Nilvadipine

Bezeichnung:Nilvadipine

CAS-Nr75530-68-6

Englisch Name:Nilvadipine

CBNumberCB9223154

SummenformelC19H19N3O6

Molgewicht385.37

MOL-Datei75530-68-6.mol

Nilvadipine physikalisch-chemischer Eigenschaften

Schmelzpunkt	148-150°C
Siedepunkt	511.83°C (rough estimate)
Dichte	1.3937 (rough estimate)
Brechungsindex	1.5900 (estimate)
storage temp.	Keep in dark place,Sealed in dry,2-8°C
Löslichkeit	DMSO: soluble15mg/mL, clear
Aggregatzustand	powder
pka	-0.81±0.70(Predicted)
Farbe	white to beige
Merck	14,6545
Stabilität	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
WGK Germany	3
RTECS-Nr.	US7968300
HS Code	2933.39.9200
Toxizität	LD50 oral in rat: 1560mg/kg

Gefahreninformationscode (GHS)

Nilvadipine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Nilvadipine is a new, second-generation calcium channel blocker effective in the treatment of hypertension and angina pectoris. Its potent inhibitory effect on the stimulated chemotaxis of smooth muscle cells and protective action against calcium deposition suggest that nilvadipine may be useful for preventing and treating atherosclerosis.
Chemische Eigenschaften
Yellow Prisms
Originator
Fujisawa (Japan)
Verwenden
Used as an antihypertensive and antianginal.
Verwenden
antihypertensive;calcium channel blocker
Definition
ChEBI: Nilvadipine is an isopropyl ester, a methyl ester, a nitrile and a dihydropyridine.
Manufacturing Process
To a solution of isopropyl ester of 6-formyl-5-methoxycarbonyl-2-methyl-4-(3- nitrophenyl)-1,4-dihydropyridine- 3-carboxylic acid (4.5 g) in acetic acid (35 ml) were added hydroxylamine hydrochloride (0.97 g) and sodium acetate (1.43 g), and the mixture was stirred at ambient temperature for 2.5 hours. After acetic anhydride (4.14 g) was added to this reaction mixture, the mixture was stirred at ambient temperature for 1.5 hours and at 95-100°C for additional 4 hours. The acetic acid and the excess of acetic anhydride were removed in vacuum, followed by adding water to the residue and it was neutralized with a saturated aqueous solution of sodium bicarbonate. This aqueous suspension was extracted twice with ethyl acetate, and the combined extract was washed with water, dried over anhydrous magnesium sulfate and evaporated to dryness under reduced pressure to give a reddish-brown oil (4.88 g), which was chromatographed over silica gel (150 g) with a mixture of benzene and ethyl acetate (10:1 by volume) as an eluent to give a crude crystals (2.99 g). These were recrystallized from ethanol to give yellow prisms (1.89 g) of isopropyl ester of 6-cyano-5-methoxycarbonyl-2-methyl-4-(3- nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid melting point 148-150°C (yellow prisms from ethanol); [α]D20 = 222.4° (c = 1 in methanol).
Trademarks
Nivadil
Therapeutic Function
Calcium entry blocker, Antihypertensive
Einzelnachweise
1) Paris?et al. (2014),?The spleen tyrosine kinase (Syk) regulates Alzheimer amyloid-β production and Tau hyperphosphorylation; J. Biol. Chem.,?289?33927 2) Rosenthal (1994),?Nilvadipine: profile of a new calcium antagonist. An overview; J. Cardiovasc. Pharmacol. 24 Suppl 2?S92 3) Nimmrich and Eckert (2013),?Calcium channel blockers and dementia; Br. J. Pharmacol.?169?1203 4) Otori?et al. (2003),?Protective effect of nilvadipine against glutamate neurotoxicity in purified retinal ganglion cells; Brain Res.?961?213

Nilvadipine Upstream-Materialien And Downstream Produkte

Nilvadipine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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