase 4 in regulation of blood glucose levels.	2010 Oct	21076574
Initial biological qualification of SBDP-145 as a biomarker of compound-induced neurodegeneration in the rat.	2014 Oct	25015659

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:28:40 UTC 2023` Edited by `admin` on `Sat Dec 16 01:28:40 UTC 2023`
Record UNII	ADV1WUE1NB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

NSC-173

Code

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