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Details

Stereochemistry RACEMIC
Molecular Formula C19H24N2.C7H8O3S
Molecular Weight 452.609
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DALEDALIN TOSYLATE

SMILES

CC1=CC=C(C=C1)S(O)(=O)=O.CNCCCC2(C)CN(C3=C2C=CC=C3)C4=CC=CC=C4

InChI

InChIKey=HCIFDIMOPGHYSI-UHFFFAOYSA-N
InChI=1S/C19H24N2.C7H8O3S/c1-19(13-8-14-20-2)15-21(16-9-4-3-5-10-16)18-12-7-6-11-17(18)19;1-6-2-4-7(5-3-6)11(8,9)10/h3-7,9-12,20H,8,13-15H2,1-2H3;2-5H,1H3,(H,8,9,10)

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 ( + / - )

Molecular Formula C7H8O3S
Molecular Weight 172.202
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 15:12:55 UTC 2023
Edited
by admin
on Fri Dec 15 15:12:55 UTC 2023
Record UNII
99H3FW862T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DALEDALIN TOSYLATE
USAN  
USAN  
Official Name English
UK-3557-15
Code English
3-METHYL-3-(3-(METHYLAMINO)PROPYL)-1-PHENYLINDOLINE MONO-P-TOLUENESULPHONATE
Common Name English
DALEDALIN TOSILATE
Common Name English
1H-INDOLE-3-PROPANAMINE, 2,3-DIHYDRO-N,3-DIMETHYL-1-PHENYL, MONO(4-METHYLBENZENESULPHONATE)
Common Name English
1H-INDOLE-3-PROPANAMINE, 2,3-DIHYDRO-N,3-DIMETHYL-1-PHENYL, MONO(4-METHYLBENZENESULFONATE)
Common Name English
DALEDALIN TOSYLATE [USAN]
Common Name English
3-METHYL-3-(3-(METHYLAMINO)PROPYL)-1-PHENYLINDOLINE MONO-P-TOLUENESULFONATE
Common Name English
Code System Code Type Description
PUBCHEM
20055462
Created by admin on Fri Dec 15 15:12:55 UTC 2023 , Edited by admin on Fri Dec 15 15:12:55 UTC 2023
PRIMARY
FDA UNII
99H3FW862T
Created by admin on Fri Dec 15 15:12:55 UTC 2023 , Edited by admin on Fri Dec 15 15:12:55 UTC 2023
PRIMARY
EPA CompTox
DTXSID30945910
Created by admin on Fri Dec 15 15:12:55 UTC 2023 , Edited by admin on Fri Dec 15 15:12:55 UTC 2023
PRIMARY
CAS
23226-37-1
Created by admin on Fri Dec 15 15:12:55 UTC 2023 , Edited by admin on Fri Dec 15 15:12:55 UTC 2023
PRIMARY
NCI_THESAURUS
C171706
Created by admin on Fri Dec 15 15:12:55 UTC 2023 , Edited by admin on Fri Dec 15 15:12:55 UTC 2023
PRIMARY
ChEMBL
CHEMBL2110924
Created by admin on Fri Dec 15 15:12:55 UTC 2023 , Edited by admin on Fri Dec 15 15:12:55 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY