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Details

Stereochemistry RACEMIC
Molecular Formula C16H22Cl2N2O.C4H4O4
Molecular Weight 445.337
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ECLANAMINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CCC(=O)N([C@@H]1CCC[C@H]1N(C)C)C2=CC(Cl)=C(Cl)C=C2

InChI

InChIKey=ZEUQHGFLDLNEOB-CHHFXETESA-N
InChI=1S/C16H22Cl2N2O.C4H4O4/c1-4-16(21)20(11-8-9-12(17)13(18)10-11)15-7-5-6-14(15)19(2)3;5-3(6)1-2-4(7)8/h8-10,14-15H,4-7H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/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

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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 17:35:59 UTC 2023
Edited
by admin
on Fri Dec 15 17:35:59 UTC 2023
Record UNII
J2C169J769
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ECLANAMINE MALEATE
USAN  
USAN  
Official Name English
U-48753E
Code English
U-48,753E
Code English
ECLANAMINE MALEATE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C75171
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
PRIMARY
CAS
71027-14-0
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
SUPERSEDED
ChEMBL
CHEMBL20679
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
PRIMARY
PUBCHEM
12862572
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
PRIMARY
FDA UNII
J2C169J769
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
PRIMARY
USAN
W-127
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
PRIMARY
CAS
67450-45-7
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
PRIMARY
MESH
C057319
Created by admin on Fri Dec 15 17:35:59 UTC 2023 , Edited by admin on Fri Dec 15 17:35:59 UTC 2023
PRIMARY
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PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY