Showing Compound Imipramine (FDB022706)

Record Information

Version

1.0

Creation date

2011-09-21 00:18:15 UTC

Update date

2015-10-09 22:30:54 UTC

Primary ID

FDB022706

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Imipramine

Description

The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group. -- Pubchem; Imipramine (sold as Antideprin, Janimine, Tofranil) is an antidepressant medication, a tricyclic antidepressant of the dibenzazepine group, mainly used in the treatment of clinical depression and enuresis. -- Wikipedia [HMDB]

CAS Number

50-49-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Search:

Synonym	Source
10,11-Dihydro-N,N-dimethyl-5H-dibenz[b,F]azepine-5-propanamine	ChEBI
10,11-dihydro-N,N-Dimethyl-5H-dibenz[b,F]azepine-5-propanamine	ChEBI
3-(5H-DIBENZO[b,F]azepin-5-yl)-N,N-dimethylpropan-1-amine	ChEBI
4,4'-Methylenebis(3-hydroxy-2-naphthoic acid)-3-(10,11-dihydro-5H-dibenzo(b,F)azepin-5-yl)-N,N-dimethyl-1-propanamine (1:2)	HMDB
5-[3-(Dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,F]azepine	ChEBI
5-[3-(dimethylamino)Propyl]-10,11-dihydro-5H-dibenz[b,F]azepine	ChEBI
Antideprin	ChEBI
Berkomine	HMDB
Chimoreptin	HMDB
Declomipramine	HMDB

Showing 1 to 10 of 50 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.066 g/L	ALOGPS
logP	4.53	ALOGPS
logP	4.28	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	9.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.61 m³·mol⁻¹	ChemAxon
Polarizability	33.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C19H24N2

IUPAC name

(3-{2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}propyl)dimethylamine

InChI Identifier

InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3

InChI Key

BCGWQEUPMDMJNV-UHFFFAOYSA-N

Isomeric SMILES

CN(C)CCCN1C2=CC=CC=C2CCC2=CC=CC=C12

Average Molecular Weight

280.4073

Monoisotopic Molecular Weight

280.193948778

Classification

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
Alkyldiarylamine
Tertiary aliphatic/aromatic amine
Azepine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dibenzoazepine (CHEBI:47499 )
a small molecule (CPD-11438 )

Ontology

Ingestion

Biological location:

Subcellular:

Role

Industrial application:

Drug

Pharmaceutical industry:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0543-8890000000-6cf8e84f007ce7c750f2	2014-09-20	View Spectrum
GC-MS	Imipramine, non-derivatized, GC-MS Spectrum	splash10-0019-7490000000-3fb4d40b6a219f088ec8	Spectrum
GC-MS	Imipramine, non-derivatized, GC-MS Spectrum	splash10-0019-7490000000-3fb4d40b6a219f088ec8	Spectrum
Predicted GC-MS	Imipramine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-7490000000-746fcd08b0a7d6e7bc83	Spectrum
Predicted GC-MS	Imipramine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Imipramine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000i-9000000000-55d924fd00e5b357ce9e	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9000000000-eb3c0ecdffc5d9d95e33	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0ab9-9432000000-033c51459b692622ee7d	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-0019-7490000000-bb99ef31a755d9f6ba14	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-052r-9010000000-961429188e57c1480db8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-6272981565b197d622f1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - -1V, Positive	splash10-052r-9010000000-be8c371ae701a7225d13	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-6c56d64b8822a435898c	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0a4i-9000000000-2671c52504aa0680b918	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0a4i-9100000000-a756ccfcc744eec6e5ab	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0019-9050000000-ad820fcbaa90ad01f5ed	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9010000000-7b329c019f10b027904f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-000i-9000000000-18201fd6a82e596bb8bd	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0019-9050000000-eafe5899fec7b49f5f30	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-9adbfb340afaa417fda3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4r-9000000000-9bb5a8512a91de12e786	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-000i-9000000000-48bfa7137f4eaa6b17e6	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0019-9080000000-680701a3db1bd34f0e6f	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-1090000000-d8b2753be1e55651ebe7	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-5190000000-884d5f80618ae379a408	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000f-9420000000-655018838b0eb1b10c77	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-115aa4768e53e232aa16	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004l-1590000000-bf5870eaefcecc8340c7	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-2910000000-568ea79e9375b6365408	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-fa0545de4a4dc60fd062	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		Spectrum