TIROFIBAN HYDROCHLORIDE MONOHYDRATE

Bezeichnung:TIROFIBAN HYDROCHLORIDE MONOHYDRATE

CAS-Nr142373-60-2

Englisch Name:TIROFIBAN HYDROCHLORIDE MONOHYDRATE

CBNumberCB0100160

SummenformelC22H39ClN2O6S

Molgewicht495.07

MOL-Datei142373-60-2.mol

TIROFIBAN HYDROCHLORIDE MONOHYDRATE physikalisch-chemischer Eigenschaften

Schmelzpunkt	83-87oC
Löslichkeit	Methanol (Slightly)
Aggregatzustand	Solid
Farbe	White
CAS Datenbank	142373-60-2

Gefahreninformationscode (GHS)

TIROFIBAN HYDROCHLORIDE MONOHYDRATE Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Tirofiban was launched as Aggrastat in Switzerland and the US for patients with unstable angina or non-Q-wave myocardial infarction to prevent cardiac ischemic events. Tirofiban is synthesized from (S)-tyrosine by a fourstep process. Tirofiban is a novel highly potent antiplatelet agent that inhibits the interaction of fibrinogen with GPⅡb/Ⅲa, an activated platelet membrane-bound glycoprotein complex. It prevents arterial thrombus formation in a dosedependent manner. Clinical efficacy was highly significant with an absolute and relative risk reduction. In these studies, treatment with tirofiban was well tolerated, without significant adverse effects.
Originator
Sibutramine (Sibutramine)
Verwenden
Tirofiban Hydrochloride is a selective nonpeptide platelet glycoprotein IIb/IIIa antagonist.
Verwenden
Aggrastat (Millot Laboratories, France).
Manufacturing Process
The synthesis of tirofiban starts by reaction of tyrosine with bis-trimethylsilyl trifluoraceramide to give a derivative in which both functions -OH and COOH_x0002_are protected. Treatment of this intermediate with butylsulfonyl chloride gives the corresponding sulfonamide derivative; the quite labile silyl groups are then removed under mildly acidic conditions to give N-butylsulfonyl-tyrosine. In a parallel scheme, 4-picoline is converted to its anion by means of butyl lithium; this gives 4-(4-chlorobutyl)-pyridine on alkylation with 1-bromo-3- chloropropane. The reaction of this compound with N-butylsulfonyl-tyrosine in presence of NaOH gives the ether 2-butylsulfonyaminol-3-[4-pyridin-4-ylbutoxy-phenyl]propionic acid. Hydrogenation over palladium on charcoal then reduce the pyridine ring to a piperidine to afford the fibrinogen receptor antagonist tirofiban.
Trademarks
Tirofiban is INN and BAN.
Therapeutic Function
Fibrinogen receptor antagonist

TIROFIBAN HYDROCHLORIDE MONOHYDRATE Upstream-Materialien And Downstream Produkte

TIROFIBAN HYDROCHLORIDE MONOHYDRATE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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