Trichome

Amoscanate
Names
IUPAC name
4-isothiocyanato-N-(4-nitrophenyl)aniline
Other names
4-Isothiocyanato-4′-nitrodiphenylamine
Nithiocyamine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C13H9N3O2S/c17-16(18)13-7-5-12(6-8-13)15-11-3-1-10(2-4-11)14-9-19/h1-8,15H
    Key: DKVNAGXPRSYHLB-UHFFFAOYSA-N
  • InChI=1/C13H9N3O2S/c17-16(18)13-7-5-12(6-8-13)15-11-3-1-10(2-4-11)14-9-19/h1-8,15H
  • O=N(=O)c1ccc(Nc2ccc(cc2)N=C=S)cc1
  • [O-][N+](=O)c1ccc(cc1)Nc2ccc(\N=C=S)cc2
Properties
C13H9N3O2S
Molar mass 271.29 g·mol−1
Melting point 204–206 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Amoscanate (INN), also known as nithiocyamine, is an experimental anthelmintic agent of the arylisothiocyanate class which was found to be highly effective in animals against the four major species of schistosomes which infect humans,[1] and is also highly active against hookworm infection.[2][3] However, significant liver toxicity was seen in lab animals at higher doses. The ether analogue of amoscanate, nitroscanate, is used in veterinary medicine as an anthelmintic.

Amoscanate was developed by Ciba.[4][5]

References

  1. ^ Shapiro TA, Were JB, Talalay P; et al. (1986). "Clinical evaluation of amoscanate in healthy male volunteers". Am. J. Trop. Med. Hyg. 35 (5): 945–53. PMID 3766854. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Doshi JC, Vaidya AB, Sen HG, Mankodi NA, Nair CN, Grewal RS (1977). "Clinical trials of a new anthelmintic, 4-isothiocyanato-4'-nitrodiphenylamine (C.9333-Go/CGP 4540), for the cure of hookworm infection". Am. J. Trop. Med. Hyg. 26 (4): 636–9. PMID 889004. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  3. ^ Singh DS, Bala-Subramaniam R, Bhatia VN, Kumar V, Chandrasekar S (1981). "Study of the efficacy of compound Go.9333 (Ciba-Geigy) in hookworm infestation". Chemotherapy. 27 (3): 220–3. doi:10.1159/000237981. PMID 7014129.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ Vaidya AB, Sen HG, Mankodi NA, Paul T, Sheth UK (1977). "Phase 1 tolerability and searching dose studies with 4-isothiocyanato-4'-nitrodiphenylamine (C.9333-Go/CGP 4540), a new anthelmintic". Br J Clin Pharmacol. 4 (4): 463–7. PMC 1429051. PMID 901739. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  5. ^ Sharma S (1987). "Helminth diseases". In Jucker E (ed.) (ed.). Progress in Drug Research. Vol. 31. Boston: Birkhauser. ISBN 3-7643-1837-6. {{cite book}}: |editor= has generic name (help); External link in |chapterurl= (help); Unknown parameter |chapterurl= ignored (|chapter-url= suggested) (help) Retrieved on September 10, 2008 through Google Book Search.


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