Arsthinol

Arsthinol (INN) is an organoarsenic compound with the formula HOCH₂CHCH₂S₂AsC₆H₃(OH)NHCOCH₃. A antiprotozoal agent, it was first reported in 1949. It arises by the reaction of acetarsol with 2,3-dimercaptopropanol (British anti-Lewisite)^[2] 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).^[3]

Quick facts Names, Identifiers ...

Arsthinol

Names
Preferred IUPAC name N-{2-Hydroxy-5-[4-(hydroxymethyl)-1,3,2-dithiarsolan-2-yl]phenyl}acetamide
Identifiers
CAS Number	119-96-0 Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:135465
ChEMBL	ChEMBL1788384
ChemSpider	8107 Y
DrugBank	DB08928
ECHA InfoCard	100.003.965
EC Number	204-361-7
KEGG	D07356 Y
PubChem CID	8414
UNII	QNT09A162Y Y
CompTox Dashboard (EPA)	DTXSID40861753
InChI InChI=1S/C11H14AsNO3S2/c1-7(15)13-10-4-8(2-3-11(10)16)12-17-6-9(5-14)18-12/h2-4,9,14,16H,5-6H2,1H3,(H,13,15) Y Key: MRUDSZSRLQAPOG-UHFFFAOYSA-N Y InChI=1/C11H14AsNO3S2/c1-7(15)13-10-4-8(2-3-11(10)16)12-17-6-9(5-14)18-12/h2-4,9,14,16H,5-6H2,1H3,(H,13,15) Key: MRUDSZSRLQAPOG-UHFFFAOYAP
SMILES CC(=O)NC1=C(O)C=CC(=C1)[As]1SCC(CO)S1 O=C(Nc2cc([As]1SCC(S1)CO)ccc2O)C
Properties
Chemical formula	C11H14AsNO3S2
Molar mass	347.28 g·mol−1
Pharmacology
ATC code	P01AR01 (WHO) QP51AD01 (WHO)
Routes of administration	Oral
Pharmacokinetics:
Metabolism	89 % Hepatic[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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Among trivalent organoarsenicals, arsthinol was considered very well tolerated.^[4] Recently, it was studied for its anticancer activity.^[5][6]