Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C24H40N2O3 |
| Molecular Weight | 404.586 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCN(C)CCC[C@](C#N)(C(C)C)C1=CC(OC)=C(OC)C(OC)=C1
InChI
InChIKey=SKDZEFVVFACNLS-DEOSSOPVSA-N
InChI=1S/C24H40N2O3/c1-8-9-10-11-14-26(4)15-12-13-24(18-25,19(2)3)20-16-21(27-5)23(29-7)22(17-20)28-6/h16-17,19H,8-15H2,1-7H3/t24-/m0/s1
Nexopamil [LU 49938] is the (S)-enantiomer of a phenylalkylamine derivative and has calcium channel blocking and serotonin2 receptor antagonist activity. Nexopamil's significant antifibrillatory effect during both coronary artery occlusion and abrupt reperfusion is reliably tracked by T-wave alternans magnitude. Because the major component of the protection could be reproduced by blockade of the L-type calcium channel with diltiazem, nexopamil's antiarrhythmic action appears to be due mainly to blockade of this channel. Nexopamil's antiplatelet action through blockade of 5-HT2 receptors may confer additional protection against reperfusion arrhythmias. Nexopamil was discontinued in phase 2 for angina pectoris in European Union.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Potent antifibrillatory effect of combined blockade of calcium channels and 5-HT2 receptors with nexopamil during myocardial ischemia and reperfusion in dogs: comparison to diltiazem. | 1996-06 |
|
| The effect of LU-49938 (nexopamil) on the activation by serotonin of mesangial cells. | 1995 |
|
| Protection of reperfused ischemic pig myocardium by nexopamil, a new combined Ca2+ and serotonin antagonist. | 1994-06 |
Sample Use Guides
Thirty minutes before occlusion, pigs received nexopamil (0.1 mg/kg intravenously, i.v.)
Route of Administration:
Intravenous
Nexopamil [LU 49938] inhibited contractions evoked by serotonin, norepinephrine (NE), and prostaglandin F2 alpha (PGF2 alpha) in a concentration-dependent and noncompetitive manner. The lower concentrations of LU 49938 (10(-7) and 10(-6) M) did not affect contractions to serotonin in the presence of ketanserin. However, a higher concentration of LU 49938 (10(-5) M) significantly decreased the concentration-response curve to the monoamine in the presence of ketanserin.
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NCI_THESAURUS |
C333
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NCI_THESAURUS |
C66885
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100000084182
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SUB09216MIG
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C66239
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CHEMBL2106832
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65984
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DTXSID701350900
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ECA0E1PO91
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6935
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136033-49-3
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ACTIVE MOIETY
