Identification
- Generic Name
- Arsthinol
- DrugBank Accession Number
- DB08928
- Background
Arsthinol (INN) is an antiprotozoal agent that was first synthesized by Ernst A.H. Friedheim in 1949 via the complexing of acetarsol with 2,3-dimercaptopropanol. It has since been demonstrated that the agent possesses activity against amoebas and yaws. Considered well tolerated when compared to other related trivalent organoarsenicals, arsthinol has even undergone recent studies as a potential anticancer agent.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Arsthinol (DB08928)
- Weight
- Average: 347.285
Monoisotopic: 346.963106116 - Chemical Formula
- C11H14AsNO3S2
- Synonyms
- Arsthinenol
- Arsthinol
Pharmacology
- Indication
Antiprotozoal agent effective against amoebiasis and yaws.
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
89% Hepatic
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Oral,mouse: LD50 = 300 mg/kg; Oral, rabbit: LD50 = 3200 mg/kg; Oral, rat: LD50 = 980 mg/kg.
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- International/Other Brands
- Balarsen (Endo Products)
Categories
- ATC Codes
- P01AR01 — Arsthinol
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as acetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Anilides
- Direct Parent
- Acetanilides
- Alternative Parents
- N-acetylarylamines / 1-hydroxy-2-unsubstituted benzenoids / Acetamides / Trivalent organic arsenic compounds / Secondary carboxylic acid amides / Oxygen-containing organoarsenic compounds / Organoheterocyclic compounds / Organoarsenic sulfides / Organic metalloid salts / Primary alcohols show 4 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / Acetamide / Acetanilide / Alcohol / Aromatic heteromonocyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Hydrocarbon derivative / N-acetylarylamine show 18 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Protozoa
Chemical Identifiers
- UNII
- QNT09A162Y
- CAS number
- 119-96-0
- InChI Key
- MRUDSZSRLQAPOG-UHFFFAOYSA-N
- 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)
- IUPAC Name
- N-{2-hydroxy-5-[4-(hydroxymethyl)-1,3,2-dithiarsolan-2-yl]phenyl}acetamide
- SMILES
- CC(=O)NC1=CC(=CC=C1O)[As]1SCC(CO)S1
References
- General References
- Cristau B, Chabas E, Placidi M: [Pathways and kinetics of arsenic excretion in the guinea pig after injections of various organo-arsenic drugs]. Ann Pharm Fr. 1975 Nov;33(11):577-89. [Article]
- External Links
- MSDS
- Download (607 KB)
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.325 mg/mL ALOGPS logP 2.17 ALOGPS logP 1.11 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 8.52 Chemaxon pKa (Strongest Basic) -2.8 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 69.56 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 73.33 m3·mol-1 Chemaxon Polarizability 30.81 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Not Available
Drug created at October 08, 2013 20:49 / Updated at February 21, 2021 18:52