ChemicalBook--->CAS DataBase List--->26328-53-0

26328-53-0

26328-53-0 Structure

26328-53-0 Structure
IdentificationBack Directory
[Name]

Amoscanate
[CAS]

26328-53-0
[Synonyms]

GO 9333
CGP-4540
C-9333 GO
CCRIS 4111
CIBA-9333 GO
Nithiocyamine
amoscanate USP/EP/BP
4-Nitro-4'-iso-thiocyanate diphenyl amine
4-Isothiocyanato-N-(4-nitrophenyl)benzenamine
Benzenamine, 4-isothiocyanato-N-(4-nitrophenyl)-
[Molecular Formula]

C13H9N3O2S
[MOL File]

26328-53-0.mol
[Molecular Weight]

271.29
Chemical PropertiesBack Directory
[Melting point ]

196-198°
[Boiling point ]

469.7±30.0 °C(Predicted)
[density ]

1.3474 (rough estimate)
[refractive index ]

1.6740 (estimate)
[form ]

Solid
[pka]

-3.50±0.40(Predicted)
[color ]

Crystals from acetone
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Thiophosgene-->p-Phenylenediamine-->2-CHLORO-5-NITROBENZENESULFONIC ACID-->4-Nitrodiphenylamine-->4-NITROBENZENESULFONIC ACID
Hazard InformationBack Directory
[Chemical Properties]

Orange-yellow crystalline powder, odorless and tasteless. Melting point 196-198°C. Insoluble in water, slightly soluble in acetone, chloroform, benzene and ethanol.
[Uses]

Amoscanate (cgp4540) is phenyl isothiocyanate in which the hydrogen at the para-position has been replaced by a 4-nitroanilinyl group. Amoscanate is an anti-schistosomal agent. Amoscanate, as an isothiocyanate compound and uncoupler of oxidative phosphorylation, potently injures rodent ependyma[1].
[Definition]

ChEBI: Amoscanate is an isothiocyanate that is phenyl isothiocyanate in which the hydrogen at the para- position has been replaced by a 4-nitroanilinyl group. It has a role as a schistosomicide drug. It is a C-nitro compound, an isothiocyanate and a secondary amino compound. It is functionally related to a diphenylamine.
[Safety Profile]

Mutation data reported. Ananthelmintic agent.
[in vivo]

Amoscanate (500 mg/kg; p.o.; 10 days) destructs ependyma and periventricular brain[1].
Amoscanate (250 and 500 mg/kg; p.o.; 28 days) elicits necrosis, Ca++-positive microgranules, pyknosis and edema localized in ependyma/subependyma in the medial striatum[1].
Amoscanate (25~500 mg/kg; p.o.; 20 days) elicits progressive necrosis of ependyma[1].
Amoscanate elicits massive ultrastructural damage in ependymal cells[1].

Animal Model:Sprague-Dawley rats[1]
Dosage:500 mg/kg
Administration:P.o.; 10 days
Result:Destructed ependyma and periventricular brain.
Animal Model:Sprague-Dawley rats[1]
Dosage:250 and 500 mg/kg
Administration:P.o.; 28 days
Result:Elicited necrosis, Ca++-positive microgranules, pyknosis and edema localized in ependyma/subependyma in the medial striatum.
Animal Model:Sprague-Dawley rats[1]
Dosage:25~500 mg/kg
Administration:P.o.; 20 days
Result:Elicited progressive necrosis of ependymal.
[IC 50]

Schistosome
[References]

[1] Johanson C, et al. The distributional nexus of choroid plexus to cerebrospinal fluid, ependyma and brain: toxicologic/pathologic phenomena, periventricular destabilization, and lesion spread. Toxicol Pathol. 2011;39(1):186-212. DOI:10.1177/0192623310394214
Safety DataBack Directory
[Toxicity]

dnr-esc 1 g/L MUREAV 164,9,86
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