ACETARSONE

ACETARSONE Basic information
Product Name:ACETARSONE
Synonyms:paaroxyl;stovarsole;acetphenarine;amasan;ethrlich594;Acetarsone;Devegan;Qrarsan;Qsarsal;Osarsol;Osvarsan;Paroxyl;Sanogyl;Spirocid;S.V.C;Monargan;Kharophen;Qrarsan;Qsarsal
CAS:97-44-9
MF:C8H10AsNO5
MW:275.09
EINECS:202-582-3
Product Categories:STOVARSOL
Mol File:97-44-9.mol
ACETARSONE Structure
ACETARSONE Chemical Properties
Melting point 220.5°C
Boiling point 72.17°C
density 1.0325 g/cm3(Temp: 15 °C)
storage temp. Store at RT
solubility DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
pkapKa 3.73 (H2O t=26) (Uncertain);7.9 (Uncertain); 9.3(H2O) (Uncertain)
form solid
color Crystalline material
Merck 13,53
Safety Information
Hazard Codes T,N
Risk Statements 23/25-50/53
Safety Statements 20/21-28-45-60-61
RIDADR UN 3465 6.1/PG 2
WGK Germany 3
RTECS CF8400000
HazardClass 6.1(b)
PackingGroup III
ToxicityMLD in rabbits, cats (mg/kg): 125-150, 150-175 orally (Anderson, Leake)
MSDS Information
ProviderLanguage
SigmaAldrich English
ACETARSONE Usage And Synthesis
OriginatorAcetarsol ,Cyklo Pharma Chem Pvt. Ltd.
Usesantiprotozoal; diethylamine salt as antiphilitic
DefinitionChEBI: Acetarsol is a member of acetamides and an anilide.
Manufacturing Process1 part of 4-chloroaniline is dissolved with 2 parts of concentrated hydrochloric acid (specific gravity 1.16) and 10 parts of water, and diazotised in the usual manner. 3 parts of sodium arsenite are introduced into the diazo solution thus obtained, the sodium arsenite being dissolved in 5 parts of water and 1 part of 96% ethanol. The solution is heated slowly to 70°C. When evolution of nitrogene ceased, it is filtered from separated oil and the addition of hydrochloric acid precipitates the 4-chlorophenylarsonic acid, which crystallizes out in the form of white needles.
By action HNO3/H2SO4 on 4-chlorophenylarsonic acid is obtained 4-chloro-3- nitrophenylarsonic acid which is converted at 100°C with 33% aqueous solution of sodium hydroxide to 4-hydroxy-3-nitrophenylarsonic acid. After reduction of NO2 group of 4-hydroxy-3-nitrophenylarsonic acid by the action of Na2S2O3 or Fe/NaOH is obtained 3-amino-4-hydroxyphenylarsonic acid. From 3-amino-4-hydroxyphenylarsonic acid and acetic anhydride is prepared N-acetyl-4-hydroxy-m-arsanilic acid.
Brand name190 f;Acetarsolum;Amarson;Arsabott;Auryphan;Chrlich 594;Collarsin;Edoiacolo;Ehrlich 594;F 190;Fluryl;Fourneau 190;Kharophene;Neo-vagex;Pallacid;Trichovan;Vagipurin;Vagisep;Vagival.
Therapeutic FunctionAntiprotozoal, Tonic
World Health Organization (WHO)Acetarsol, which has antiprotozoal and antitrichomonal activity, has largely been discarded for systemic use because of its potential to cause systemic poisoning. However, topical preparations for vaginal trichomoniasis are still available and it is included in low concentrations (equal to or less than 0.45%) in some medicated toothpastes.
Safety ProfilePoison by ingestion and intravenous routes. Human systemic effects by ingestion: respiratory system, endocrine system, dermatitis, and fever. Human systemic effects by intravagmal route: hallucinations, dlstorted perceptions, convulsions, nausea or vomiting, decreased urine volume, and fever. Mutation data reported. See also ARSENIC COMPOUNDS. When heated to decomposition it emits very toxic fumes of NOx, and As
Purification MethodsIt crystallises from water in colourless prisms. It decomposes slowly on prolonged boiling in H2O or dilute alkalis. The N-propionyl derivative recrystallises from H2O with m 228-229o(dec). [Raiziss & Fisher J Am Chem Soc 48 1323 1926, Hewitt & King J Chem Soc 823 1926, Beilstein 16 I 491, 16 II 521, 16 III 1129.]
ACETARSONE Preparation Products And Raw materials
Raw materialsCongo red paper-->3-amino-4-hydroxyphenylarsonic acid-->4-Chloroaniline-->Acetic anhydride-->Roxarsone
Preparation Productsarsthinol
Axitinib 2-Acetamidophenol methyloxoarsine 4-HYDROXYPHENYLARSONIC ACID Arecoline acetarsone ACETARSONE oxophenarsine ARSINE 3-amino-4-hydroxyphenylarsonic acid METHYLARSONIC ACID 2-HYDROXYFORMANILIDE methanearsonous acid Sodium acetarsone,Acetarsone sodium Phenylarsine PHENYLARSONIC ACID Phenylarsine oxide

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