U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C19H28N2
Molecular Weight 284.439
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IPRINDOLE

SMILES

CN(C)CCCN1C2=C(CCCCCC2)C3=C1C=CC=C3

InChI

InChIKey=PLIGPBGDXASWPX-UHFFFAOYSA-N
InChI=1S/C19H28N2/c1-20(2)14-9-15-21-18-12-6-4-3-5-10-16(18)17-11-7-8-13-19(17)21/h7-8,11,13H,3-6,9-10,12,14-15H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C19H28N2
Molecular Weight 284.439
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Iprindole under the brand name Prondol was used as an antidepressant but now is no longer marketed. It possesses the beta-adrenergic properties and has an indirect beta 2-mimetic effect.

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Experimental myopathy induced by amphiphilic cationic compounds including several psychotropic drugs.
1979
Chronic treatment with antidepressant drugs: potentiation of apomorphine-induced aggressive behaviour in rats.
1979 Aug
Effects of chronic administration of antidepressant drugs on aggressive behavior induced by clonidine in mice.
1980 Aug
Changes in amphetamine-induced anorexia and stereotypy during chronic treatment with antidepressant drugs.
1984 Mar 2
Prenatal exposure of rats to antidepressants enhances agonist affinity of brain dopamine receptors and dopamine-mediated behaviour.
1985 Oct 22
3,4-Methylenedioxymethamphetamine produces glycogenolysis and increases the extracellular concentration of glucose in the rat brain.
2002 Apr
Patents

Patents

JP2002542287A
27

Sample Use Guides

In Vivo Use Guide
15 mg three times a day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:44:06 UTC 2023
Edited
by admin
on Sat Dec 16 07:44:06 UTC 2023
Record UNII
69U0IKR8FP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IPRINDOLE
INN   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
5H-CYCLOOCT(B)INDOLE-5-PROPANAMINE, 6,7,8,9,10,11-HEXAHYDRO-N,N-DIMETHYL-
Systematic Name English
IPRINDOLE [USAN]
Common Name English
WY-3263
Code English
IPRINDOLE [MI]
Common Name English
iprindole [INN]
Common Name English
NSC-169449
Code English
Iprindole [WHO-DD]
Common Name English
5-[3-(Dimethylamino)propyl]-6,7,8,9,10,11-hexahydro-5H-cyclooct[b]indole
Systematic Name English
Classification Tree Code System Code
WHO-ATC N06AA13
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
WHO-VATC QN06AA13
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
Code System Code Type Description
RXCUI
5979
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY RxNorm
MESH
D007488
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
SMS_ID
100000083123
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
NCI_THESAURUS
C166921
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
ECHA (EC/EINECS)
226-933-5
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
CAS
5560-72-5
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
WIKIPEDIA
IPRINDOLE
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
NSC
169449
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
DRUG BANK
DB13496
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
EPA CompTox
DTXSID80204145
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
DRUG CENTRAL
1478
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
INN
1854
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
PUBCHEM
21722
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
MERCK INDEX
m6389
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY Merck Index
EVMPD
SUB08279MIG
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
ChEMBL
CHEMBL126224
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
FDA UNII
69U0IKR8FP
Created by admin on Sat Dec 16 07:44:06 UTC 2023 , Edited by admin on Sat Dec 16 07:44:06 UTC 2023
PRIMARY
Related Record Type Details
Structure of IPRINDOLE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of IPRINDOLE
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966