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

Details

Stereochemistry RACEMIC
Molecular Formula C19H24N2
Molecular Weight 280.4073
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DALEDALIN

SMILES

CNCCCC1(C)CN(C2=C1C=CC=C2)C3=CC=CC=C3

InChI

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

HIDE SMILES / InChI

Molecular Formula C19H24N2
Molecular Weight 280.4073
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Daledalin is a norepinephrine reuptake inhibitor, developed in the 1970s by Pfizer. In animal models, daledalin potentiates the action of catecholamines, reverses the hypothermia induced by noradrenaline or noradnamine injected into the cerebral ventricles of mice. Daledalin potentiates amphetamine-induced excitation in rats and antagonizes reserpine-hypothermia in mice, tetrabenazine-sedation in rats and reserpine- and tetrabenazine-induced ptosis in mice. It inhibits noradrenaline and 5-hydroxytryptamine uptake by rat brain slices in vitro. In a clinical trial on patients with a depressive illness, no difference in efficacy between daledalin and amitriptyline was found.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 17:12:22 GMT 2023
Edited
by admin
on Fri Dec 15 17:12:22 GMT 2023
Record UNII
IT56261A5A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DALEDALIN
INN  
INN  
Official Name English
daledalin [INN]
Common Name English
3-METHYL-3-(3-(METHYLAMINO)PROPYL)-1-PHENYLINDOLINE
Systematic Name English
(±)-3-METHYL-3-(3-(METHYLAMINO)PROPYL)-1-PHENYLINDOLINE
Systematic Name English
1H-INDOLE-3-PROPANAMINE, 2,3-DIHYDRO-N,3-DIMETHYL-1-PHENYL
Common Name English
Code System Code Type Description
EVMPD
SUB06891MIG
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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CAS
22136-27-2
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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NCI_THESAURUS
C169872
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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ChEMBL
CHEMBL2110924
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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FDA UNII
IT56261A5A
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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EPA CompTox
DTXSID00865035
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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DRUG BANK
DB09189
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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SMS_ID
100000083995
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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MESH
C001608
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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WIKIPEDIA
Daledalin
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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PUBCHEM
31707
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
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INN
2980
Created by admin on Fri Dec 15 17:12:22 GMT 2023 , Edited by admin on Fri Dec 15 17:12:22 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY