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Amoscanate

Amoscanate structure

CAS No:
26328-53-0
Formula:
C13H9N3O2S
Chemical Name:
Amoscanate
Synonyms:
Benzenamine,4-isothiocyanato-N-(4-nitrophenyl)-;Isothiocyanic acid,p-(p-nitroanilino)phenyl ester;Diphenylamine,4-isothiocyanato-4′-nitro-;4-Isothiocyanato-N-(4-nitrophenyl)benzenamine;4-Nitro-4′-isothiocyanatodiphenylamine;4-Isothiocyanato-4′-nitrodiphenylamine;C 9333Go;CGP 4540;4-(4-Nitroanilino)phenyl isothiocyanate;CIBA 9333Go;Amoscanate;Nithiocyamine;p-(p-Nitroanilino)phenyl isothiocyanate;73201-61-3
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

Amoscanate is an isothiocyanate that is phenyl isothiocyanate in which the hydrogen at the para- position has been replaced by a 4-nitroanilinyl group.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 derives from a diphenylamine.

Amoscanate Basic Attributes

Molecular Weight：

271.294

Exact Mass：

271.29

UNII：

X0MK46CVRB

DSSTox ID：

DTXSID90180946

HScode：

2930909090

Characteristics

PSA：

102

XLogP3：

4.66890

Density：

1.3g/cm3

Melting Point：

196-198 °C

Boiling Point：

469.7ºC at 760mmHg

Flash Point：

237.9ºC

Refractive Index：

1.654

Toxicity：

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

Flammability characteristics：

Flammable; heat produces toxic nitrogen oxides and sulfur oxide fumes

Safety Information

Storage features：

Warehouse ventilated, low temperature and dry

Drug Information

MeSH：

Agents that act systemically to kill adult schistosomes. (See all compounds classified as Schistosomicides.)|Agents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal. (See all compounds classified as Anthelmintics.)|Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice. (See all compounds classified as Antinematodal Agents.)|Pharmacological agents destructive to nematodes in the superfamily Filarioidea. (See all compounds classified as Filaricides.)

MeSH Entry Terms：

4-isothiocyanato-4'-nitrodiphenylamine

Amoscanate Use and Manufacturing

Methods of Manufacturing

(1) Using p-nitrofluorobenzene as raw material, it is condensed with p-phenylenediamine to produce 4-amino-4'-nitrodiphenylamine, and then reacted with thiophosgene to obtain the product. (2) Using 2-chloro-5-nitrobenzenesulfonic acid as a raw material, it is condensed with p-phenylenediamine to generate 4-amino-4'-nitrobenzenesulfonic acid, and then hydrolyzed with sulfuric acid to obtain 4-amino-4' -Nitrodiphenylamine, and then react with thiophosgene to obtain the product.

Uses

This product is a broad-spectrum anthelmintic and has a good effect on the treatment of schistosomiasis and nematodes. Schistosoma japonicum, Schistosoma japonicum and Schistosoma mansoni in the parasitic body. Schistosoma japonicum is popular in my country. Anti-Schistosoma japonicum medicines are classified into antimony agents and non-antimony agents. Nitrosamine is a non-antimony agent with high curative effect and short course of treatment. However, compared with praziquantel, the first drug for the treatment of schistosomiasis, it has greater side effects.

Computed Properties

Molecular Weight:271.30
XLogP3:5.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:271.04154771
Monoisotopic Mass:271.04154771
Topological Polar Surface Area:102
Heavy Atom Count:19
Complexity:349
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

p-Phenylenediamine

2-Chloro-5-nitrobenzenesulfonic acid