Page last updated: 2024-12-05

bis(chloromethyl) ether

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

Description

Bis(Chloromethyl) Ether: A substance that is an irritant to the eyes and respiratory tract and may be carcinogenic. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

bis(chloromethyl) ether : An ether that is dimethyl ether in which one of the hydrogens attached to each of the methyl group has replaced by a chlorine. [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 CID10967
CHEMBL ID3185875
CHEBI ID82270
SCHEMBL ID998
MeSH IDM0002605

Synonyms (62)

Synonym
chloro-(chloromethyloxy)-methane
ether, bis(chloromethyl)
methane, oxybis[chloro-
bis(chloromethyl) ether
542-88-1
bis-(chloromethyl)ether
chloro(chloromethoxy)methane
oxybis[chloromethane]
ccris 90
dimethyl-1,1'-dichloroether
hsdb 501
dichlordimethylaether [german]
chloromethyl ether
rcra waste number p016
dichloromethyl ether, symmetrical
bis(chloromethyl)ether
1,1'-dichlorodimethyl ether
dichlorodimethyl ether, symmetrical
methane, oxybis(chloro-
sym-dichloromethyl ether
un2249
sym-dichloro-dimethyl ether
brn 1679223
oxybis(chloromethane)
rcra waste no. p016
einecs 208-832-8
bcme
bis(chloromethyl)ether (bcme)
NCGC00248846-01
AKOS006273599
C19158
tox21_200840
NCGC00258394-01
cas-542-88-1
dtxsid8020173 ,
dtxcid40173
STL280338
unii-77382ihe37
4-01-00-03051 (beilstein handbook reference)
alpha,alpha'-dichlorodimethyl ether
methane, 1,1'-oxybis(1-chloro-
77382ihe37 ,
dichlorodimethyl ether, symmetrical [un2249] [poison]
monochloromethyl ether
dichlordimethylaether
bis-cme
dichlorodimethyl ether
sym-dichloromethyl ether [mi]
bis(chloromethyl) ether [hsdb]
SCHEMBL998
chloromethylether
chloro methylether
CHEBI:82270 ,
methane, 1,1'-oxybis[1-chloro-
chloro(chloromethoxy) methane
un 2249
s-di(chloromethyl) ether
(monochloromethyl) ether
.alpha.,.alpha.'-dichlorodimethyl ether
CHEMBL3185875
Q2283186
EN300-225762

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" A clear dose-response relationship with risk ratios exceeding ten for the longest duration and greatest exposure subgroups was demonstrated for this firm."( Occupational exposure to chloromethyl ethers. A retrospective cohort mortality study (1948-1972).
Albert, RE; Pasternack, BS; Shore, RE, 1977
)
0.26
" Bronchogenic carcinoma was markedly increased among them, with a strong dose-response relationship."( The respiratory effects of chloromethyl methyl ether.
Boucot, KR; Weiss, W, 1975
)
0.25
" A historical cohort study of 1,446 male production employees from 1960 through 1975 showed both an increased risk of lung cancer as compared to that in the general population among 465 exposed workers and a dose-response relationship."( Lung cancer in chloromethyl ether workers.
Auerbach, O; Moser, RL; Weiss, W, 1979
)
0.26
" In 49 current cigarette smokers consuming less than one pack per day, the data suggested a dose-response relationship between chemical exposure and the frequency of low end-expiratory flow rate."( The forced end-expiratory flow rate in chloromethyl ether workers.
Weiss, W, 1977
)
0.26
" The prevalence of chronic cough showed a dose-response relationship to both smoking and chemical exposure."( Chloromethyl ethers, cigarettes, cough and cancer.
Weiss, W, 1976
)
0.26
" Although limited by lack of quantitative environmental sampling data, dose-response relationships were established between lung cancer an intensity and/or duration of exposure."( Lung cancer following exposure to chloromethyl methyl ether. An epidemiological study.
DeFonso, LR; Kelton, SC,
)
0.13
" There was a positive dose-response relation."( Incidence of respiratory cancer among workers exposed to chloromethyl-ethers.
Bernabeu, L; DeFonso, LR; Gowers, DS; Karli, A; Monroe, CB; Renshaw, FM; Schaffer, P, 1993
)
0.29
" Over 30 years of observation, 25 of 67 deaths were due to lung cancer, with a dose-response relationship."( An epidemic of lung cancer due to chloromethyl ethers. 30 years of observation.
Nash, D; Weiss, W, 1997
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
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.
alkylating agentHighly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
[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 (2)

ClassDescription
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
[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]

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency0.19410.006038.004119,952.5996AID1159521
pregnane X nuclear receptorHomo sapiens (human)Potency68.86870.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency61.67050.000229.305416,493.5996AID743075; AID743079
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency8.74810.023723.228263.5986AID743223
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (71)

TimeframeStudies, This Drug (%)All Drugs %
pre-199056 (78.87)18.7374
1990's7 (9.86)18.2507
2000's3 (4.23)29.6817
2010's5 (7.04)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.57

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 Index45.57 (24.57)
Research Supply Index4.36 (2.92)
Research Growth Index4.61 (4.65)
Search Engine Demand Index67.15 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (45.57)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews13 (16.88%)6.00%
Case Studies4 (5.19%)4.05%
Observational0 (0.00%)0.25%
Other60 (77.92%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]