142373-60-2 Usage
Description
Tirofiban Hydrochloride Monohydrate, also known as Aggrastat, is a selective nonpeptide platelet glycoprotein IIb/IIIa antagonist. It is a novel, highly potent antiplatelet agent synthesized from (S)-tyrosine through a four-step process. Tirofiban works by inhibiting the interaction of fibrinogen with GPⅡb/Ⅲa, an activated platelet membrane-bound glycoprotein complex, thus preventing arterial thrombus formation in a dose-dependent manner.
Uses
Used in Pharmaceutical Industry:
Tirofiban Hydrochloride Monohydrate is used as an antiplatelet agent for patients with unstable angina or non-Q-wave myocardial infarction to prevent cardiac ischemic events. Its clinical efficacy has been highly significant, with an absolute and relative risk reduction, and it is well-tolerated without significant adverse effects.
Used in Cardiology:
Tirofiban Hydrochloride Monohydrate is used as a therapeutic agent for the prevention of arterial thrombus formation, which is crucial in the treatment of various cardiovascular conditions. Its selective action on platelet glycoprotein IIb/IIIa makes it a valuable tool in managing and preventing complications associated with thrombus formation.
Originator
Sibutramine (Sibutramine)
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.
Therapeutic Function
Fibrinogen receptor antagonist
Check Digit Verification of cas no
The CAS Registry Mumber 142373-60-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,2,3,7 and 3 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 142373-60:
(8*1)+(7*4)+(6*2)+(5*3)+(4*7)+(3*3)+(2*6)+(1*0)=112
112 % 10 = 2
So 142373-60-2 is a valid CAS Registry Number.
InChI:InChI=1/C23H37NO5S.ClH.H2O/c1-2-3-16-30(27,28)18-21(23(25)26)17-20-7-9-22(10-8-20)29-15-5-4-6-19-11-13-24-14-12-19;;/h7-10,19,21,24H,2-6,11-18H2,1H3,(H,25,26);1H;1H2/t21-;;/m0../s1
