Identification
- Generic Name
- Etamivan
- DrugBank Accession Number
- DB08989
- Background
Etamivan (INN) or ethamivan (USAN) is marketed under the name Analepticon. Etamvin is a respiratory stimulant drug similar to nikethamide. It is no longer used in the United States.
- Type
- Small Molecule
- Groups
- Withdrawn
- Structure
Structure for Etamivan (DB08989)
- Weight
- Average: 223.2683
Monoisotopic: 223.120843415 - Chemical Formula
- C12H17NO3
- Synonyms
- etamiván
- étamivan
- Etamivan
- Etamivanum
- Ethamivan
- External IDs
- NSC-406087
Pharmacology
- Indication
Not Available
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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
- Not Available
- 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
Not Available
- 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
- Analepticon / Vandid
Categories
- ATC Codes
- R07AB04 — Etamivan
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Phenols
- Sub Class
- Methoxyphenols
- Direct Parent
- Methoxyphenols
- Alternative Parents
- Benzamides / Phenoxy compounds / Methoxybenzenes / Benzoyl derivatives / Anisoles / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Tertiary carboxylic acid amides / Organopnictogen compounds / Organonitrogen compounds show 2 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / Alkyl aryl ether / Anisole / Aromatic homomonocyclic compound / Benzamide / Benzoic acid or derivatives / Benzoyl / Carboxamide group / Carboxylic acid derivative / Ether show 13 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- M44O63YPV9
- CAS number
- 304-84-7
- InChI Key
- BQJODPIMMWWMFC-UHFFFAOYSA-N
- InChI
- InChI=1S/C12H17NO3/c1-4-13(5-2)12(15)9-6-7-10(14)11(8-9)16-3/h6-8,14H,4-5H2,1-3H3
- IUPAC Name
- N,N-diethyl-4-hydroxy-3-methoxybenzamide
- SMILES
- CCN(CC)C(=O)C1=CC(OC)=C(O)C=C1
References
- Synthesis Reference
U.S. Patent 2,641,612.
- General References
- Not Available
- External Links
- KEGG Drug
- D04080
- PubChem Compound
- 9363
- PubChem Substance
- 310264950
- ChemSpider
- 8996
- 24453
- ChEBI
- 92675
- ChEMBL
- CHEMBL1229908
- ZINC
- ZINC000000000266
- PDBe Ligand
- 2DL
- Wikipedia
- Etamivan
- PDB Entries
- 2xdl
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 95-95.5 U.S. Patent 2,641,612. - Predicted Properties
Property Value Source Water Solubility 12.4 mg/mL ALOGPS logP 1.81 ALOGPS logP 1.52 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 8.95 Chemaxon pKa (Strongest Basic) -1 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 49.77 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 62.87 m3·mol-1 Chemaxon Polarizability 24.06 Å3 Chemaxon Number of Rings 1 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)
Adduct CCS Value (Å2) Source type Source [M-H]- 162.9636532 predictedDarkChem Lite v0.1.0 [M-H]- 152.3356 predictedDeepCCS 1.0 (2019) [M+H]+ 162.8200532 predictedDarkChem Lite v0.1.0 [M+H]+ 154.69362 predictedDeepCCS 1.0 (2019) [M+Na]+ 163.1601532 predictedDarkChem Lite v0.1.0 [M+Na]+ 160.78677 predictedDeepCCS 1.0 (2019)
Drug created at June 10, 2014 22:35 / Updated at February 21, 2021 18:52