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Details

Stereochemistry ACHIRAL
Molecular Formula C24H26N2O2
Molecular Weight 374.4754
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARMOXIROLE

SMILES

OC(=O)C1=CC2=C(NC=C2CCCCN3CCC(=CC3)C4=CC=CC=C4)C=C1

InChI

InChIKey=AFSOIHMEOKEZJF-UHFFFAOYSA-N
InChI=1S/C24H26N2O2/c27-24(28)20-9-10-23-22(16-20)21(17-25-23)8-4-5-13-26-14-11-19(12-15-26)18-6-2-1-3-7-18/h1-3,6-7,9-11,16-17,25H,4-5,8,12-15H2,(H,27,28)

HIDE SMILES / InChI
Carmoxirole is a dopamine D2 receptor agonist with limited central activity that modulates sympathetic activation and subsequently reduces pre-load and afterload in animals. It was shown, that carmoxirole induced beneficial effects on hemodynamic and neurohumoral parameters in heart failure. In addition, experimental evidence showed that carmoxirole lowered blood pressure in various models of hypertension mainly or exclusively through inhibition of noradrenaline release from sympathetic nerve endings. That effect of carmoxirole was mediated by presynaptic dopamine receptors with the characteristic that release inhibition was restricted to low rates of sympathetic nerve discharge.

CNS Activity

Curator's Comment: Known to be CNS penetrant in animal. Human data not available

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P14416
Gene ID: 1813.0
Gene Symbol: DRD2
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Carmoxirole is able to reduce amisulpride-induced hyperprolactinemia without affecting its central effect.
2002 Jun 28
Patents

Patents

Sample Use Guides

Carmoxirole (0.25-1.00 mg) was administered on 2 consecutive days, and hemodynamic and neurohormonal measurements were carried out.
Route of Administration: Oral
In Vitro Use Guide
10 microM carmoxirole inhibited the adrenaline induced aggregation velocity by 10%: Increasing the carmoxirole concentration caused dose dependent inhibition which was complete at 1 mM. Carmoxirole itself caused a weak aggregating effect on human platelets in vitro.
Name Type Language
CARMOXIROLE
INN   MI  
INN  
Official Name English
CARMOXIROLE [MI]
Common Name English
3-(4-(3,6-DIHYDRO-4-PHENYL-1(2H)-PYRIDYL)BUTYL)INDOLE-5-CARBOXYLIC ACID
Systematic Name English
carmoxirole [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66884
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID0043892
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL70159
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
SMS_ID
100000081341
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
NCI_THESAURUS
C81077
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
FDA UNII
MRP4P457ZA
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
PUBCHEM
57364
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
MESH
C071485
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
CAS
98323-83-2
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
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MERCK INDEX
m626
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY Merck Index
INN
6331
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
EVMPD
SUB06131MIG
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY
CHEBI
64200
Created by admin on Fri Dec 15 16:07:51 GMT 2023 , Edited by admin on Fri Dec 15 16:07:51 GMT 2023
PRIMARY