ContaminantDB: Lofepramine hydrochloride

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 06:21:32 UTC

Update Date

2016-11-09 01:16:02 UTC

Accession Number

CHEM019638

Identification

Common Name

Lofepramine hydrochloride

Class

Small Molecule

Description

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(4-Chlorophenyl)-2-((3-(10,11-dihydro-5H-dibenz(b,F)azepin-5-yl)propyl)methylamino)ethan-1-one monohydrochloride	ChEBI
1-(4-Chlorophenyl)-2-{[3-(10,11-dihydro-5H-dibenzo[b,F]azepin-5-yl)propyl]methylamino}ethanone hydrochloride	ChEBI
4'-Chloro-2-((3-(10,11-dihydro-5H-dibenz(b,F)azepin-5-yl)propyl)methylamino)acetophenone monohydrochloride	ChEBI
Clopepramine hydrochloride	ChEBI
Gamonil	ChEBI
Amplit	Kegg
Lopramine	MeSH
Ashbourne brand OF lofepramine hydrochloride	MeSH
Deftan	MeSH
Lofepramine	MeSH
Lofepramine hydrochloride	MeSH
Feprapax	MeSH
leo 640	MeSH
Lomont	MeSH
Gamanil	MeSH
Merck brand OF lofepramine hydrochloride	MeSH
Hydrochloride, lofepramine	MeSH
Rosemont brand OF lofepramine hydrochloride	MeSH

Chemical Formula

C₂₆H₂₈Cl₂N₂O

Average Molecular Mass

455.420 g/mol

Monoisotopic Mass

454.158 g/mol

CAS Registry Number

26786-32-3

IUPAC Name

2-[(3-{2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}propyl)(methyl)amino]-1-(4-chlorophenyl)ethan-1-one hydrochloride

Traditional Name

lofepramine hydrochloride

SMILES

Cl.CN(CCCN1C2=CC=CC=C2CCC2=CC=CC=C12)CC(=O)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C26H27ClN2O.ClH/c1-28(19-26(30)22-13-15-23(27)16-14-22)17-6-18-29-24-9-4-2-7-20(24)11-12-21-8-3-5-10-25(21)29;/h2-5,7-10,13-16H,6,11-12,17-19H2,1H3;1H

InChI Key

ZWZIQPOLMDPIQM-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines 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

Substituents

Dibenzazepine
Alkyl-phenylketone
Alkyldiarylamine
Phenylketone
Benzoyl
Tertiary aliphatic/aromatic amine
Aryl ketone
Aryl alkyl ketone
Azepine
Chlorobenzene
Halobenzene
Benzenoid
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Alpha-aminoketone
Tertiary aliphatic amine
Tertiary amine
Ketone
Azacycle
Hydrochloride
Organohalogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydrochloride (CHEBI:31780 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00084 g/L	ALOGPS
logP	5.79	ALOGPS
logP	6.11	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	17.02	ChemAxon
pKa (Strongest Basic)	6.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	125.31 m³·mol⁻¹	ChemAxon
Polarizability	46.66 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000900000-1bb3cfca9ffc56395727	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000900000-1bb3cfca9ffc56395727	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0000900000-1bb3cfca9ffc56395727	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-ffba60762c8c2569ff05	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0000900000-ffba60762c8c2569ff05	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0000900000-ffba60762c8c2569ff05	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

31780

PubChem Compound ID

33611

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Lofepramine hydrochloride (CHEM019638)

Structure for CHEM019638: Lofepramine hydrochloride