Page last updated: 2024-12-05

vinylidene chloride

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

Description

vinylidene chloride: potent hepatotoxin [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

1,1-dichloroethene : A member of the class of chloroethenes that is ethene in which both of the hydrogens attached to one of the carbons are replaced by chlorines. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID6366
CHEMBL ID156455
CHEBI ID34031
MeSH IDM0093526

Synonyms (69)

Synonym
vinylidene dichloride
CHEBI:34031 ,
ethylene, 1,1-dichloro-
1,1-dce
75-35-4
vinylidene chloride
1,1-dichloroethylene
inchi=1/c2h2cl2/c1-2(3)4/h1h
ethene, 1,1-dichloro-
1,1-dichloroethene
NCGC00091090-01
chlorure de vinylidene [french]
rcra waste no. u078
as-dichloroethylene
un1303
vinylidene chloride, inhibited
nci-c54262
hsdb 1995
einecs 200-864-0
asym-dichloroethylene
VDC ,
vinylidene chloride (inhibited)
vinylidene chloride (ii)
rcra waste number u078
ai3-28804
1,1-dichloroethylene, inhibited
vinylidene chloride, monomer
vinylidine chloride
ccris 622
1,1-dichloroethene, analytical standard
1,1-dichloroethylene, contains 200 ppm mehq as inhibitor, 99%
1,1,-dichloroethene
D0366
1,1-dichloro-ethene
CHEMBL156455
AKOS000120591
NCGC00091090-02
NCGC00091090-03
tox21_200357
NCGC00257911-01
dtxsid8021438 ,
cas-75-35-4
dtxcid001438
9002-85-1
21sk105j9d ,
unii-21sk105j9d
chlorure de vinylidene
ec 200-864-0
vinylidene chloride, inhibited [un1303] [flammable liquid]
diofan a 565s
1,1-dichloroethylene [hsdb]
xan 10
r 1130a
iso-dichloroethylene
f 1130a
vinylidene chloride [mi]
vinylidene chloride [iarc]
hcc 1130a
1,1-dichloroethene [usp-rs]
ch2=ccl2
1,1-dichloroethylene-d2
mfcd00011653
1,1-dichloroethylene, analytical standard
1,1-dichloroethene 100 microg/ml in methanol
1,1-dichloroethene 10 microg/ml in methanol
vinylidene chloride latex
Q161284
EN300-21072
PD075979

Research Excerpts

Overview

Vinylidene chloride (VDC) is a groundwater and drinking water contaminant.

ExcerptReferenceRelevance
"Vinylidene chloride (VDC) is a groundwater and drinking water contaminant. "( Interactive toxicity and stress protein expression by vinylidene chloride and monochloroacetate in precision-cut rat liver slices.
Gandolfi, J; Wijeweera, J; Zheng, XH, 1998
)
1.99

Effects

ExcerptReferenceRelevance
"Vinylidene chloride (VDC) has been widely used in the production of plastics and flame retardants. "( Renal Cell Carcinomas in Vinylidene Chloride-exposed Male B6C3F1 Mice Are Characterized by Oxidative Stress and TP53 Pathway Dysregulation.
Clayton, NP; Gerrish, K; Hayes, SA; Hoenerhoff, MJ; Hong, HH; Pandiri, AR; Peddada, SD; Shockley, KR; Sills, RC; Ton, TV; Wyde, M, 2016
)
2.18

Toxicity

ExcerptReferenceRelevance
" Also, no other toxic effects would be anticipated."( Safety assessment of HCFC-141b: use as a blowing agent for insulation in building construction and refrigeration.
Boberg, RE; Machado, RJ; Turnbull, D, 1994
)
0.29
" There was no apparent progression of organ damage during the 13-week subchronic study, nor appearance of adverse effects not seen in the short-term exposures."( Acute, subacute, and subchronic oral toxicity studies of 1,1-dichloroethane in rats: application to risk evaluation.
Acosta, D; Bruckner, JV; Lash, LH; Mehta, SM; Muralidhara, S; Ramanathan, R, 2001
)
0.31
" It is highly likely that critical, limiting steps in any given mechanistic pathway may become overwhelmed with increasing exposures, signaling the emergence of new modalities of toxic tissue injury at these higher doses."( Dose-dependent transitions in mechanisms of toxicity: case studies.
Andersen, ME; Bogdanffy, MS; Bus, JS; Cohen, SD; Conolly, RB; David, RM; Doerrer, NG; Dorman, DC; Gaylor, DW; Hattis, D; Rogers, JM; Setzer, RW; Slikker, W; Swenberg, JA; Wallace, K, 2004
)
0.32

Pharmacokinetics

ExcerptReferenceRelevance
" A physiologically based pharmacokinetic (PB-PK) model has been developed for VDC in the rat based on oxidative metabolism of VDC and subsequent GSH detoxification of metabolite."( Physiologically based pharmacokinetic model for vinylidene chloride.
Andersen, ME; D'Souza, RW, 1988
)
0.53
"Physiologically based pharmacokinetic modeling (PBPK) and gas uptake experiments have been used by researchers to demonstrate the competitive inhibition mechanism between trichloroethylene (TCE) and 1,1-dichloroethylene (DCE)."( Physiologically based pharmacodynamic modeling of an interaction threshold between trichloroethylene and 1,1-dichloroethylene in Fischer 344 rats.
Constan, AA; el-Masri, HA; Ramsdell, HS; Yang, RS, 1996
)
0.29

Bioavailability

ExcerptReferenceRelevance
" Bioavailability of 1,1-DCE, as determined by comparing areas under blood concentration versus time curves (AUCs), was equivalent in animals given the same dose of 1,1-DCE iv and po."( Toxicokinetics and bioavailability of oral and intravenous 1,1-dichloroethylene.
Bruckner, JV; D'Souza, R; Desai, F; Feldman, S; Putcha, L, 1986
)
0.27

Dosage Studied

ExcerptRelevanceReference
" At the higher dosage of harmol, phorone reduced the biliary excretion of harmol sulfate while increasing the biliary excretion of harmol glucuronide."( Effect of glutathione depletion on sulfate activation and sulfate ester formation in rats.
Gregus, Z; Howell, S; Klaassen, CD; White, C, 1988
)
0.27
" The model also explains the complex dose-response mortality curves seen with VDC."( Physiologically based pharmacokinetic model for vinylidene chloride.
Andersen, ME; D'Souza, RW, 1988
)
0.53
" Hepatic microsomes were prepared from groups of rats prior to dosing and at 2, 5, 12, and 24 h postdosing, and total P450 content and the activities of P450 1A2, P450 2A1, P450 2B, P450 2C6, P450 2C11, P450 2D1, P450 2E1, and P450 3A were determined."( Selective inhibition of cytochrome P450 2E1 in vivo and in vitro with trans-1,2-dichloroethylene.
Black, SR; Bucher, JR; Etheridge, AS; Mathews, JM; Pulliam, DW; Raymer, JH, 1998
)
0.3
" There were decreases in body weight gain and relative liver weight at all dosage levels, as well as increased renal nonprotein sulfhydryl levels at 2 and 4 g/kg after 5 and 10 days."( Acute, subacute, and subchronic oral toxicity studies of 1,1-dichloroethane in rats: application to risk evaluation.
Acosta, D; Bruckner, JV; Lash, LH; Mehta, SM; Muralidhara, S; Ramanathan, R, 2001
)
0.31
"" For chemicals with this descriptor, dose-response assessment is not indicated."( Evaluation of the carcinogenicity of 1,1-dichloroethylene (vinylidene chloride).
Britt, JK; James, RC; Jordan, KE; Roberts, SM; Warren, DA, 2002
)
0.56
"Experience with dose response and mechanisms of toxicity has shown that multiple mechanisms may exist for a single agent along the continuum of the full dose-response curve."( Dose-dependent transitions in mechanisms of toxicity: case studies.
Andersen, ME; Bogdanffy, MS; Bus, JS; Cohen, SD; Conolly, RB; David, RM; Doerrer, NG; Dorman, DC; Gaylor, DW; Hattis, D; Rogers, JM; Setzer, RW; Slikker, W; Swenberg, JA; Wallace, K, 2004
)
0.32
"The objective of this investigation was to elucidate the effects of route of exposure and oral dosage regimen on the toxicokinetics (TK) of 1,1-dichloroethylene (DCE)."( Influence of exposure route and oral dosage regimen on 1, 1-dichloroethylene toxicokinetics and target organ toxicity.
Bruckner, JV; Dallas, CE; Hines, C; Muralidhara, S; White, CA, 2010
)
0.36
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
mutagenAn agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
carcinogenic agentA role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
chloroethenesA chloroalkene that is ethene in which one or more of the hydrogens has been replaced by chlorine.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
Metabolism of dichloroethylene by CYP450010

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency2.59040.003041.611522,387.1992AID1159552
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency73.00710.001530.607315,848.9004AID1224841
pregnane X nuclear receptorHomo sapiens (human)Potency57.99160.005428.02631,258.9301AID1346982
Nuclear receptor ROR-gammaHomo sapiens (human)Potency0.94390.026622.448266.8242AID651802
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
xenobiotic metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of glucose metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of steroid metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
intracellular receptor signaling pathwayNuclear receptor ROR-gammaHomo sapiens (human)
circadian regulation of gene expressionNuclear receptor ROR-gammaHomo sapiens (human)
cellular response to sterolNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of circadian rhythmNuclear receptor ROR-gammaHomo sapiens (human)
regulation of fat cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of DNA-templated transcriptionNuclear receptor ROR-gammaHomo sapiens (human)
adipose tissue developmentNuclear receptor ROR-gammaHomo sapiens (human)
T-helper 17 cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
protein bindingNuclear receptor ROR-gammaHomo sapiens (human)
oxysterol bindingNuclear receptor ROR-gammaHomo sapiens (human)
zinc ion bindingNuclear receptor ROR-gammaHomo sapiens (human)
ligand-activated transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
sequence-specific double-stranded DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
nuclear receptor activityNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
nucleoplasmNuclear receptor ROR-gammaHomo sapiens (human)
nuclear bodyNuclear receptor ROR-gammaHomo sapiens (human)
chromatinNuclear receptor ROR-gammaHomo sapiens (human)
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID37562Induction of aneuploidy in Aspergillus nidulans.1995Journal of medicinal chemistry, Feb-17, Volume: 38, Issue:4
Molecular similarity matrices and quantitative structure-activity relationships: a case study with methodological implications.
AID19825Partition coefficient (logP)1995Journal of medicinal chemistry, Feb-17, Volume: 38, Issue:4
Molecular similarity matrices and quantitative structure-activity relationships: a case study with methodological implications.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (145)

TimeframeStudies, This Drug (%)All Drugs %
pre-199059 (40.69)18.7374
1990's42 (28.97)18.2507
2000's27 (18.62)29.6817
2010's15 (10.34)24.3611
2020's2 (1.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 38.93

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 Index38.93 (24.57)
Research Supply Index5.03 (2.92)
Research Growth Index4.28 (4.65)
Search Engine Demand Index57.00 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (38.93)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews13 (8.55%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other139 (91.45%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]