Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H25N3O |
Molecular Weight | 311.4213 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H](N)C(=O)N(CCCC1=CC=CN=C1)C2=C(C)C=CC=C2C
InChI
InChIKey=YYGZCHLVUTUNGZ-MRXNPFEDSA-N
InChI=1S/C19H25N3O/c1-14-7-4-8-15(2)18(14)22(19(23)16(3)20)12-6-10-17-9-5-11-21-13-17/h4-5,7-9,11,13,16H,6,10,12,20H2,1-3H3/t16-/m1/s1
Molecular Formula | C19H25N3O |
Molecular Weight | 311.4213 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: DOI: 10.1111/j.1527-3466.1996.tb00313.xCurator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/8842676
Sources: DOI: 10.1111/j.1527-3466.1996.tb00313.x
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/8842676
Milacainide (Ro 22-9194) is structurally related to lidocaine and has a pyridine ring in the side chain. Ro 22-9194 is a new Class I antiarrhythmic agent with a TXA, synthase inhibitory activity. In anesthetized, open-chest dogs Ro 22-9194 transiently decreased arterial blood pressure and affected AV conduction more selectively, with a prolongation of the HV interval, than sinoatrial nodal pacemaker activity. In isolated, blood-perfused atria of dogs, Ro 22-9 194 decreased myocardial contractility more than sinoatrial nodal pacemaker activity. Studies in guinea pig papillary muscles and single ventricular myocytes showed that Ro 22-9194 inhibits sodium channels in a use- and voltage-dependent manner, and belongs to the group comprising intermediate kinetic drugs and activated channel blockers. Epinephrine-, digitalis-, two-stage coronary ligation-, and 3-hr coronary ligation-reperfusion-induced ventricular arrhythmias, or aconitine-induced atrial arrhythmias, in dogs were potently suppressed by Ro 22-9194 administered orally or intravenously. In myocardial ischemia and reperfusion-induced arrhythmias of dogs, Ro 22-9194 had an antifibrillatory effect and prevented an increase in venous levels of TXB, released from the ischemic myocardium.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2069 Sources: http://www.ncbi.nlm.nih.gov/pubmed/8930195 |
12.0 µM [IC50] | ||
Target ID: WP1884 Sources: http://www.ncbi.nlm.nih.gov/pubmed/8930195 |
34.0 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Cardiovascular effects of 2-amino-N-(2,6-dimethylphenyl)-N-[3-(3-pyridyl)propyl]propionamide dihydrochloride (Ro 22-9194) in the isolated, cross-perfused atrium of the dog. | 1990 Sep |
|
Tonic block of the Na+ current in single atrial and ventricular guinea-pig myocytes, by a new antiarrhythmic drug, Ro 22-9194. | 1997 |
Patents
Sample Use Guides
Milacainide was orally administered under fasting conditions at single doses of 100, 200, or 400 mg.
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/8842676
Milacainide > or = 30 uM inhibited calcium inward current (Ica) of the guinea-pig ventricular cells.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:30:04 GMT 2023
by
admin
on
Fri Dec 15 16:30:04 GMT 2023
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Record UNII |
7YB0YX4M89
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C245
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SUB08959MIG
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7504
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CHEMBL2106601
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3047756
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7YB0YX4M89
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100000080611
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141725-09-9
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C66150
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |