ChemicalBook CAS DataBase List 26328-53-0

26328-53-0

Name	Amoscanate
CAS	26328-53-0
Molecular Formula	C13H9N3O2S
Molecular Weight	271.29
MOL File	26328-53-0.mol

Chemical Properties

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

Safety Data

Toxicity

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

Raw materials And Preparation Products

Hazard Information

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Amoscanate (cgp4540) is phenyl isothiocyanate in which the hydrogen at the para-position has been replaced by a 4-nitroanilinyl group.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ChEBI: Amoscanate is an isothiocyanate that is phenyl isothiocyanate in which the hydrogen at the para- position has been replaced by a 4-nitroanilinyl group.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

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