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
Cationic antitrypanosomal and other antimicrobial agents in the therapy of experimental Pneumocystis carinii pneumonia.	1988 Jun	3137861
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
Drug-resistant Trypanosoma congolense in naturally infected donkeys in north Omo Zone, southern Ethiopia.	2001 Aug 31	11511413
The in vitro effects of isometamidium chloride (Samorin) on the piscine hemoflagellate Cryptobia salmositica (Kinetoplastida, Bodonina).	2001 Feb	11227891
Therapeutic and prophylactic effects of isometamidium chloride (Samorin) against the hemoflagellate Cryptobia salmositica in chinook salmon (Oncorhynchus tshawytscha) and the effects of the drug on uninfected rainbow trout (O. mykiss).	2001 Jan	11199844
Cryptobiosis and its control in North American fishes.	2001 May 1	11334944
Transporters in African trypanosomes: role in drug action and resistance.	2001 May 1	11334936
Growth and mortality in sheep and goats under high tsetse challenge in Kenya.	2002 Nov	12537387
A competitive enzyme-linked immunosorbent assay for diminazene.	2002 Nov	12429424
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
Trypanocidal drug resistance in eastern province of Zambia.	2004 Jan 30	14746972
Evaluation of isometamidium levels in the serum of sheep and goats after prophylactic treatment against trypanosomosis.	2004 Sep	15580765
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
Drug-resistance of Trypanosoma b. rhodesiense isolates from Tanzania.	2006 Feb	16451338
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
Immunology and cell biology of parasitic diseases.	2010	21547254
The killing of African trypanosomes by ethidium bromide.	2010 Dec 16	21187912

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