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Details

Stereochemistry ACHIRAL
Molecular Formula C24H26N2O2.ClH
Molecular Weight 410.936
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARMOXIROLE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=LRJUHOBITQUXIO-UHFFFAOYSA-N
InChI=1S/C24H26N2O2.ClH/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);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 C24H26N2O2
Molecular Weight 374.4754
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:53:50 GMT 2023
Edited
by admin
on Fri Dec 15 15:53:50 GMT 2023
Record UNII
77K7K97CBS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CARMOXIROLE HYDROCHLORIDE
MI  
Common Name English
1H-INDOLE-5-CARBOXYLIC ACID, 3-(4-(3,6-DIHYDRO-4-PHENYL-1(2H)-PYRIDINYL)BUTYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
EMD-45609
Code English
CARMOXIROLE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
CAS
115092-85-8
Created by admin on Fri Dec 15 15:53:50 GMT 2023 , Edited by admin on Fri Dec 15 15:53:50 GMT 2023
PRIMARY
MERCK INDEX
m626
Created by admin on Fri Dec 15 15:53:50 GMT 2023 , Edited by admin on Fri Dec 15 15:53:50 GMT 2023
PRIMARY Merck Index
PUBCHEM
9822866
Created by admin on Fri Dec 15 15:53:50 GMT 2023 , Edited by admin on Fri Dec 15 15:53:50 GMT 2023
PRIMARY
FDA UNII
77K7K97CBS
Created by admin on Fri Dec 15 15:53:50 GMT 2023 , Edited by admin on Fri Dec 15 15:53:50 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE