ISOMETAMIDIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C28H26N7
Molecular Weight	460.5529
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

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=UGKOYGZYLRKTJH-UHFFFAOYSA-O

InChI=1S/C28H25N7/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)/p+1

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

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
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.	1995 Nov 24	7490723
The in vitro effects of isometamidium chloride (Samorin) on the piscine hemoflagellate Cryptobia salmositica (Kinetoplastida, Bodonina).	2001 Feb	11227891
Financial implications of rearing sheep and goats under natural trypanosomosis challenge at Galana ranch, Kenya.	2002 Nov	12537388
Drug sensitivity of trypanosome populations from cattle in a peri-urban dairy production system in Uganda.	2002 Oct	12387907
Application of field methods to assess isometamidium resistance of trypanosomes in cattle in western Ethiopia.	2004 Apr	15177142
Trypanocidal drug resistance in eastern province of Zambia.	2004 Jan 30	14746972
Detection of trypanosomes in small ruminants and pigs in western Kenya: important reservoirs in the epidemiology of sleeping sickness?	2005 Jul 14	16018802
Metabolism of isometamidium in hepatocytes isolated from control and inducer-treated rats.	2006 Dec	17083459
Isometamidium sensitivity of Trypanosoma congolense stocks from cattle in West Africa tested in mice and the drug incubation infectivity test.	2006 Jan	16256933
Effect of isometamidium chloride treatment on susceptibility of tsetse flies (Diptera: Glossinidae) to trypanosome infections.	2006 May	16739416
Occurrence of multiple drug resistance in Trypanosoma brucei rhodesiense isolated from sleeping sickness patients.	2007 Mar	17708149
The history of African trypanosomiasis.	2008 Feb 12	18275594
Development and validation of an improved HPLC method for the control of potentially counterfeit isometamidium products.	2008 Jan 7	17931814
Does isometamidium chloride treatment protect tsetse flies from trypanosome infections during SIT campaigns?	2008 Jun	18498613
Molecular tools for the rapid detection of drug resistance in animal trypanosomes.	2008 May	18420457
The killing of African trypanosomes by ethidium bromide.	2010 Dec 16	21187912
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 16:00:11 GMT 2023` Edited by `admin` on `Fri Dec 15 16:00:11 GMT 2023`
Record UNII	S9HA0WUW3H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISOMETAMIDIUM

Common Name

English

ISOMETAMIDIUM CATION

Common Name

English

ISOMETAMIDIUM ION

Common Name

English

PHENANTHRIDINIUM, 3-AMINO-8-(3-(3-(AMINOIMINOMETHYL)PHENYL)-1-TRIAZENYL)-5-ETHYL-6-PHENYL-

Systematic Name

English

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

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QP51AX19