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Details

Stereochemistry ACHIRAL
Molecular Formula C16H15Cl3O2
Molecular Weight 345.648
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHOXYCHLOR

SMILES

COC1=CC=C(C=C1)C(C2=CC=C(OC)C=C2)C(Cl)(Cl)Cl

InChI

InChIKey=IAKOZHOLGAGEJT-UHFFFAOYSA-N
InChI=1S/C16H15Cl3O2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3

HIDE SMILES / InChI

Molecular Formula C16H15Cl3O2
Molecular Weight 345.648
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Methoxychlor is a contact and stomach insecticide effective against a wide range of pests encountered in agriculture, households, and ornamental plantings. It was registered for use on fruits, vegetables, forage crops and on shade trees. Methoxychlor was also registered for veterinary use as a poison to kill parasites on dairy and beef cattle. Exposure to methoxychlor may occur during its manufacture or use as a pesticide. In an acute oral study in animals, changes in the liver were reported. Dermal contact with methoxychlor is slightly irritating to the skin. The use of methoxychlor as a pesticide was banned in the United States in 2003 and in the European Union in 2002.

CNS Activity

Curator's Comment: Known to be CNS penetrant in mouse. Human data not available.

Originator

Sources: DOI: 10.1002/prac.18930470103

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
15.47 µM [IC50]
22.45 µM [IC50]
14.84 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Marlate

Approved Use

Applied for the control of certain external parasites.
Curative
Marlate

Approved Use

Applied for the control of certain external parasites.
OverviewDrug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
inconclusive [IC50 14.0815 uM]
no
yes [IC50 0.3537 uM]
yes [IC50 0.4996 uM]
yes [IC50 15.7997 uM]
yes [IC50 31.5246 uM]
yes [Inhibition 10 uM]
yes [Inhibition 10 uM]
Drug as victim

Drug as victim

Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
Differential estrogen receptor binding of estrogenic substances: a species comparison.
2000 Nov 15
Metabolic activation of bisphenol A by rat liver S9 fraction.
2001 Aug
An in vitro reporter gene assay method incorporating metabolic activation with human and rat S9 or liver microsomes.
2001 Jan 12
Determination of pesticides in drinking water by micellar electrokinetic capillary chromatography.
2001 Jul
Optimization of a yeast estrogen screen and its applicability to study the release of estrogenic isoflavones from a soygerm powder.
2001 Jul
Insecticide susceptibility in Coptotermes formosanus and Reticulitermes virginicus (Isoptera: Rhinotermitidae).
2001 Oct
Halogenated organic contaminants in sediments of the Havel and Spree rivers (Germany). Part 5 of organic compounds as contaminants of the Elbe river and its tributaries.
2001 Oct 15
Effects of prenatal exposure to low doses of diethylstilbestrol, o,p'DDT, and methoxychlor on postnatal growth and neurobehavioral development in male and female mice.
2001 Sep
Differential gene expression in response to methoxychlor and estradiol through ERalpha, ERbeta, and AR in reproductive tissues of female mice.
2001 Sep
Modulation of mammary gland development in prepubertal male rats exposed to genistein and methoxychlor.
2002 Apr
The hidden effect of estrogenic/antiandrogenic methoxychlor on spermatogenesis.
2002 Apr 15
Genistein and methoxychlor modulate the activity of natural killer cells and the expression of phenotypic markers by thymocytes and splenocytes in F0 and F1 generations of Sprague-Dawley rats.
2002 Apr 2
Persistent chlorinated pesticides in fish and cattle fat and their implications for human serum concentrations from the Sene-Gambian region.
2002 Aug
Combined effects of dietary phytoestrogen and synthetic endocrine-active compound on reproductive development in Sprague-Dawley rats: genistein and methoxychlor.
2002 Mar
Effects of subchronic exposure to a complex mixture of persistent contaminants in male rats: systemic, immune, and reproductive effects.
2002 May
Environmental estrogens alter early development in Xenopus laevis.
2003 Apr
The multidrug resistance-associated protein 1 transports methoxychlor and protects the seminiferous epithelium from injury.
2003 Apr 30
[Contents of organochlorine pesticides in water, pore water and sediment in Minjiang River Estuary of China].
2003 Jan
Resistance status of house flies (Diptera: Muscidae) from southeastern Nebraska beef cattle feedlots to selected insecticides.
2003 Jun
Evaluation of alternative tactics for management of insecticide-resistant horn flies (Diptera: Muscidae).
2003 Jun
Analysis of pesticides in water and sediment under different storage conditions using gas chromatography.
2003 May
Effect of organochlorine pesticides on maturation of starfish and mouse oocytes.
2003 May
Patents

Sample Use Guides

Use 2 Ibs. of Marlate 50 (50% methoxychlor) in 25 gals. of water. As a spray, wet animals to the skin. Repeat treatment every 3 weeks as needed.
Route of Administration: Topical
Rat primary cortical neurons were exposed to 1 or 10 uM methoxychlor for 9 days. GluR2 expression in cultures treated with methoxychlor was decreased significantly to approximately 61% and 56% of that observed in untreated cultures.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:36:14 GMT 2025
Edited
by admin
on Mon Mar 31 17:36:14 GMT 2025
Record UNII
RIA79UD69L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHOXYCHLOR
HSDB   ISO   MART.   MI   WHO-DD  
Systematic Name English
NSC-8945
Preferred Name English
METHOXYCHLOR [MI]
Common Name English
Methoxychlor [WHO-DD]
Common Name English
DIMETHOXY-DDT
Common Name English
1,1,1-TRICHLORO-2,2-BIS(4-METHOXYPHENYL)ETHANE
Systematic Name English
DIANISYLTRICHLORETHANE
Common Name English
DMDT
Common Name English
2,2-BIS(P-METHOXYPHENYL)-1,1,1-TRICHLOROETHANE
Common Name English
METHOXYCHLOR [MART.]
Common Name English
1,1'-(2,2,2-TRICHLOROETHYLIDENE)BIS(4-METHOXYBENZENE)
Systematic Name English
2,2-BIS(P-ANISYL)-1,1,1-TRICHLOROETHANE
Common Name English
METHOXYCHLOR [ISO]
Common Name English
METHOXYCHLOR [IARC]
Common Name English
METHOXYCHLOR [HSDB]
Common Name English
Classification Tree Code System Code
IARC Methoxychlor
EPA PESTICIDE CODE 34001
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
Code System Code Type Description
MERCK INDEX
m7331
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
METHOXYCHLOR
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
EPA CompTox
DTXSID9020827
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
CHEBI
6842
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-779-9
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
DAILYMED
RIA79UD69L
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
ALANWOOD
methoxychlor
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
NSC
8945
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
PUBCHEM
4115
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
FDA UNII
RIA79UD69L
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
HSDB
1173
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
CAS
72-43-5
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
RXCUI
2598123
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
SMS_ID
100000184171
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
MESH
D008731
Created by admin on Mon Mar 31 17:36:14 GMT 2025 , Edited by admin on Mon Mar 31 17:36:14 GMT 2025
PRIMARY
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