DESIPRAMINE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H22N2
Molecular Weight	266.3807
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DESIPRAMINE

Structure Search

SMILES

CNCCCN1C2=C(CCC3=C1C=CC=C3)C=CC=C2

InChI

InChIKey=HCYAFALTSJYZDH-UHFFFAOYSA-N

InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3

HIDE SMILES / InChI

Molecular Formula	C18H22N2
Molecular Weight	266.3807
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:16:05 UTC 2023` Edited by `admin` on `Fri Dec 15 15:16:05 UTC 2023`
Record UNII	TG537D343B
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DESIPRAMINE

Official Name

English

Desipramine [WHO-DD]

Common Name

English

10,11-DIHYDRO-5-(3-(METHYLAMINO)PROPYL)-5H-DIBENZ(B,F)AZEPINE

Systematic Name

English

N-DESMETHYLIMIPRAMINE

Common Name

English

5H-DIBENZ(B,F)AZEPINE-5-PROPANAMINE, 10,11-DIHYDRO-N-METHYL-

Systematic Name

English

DESIPRAMINE [VANDF]

Common Name

English

DESIPRAMINE [HSDB]

Common Name

English

IMIPRAMINE, DEMETHYL-

Common Name

English

MONODEMETHYLIMIPRAMINE

Common Name

English

IMIPRAMINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]

Common Name

English

desipramine [INN]

Common Name

English

NORIMIPRAMINE

Common Name

English

DESIPRAMINE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C94727

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

NDF-RT

N0000175752

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

LIVERTOX

NBK548233

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

WHO-ATC

N06AA01

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

WHO-VATC

QN06AA01

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

Code System Code Type Description

CAS

50-47-5

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

ChEMBL

CHEMBL72

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

EPA CompTox

DTXSID6022896

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

SMS_ID

100000083169

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

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PUBCHEM

2995

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

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EVMPD

SUB06995MIG

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

INN

1500

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

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CHEBI

47781

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

ECHA (EC/EINECS)

200-040-0

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

HSDB

3052

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

DRUG CENTRAL

812

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

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RXCUI

3247

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

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RxNorm

DRUG BANK

DB01151

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

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MERCK INDEX

m4191

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

Merck Index

IUPHAR

2399

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

WIKIPEDIA

DESIPRAMINE

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

MESH

D003891

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

NCI_THESAURUS

C61700

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

FDA UNII

TG537D343B

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

DAILYMED

TG537D343B

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

LACTMED

Desipramine

Created by admin on Fri Dec 15 15:16:05 UTC 2023 , Edited by admin on Fri Dec 15 15:16:05 UTC 2023

PRIMARY

Related Record Type Details


					4007E25Z4Z

OCT-3

TRANSPORTER -> INHIBITOR


					1Y58DO4MY1

DESIPRAMINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					6NP3XSMIP3

MULTIDRUG AND TOXIN EXTRUSION PROTEIN 1

TRANSPORTER -> INHIBITOR


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Comments:

Metabolizing reaction by CYP2D6: Hydroxylation


					HN86OLH1NW

SODIUM-DEPENDENT NORADRENALINE TRANSPORTER

TARGET -> INHIBITOR

Interaction Type:

BINDING

Qualification:

IC50

Amount:


					NQI5D806LC

5-HYDROXYTRYPTAMINE RECEPTOR 2A

TARGET -> INHIBITOR


					ONY583280Z

OCT-1

TRANSPORTER -> SUBSTRATE


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Comments:

Pharmacological action: Tricyclic antidepressant drug (TCA)


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Amount:


					B46KUN2O9L

MATE-2

TRANSPORTER -> INHIBITOR


					482M00274D

OCT-2

TRANSPORTER -> INHIBITOR


					5T6XJJ77M3

DESIPRAMINE TRIFLUOROACETATE

SALT/SOLVATE -> PARENT

Related Record Type Details


					OGG85SX4E4

PARENT -> METABOLITE ACTIVE

Comments:

Imipramine has activities at both the serotonin and norepeinephrine transporters with greater affinity for the serotonin transporter while desipramine and 2-hydroxydesipramine have greater affinities for the norepinephrine transporter (Owens et al., 1997).

Amount:

Related Record Type Details


					MC34P30298

IMIPRAMINE PAMOATE

PARENT -> IMPURITY

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:

Related Record Type Details


					TG537D343B

ACTIVE MOIETY

Amount: