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=CC(OP(=O)(OCCCl)OCCCl)=CC=C12

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 207 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6704184 \| https://www.ncbi.nlm.nih.gov/pubmed/5938096	Inhibitor 8297

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 8429	Haloxon drench Approved Use For control of gastrointestinal roundworms of the genera Haemonchus, Ostertagia,Trichostrongylus, and Cooperia in cattle.

PubMed

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

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 `Fri Dec 15 15:11:39 UTC 2023` Edited by `admin` on `Fri Dec 15 15:11:39 UTC 2023`
Record UNII	T8KXA37068
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

HALOXON

Official 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

HALOXON [GREEN BOOK]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 520.1120