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

Details

Stereochemistry RACEMIC
Molecular Formula C16H22Cl2N2O
Molecular Weight 329.265
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ECLANAMINE

SMILES

CCC(=O)N([C@@H]1CCC[C@H]1N(C)C)C2=CC=C(Cl)C(Cl)=C2

InChI

InChIKey=YCRFSKUCDBJWLX-HUUCEWRRSA-N
InChI=1S/C16H22Cl2N2O/c1-4-16(21)20(11-8-9-12(17)13(18)10-11)15-7-5-6-14(15)19(2)3/h8-10,14-15H,4-7H2,1-3H3/t14-,15-/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H22Cl2N2O
Molecular Weight 329.265
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Eclanamine is a nontricyclic antidepressant agent. Down-regulation of beta-adrenergic receptors in the cerebral cortex may be involved in mediating the eclanamine pharmacological effect.

CNS Activity

Curator's Comment: Eclanamine is CNS active in animals. No human data available,

Approval Year

PubMed

PubMed

TitleDatePubMed
A new nontricyclic antidepressant agent. Synthesis and activity of N-[trans-2-(dimethylamino)cyclopentyl]-N-(3,4-dichlorophenyl)propanamide and related compounds.
1981 Oct
Dose-dependent down-regulation of beta-adrenergic receptors after chronic intravenous infusion of antidepressants.
1988

Sample Use Guides

female Sprague-Dawley rats: 1, 3, 10, and 30 mg/kg/day
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:29:52 GMT 2023
Edited
by admin
on Fri Dec 15 15:29:52 GMT 2023
Record UNII
5Y67H9W4KQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ECLANAMINE
INN  
INN  
Official Name English
eclanamine [INN]
Common Name English
(±)-TRANS-3',4'-DICHLORO-N-(2-(DIMETHYLAMINO)CYCLOPENTYL)PROPIONANILIDE
Systematic Name English
PROPANAMIDE, N-(3,4-DICHLOROPHENYL)-N-(2-(DIMETHYLAMINO)CYCLOPENTYL)-, TRANS-(±)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
Code System Code Type Description
FDA UNII
5Y67H9W4KQ
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
INN
5920
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
PUBCHEM
130380
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
ChEMBL
CHEMBL20679
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
NCI_THESAURUS
C81480
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
SMS_ID
100000080487
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
CAS
71027-13-9
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
SUPERSEDED
MESH
C057319
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
EVMPD
SUB06447MIG
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
CAS
67450-44-6
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID001024475
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY