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34301-55-8-Isometamidium chloride Isometamidium chloride

Isometamidium chloride

For research use only. Not for therapeutic Use.

  • CAT Number: I029575
  • CAS Number: 34301-55-8
  • Molecular Formula: C28H26ClN7
  • Molecular Weight: 496.02
  • Purity: 98%
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Related Small Molecules: EZH2-IN-2     P18IN003     Urotensin II (114-124), human TFA    

Isometamidium chloride（Cat No.:I029575） is an antiprotozoal agent primarily used in veterinary medicine. It is effective against trypanosomes, which are parasites that cause diseases such as African animal trypanosomiasis (also known as nagana) in livestock. Isometamidium chloride works by inhibiting the growth and replication of trypanosomes, thereby controlling the infection. Due to its specific activity against trypanosomes, it is commonly used to treat and prevent trypanosome infections in animals, particularly in areas where these diseases are prevalent, helping to protect livestock health and productivity.


Catalog Number I029575
CAS Number 34301-55-8
Synonyms

Isometamidium chloride; A-4180; A4180; A 4180

Molecular Formula C28H26ClN7
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name Phenanthridinium, 3-amino-8-(3-(3-(aminoiminomethyl)phenyl)-1-triazenyl)-5-ethyl-6-phenyl-, chloride
InChI 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
InChIKey QNZJTSGALAVCLH-UHFFFAOYSA-N
SMILES CC[N+]1=C(C2=CC=CC=C2)C3=CC(/N=N/NC4=CC=CC(C(N)=N)=C4)=CC=C3C5=C1C=C(N)C=C5.[Cl-]
Reference

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2: Tchamdja E, Kulo AE, Akoda K, Teko-Agbo A, Assoumy AM, Niang EM, Batawui K, Adomefa K, Bankolé AA, Kombiagou K, Hoppenheit A, Clausen PH, Mattioli RC, Peter R, Napier GB, De Deken R, Marcotty T, Van Den Abbeele J, Delespaux V. Drug quality analysis through high performance liquid chromatography of isometamidium chloride hydrochloride and diminazene diaceturate purchased from official and unofficial sources in Northern Togo. Prev Vet Med. 2016 Apr 1;126:151-8. doi: 10.1016/j.prevetmed.2016.02.001. Epub 2016 Feb 4. PubMed PMID: 26907208.
3: Van Den Bossche P, Akoda K, Djagmah B, Marcotty T, De Deken R, Kubi C, Parker A, Van Den Abbeele J. Effect of isometamidium chloride treatment on susceptibility of tsetse flies (Diptera: Glossinidae) to trypanosome infections. J Med Entomol. 2006 May;43(3):564-7. PubMed PMID: 16739416.
4: Sow A, Sidibé I, Bengaly Z, Marcotty T, Séré M, Diallo A, Vitouley HS, Nebié RL, Ouédraogo M, Akoda GK, Van den Bossche P, Van Den Abbeele J, De Deken R, Delespaux V. Field detection of resistance to isometamidium chloride and diminazene aceturate in Trypanosoma vivax from the region of the Boucle du Mouhoun in Burkina Faso. Vet Parasitol. 2012 Jun 8;187(1-2):105-11. doi: 10.1016/j.vetpar.2011.12.019. Epub 2011 Dec 23. PubMed PMID: 22264748.
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6: Sutherland IA, Codjia V, Moloo SK, Holmes PH, Peregrine AS. Therapeutic activity of isometamidium chloride in Boran cattle against a tsetse-transmitted clone of Trypanosoma congolense with a low level of drug resistance. Trop Anim Health Prod. 1992 Aug;24(3):157-63. PubMed PMID: 1304663.
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8: Ardelli BF, Woo PT. The in vitro effects of isometamidium chloride (Samorin) on the piscine hemoflagellate Cryptobia salmositica (Kinetoplastida, Bodonina). J Parasitol. 2001 Feb;87(1):194-202. PubMed PMID: 11227891.
9: Li YG, Zou Y, Zhang L, Xi CX, Wang GM, Li XL, Zhang JZ, Li ZG. Determination of isometamidium residues in animal-derived foods by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Apr 15;879(13-14):1008-12. doi: 10.1016/j.jchromb.2011.02.040. Epub 2011 Mar 3. PubMed PMID: 21419723.
10: Sutherland IA, Moloo SK, Holmes PH, Peregrine AS. Therapeutic and prophylactic activity of isometamidium chloride against a tsetse-transmitted drug-resistant clone of Trypanosoma congolense in Boran cattle. Acta Trop. 1991 Apr;49(1):57-64. PubMed PMID: 1678576.
11: Ali BH, Hassan T. Preliminary pharmacokinetic study of isometamidium chloride in camels. Res Vet Sci. 1984 Nov;37(3):376-7. PubMed PMID: 6522836.
12: Ardelli BF, Woo PT. An antigen-capture enzyme-linked immunosorbent assay (ELISA) to detect isometamidium chloride in Oncorhynchus spp. Dis Aquat Organ. 2000 Feb 9;39(3):231-6. PubMed PMID: 10768291.
13: Delespaux V, Geysen D, Majiwa PA, Geerts S. Identification of a genetic marker for isometamidium chloride resistance in Trypanosoma congolense. Int J Parasitol. 2005 Feb;35(2):235-43. Epub 2004 Dec 25. PubMed PMID: 15710444.
14: Schad GJ, Euerby MR, Skellern GG, Tettey JN. Chromatographic retention behaviour, modelling and separation optimisation of the quaternary ammonium salt isometamidium chloride and related compounds on a range of reversed-phase liquid chromatographic stationary phases. Anal Bioanal Chem. 2012 Jul;404(1):239-55. doi: 10.1007/s00216-012-6105-5. Epub 2012 May 23. PubMed PMID: 22618328.
15: Münstermann S, Mbura RJ, Maloo SH, Löhr KF. Trypanosomiasis control in Boran cattle in Kenya: a comparison between chemoprophylaxis and a parasite detection and intravenous treatment method using isometamidium chloride. Trop Anim Health Prod. 1992 Feb;24(1):17-27. PubMed PMID: 1306914.
16: Eze AA, Gould MK, Munday JC, Tagoe DN, Stelmanis V, Schnaufer A, De Koning HP. Reduced Mitochondrial Membrane Potential Is a Late Adaptation of Trypanosoma brucei brucei to Isometamidium Preceded by Mutations in the γ Subunit of the F1Fo-ATPase. PLoS Negl Trop Dis. 2016 Aug 12;10(8):e0004791. doi: 10.1371/journal.pntd.0004791. eCollection 2016 Aug. PubMed PMID: 27518185; PubMed Central PMCID: PMC4982688.
17: Delespaux V, Vitouley HS, Marcotty T, Speybroeck N, Berkvens D, Roy K, Geerts S, Van den Bossche P. Chemosensitization of Trypanosoma congolense strains resistant to isometamidium chloride by tetracyclines and enrofloxacin. PLoS Negl Trop Dis. 2010 Sep 28;4(9):e828. doi: 10.1371/journal.pntd.0000828. PubMed PMID: 20927189; PubMed Central PMCID: PMC2946901.
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19: Peregrine AS, Moloo SK, Whitelaw DD. Therapeutic and prophylactic activity of isometamidium chloride in Boran cattle against Trypanosoma vivax transmitted by Glossina morsitans centralis. Res Vet Sci. 1987 Sep;43(2):268-70. Erratum in: Res Vet Sci 1987 Nov;43(3):268. PubMed PMID: 3685643.
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