CAS 80873-62-7

(-)-Nitrendipine

Description:

(-)-Nitrendipine is a calcium channel blocker primarily used in the treatment of hypertension and angina pectoris. It belongs to the dihydropyridine class of compounds, which are characterized by their ability to selectively inhibit calcium influx through L-type calcium channels in vascular smooth muscle and cardiac tissue. This action leads to vasodilation and a subsequent decrease in blood pressure. The compound is known for its stereochemistry, with the "(-)" designation indicating its specific enantiomer, which is biologically active. (-)-Nitrendipine is typically administered orally and has a relatively long half-life, allowing for once-daily dosing in clinical settings. Its pharmacokinetics involve extensive hepatic metabolism, and it is primarily excreted in the bile. Common side effects may include dizziness, flushing, and peripheral edema. As with other calcium channel blockers, caution is advised in patients with heart failure or significant aortic stenosis. Overall, (-)-Nitrendipine is an important therapeutic agent in cardiovascular medicine, contributing to improved patient outcomes in managing blood pressure and heart-related conditions.

Formula: C₁₈H₂₀N₂O₆

InChI: InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3/t16-/m0/s1

InChI key: InChIKey=PVHUJELLJLJGLN-INIZCTEOSA-N

SMILES: C(OCC)(=O)C=1[C@H](C(C(OC)=O)=C(C)NC1C)C2=CC(N(=O)=O)=CC=C2

Synonyms:

• (-)-(S)-Nitrendipine
• (-)-Bay E 5009
• (-)-Nitrendipine
• 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, (S)-
• 3,5-pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, (4S)-

(-)-Nitrendipine

Controlled Product

CAS: 80873-62-7

Formula: C₁₈H₂₀N₂O₆

Color and Shape: Neat

Molecular weight: 360.361

Ref: TR-N490155