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

Details

Stereochemistry RACEMIC
Molecular Formula C19H22N2O.ClH
Molecular Weight 330.852
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMEDALIN HYDROCHLORIDE

SMILES

Cl.CNCCCC1(C)C(=O)N(C2=CC=CC=C12)C3=CC=CC=C3

InChI

InChIKey=DDOCDXCKSVDRHL-UHFFFAOYSA-N
InChI=1S/C19H22N2O.ClH/c1-19(13-8-14-20-2)16-11-6-7-12-17(16)21(18(19)22)15-9-4-3-5-10-15;/h3-7,9-12,20H,8,13-14H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula C19H22N2O
Molecular Weight 294.3908
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Amedalin (UK-3540) is a selective norepinephrine reuptake inhibitor developed in the 1970s. Amedalin was a potential antidepressant compound. It has no significant effect on reuptake of serotonin and dopamine and no antihistamine or anticholinergic properties. This drug was never marketed.

Approval Year

PubMed

PubMed

TitleDatePubMed
UK-3540: a preliminary evaluation of a potential antidepressant compound: animal and human correlations.
1969 May
Central Nervous System Activities of Indole Derivatives: An Overview.
2015
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:32:44 GMT 2023
Edited
by admin
on Sat Dec 16 07:32:44 GMT 2023
Record UNII
0EMF539HN0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMEDALIN HYDROCHLORIDE
USAN  
USAN  
Official Name English
3-Methyl-3-[3-(methylamino)propyl]-1-phenyl-2-indolinone monohydrochloride
Systematic Name English
AMEDALIN HYDROCHLORIDE [USAN]
Common Name English
UK-3540-1
Code English
2H-INDOL-2-ONE, 1,3-DIHYDRO-3-METHYL-3-(3-(METHYLAMINO)PROPYL)-1-PHENYL-, MONOHYDROCHLORIDE
Common Name English
AMEDALIN HCL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Sat Dec 16 07:32:44 GMT 2023 , Edited by admin on Sat Dec 16 07:32:44 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C81477
Created by admin on Sat Dec 16 07:32:44 GMT 2023 , Edited by admin on Sat Dec 16 07:32:44 GMT 2023
PRIMARY
CAS
22232-73-1
Created by admin on Sat Dec 16 07:32:44 GMT 2023 , Edited by admin on Sat Dec 16 07:32:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110769
Created by admin on Sat Dec 16 07:32:44 GMT 2023 , Edited by admin on Sat Dec 16 07:32:44 GMT 2023
PRIMARY
PUBCHEM
31074
Created by admin on Sat Dec 16 07:32:44 GMT 2023 , Edited by admin on Sat Dec 16 07:32:44 GMT 2023
PRIMARY
FDA UNII
0EMF539HN0
Created by admin on Sat Dec 16 07:32:44 GMT 2023 , Edited by admin on Sat Dec 16 07:32:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID80944877
Created by admin on Sat Dec 16 07:32:44 GMT 2023 , Edited by admin on Sat Dec 16 07:32:44 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY