Amlodipine Besylate

Bezeichnung:Amlodipine Besylate

CAS-Nr111470-99-6

Englisch Name:Amlodipine Besylate

CBNumberCB4127875

SummenformelC26H31ClN2O8S

Molgewicht567.05094

MOL-Datei111470-99-6.mol

Amlodipine Besylate physikalisch-chemischer Eigenschaften

Schmelzpunkt	199-201°C
storage temp.	2-8°C
Löslichkeit	DMSO: 20 mg/mL
Aggregatzustand	solid
pka	8.6
Farbe	white
Wasserlöslichkeit	Soluble in DMSO (20 mg/mL), water (10 mM), chloroform, ethanol (14 mg/mL), and methanol.
Merck	14,491
BCS Class	1 (CLogP) 3 (LogP)
InChIKey	ZPBWCRDSRKPIDG-UHFFFAOYSA-N
CAS Datenbank	111470-99-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/37/38-20/21/22
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	US7967700
HS Code	29333990

Gefahreninformationscode (GHS)

Amlodipine Besylate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Anilodipine besylate is a new, once-daily, dihydropyridine calcium antagonist useful in the treatment of hypertension and angina.
Chemische Eigenschaften
White Crystalline Solid
Originator
Pfizer (USA)
Verwenden
Angiotensin II inhibitor prodrug, antihypertensive
Verwenden
A dihydropyridine calcium channel blocker. Used as an antianginal and antihypertensive
Verwenden
Amlodipine besylate is a L-type calcium channel blocker which may be used for the treatment of angina pectoris and hypertension. Amlodipine also inhibits growth of human epidermoid carcinoma A431 cells and has antireproductive effects in male rats.
Definition
ChEBI: The benzenesulfonate salt of amlodipine.
Manufacturing Process
2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5- methoxycarbonyl-6-methyl-1,4-dihydropyridine (amlodipine) was prepared from 2-(phthalimidoaminoethoxy)acetoacetate, 2-chlorobenzaldehyde and methyl-3-aminocrotonate under refluxing in ethanol for 24 hours. The ketoester was prepared by the method of Troostwijk and Kellog (JCS Chem. Comm., 1977, p.932). Methyl-3-aminocrotonate can be prepared by known method. Phthalimido-amino-protecting group was removed using hydrazine hydrate in ethanol at the reflux temperature.
Although amlodipine is effective as the free base, in practice it is best administered form of a salt of a pharmaceutically acceptable acid.
Benzensulphonic salt of amlodipine was prepared as follows: Amlodipine base (65.6 g, 0.161 mols) was slurried in industrial methylated spirit (denatured alcohol, 326.4 ml) and cooled to 5°C. Benzensulphonic acid (26.2 g, 0.168 mols) was dissolved in industrial methylated spirit (65.6 ml) at 5°C and added to base. The resulting slurry was then granulated, filtered and washed with 2 volumes the same solvent (65.6 ml). The damp solid was slurred at 5°C for 1 hr in 327.6 ml industrial methylated spirit, filtered, washed with 2 volumes of the same solvent (65.6 ml) and dried under vacuum at 55°C for 24 hr. A yield of besylate salt of amlodipine 65 g.
Trademarks
Norvasc (Pfizer);Istin.
Therapeutic Function
Antianginal, Antihypertensive
Allgemeine Beschreibung
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Amlodipine besylate is a calcium channel blocker, which inhibits the trans membrane influx of calcium ions into vascular smooth muscles and cardiac muscle. It belongs to the dihydropyridine family. It is used in combination with atorvastatin calcium to treat vasospastic angina, chronic stable angina, hypertension, in elevated serum triglyceride levels, primary dysbetalipoproteinemia.
Biologische Aktivität
L-type calcium channel blocker that displays antihypertensive properties. Inhibits Ca 2+ -induced contractions in depolarized rat aorta (IC 50 = 1.9 nM) and displays vasoprotective effects in cardiovascular disease. Inhibits proliferation of human vascular smooth muscle cells and epidermoid carcinoma A431 cells (IC 50 = 25 μ M).
Biochem/physiol Actions
Amlodipine is an L-type calcium channel blocker. Amlodipine belongs to a class of cardiovascular drugs, which act at the voltage gated calcium channel of the CaV1, or L-type, class. Amlodipine also has antihypertensive and antianginal effects. Its activity resides mainly in the (-)-isomer. Amlodipine inhibits growth of human epidermoid carcinoma A431 cells and has antireproductive effects in male rats.
Veterinary Drugs and Treatments
Oral amlodipine appears to be a useful agent in the treatment of hypertension in cats and many consider it the drug of choice for this indication. In pharmacokinetic studies, amlodipine has decreased blood pressure in dogs with chronic renal disease, but its efficacy in treating hypertensive dogs has been disappointing.
Hypertension in cats is usually secondary to other diseases (often renal failure or cardiac causes such as thyrotoxic cardiomyopathy or primary hypertrophic cardiomyopathy, etc.) and is most often seen in middle-aged or geriatric cats. These animals often present with acute clinical signs such as blindness, seizures, collapse or paresis. A cat is generally considered hypertensive if systolic blood pressure is >160 mmHg. Early reports indicate that if antihypertensive therapy is begun acutely, some vision may be restored in about 50% of cases of blindness secondary to hypertension.
Lager
Room temperature
Einzelnachweise
[1] lee yj, park hh, koh sh, choi ny, lee ky. amlodipine besylate and amlodipine camsylate prevent cortical neuronal cell death induced by oxidative stress. j neurochem. 2011 dec;119(6):1262-70. doi: 10.1111/j.1471-4159.2011.07529.x.
[2] yoshida j, ishibashi t, nishio m. antiproliferative effect of ca2+ channel blockers on human epidermoid carcinoma a431 cells. eur j pharmacol. 2003 jul 4;472(1-2):23-31.
[3] henik ra, snyder ps, volk lm. treatment of systemic hypertension in cats with amlodipine besylate. j am anim hosp assoc. 1997 may-jun;33(3):226-34.

Amlodipine Besylate Upstream-Materialien And Downstream Produkte

Amlodipine Besylate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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