ISOMETAMIDIUM CHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C28H26N7.Cl
Molecular Weight	496.006
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Cl-].CC[N+]1=C(C2=CC=CC=C2)C3=C(C=CC(N\N=N\C4=CC(=CC=C4)C(N)=N)=C3)C5=CC=C(N)C=C15

InChI

InChIKey=QNZJTSGALAVCLH-UHFFFAOYSA-N

InChI=1S/C28H25N7.ClH/c1-2-35-26-16-20(29)11-13-24(26)23-14-12-22(17-25(23)27(35)18-7-4-3-5-8-18)33-34-32-21-10-6-9-19(15-21)28(30)31;/h3-17,29H,2H2,1H3,(H4,30,31,32,33);1H

HIDE SMILES / InChI

Molecular Formula	C28H25N7
Molecular Weight	459.545
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Description
Sources: https://www.drugs.com/international/isometamidium-chloride.html | http://www.inchem.org/documents/jecfa/jecmono/v25je10.htm

ISOMETAMIDIUM (as a chloride salt) is widely used in tropical countries as an antiprotozoal agent to control animal trypanosomiasis. It is used principally in cattle but also in sheep, goats, buffalos, donkeys, horses, camels and dogs.

Approval Year

PubMed

Title	Date	PubMed
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.	1992 Sep	1416885
The in vitro effects of isometamidium chloride (Samorin) on the piscine hemoflagellate Cryptobia salmositica (Kinetoplastida, Bodonina).	2001 Feb	11227891
Transporters in African trypanosomes: role in drug action and resistance.	2001 May 1	11334936
Financial implications of rearing sheep and goats under natural trypanosomosis challenge at Galana ranch, Kenya.	2002 Nov	12537388
Growth and mortality in sheep and goats under high tsetse challenge in Kenya.	2002 Nov	12537387
Field studies of drug-resistant cattle trypanosomes in Kénédougou Province, Burkina Faso.	2003 Apr	12711108
Cryptobia (Trypanoplasma) salmositica and salmonid cryptobiosis.	2003 Nov-Dec	14710756
Application of field methods to assess isometamidium resistance of trypanosomes in cattle in western Ethiopia.	2004 Apr	15177142
Knowledge and attitudes of cattle owners regarding trypanosomosis control in tsetse-infested areas of Uganda.	2004 Dec	15830601
The susceptibility of Trypanosoma congolense isolated in Zambézia Province, Mozambique, to isometamidium chloride, diminazene aceturate and homidium chloride.	2005 Dec	16562737
The transmissibility of Trypanosoma congolense seems to be associated with its level of resistance to isometamidium chloride.	2006 Feb 18	16303254
Isometamidium sensitivity of Trypanosoma congolense stocks from cattle in West Africa tested in mice and the drug incubation infectivity test.	2006 Jan	16256933
Point mutations in mitochondrial topoisomerase enzymes of Trypanosoma congolense are not involved in isometamidium resistance.	2007 Jan	17123643
Absence of correlation between karyotype profiles of Trypanosoma congolense and resistance to isometamidium chloride.	2007 Jul 20	17537578
Occurrence of multiple drug resistance in Trypanosoma brucei rhodesiense isolated from sleeping sickness patients.	2007 Mar	17708149
Development and validation of an improved HPLC method for the control of potentially counterfeit isometamidium products.	2008 Jan 7	17931814
Assessment of the occurrence of trypanocidal drug resistance in trypanosomes of naturally infected cattle in the Adamaoua region of Cameroon using the standard mouse test and molecular tools.	2008 May	18355771
Immunological and therapeutic strategies against salmonid cryptobiosis.	2010	20052385
Dyes, trypanosomiasis and DNA: a historical and critical review.	2010 Dec	21080764
Diverse effects on mitochondrial and nuclear functions elicited by drugs and genetic knockdowns in bloodstream stage Trypanosoma brucei.	2010 May 4	20454560
Chemosensitization of Trypanosoma congolense strains resistant to isometamidium chloride by tetracyclines and enrofloxacin.	2010 Sep 28	20927189

Sample Use Guides

In Vivo Use Guide

0.5 or 1.0 mg/kg bw.

Route of Administration: Intramuscular

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:08:16 GMT 2023` Edited by `admin` on `Fri Dec 15 16:08:16 GMT 2023`
Record UNII	7NH28I651F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISOMETAMIDIUM CHLORIDE

Official Name

English

isometamidium chloride [INN]

Common Name

English

A-4180

Code

English

8-(3-(M-AMIDINOPHENYL)-2-TRIAZENO)-3-AMINO-5-ETHYL-6-PHENYLPHENANTHRIDINIUM CHLORIDE

Systematic Name

English

ISOMETAMIDIUM CHLORIDE [MART.]

Common Name

English

ISOMETAMIDIUM CHLORIDE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C250