arsthinol

Also known as arsthinenol

Arsthinol (INN) is an organoarsenic compound with the formula . A antiprotozoal agent, it was first reported in 1949. It arises by the reaction of acetarsol with 2,3-dimercaptopropanol (British anti-Lewisite) and has been demonstrated to be effective against amoebiasis and yaws. It was marketed a few years later by Endo Products (Balarsen, Tablets, 0.1 g).

Chemical data

Formula: C11H14AsNO3S2
Molecular weight: 347.3 g/mol
IUPAC name: N-[2-hydroxy-5-[4-(hydroxymethyl)-1,3,2-dithiarsolan-2-yl]phenyl]acetamide
SMILES: CC(=O)NC1=C(C=CC(=C1)[As]2SCC(S2)CO)O
InChIKey: MRUDSZSRLQAPOG-UHFFFAOYSA-N
Polar surface area: 120 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 346.9631068080001
Has use: medication

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chemical formula: C₁₁H₁₄AsNO₃S₂
canonical SMILES: CC(=O)NC1=CC(=CC=C1O)[As]1SCC(CO)S1

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Encyclopedic overview

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Contents

Properties
References

{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 457817818 | ImageFile = Arsthinol.svg | ImageClass = skin-invert-image | ImageFile_Ref = | ImageSize = 244 | ImageName = Structural formula of arsthinol | PIN = N-{2-Hydroxy-5-[4-(hydroxymethyl)-1,3,2-dithiarsolan-2-yl]phenyl}acetamide |Section1= |Section2= |Section6= }} Arsthinol (INN) is an organoarsenic compound with the formula . A antiprotozoal agent, it was first reported in 1949. It arises by the reaction of acetarsol with 2,3-dimercaptopropanol (British anti-Lewisite) and has been demonstrated to be effective against amoebiasis and yaws. It was marketed a few years later by Endo Products (Balarsen, Tablets, 0.1 g).

Among trivalent organoarsenicals, arsthinol was considered very well tolerated. Recently, it was studied for its anticancer activity.

Excerpted from Wikipedia’s “arsthinol” article, available under the CC BY-SA 4.0 licence.

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