Ticlopidine hydrochloride

Ticlopidine hydrochloride Basic information
Product Name:Ticlopidine hydrochloride
Synonyms:4-c-32;53-32c;panaldine;ticlid;ticlodix;ticlodone;5-(o-chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridinium chloride;ticlodipine hydrochloride
CAS:53885-35-1
MF:C14H14ClNS.ClH
MW:300.25
EINECS:258-837-4
Product Categories:API;THONZIDE;Active Pharmaceutical Ingredients;Heterocyclic Compounds;Bases & Related Reagents;Heterocycles;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Sulfur & Selenium Compounds;API's;Purinergics P2 receptor;53885-35-1
Mol File:53885-35-1.mol
Ticlopidine hydrochloride Structure
Ticlopidine hydrochloride Chemical Properties
Melting point 205°C
density 1.37 g/cm3
storage temp. Inert atmosphere,Room Temperature
solubility Sparingly soluble in water and in anhydrous ethanol, very slightly soluble in ethyl acetate.
pka7.64(at 25℃)
form neat
color White
Water Solubility Soluble to 100 mM in water and to 100 mM in DMSO.
λmax295nm(H2O)(lit.)
Merck 14,9421
CAS DataBase Reference53885-35-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 36-37/39-26
WGK Germany 3
RTECS XJ9089100
HS Code 2934990002
ToxicityLD50 in mice (mg/kg/24 hrs): 55 i.v.; >300 orally (Castaigne)
MSDS Information
ProviderLanguage
SigmaAldrich English
Ticlopidine hydrochloride Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorTiclid,Millot,France,1978
UsesTiclopidine hydrochloride is a selective P2Y12 receptor antagonist. It inhibits ADP-induced platelet aggregation and displays antithrombotic activity following oral administration in vivo.
UsesAn antithrombotic. a platelet aggregation inhibitor
Usesmucolytic, antibacterial, surface active agent
Manufacturing ProcessA solution of thieno[3,2-c]pyridine (13.5 g; 0.1 mol) and 2-chlorobenzyl chloride (17.7 g) in acetonitrile (150 ml) is boiled during 4 hours. After evaporation of the solvent, the solid residue consists of 5-(2- chlorobenzyl)-thieno[3,2-c]pyridinium chloride which melts at 166°C (derivative n° 30). This compound is taken up into a solution comprising ethanol (300 ml) and water (100 ml). Sodium borohydride (NaBH4)(20 g) is added portionwise to the solution maintained at room temperature. The reaction medium is maintained under constant stirring during 12 hours and is then evaporated. The residue is taken up into water and made acidic with concentrated hydrochloric acid to destroy the excess reducing agent. The mixture is then made alkaline with ammonia and extracted with ether. The ether solution is washed with water, dried and evaporated. The oily residue is dissolved in isopropanol (50 ml) and hydrochloric acid in ethanol solution is then added thereto.
After filtration and recrystallization from ethanol, there are obtained 5-(2- chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride crystals (yield: 60%) having a melting point (Koefler block) of 190°C.
Therapeutic FunctionPlatelet aggregation inhibitor
Biological ActivitySelective P2Y 12 receptor antagonist. Inhibits ADP-induced platelet aggregation and displays antithrombotic activity following oral administration in vivo .
Ticlopidine hydrochloride Preparation Products And Raw materials
Raw materials2-(2-Chlorophenyl)acetonitrile-->Sodium borohydride-->Thieno[3,2-d]pyrimidine-7-methanamine (9CI)-->1H-Pyrrolo[3,2-c]pyridine, 6-methyl-
Preparation ProductsTiclopidine
Clopidogrel-D3 Clopidogrel hydrogen sulfate CLOPIDOGREL RELATED COMPOUND B (20 MG) (METHYL(+/-)-(O-CHLOROPHENYL)-4,5-DIHYDROTHIE-NO[2,3-C]PYRIDINE-6(7H)-ACETATE, HYDROCHLORIDE) Ticlopidine hydrochloride Clopidogrel acyl glucuronide rac-Clopidogrel-d4 Carboxylic Acid Clopidogrel Topotecan hydrochloride R-CLOPIDOGREL CARBOXYLIC ACID RAC CLOPIDOGREL-D4 HYDROGEN SULFATE Sibutramine hydrochloride Tramadol hydrochloride Pizotifen CLOPIDOGREL CARBOXYLIC ACID 1-AdaMantanethylaMine Ticlopidine (base and/or unspecified salts),TICLOPIDINE Diphenhydramine Hydrochloride (+/-)-RAC-2-(2-CHLOROPHENYL)-(6,7-DIHYDRO-4H-THIENO[3,2-C]PYRIDIN-5-YL)ACETONITRILE

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