Nisoldipine Chemical Properties

Melting point:

147-148°C

Boiling point:

503.3±50.0 °C(Predicted)

Density 

1.205±0.06 g/cm3(Predicted)

storage temp. 

room temp

solubility 

DMSO: >10mg/mL

form 

powder

pka

2.67±0.70(Predicted)

color 

yellow

Merck 

14,6565

InChIKey

VKQFCGNPDRICFG-UHFFFAOYSA-N

CAS DataBase Reference

63675-72-9(CAS DataBase Reference)

NIST Chemistry Reference

Nisoldipine(63675-72-9)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36

WGK Germany 

3

RTECS 

US7975600

HS Code 

2933399090

Nisoldipine Usage And Synthesis

Description

Nisoldipine D4 is another long-acting dihydropyridine calcium channel blocker effective in the treatment of hypertension and angina pectoris. It is reported to have little or no cardiodepressive activity and to be more effective than nifedipine in reducing blood pressure in hypertensives. Nisoldipine has also been shown to be effective in the management of congestive heart failure. Reduction in dosage is necessary in patients with hepatic, but not renal impairment.

Chemical Properties

Nisoldipine D4 is Light Tan Crystals

Originator

Bayer AG (Germany)

Uses

Dihydropyridine calcium channel blocker. Antihypertensive and antianginal

Uses

urease inhibitor

Uses

Labeled Nisoldipine, intended for use as an internal standard for the quantification of Nisoldipine by GC- or LC-mass spectrometry.

Definition

ChEBI: A dihydropyridine that is 1,4-dihydropyridine which is substituted by methyl groups at positions 2 and 6, a methoxycarbonyl group at position 3, an o-nitrophenyl group at position 4, and an isobutoxycarbonyl group at position 5. The racemate, calcium channel blocker, is used in the treatment of hypertension and angina pectoris.

Manufacturing Process

Boiling a solution of 12.7 g of 2'-nitrobenzylideneacetoacetic acid methyl ester and 7.1 g of β-amino-crotonic acid isopropyl ester in 50 ml of methanol for 10 hours yielded 2,6-dimethyl-4-(2'-nitrophenyl)-1,4-dihydropyridine-3,5- dicarboxylic acid 3-methyl ester-5-isopropyl ester of melting point 174°C (from ethanol). Yield 48% of theory.

brand name

Sular (Sciele);Baymycard.

Therapeutic Function

Coronary vasodilator

General Description

In vitro studies show that the effects ofnisoldipine, 1,4-dihydro-2, 6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinecarboxylic acid methyl 2-methylpropyl ester(Sular), on contractile processes are selective, with greaterpotency on vascular smooth muscle than on cardiac muscle.
Nisoldipine is highly metabolized, with five majormetabolites identified. As with most of the dihydropyridines,the cytochrome P450 (CYP) 3A4 isozyme is mainlyresponsible for the metabolism of nisoldipine. The majorbiotransformation pathway appears to involve the hydroxylationof the isobutyl ester side chain. This particular metabolitehas approximately 10% of the activity of the parentcompound.

Biochem/physiol Actions

L-type (CaV1.2) calcium channel blocker; dihydropyridine-type calcium channel blocker with selectivity for smooth muscle (CaV1.2b) over cardiac muscle (CaV1.2a). Arterial vasodilator and antihypertensive agent.

Nisoldipine(63675-72-9)Related Product Information

• Dimethyl sulfate
• Dimethyl carbonate
• 2,5-PYRIDINEDICARBOXYLIC ACID
• 4-Nitrobenzoic acid
• ETHANE
• Dihydromyrcenol
• Quinolinic acid
• N,N-Dimethylformamide
• Dimethyl sebacate
• 2,6-Lutidine
• Dimethyl fumarate
• Dimethyl sulfide
• Dimethyl sulfoxide
• Dimethyl ether
• Nitrendipine
• Nicardipine
• Nimodipine
• Doxazosin