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Details

Stereochemistry ACHIRAL
Molecular Formula C28H26N7.CH3O3S
Molecular Weight 555.651
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ISOMETAMIDIUM MESYLATE

SMILES

CS([O-])(=O)=O.CC[N+]1=C(C2=CC=CC=C2)C3=C(C=CC(=C3)\N=N\NC4=CC=CC(=C4)C(N)=N)C5=C1C=C(N)C=C5

InChI

InChIKey=SNMWNEQGAIYVQF-UHFFFAOYSA-N
InChI=1S/C28H25N7.CH4O3S/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;1-5(2,3)4/h3-17,29H,2H2,1H3,(H4,30,31,32,33);1H3,(H,2,3,4)

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 CH4O3S
Molecular Weight 96.106
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
Cationic antitrypanosomal and other antimicrobial agents in the therapy of experimental Pneumocystis carinii pneumonia.
1988 Jun
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992 Sep
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.
1995 Nov 24
Drug-resistant Trypanosoma congolense in naturally infected donkeys in north Omo Zone, southern Ethiopia.
2001 Aug 31
The in vitro effects of isometamidium chloride (Samorin) on the piscine hemoflagellate Cryptobia salmositica (Kinetoplastida, Bodonina).
2001 Feb
Financial implications of rearing sheep and goats under natural trypanosomosis challenge at Galana ranch, Kenya.
2002 Nov
Drug sensitivity of trypanosome populations from cattle in a peri-urban dairy production system in Uganda.
2002 Oct
Field studies of drug-resistant cattle trypanosomes in Kénédougou Province, Burkina Faso.
2003 Apr
Knowledge and attitudes of cattle owners regarding trypanosomosis control in tsetse-infested areas of Uganda.
2004 Dec
Trypanocidal drug resistance in eastern province of Zambia.
2004 Jan 30
RNA-interference silencing of the adenosine transporter-1 gene in Trypanosoma evansi confers resistance to diminazene aceturate.
2004 May-Jun
Protective efficacy of isometamidium chloride and diminazene aceturate against natural Trypanosoma brucei, Trypanosoma congolense and Trypanosoma vivax infections in cattle under a suppressed tsetse population in Uganda.
2004 Sep
Evaluation of isometamidium levels in the serum of sheep and goats after prophylactic treatment against trypanosomosis.
2004 Sep
Trypanocidal failure suggested by PCR results in cattle field samples.
2004 Sep
The susceptibility of Trypanosoma congolense isolated in Zambézia Province, Mozambique, to isometamidium chloride, diminazene aceturate and homidium chloride.
2005 Dec
Identification of a genetic marker for isometamidium chloride resistance in Trypanosoma congolense.
2005 Feb
Detection of trypanosomes in small ruminants and pigs in western Kenya: important reservoirs in the epidemiology of sleeping sickness?
2005 Jul 14
RNA aptamers as potential pharmaceuticals against infections with African trypanosomes.
2006
Rapid identification of isometamidium-resistant stocks of Trypanosoma b. brucei by PCR-RFLP.
2006 Aug
Metabolism of isometamidium in hepatocytes isolated from control and inducer-treated rats.
2006 Dec
Drug-resistance of Trypanosoma b. rhodesiense isolates from Tanzania.
2006 Feb
The transmissibility of Trypanosoma congolense seems to be associated with its level of resistance to isometamidium chloride.
2006 Feb 18
Isometamidium sensitivity of Trypanosoma congolense stocks from cattle in West Africa tested in mice and the drug incubation infectivity test.
2006 Jan
Effect of isometamidium chloride treatment on susceptibility of tsetse flies (Diptera: Glossinidae) to trypanosome infections.
2006 May
Point mutations in mitochondrial topoisomerase enzymes of Trypanosoma congolense are not involved in isometamidium resistance.
2007 Jan
Absence of correlation between karyotype profiles of Trypanosoma congolense and resistance to isometamidium chloride.
2007 Jul 20
Health management of horses under high challenge from trypanosomes: a case study from Serengeti, Tanzania.
2008 Jul 4
Immunobiology of African trypanosomes: need of alternative interventions.
2010
Diverse effects on mitochondrial and nuclear functions elicited by drugs and genetic knockdowns in bloodstream stage Trypanosoma brucei.
2010 May 4

Sample Use Guides

0.5 or 1.0 mg/kg bw.
Route of Administration: Intramuscular
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:22:30 GMT 2023
Edited
by admin
on Fri Dec 15 15:22:30 GMT 2023
Record UNII
WN91WG5WNT
Record Status Validated (UNII)
Record Version
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Name Type Language
ISOMETAMIDIUM MESYLATE
Common Name English
PHENANTHRIDINIUM, 3-AMINO-8-(3-(3-(AMINOIMINOMETHYL)PHENYL)-2-TRIAZEN-1-YL)-5-ETHYL-6-PHENYL-, METHANESULFONATE (1:1)
Systematic Name English
ISOMETAMIDIUM MESILATE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID40957004
Created by admin on Fri Dec 15 15:22:30 GMT 2023 , Edited by admin on Fri Dec 15 15:22:30 GMT 2023
PRIMARY
PUBCHEM
215372
Created by admin on Fri Dec 15 15:22:30 GMT 2023 , Edited by admin on Fri Dec 15 15:22:30 GMT 2023
PRIMARY
FDA UNII
WN91WG5WNT
Created by admin on Fri Dec 15 15:22:30 GMT 2023 , Edited by admin on Fri Dec 15 15:22:30 GMT 2023
PRIMARY
CAS
35628-03-6
Created by admin on Fri Dec 15 15:22:30 GMT 2023 , Edited by admin on Fri Dec 15 15:22:30 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY