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Details

Stereochemistry ACHIRAL
Molecular Formula C13H18ClN3O
Molecular Weight 267.755
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIDOLINE

SMILES

CN(C)CCN1CCN(C1=O)C2=CC(Cl)=CC=C2

InChI

InChIKey=KACVTTZEMNWITH-UHFFFAOYSA-N
InChI=1S/C13H18ClN3O/c1-15(2)6-7-16-8-9-17(13(16)18)12-5-3-4-11(14)10-12/h3-5,10H,6-9H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C13H18ClN3O
Molecular Weight 267.755
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

There is no much available information related to the biological and pharmacological application of imidoline, but this compound has been found to be as potent as chlorpromazine in increasing striatal DOPA accumulation and prolactin secretion in vivo. Imidoline exhibited only weak inhibitory activity towards dopamine-sensitive adenylate cyclase and 3H-spiroperidol binding to striatal membranes in vitro. A proposed active conformation involves intramolecular hydrogen bonding between the protonated dimethylamino group and the oxygen of the imidazolidinone ring. The spatial relationship between the amine nitrogen and phenyl ring in this conformation allows proper fit of imidoline with key dimensions described for the dopamine receptor.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Dopamine receptor blockade by imidoline and its proposed active conformation.
1980 Nov 21
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:19:13 GMT 2023
Edited
by admin
on Fri Dec 15 17:19:13 GMT 2023
Record UNII
DR3D6KY80G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IMIDOLINE
INN  
INN  
Official Name English
1-(M-CHLOROPHENYL)-3-(2-(DIMETHYLAMINO)ETHYL)-2-IMIDAZOLIDINONE
Systematic Name English
2-IMIDAZOLIDINONE, 1-(3-CHLOROPHENYL)-3-(2-(DIMETHYLAMINO)ETHYL)-
Systematic Name English
imidoline [INN]
Common Name English
Code System Code Type Description
NCI_THESAURUS
C170059
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
CAS
7303-78-8
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
MESH
C029155
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
INN
2095
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
PUBCHEM
23728
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
FDA UNII
DR3D6KY80G
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110673
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
SMS_ID
100000083938
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
EVMPD
SUB08147MIG
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID2057813
Created by admin on Fri Dec 15 17:19:13 GMT 2023 , Edited by admin on Fri Dec 15 17:19:13 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY