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ChemicalBook--->CAS DataBase List--->97-44-9

97-44-9

97-44-9 Structure

97-44-9 Structure
IdentificationBack Directory
[Name]

ACETARSONE
[CAS]

97-44-9
[Synonyms]

svc
190f
f190
goyl
mexyl
Amassn
amasan
Oracid
Qrarsan
Qsarsal
paroxyl
sanogyl
nilacid
oralcid
orarsan
osarsal
osarsol
amoebal
devegan
amarsan
dynarsan
arsaphen
arsonine
monargan
kubarsol
limarsol
gynoplix
osarsole
osvarsan
pallicid
spirozid
vagisept
vagoflor
Spirocid
paaroxyl
ginarsol
acetarson
stovarsol
kharophen
malagride
ACETARSOL
ACETARSONE
chrlich594
ehrlich594
stovarsole
ethrlich594
stovarsolan
disparicida
fourneau190
acetphenarine
ACETPHENARSINE
2-ACETAMIDOPHENOL-4-ARSONIC ACD
2-ACETAMINOPHENOL-4-ARSONIC ACID
n-acetyl-4-hydroxy-m-arsanilicaci
2-ACETYLAMINOPHENOL-4-ARSONIC ACID
N-ACETYL-4-HYDROXY-M-ARSANILIC ACID
ACETYLAMINOHYDROXYPHENYLARSONIC ACID
N-ACETYL-4-HYDROXY-META-ARSANILICACID
META-ARSANILICACID,N-ACETYL-4-HYDROXY-
3-ACETAMIDO-4-HYDROXYPHENYLARSONIC ACID
3-ACETAMINO-4-HYDROXYPHENYLARSONIC ACID
3-ACETAMIDO-4-HYDROXYBENZENEARSONIC ACID
3-ACETAMINO-4-HYDROXYBENZENEARSONIC ACID
3-ACETYLAMINO-4-HYDROXYPHENYLARSONIC ACID
3-ACETYLAMINO-4-HYDROXYBENZENEARSONIC ACID
(3-(acetylamino)-4-hydroxyphenyl)-arsonicaci
3-Acetylamino-4-hydroxyphenyl-1-arsonic acid
N-ACETYL-4-HYDROXY-M-ARSANILICACID,ANHYDROUS
Acetarsone;Devegan;Qrarsan;Qsarsal;Osarsol;Osvarsan;Paroxyl;Sanogyl;Spirocid;S.V.C;Monargan;Kharophen
[EINECS(EC#)]

202-582-3
[Molecular Formula]

C8H10AsNO5
[MDL Number]

MFCD00019936
[MOL File]

97-44-9.mol
[Molecular Weight]

275.09
Chemical PropertiesBack Directory
[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)
[form ]

solid
[pka]

pKa 3.73 (H2O t=26) (Uncertain);7.9 (Uncertain); 9.3(H2O) (Uncertain)
[color ]

Crystalline material
[Merck ]

13,53
Hazard InformationBack Directory
[Uses]

antiprotozoal; diethylamine salt as antiphilitic
[Originator]

Acetarsol ,Cyklo Pharma Chem Pvt. Ltd.
[Definition]

ChEBI: Acetarsol is a member of acetamides and an anilide.
[Manufacturing Process]

1 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 name]

190 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 Function]

Antiprotozoal, 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.
[storage]

Store at RT
[Purification Methods]

It 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.]
Safety DataBack Directory
[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
[Safety Profile]

Poison 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
[Toxicity]

MLD in rabbits, cats (mg/kg): 125-150, 150-175 orally (Anderson, Leake)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Congo red paper-->3-amino-4-hydroxyphenylarsonic acid-->4-Chloroaniline-->Acetic anhydride-->Roxarsone
[Preparation Products]

arsthinol
Spectrum DetailBack Directory
[Spectrum Detail]

ACETARSONE(97-44-9)IR1
ACETARSONE(97-44-9)IR2
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