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Amoscanate: Difference between revisions

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Revision as of 09:27, 1 July 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to verified fields - updated 'KEGG_Ref') per Chem/Drugbox validation (report errors or bugs)← Previous edit Latest revision as of 12:15, 30 September 2024 edit undoJWBE (talk | contribs)Extended confirmed users10,127 edits added Category:4-Nitrophenyl compounds using HotCat 
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{{chembox {{chembox
| Verifiedfields = changed | Watchedfields = changed
| verifiedrevid = 437204546
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = X0MK46CVRB
| verifiedrevid = 413863145
| ImageFile = Amoscanate.svg | ImageFile = Amoscanate.svg
| ImageSize = | ImageSize = 240
| ImageAlt = Skeletal formula
| IUPACName = 4-isothiocyanato-''N''-(4-nitrophenyl)aniline
| ImageFile2 = Amoscanate-3D-spacefill.png
| OtherNames = 4-Isothiocyanato-4′-nitrodiphenylamine<br/>Nithiocyamine
| ImageSize2 = 220
| Section1 = {{Chembox Identifiers
| ImageAlt2 = Space-filling model
| PIN = 4-Isothiocyanato-''N''-(4-nitrophenyl)aniline
| OtherNames = 4-Isothiocyanato-4′-nitrodiphenylamine<br />Nithiocyamine
|Section1={{Chembox Identifiers
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = X0MK46CVRB
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 30904 | ChemSpiderID = 30904
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = DKVNAGXPRSYHLB-UHFFFAOYSA-N | StdInChIKey = DKVNAGXPRSYHLB-UHFFFAOYSA-N
| SMILES1 = (=O)c1ccc(cc1)Nc2ccc(N=C=S)cc2 | SMILES1 = (=O)c1ccc(cc1)Nc2ccc(N=C=S)cc2
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 26328-53-0 | CASNo = 26328-53-0
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 38944 | ChEBI = 38944
| PubChem = 33488 | PubChem = 33488
| SMILES = O=N(=O)c1ccc(Nc2ccc(cc2)N=C=S)cc1 | SMILES = O=N(=O)c1ccc(Nc2ccc(cc2)N=C=S)cc1
| 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}} | 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}}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=13|H=9|N=3|O=2|S=1 | C=13 | H=9 | N=3 | O=2 | S=1
| MolarMass = | MolarMass =
| Appearance = | Appearance =
| Density = | Density =
| MeltingPtC = 204 to 206
| MeltingPt = 204–206 °C
| MeltingPt_notes =
| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| AutoignitionPt =
| Autoignition = }}
}}
}} }}
'''Amoscanate''' (]), also known as '''nithiocyamine''', is an experimental ] agent of the ]] class which was found to be highly effective in animals against the four major species of ]s which infect humans,<ref>{{cite journal |author=Shapiro TA, Were JB, Talalay P, ''et al.'' |title=Clinical evaluation of amoscanate in healthy male volunteers |journal=Am. J. Trop. Med. Hyg. |volume=35 |issue=5 |pages=945–53 |year=1986 |month=September |pmid=3766854 |doi= |url=http://www.ajtmh.org/cgi/pmidlookup?view=long&pmid=3766854}}</ref> and is also highly active against ] infection.<ref>{{cite journal |author=Doshi JC, Vaidya AB, Sen HG, Mankodi NA, Nair CN, Grewal RS |title=Clinical trials of a new anthelmintic, 4-isothiocyanato-4'-nitrodiphenylamine (C.9333-Go/CGP 4540), for the cure of hookworm infection |journal=Am. J. Trop. Med. Hyg. |volume=26 |issue=4 |pages=636–9 |year=1977 |month=July |pmid=889004 |doi= |url=http://www.ajtmh.org/cgi/pmidlookup?view=long&pmid=889004}}</ref><ref>{{cite journal |author=Singh DS, Bala-Subramaniam R, Bhatia VN, Kumar V, Chandrasekar S |title=Study of the efficacy of compound Go.9333 (Ciba-Geigy) in hookworm infestation |journal=Chemotherapy |volume=27 |issue=3 |pages=220–3 |year=1981 |pmid=7014129 |doi= 10.1159/000237981|url=}}</ref> However, significant liver toxicity was seen in lab animals at higher doses. The ] ] of amoscanate, ], is used in ] as an anthelmintic. '''Amoscanate''' (]), also known as '''nithiocyamine''', is an experimental ] agent of the ] ] class which was found to be highly effective in animals against the four major species of ]s which infect humans,<ref>{{cite journal |vauthors =Shapiro TA, Were JB, Talalay P |title=Clinical evaluation of amoscanate in healthy male volunteers |journal=Am. J. Trop. Med. Hyg. |volume=35 |issue=5 |pages=945–53 |date=September 1986 |doi=10.4269/ajtmh.1986.35.945 |pmid=3766854 |url=http://www.ajtmh.org/cgi/pmidlookup?view=long&pmid=3766854|display-authors=etal}}</ref> and is also highly active against ] infection.<ref>{{cite journal |vauthors =Doshi JC, Vaidya AB, Sen HG, Mankodi NA, Nair CN, Grewal RS |title=Clinical trials of a new anthelmintic, 4-isothiocyanato-4'-nitrodiphenylamine (C.9333-Go/CGP 4540), for the cure of hookworm infection |journal=Am. J. Trop. Med. Hyg. |volume=26 |issue=4 |pages=636–9 |date=July 1977 |doi=10.4269/ajtmh.1977.26.636 |pmid=889004 |url=http://www.ajtmh.org/cgi/pmidlookup?view=long&pmid=889004}}</ref><ref>{{cite journal |vauthors =Singh DS, Bala-Subramaniam R, Bhatia VN, Kumar V, Chandrasekar S |title=Study of the efficacy of compound Go.9333 (Ciba-Geigy) in hookworm infestation |journal=Chemotherapy |volume=27 |issue=3 |pages=220–3 |year=1981 |pmid=7014129 |doi= 10.1159/000237981}}</ref> However, significant liver toxicity was seen in lab animals at higher doses. The ] ] of amoscanate, ], is used in ] as an anthelmintic.{{cn|date=December 2022}}


Amoscanate was developed by ].<ref>{{cite journal |author=Vaidya AB, Sen HG, Mankodi NA, Paul T, Sheth UK |title=Phase 1 tolerability and searching dose studies with 4-isothiocyanato-4'-nitrodiphenylamine (C.9333-Go/CGP 4540), a new anthelmintic |journal=Br J Clin Pharmacol |volume=4 |issue=4 |pages=463–7 |year=1977 |month=August |pmid=901739 |pmc=1429051}}</ref><ref>{{cite book |author=Sharma S |chapter=Helminth diseases |title=Progress in Drug Research |volume=31 |editor=Jucker E (ed.) |publisher=Birkhauser |location=Boston |year=1987 |pages= |isbn=3-7643-1837-6 |chapterurl=http://books.google.com/books?id=gx6dwxmlQwMC&pg=PA23&dq=amoscanate&lr=&sig=ACfU3U2tByZxa6-nDwHVl2UgdU9JYhZ1Qg |url=http://books.google.com/?id=gx6dwxmlQwMC}} Retrieved on September 10, 2008 through ].</ref> Amoscanate was developed by ].<ref>{{cite journal |vauthors =Vaidya AB, Sen HG, Mankodi NA, Paul T, Sheth UK |title=Phase 1 tolerability and searching dose studies with 4-isothiocyanato-4'-nitrodiphenylamine (C.9333-Go/CGP 4540), a new anthelmintic |journal=Br J Clin Pharmacol |volume=4 |issue=4 |pages=463–7 |date=August 1977 |pmid=901739 |pmc=1429051 |doi=10.1111/j.1365-2125.1977.tb00763.x}}</ref><ref>{{cite book |author =Sharma S |chapter=Helminth diseases |title=Progress in Drug Research |volume=31 |editor=Jucker E |publisher=Birkhauser |location=Boston |year=1987 |isbn=3-7643-1837-6 |chapter-url=https://books.google.com/books?id=gx6dwxmlQwMC&dq=amoscanate&pg=PA23 |url=https://books.google.com/books?id=gx6dwxmlQwMC}} Retrieved on September 10, 2008 through ].</ref>


==References== ==References==
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