DICHLORVOS

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H7Cl2O4P
Molecular Weight	220.976
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COP(=O)(OC)OC=C(Cl)Cl

InChI

InChIKey=OEBRKCOSUFCWJD-UHFFFAOYSA-N

InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C4H7Cl2O4P
Molecular Weight	220.976
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.atsdr.cdc.gov/phs/phs.asp?id=595&tid=111 | https://www.epa.gov/sites/production/files/2016-09/documents/dichlorvos.pdf | http://pmep.cce.cornell.edu/profiles/extoxnet/carbaryl-dicrotophos/dichlorvos-ext.html

Dichlorvos is a synthetic organic chemical used as an insecticide. Dichlorvos does not occur naturally in the environment, but is manufactured by industry. Dichlorvos is sold under many trade names including Vapona®, Atgard®, Nuvan®, and Task®. It is also used as an insecticide for slow release on pest-strips for pest control in homes. Dichlorvos is used as an anthelmintic (worming agent) for dogs, swine, and horses, as a botacide (agent that kills fly larvae) for horses, and in flea collars for dogs. In 1995, EPA proposed cancellation of dichlorvos for all home uses, and for many commercial and industrial uses.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Acetylcholinesterase 209 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27085000 \| https://www.ncbi.nlm.nih.gov/pubmed/25701203 \| https://www.ncbi.nlm.nih.gov/pubmed/16036766	Inhibitor 8504	269.0 nM [IC50]
Acylamino-acid-releasing enzyme 1 Target ID: CHEMBL1741174 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15888665	Inhibitor 8504	230.0 nM [IC50]
Butyrylcholinesterase 45 Target ID: CHEMBL1914 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16036766	Inhibitor 8504	44.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Helminthiasis 39 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9265850 https://www.drugs.com/vet/atgard-swine-wormer.html https://www.drugs.com/international/dichlorvos.html https://www.fda.gov/ohrms/dockets/98fr/048271fi.pdf	Curative		Approved 8583	Atgard Approved Use For the removal and control of the sexually mature (adult), sexually immature, and/or 4th stage larvae of the whipworm (Trichuris suis), nodular worms (Oesophagostomum sp.), large roundworm (Ascaris suum) and the mature thick stomach worm (Ascarops stongylina) occurring in the lumen of the gastro-intestinal tract of pigs, boars, and open or bred gilts and sows.

Doses

Dose	Population	Adverse events
12 mg/kg single, oral Studied dose Dose: 12 mg/kg Route: oral Route: single Dose: 12 mg/kg Sources: https://pubmed.ncbi.nlm.nih.gov/4901414/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: FASTED Sources: https://pubmed.ncbi.nlm.nih.gov/4901414/	Sources: https://pubmed.ncbi.nlm.nih.gov/4901414/

PubMed

Title	Date	PubMed
DDVP markedly decreases the expression of granzyme B and granzyme 3/K in human NK cells.	2008-01-20	18063463
Pesticide use and chronic bronchitis among farmers in the Agricultural Health Study.	2007-12	17975796
Impaired mitochondrial energy metabolism and neuronal apoptotic cell death after chronic dichlorvos (OP) exposure in rat brain.	2007-11	17850875
Aging pathways for organophosphate-inhibited human butyrylcholinesterase, including novel pathways for isomalathion, resolved by mass spectrometry.	2007-11	17698511
Organophosphorus pesticides induce apoptosis in human NK cells.	2007-09-24	17681413
Chemical reactivation and aging kinetics of organophosphorus-inhibited cholinesterases from two earthworm species.	2007-09	17705652
Induction of hsp70, alterations in oxidative stress markers and apoptosis against dichlorvos exposure in transgenic Drosophila melanogaster: modulation by reactive oxygen species.	2007-09	17640809
Insecticide susceptibility of surviving Cotesia plutellae (Hym: Braconidae) and Diaeretiella rapae (M'Intosh) (Hym: Aphidiidae) as affected by sublethal insecticide dosages on host insects.	2007-09	17533655
Adverse effect of organophosphate compounds, dichlorvos and chlorpyrifos in the reproductive tissues of transgenic Drosophila melanogaster: 70kDa heat shock protein as a marker of cellular damage.	2007-08-16	17618723
Human receptor kinetics and lung tissue retention of the enhanced-affinity glucocorticoid fluticasone furoate.	2007-07-25	17650349
Effect of dichlorvos on the acetylcholinesterase from tambaqui (Colossoma macropomum) brain.	2007-07	17665685
Pesticide detection with a liposome-based nano-biosensor.	2007-06-15	17223333
Chronic bronchitis among nonsmoking farm women in the agricultural health study.	2007-05	17495700
Pathophysiology of respiratory failure following acute dichlorvos poisoning in a rodent model.	2007-05	17350689
Rapid, non-destructive, cell-based screening assays for agents that modulate growth, death, and androgen receptor activation in prostate cancer cells.	2007-03-01	17219378
Brain regional acetylcholinesterase activity and muscarinic acetylcholine receptors in rats after repeated administration of cholinesterase inhibitors and its withdrawal.	2007-03	17188317
NMDA antagonists exert distinct effects in experimental organophosphate or carbamate poisoning in mice.	2007-03	17157343
Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry assay for organophosphorus toxicants bound to human albumin at Tyr411.	2007-02-15	17188226
Altered cholinergic metabolism and muscarinic receptor linked second messenger pathways after chronic exposure to dichlorvos in rat brain.	2007-02	17722737
Acute organophosphate poisoning in university hospital emergency room patients.	2007	17603234
Endometrial damage and apoptosis in rats induced by dichlorvos and ameliorating effect of antioxidant vitamins E and C.	2006-11	16973328
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Pesticides and adult respiratory outcomes in the agricultural health study.	2006-09	17119214
Serine hydrolase KIAA1363: toxicological and structural features with emphasis on organophosphate interactions.	2006-09	16978018
Experimental study of acute organophosphorus compound poisoning in rabbit kidneys by ultrasonic tissue characterization.	2006-07	16798900
Pesticides associated with wheeze among commercial pesticide applicators in the Agricultural Health Study.	2006-06-15	16611668
The L-type calcium channel blocker nimodipine mitigates cytoskeletal proteins phosphorylation in dichlorvos-induced delayed neurotoxicity in rats.	2006-05	16635102
Each lipase has a unique sensitivity profile for organophosphorus inhibitors.	2006-05	16449251
Active site mutant acetylcholinesterase interactions with 2-PAM, HI-6, and DDVP.	2006-04-14	16598855
Effect of dichlorvos on hepatic and pancreatic glucokinase activity and gene expression, and on insulin mRNA levels.	2006-01-25	16153661
Phytoncides (wood essential oils) induce human natural killer cell activity.	2006	16873099
Poor efficacy of the most commonly used anthelmintics in sport horse nematodes in Morocco in relation to resistance.	2005-12	16402567
Validation of an electrometric blood cholinesterase measurement in goats.	2005-12	16293993
Acute pancreatitis subsequent to voluntary methomyl and dichlorvos intoxication.	2005-11	16258382
Weak inhibitors protect cholinesterases from strong inhibitors (paraoxon): in vitro effect of tiapride.	2005-09-30	16193528
Dimethyl 2,2-dichlorovinyl phosphate (DDVP) markedly decreases the expression of perforin, granzyme A and granulysin in human NK-92CI cell line.	2005-09-15	16002202
A comprehensive evaluation of the testicular toxicity of dichlorvos in Wistar rats.	2005-09-15	15979224
Hazardous effect of organophosphate compound, dichlorvos in transgenic Drosophila melanogaster (hsp70-lacZ): induction of hsp70, anti-oxidant enzymes and inhibition of acetylcholinesterase.	2005-08-30	16023296
Blood acylpeptide hydrolase activity is a sensitive marker for exposure to some organophosphate toxicants.	2005-08	15888665
Weak inhibitors protect cholinesterases from stronger inhibitors (dichlorvos): in vitro effect of tiapride.	2005-07-23	16036766
Measuring sorption of hydrophilic organic compounds in soils by an unsaturated transient flow method.	2005-05-13	15888890
Expression and comparative functional characterisation of recombinant acetylcholinesterase from three species of Schistosoma.	2005-05	15811534
Cholinergic drugs potentiate human nicotinic alpha4beta2 acetylcholine receptors by a competitive mechanism.	2005-02-21	15733544
Efficacy of trimedoxime in mice poisoned with dichlorvos, heptenophos or monocrotophos.	2005-02	15679473
Effects of organophosphorous pesticides used in china on various mammalian cells.	2005	15793557
The influence of single topical application of dichlorvos on blood esterases and toxicity in male calves.	1992-06	1609493
The influence of 2,3-butanedione monoxime on dichlorvos-induced enzymatic changes in buffalo calves.	1992-06	1609489
The specificity of carboxylesterase protection against the toxicity of organophosphorus compounds.	1992-06	1609424
Neurotoxicity of dichlorvos: effect on antioxidant defense system in the rat central nervous system.	1992-04	1587340
[The possible role of presynaptic effects in realizing the protective action of M-cholinolytics in dimethyl dichlorovinyl phosphate poisoning].	1991-07-01	1664807

Patents

Sample Use Guides

In Vivo Use Guide

Rats received orally 2.5, 5 and 10mg/kg body weight of Dichlorvos (DDVP) respectively for 28 days.

Route of Administration: Oral

In Vitro Use Guide

Acylpeptide hydrolase from porcine brain was found to be potently inhibited by dichlorvos (20-min IC(50) value of 118.7 +/- 9.7 nM).

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:44:37 GMT 2025` Edited by `admin` on `Wed Apr 02 08:44:37 GMT 2025`
Record UNII	7U370BPS14
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DICHLORVOS

Official Name

English

DICHLORVOS [HSDB]

Preferred Name

English

DICHLORVOS [GREEN BOOK]

Common Name

English

DICHLORVOS [USAN]

Common Name

English

DDVP

Common Name

English

DICHLORVOS [IARC]

Common Name

English

SD-1750

Code

English

SD 1750

Code

English

PHOSPHORIC ACID, 2,2-DICHLOROETHENYL DIMETHYL ESTER

Common Name

English

2,2-Dichlorovinyl dimethyl phosphate

Systematic Name

English

DICHLORVOS [MI]

Common Name

English

Dichlorvos [WHO-DD]

Common Name

English

DICHLORVOS [USP-RS]

Common Name

English

DICHLORVOS [ISO]

Common Name

English

ATGARD

Brand Name

English

2,2-DICHLOROETHENYL DIMETHYL PHOSPHATE

Systematic Name

English

DICHLORVOS [MART.]

Common Name

English

dichlorvos [INN]

Common Name

English

NSC-6738

Code

English

Classification Tree Code System Code

IARC

Dichlorvos

EPA PESTICIDE CODE

600020