Clocapramine

Identification

Name
Clocapramine
Accession Number
DB09003
Type
Small Molecule
Groups
Experimental
Description

Clocapramine is an atypical antipsychotic of the imidobenzyl class which was introduced in Japan in 1974 for the treatment of schizophrenia. In addition to psychosis, clocapramine has also been used to augment antidepressants in the treatment of anxiety and panic. Clocapramine has been implicated in at least one strange death, including a suicide.

Structure
Thumb
Synonyms
  • Clocapramina
  • Clocapraminum
Product Ingredients
IngredientUNIICASInChI Key
Clocapramine hydrochloride9NLU6H3LRD60789-62-0SWCNPPOGIXOVAZ-UHFFFAOYSA-N
Categories
Not Available
UNII
6EEL1GB72K
CAS number
47739-98-0
Weight
Average: 481.073
Monoisotopic: 480.265589533
Chemical Formula
C28H37ClN4O
InChI Key
QAZKXHSIKKNOHH-UHFFFAOYSA-N
InChI
InChI=1S/C28H37ClN4O/c29-24-12-11-23-10-9-22-7-2-3-8-25(22)33(26(23)21-24)18-6-15-31-19-13-28(14-20-31,27(30)34)32-16-4-1-5-17-32/h2-3,7-8,11-12,21H,1,4-6,9-10,13-20H2,(H2,30,34)
IUPAC Name
1-(3-{14-chloro-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)-4-(piperidin-1-yl)piperidine-4-carboximidic acid
SMILES
OC(=N)C1(CCN(CCCN2C3=CC=CC=C3CCC3=C2C=C(Cl)C=C3)CC1)N1CCCCC1

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 3,668,210.

General References
Not Available
External Links
KEGG Drug
D07718
PubChem Compound
2793
PubChem Substance
310264963
ChemSpider
2691
ChEBI
135778
ChEMBL
CHEMBL2104103
Drugs.com
Drugs.com Drug Page
Wikipedia
Clocapramine

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)181-183U.S. Patent 3,668,210.
Predicted Properties
PropertyValueSource
Water Solubility0.0055 mg/mLALOGPS
logP4.69ALOGPS
logP2.82ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)3.06ChemAxon
pKa (Strongest Basic)9.47ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.8 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity151.89 m3·mol-1ChemAxon
Polarizability55.32 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as dibenzazepines. These are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzazepines
Sub Class
Dibenzazepines
Direct Parent
Dibenzazepines
Alternative Parents
Alkyldiarylamines / Piperidinecarboxamides / Azepines / Aminopiperidines / Benzenoids / Aryl chlorides / Trialkylamines / Carboximidic acids / Azacyclic compounds / Organopnictogen compounds
show 3 more
Substituents
Dibenzazepine / Alkyldiarylamine / Piperidinecarboxamide / Tertiary aliphatic/aromatic amine / 4-aminopiperidine / Azepine / Aryl chloride / Aryl halide / Benzenoid / Piperidine
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on June 17, 2014 12:42 / Updated on November 02, 2018 09:16