Etamivan

Identification

Name
Etamivan
Accession Number
DB08989
Type
Small Molecule
Groups
Withdrawn
Description

Etamivan (INN) or ethamivan (USAN), trade name Analepticon, is a respiratory stimulant drug related to nikethamide. It is no longer used in the United States.

Structure
Thumb
Synonyms
  • étamivan
  • Etamivan
  • etamiván
  • Etamivanum
  • Ethamivan
External IDs
NSC-406087
International/Other Brands
Analepticon / Vandid
Categories
UNII
M44O63YPV9
CAS number
304-84-7
Weight
Average: 223.2683
Monoisotopic: 223.120843415
Chemical Formula
C12H17NO3
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

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
ChEBI
92675
ChEMBL
CHEMBL1229908
HET
2DL
Wikipedia
Etamivan
ATC Codes
R07AB04 — Etamivan
PDB Entries
2xdl

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)95-95.5U.S. Patent 2,641,612.
Predicted Properties
PropertyValueSource
Water Solubility12.4 mg/mLALOGPS
logP1.81ALOGPS
logP1.52ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)8.95ChemAxon
pKa (Strongest Basic)-0.35ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity62.87 m3·mol-1ChemAxon
Polarizability24.06 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0udi-3900000000-a3a6c07acd31697f6e2b

Taxonomy

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
Methoxyphenol / Benzamide / Benzoic acid or derivatives / Phenoxy compound / Anisole / Methoxybenzene / Phenol ether / Benzoyl / Alkyl aryl ether / 1-hydroxy-2-unsubstituted benzenoid
show 13 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Drug created on June 10, 2014 16:35 / Updated on December 16, 2018 06:55