Page last updated: 2024-12-05

2-chloropropionic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-chloropropionic acid: RN given refers to parent cpd with specified chlorine locant; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID11734
CHEMBL ID1743205
SCHEMBL ID24339
MeSH IDM0077529

Synonyms (71)

Synonym
alpha-chloropropionic acid
un2511
ai3-18182
brn 1720259
hsdb 5713
nsc 173
alpha-monochloropropionic acid
propionic acid, alpha-chloro-
einecs 209-952-3
chloropropionic acid
nsc-401806
nsc401806
propanoic acid, 2-chloro-
wln: qvyg1
.alpha.-chloropropionic acid
598-78-7
nsc173
nsc-173
2-chloropropanoic acid
2-chloropropionic acid
propionic acid, 2-chloro-
propionic acid, .alpha.-chloro-
2-chloropropionic acid, 92%
NCIOPEN2_009382
AKOS000121295
2-chloropropionate
CHEMBL1743205
(r)-(+)-2-chloropropionicacid
(s)-(-)-2-chloropropionicacid
dtxsid0021545 ,
dtxcid301545
cas-598-78-7
NCGC00258204-01
tox21_200650
28554-00-9
(r)-2-chloropropanoic acid;d-2-chloropropionic acid
adv1wue1nb ,
0-02-00-00248 (beilstein handbook reference)
unii-adv1wue1nb
ec 209-952-3
2-chloropropionic acid [un2511] [corrosive]
FT-0612010
FT-0636500
FT-0605207
(rs)-(+)-2-chloropropionic acid
alpha-chloro-propionic acid
2-chloro-propionic acid
ch3chclcooh
SCHEMBL24339
(+/-)-2-chloropropionic acid
(+/-)-2-chloropropanoic acid
(+/-)-.alpha.-chloropropanoic acid
.alpha.-chloropropionic acid, (+/-)-
(rs)-2-chloropropionic acid
(rs)-2-chloropropanoic acid
.alpha.-monochloropropionic acid
2-chloropropanoic acid [who-dd]
AKOS016843695
SY018972
mfcd00064205
2-chloroproprionic acid
F2190-0290
(+)-2-chloropropionic acid, 94%
mfcd00004224
r(+)-2-chloropropionic acid
Q209361
BCP11281
STR00768
AMY4045
EN300-22778
Z147646840

Research Excerpts

Toxicity

L-2-Chloropropionic acid (L-CPA) is selectively toxic to the cerebellum in rats. The granule cell necrosis observed within 48 h can be prevented by prior administration of MK-801.

ExcerptReferenceRelevance
"The metabolic and toxic effects of 2-chloropropionate and dichloroacetate, activators of the pyruvate dehydrogenase complex, were compared."( Comparison of the metabolic and toxic effects of 2-chloropropionate and dichloroacetate.
Felten, SY; Harris, RA; O'Connor, BL; Peterson, RG; Powell, RS; Yount, EA; Yum, MN, 1982
)
0.26
" The present study was conducted to characterise the toxic effect of L-CPA in primary cell cultures of rat cerebellar granule cells in vitro."( Neurotoxic effect of L-2-chloropropionic acid on primary cultures of rat cerebellar granule cells.
Fonnum, F; Lock, EA; Rustad, A; Sturgess, NC, 2000
)
0.62
"L-2-Chloropropionic acid is selectively toxic to the cerebellum in rats; the granule cell necrosis observed within 48 h can be prevented by prior administration of MK-801."( Neuroprotective effects of MK-801 on L-2-chloropropionic acid-induced neurotoxicity.
Bachelard, HS; Lock, EA; Williams, RE, 2001
)
1.3

Dosage Studied

ExcerptRelevanceReference
" We observed an increase in [125I]endothelin-1 (ET-1) binding in the cerebellar cortex, as measured by quantitative receptor autoradiography, which occurs at 48 h, but not 24 h, following the 750 mg/kg L-CPA dosing regimen."( [125I]endothelin binding in rat cerebellum is increased following L-2-chloropropionic-acid-induced granule cell necrosis.
Lock, EA; Simpson, MG; Widdowson, PS; Wyatt, I, 1995
)
0.29
" There was no abnormal locomotor activity in the L-CPA rats treated with MK-801 except for the first 4 hr following dosing when animals were severely sedated."( L-2-chloropropionic acid-induced neurotoxicity is prevented by MK-801: possible role of NMDA receptors in the neuropathology.
Gyte, A; Lock, EA; Simpson, MG; Widdowson, PS; Wyatt, I, 1996
)
1.02
" NOS activity as measured by the amount of [3H]-arginine converted to [3H]-citrulline, did not reveal any difference between controls (rats dosed with water) and animals dosed with L-CPA at either 6 or 48 h following dosing."( Evidence for mediation of L-2-chloropropionic acid-induced delayed neuronal cell death by activation of a constitutive nitric oxide synthase.
Dunn, D; Farnworth, M; Moore, RB; Widdowson, PS; Wyatt, I, 1996
)
0.59
" Similar evidence for PDH activation was demonstrated at 2 and 24 h after dosing in both tissues."( Biochemical and neurotoxicological effects of L-2-chloropropionic acid on rodent brain.
Bachelard, HS; Jones, P; Lock, EA; Williams, RE, 1999
)
0.56
" Daily oral dosing of rats aged 56 days with 250 mg/kg per day of L-2-CPA for 3 days produced necrosis to neurons in the cerebellar granule cell layer and to neurons in the medial/ventral region of the habenular nucleus."( The effect of postnatal age on L-2-chloropropionic acid-induced cerebellar granule cell necrosis in the rat.
Duffell, S; Gyte, A; Lock, EA; Wyatt, I, 2001
)
0.59
" We have re-evaluated the neuropathology using the original sections and fresh sections from archived brain material from rats treated with L-CPA at different ages, times after dosing and the following prior treatment with the N-methyl-D-aspartate (NMDA) receptor antagonist, MK-801."( Re-evaluation of archival material for neuronal cell injury produced by L-2-chloropropionic acid in the rat brain.
Duffell, S; Lock, EA, 2004
)
0.55
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency11.29220.000714.592883.7951AID1259369
farnesoid X nuclear receptorHomo sapiens (human)Potency57.11250.375827.485161.6524AID743217
estrogen nuclear receptor alphaHomo sapiens (human)Potency3.39160.000229.305416,493.5996AID743075; AID743077
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency71.24870.000323.4451159.6830AID743065
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1654568Substrate activity at GSTZ (unknown origin) assessed as rate of drug conversion to S-(carboxymethyl)-glutathione per mg of protein2020Journal of medicinal chemistry, 06-25, Volume: 63, Issue:12
Metabolic and Pharmaceutical Aspects of Fluorinated Compounds.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (68)

TimeframeStudies, This Drug (%)All Drugs %
pre-199012 (17.65)18.7374
1990's30 (44.12)18.2507
2000's18 (26.47)29.6817
2010's6 (8.82)24.3611
2020's2 (2.94)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 49.88

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index49.88 (24.57)
Research Supply Index4.28 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index76.67 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (49.88)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (1.43%)5.53%
Reviews1 (1.43%)6.00%
Case Studies1 (1.43%)4.05%
Observational0 (0.00%)0.25%
Other67 (95.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]