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Showing Compound Imipramine (FDB022706)

Record Information
Version1.0
Creation date2011-09-21 00:18:15 UTC
Update date2015-10-09 22:30:54 UTC
Primary IDFDB022706
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameImipramine
DescriptionThe 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 Number50-49-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
10,11-Dihydro-N,N-dimethyl-5H-dibenz[b,F]azepine-5-propanamineChEBI
3-(5H-DIBENZO[b,F]azepin-5-yl)-N,N-dimethylpropan-1-amineChEBI
5-[3-(Dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,F]azepineChEBI
AntideprinChEBI
ImipraminChEBI
ImipraminumChEBI
ImizineChEBI
IrminChEBI
MelipramineChEBI
N-(gamma-Dimethylaminopropyl)iminodibenzylChEBI
TofranilKegg
N-(g-Dimethylaminopropyl)iminodibenzylGenerator
N-(Γ-dimethylaminopropyl)iminodibenzylGenerator
BerkomineHMDB
ChimoreptinHMDB
DeclomipramineHMDB
DimipressinHMDB
DPIDHMDB
Dyna-zinaHMDB
DynaprinHMDB
EupraminHMDB
FeinalminHMDB
ImavateHMDB
ImidobenzyleHMDB
ImilanyleHMDB
JanimineHMDB
LofepramineHMDB
MelipraminHMDB
PsychoforinHMDB
SurmontilHMDB
SurplixHMDB
TeperineHMDB
TimoletHMDB
Tofranil baseHMDB
Tofranil-PMHMDB
Trimipramine maleateHMDB
Imipramine hydrochlorideHMDB
NorchlorimipramineHMDB
Imipramine monohydrochlorideHMDB
ImizinHMDB
PryleuganHMDB
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
Imipramine pamoateHMDB
10,11-dihydro-N,N-Dimethyl-5H-dibenz[b,F]azepine-5-propanamineChEBI
5-[3-(dimethylamino)Propyl]-10,11-dihydro-5H-dibenz[b,F]azepineChEBI
Dyna-Zinahmdb
Imipraminehmdb
N-(γ-dimethylaminopropyl)iminodibenzylGenerator
Tofranil-Pmhmdb
Trimipramine Maleatehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.066 g/LALOGPS
logP4.53ALOGPS
logP4.28ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)9.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity90.61 m³·mol⁻¹ChemAxon
Polarizability33.39 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H24N2
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 IdentifierInChI=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 KeyBCGWQEUPMDMJNV-UHFFFAOYSA-N
Isomeric SMILESCN(C)CCCN1C2=CC=CC=C2CCC2=CC=CC=C12
Average Molecular Weight280.4073
Monoisotopic Molecular Weight280.193948778
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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzazepines
Sub ClassDibenzazepines
Direct ParentDibenzazepines
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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Role

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0543-8890000000-6cf8e84f007ce7c750f22014-09-20View Spectrum
GC-MSImipramine, non-derivatized, GC-MS Spectrumsplash10-0019-7490000000-3fb4d40b6a219f088ec8Spectrum
GC-MSImipramine, non-derivatized, GC-MS Spectrumsplash10-0019-7490000000-3fb4d40b6a219f088ec8Spectrum
Predicted GC-MSImipramine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-7490000000-746fcd08b0a7d6e7bc83Spectrum
Predicted GC-MSImipramine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSImipramine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-9000000000-55d924fd00e5b357ce9e2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-000i-9000000000-eb3c0ecdffc5d9d95e332012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0ab9-9432000000-033c51459b692622ee7d2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-0019-7490000000-bb99ef31a755d9f6ba142012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-052r-9010000000-961429188e57c1480db82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-6272981565b197d622f12021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - -1V, Positivesplash10-052r-9010000000-be8c371ae701a7225d132021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-6c56d64b8822a435898c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0a4i-9000000000-2671c52504aa0680b9182021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0a4i-9100000000-a756ccfcc744eec6e5ab2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0019-9050000000-ad820fcbaa90ad01f5ed2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-9010000000-7b329c019f10b027904f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-000i-9000000000-18201fd6a82e596bb8bd2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0019-9050000000-eafe5899fec7b49f5f302021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-9000000000-9adbfb340afaa417fda32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0a4r-9000000000-9bb5a8512a91de12e7862021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-000i-9000000000-48bfa7137f4eaa6b17e62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-0019-9080000000-680701a3db1bd34f0e6f2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-1090000000-d8b2753be1e55651ebe72017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0019-5190000000-884d5f80618ae379a4082017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-9420000000-655018838b0eb1b10c772017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-115aa4768e53e232aa162017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-1590000000-bf5870eaefcecc8340c72017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-2910000000-568ea79e9375b63654082017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-fa0545de4a4dc60fd0622021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental)Spectrum
ChemSpider ID3568
ChEMBL IDCHEMBL11
KEGG Compound IDC07049
Pubchem Compound ID3696
Pubchem Substance IDNot Available
ChEBI ID5881
Phenol-Explorer IDNot Available
DrugBank IDDB00458
HMDB IDHMDB01848
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDIXX
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDImipramine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
UDP-glucuronosyltransferase 1-4UGT1A4P22310
Adenosine receptor A1ADORA1P30542
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference