Ethoheptazine

Identification

Name
Ethoheptazine
Accession Number
DB08988
Type
Small Molecule
Groups
Approved, Withdrawn
Description

Ethoheptazine (trade name Zactane) is an opioid analgesic from the phenazepine family. It was invented in the 1950s and is related to other drugs such as proheptazine. Ethoheptazine is no longer marketed in the United States.

Structure
Thumb
Synonyms
  • Ethoheptazin
  • Ethoheptazine
  • Ethoheptazinum
  • Etoheptazina
External IDs
Wy 401
Product Ingredients
IngredientUNIICASInChI Key
Ethoheptazine citrateLXK8EE245D6700-56-7KCVHFFSPDODYOG-UHFFFAOYSA-N
Ethoheptazine hydrochloride8KYO8O8JNO5982-61-6XHRYXPJUXHWWJD-UHFFFAOYSA-N
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Equagesic TabletsEthoheptazine citrate (75 mg) + Acetylsalicylic acid (250 mg) + Meprobamate (200 mg)TabletOralWyeth Ayerst Canada Inc.1995-12-311997-01-14Canada
Categories
Not Available
UNII
3A4G3A848U
CAS number
77-15-6
Weight
Average: 261.3593
Monoisotopic: 261.172878985
Chemical Formula
C16H23NO2
InChI Key
WGJHHMKQBWSQIY-UHFFFAOYSA-N
InChI
InChI=1S/C16H23NO2/c1-3-19-15(18)16(14-8-5-4-6-9-14)10-7-12-17(2)13-11-16/h4-6,8-9H,3,7,10-13H2,1-2H3
IUPAC Name
ethyl 1-methyl-4-phenylazepane-4-carboxylate
SMILES
CCOC(=O)C1(CCCN(C)CC1)C1=CC=CC=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 2,666,050.

General References
Not Available
External Links
KEGG Drug
D01435
PubChem Compound
6469
PubChem Substance
310264949
ChemSpider
6225
ChEBI
135074
ChEMBL
CHEMBL170797
Drugs.com
Drugs.com Drug Page
Wikipedia
Ethoheptazine

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)122-124U.S. Patent 2,666,050.
Predicted Properties
PropertyValueSource
Water Solubility0.575 mg/mLALOGPS
logP3.32ALOGPS
logP2.9ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)8.69ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity77.08 m3·mol-1ChemAxon
Polarizability29.92 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-9710000000-35e298063927ae0be2eb
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as azepanes. These are organic compounds containing a saturated seven member heterocycle, with one nitrogen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azepanes
Sub Class
Not Available
Direct Parent
Azepanes
Alternative Parents
Aralkylamines / Benzene and substituted derivatives / Trialkylamines / Carboxylic acid esters / Amino acids and derivatives / Monocarboxylic acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
Azepane / Aralkylamine / Monocyclic benzene moiety / Benzenoid / Amino acid or derivatives / Carboxylic acid ester / Tertiary aliphatic amine / Tertiary amine / Carboxylic acid derivative / Azacycle
show 11 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on June 10, 2014 16:04 / Updated on November 02, 2018 09:11