Details
Stereochemistry | ACHIRAL |
Molecular Formula | C13H9N3O2S |
Molecular Weight | 271.294 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[O-][N+](=O)C1=CC=C(NC2=CC=C(C=C2)N=C=S)C=C1
InChI
InChIKey=DKVNAGXPRSYHLB-UHFFFAOYSA-N
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
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: AMP-phosphodiesterases Sources: https://www.ncbi.nlm.nih.gov/pubmed/6087521 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6625061
Curator's Comment: Humans: Two prospective, randomized, double blinded, placebo controlled Phase I studies were designed to evaluate the tolerance and safety of the 5% aqueous suspension of 2-mu particles of amoscanate administered to healthy male volunteers. Three of four men who received 3.5 mg/kg of amoscanate developed mild, reversible hepatotoxicity, which could not be unequivocably attributed to the drug. Amoscanate, at 1 mg/kg, is sufficiently well tolerated and safe to justify evaluation for efficacy in patients with schistosomiasis. https://www.ncbi.nlm.nih.gov/pubmed/3766854
Monkey: The antischistosomal activity of oral doses of amoscanate was determined in infected Cebus apella (capuchin monkeys) and Macaca mulatta (rhesus monkeys). In C. apella infected with Schistosoma japonicum or S. mansoni an initial dose of 10 mg/kg body weight did not alter fecal egg counts, but a subsequent dose of 25 mg/kg markedly reduced both egg counts and worm burdens; in animals infected with S. haematobium, a single dose of 25 mg/kg of amoscanate was similarly effective. Comparable schistosomicidal effects were also produced in S. japonicum- and S. mansoni-infected M. mulatta by single oral doses of 20 and 35 mg/kg, respectively. In non-infected monkeys single oral doses of 75 mg/kg of amoscanate with or without erythromycin (50 mg/kg in C. apella or 75 mg/kg in M. mulatta) did not cause any major organ toxicity as revealed by gross and histopathologic examination, hematology, blood chemistry, electrocardiograms and urinalysis.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3444926
Amoscanate showed in vitro good activity against adults (males and females) and free-living stages of Necator americanus with EC50 value of 7.6 mg/L.
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38944
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C012391
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DTXSID90180946
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m1841
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SUB05477MIG
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C169783
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26328-53-0
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X0MK46CVRB
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100000087429
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33488
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CHEMBL93385
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AMOSCANATE
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189
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ACTIVE MOIETY