AMEDALIN HYDROCHLORIDE

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 Search

SMILES

Cl.CNCCCC1(C)C(=O)N(C2=C1C=CC=C2)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	ClH
Molecular Weight	36.461
Charge	0
Count

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

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	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26051466 | https://www.drugbank.ca/drugs/DB09188 | https://www.ncbi.nlm.nih.gov/pubmed/4977402

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.

CNS Activity

Approval Year

PubMed

Title	Date	PubMed
Central Nervous System Activities of Indole Derivatives: An Overview.	2015	26051466
UK-3540: a preliminary evaluation of a potential antidepressant compound: animal and human correlations.	1969-05	4977402

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:41:49 GMT 2025` Edited by `admin` on `Mon Mar 31 21:41:49 GMT 2025`
Record UNII	0EMF539HN0
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

UK-3540-1

Preferred Name

English

AMEDALIN HYDROCHLORIDE

Official Name

English

3-Methyl-3-[3-(methylamino)propyl]-1-phenyl-2-indolinone monohydrochloride

Systematic Name

English

AMEDALIN HYDROCHLORIDE [USAN]

Common Name

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