HALOXON

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H14Cl3O6P
Molecular Weight	415.59
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(Cl)C(=O)OC2=C1C=CC(OP(=O)(OCCCl)OCCCl)=C2

InChI

InChIKey=KULDXINYXFTXMO-UHFFFAOYSA-N

InChI=1S/C14H14Cl3O6P/c1-9-11-3-2-10(8-12(11)22-14(18)13(9)17)23-24(19,20-6-4-15)21-7-5-16/h2-3,8H,4-7H2,1H3

HIDE SMILES / InChI

Molecular Formula	C14H14Cl3O6P
Molecular Weight	415.59
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5938096 | https://www.drugs.com/international/haloxon.html | https://www.cabdirect.org/cabdirect/abstract/19630802750

Haloxon is an organophosphorus anthelmintic once used against nematodes of the abomasum and small intestine in ruminants. Haloxon is an organophosphorus cholinesterase antagonist. Laboratory and field trials with 7-day-old, 14-day-old and adult infections of the common gastrointestinal nematodes in 600 sheep showed that Haloxon at a dose rate of 30 to 55 mg. per kg. body-weight was a very highly efficient anthelrnintic. The drug was particularly effective against all stages of Haemonchus contenus, Trichostrongylus spp. and Coopería curticei; it was more active against adult than against larval Ostertagia spp" and Nematodirus spp. High activity was also reported against Strongyloides papillosus, Bunostomum trigono-cephalum and Oesophagostomum venulosumum but not against Trichuris avis nor Chabertia ovina.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 209 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6704184 \| https://www.ncbi.nlm.nih.gov/pubmed/5938096	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Worm infection 4 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5022406 https://www.ncbi.nlm.nih.gov/pubmed/5389428	Curative		Approved 8583	Haloxon drench Approved Use For control of gastrointestinal roundworms of the genera Haemonchus, Ostertagia,Trichostrongylus, and Cooperia in cattle.

PubMed

Title	Date	PubMed
Structure-inhibition relationships in the interaction of butyrylcholinesterase with bambuterol, haloxon and their leaving groups.	2005-12-15	16429568
Peripheral site ligands accelerate inhibition of acetylcholinesterase by neutral organophosphates.	2001-12	11920914
The influence of peripheral site ligands on the reaction of symmetric and chiral organophosphates with wildtype and mutant acetylcholinesterases.	1999-05-14	10421444

Patents

Sample Use Guides

In Vivo Use Guide

Horses: The recommended dose of the drug is 60 mg/kg. Haloxon is a safe drug producing no ill effects even upto 3 times the therapeutic dose.

Route of Administration: Oral

In Vitro Use Guide

H. gallinae was killed by 10(-4) M haloxon

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:49:42 GMT 2025` Edited by `admin` on `Mon Mar 31 17:49:42 GMT 2025`
Record UNII	T8KXA37068
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HALOXON

Official Name

English

HALOXON [GREEN BOOK]

Preferred Name

English

HALOXON [MART.]

Common Name

English

haloxon [INN]

Common Name

English

HALOXON [MI]

Common Name

English

3-CHLORO-7-HYDROXY-4-METHYLCOUMARIN BIS(2-CHLOROETHYL)PHOSPHATE

Systematic Name

English

Classification Tree Code System Code

CFR

21 CFR 520.1120