53885-35-1 Usage
Description
Ticlopidine hydrochloride is a selective P2Y12 receptor antagonist that belongs to the class of thienopyridine antiplatelet agents. It is a white solid with potent antithrombotic properties, which makes it a valuable compound in the pharmaceutical industry.
Uses
Used in Pharmaceutical Industry:
Ticlopidine hydrochloride is used as an antithrombotic agent for its ability to inhibit ADP-induced platelet aggregation, thereby reducing the risk of blood clot formation and associated complications.
Used in Cardiovascular Applications:
Ticlopidine hydrochloride is used as a platelet aggregation inhibitor for preventing and treating conditions related to abnormal blood clotting, such as myocardial infarction, stroke, and peripheral artery disease.
Used in General Medicine:
Ticlopidine hydrochloride is used as a mucolytic agent to help break down and clear mucus from the respiratory system, providing relief for patients with respiratory disorders.
Used in Infection Control:
Ticlopidine hydrochloride is used as an antibacterial agent, exhibiting properties that help in the prevention and treatment of bacterial infections.
Used in Surface Active Applications:
Ticlopidine hydrochloride is used as a surface active agent, which can be applied in various industries for its ability to reduce surface tension and improve the interaction between different substances.
Originator
Ticlid,Millot,France,1978
Manufacturing Process
A 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 Function
Platelet aggregation inhibitor
Biological Activity
Selective P2Y 12 receptor antagonist. Inhibits ADP-induced platelet aggregation and displays antithrombotic activity following oral administration in vivo .
Check Digit Verification of cas no
The CAS Registry Mumber 53885-35-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,8,8 and 5 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 53885-35:
(7*5)+(6*3)+(5*8)+(4*8)+(3*5)+(2*3)+(1*5)=151
151 % 10 = 1
So 53885-35-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H14ClNS.ClH/c15-13-4-2-1-3-11(13)9-16-7-5-14-12(10-16)6-8-17-14;/h1-4,6,8H,5,7,9-10H2;1H
53885-35-1Relevant articles and documents
Preparation method of ticlopidine hydrochloride
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Paragraph 0020; 0021, (2017/03/25)
The invention provides a preparation method of ticlopidine hydrochloride. The preparation method comprises the following steps: reacting thiophene ethanol as a raw material with paratoluensulfonyl chloride at first under the action of an acid-binding agent so as to protect and activate hydroxyl radicals; then performing condensation reaction with o-chlorobenzylamine; and then under an acidic condition, performing ring-closing reaction with 1,3-dioxolane to obtain ticlopidine hydrochloride. The preparation method is mild in reaction condition, low in production cost, high in product yield and good in product quality, and can conveniently realize industrial production.
A method for preparing pyridine [...] of hydrochloric acid
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Paragraph 0060-0062, (2018/02/04)
The invention discloses a preparation method of ticlopidine hydrochloride. The preparation method comprises the following steps: A, adding a certain amount of reactive raw materials into a reaction container, and carrying out reaction at the temperature of 30-80 DEG C for 1-10 hours, wherein the raw materials include 2-thiophene ethylamine, methanal, a haloalkane solvent and a solid super acidic catalyst; B, cooling the solution of reaction to room temperature; C, adding a certain amount of a solid alkaline catalyst and 2-chlorobenzyl chloride into the solution of reaction, carrying out reaction at the temperature of 30-80 DEG C for 1-10 hours, stopping heating, and standing to precipitate; D, filtering to obtain a filtrate; and E, introducing hydrogen chloride into the filtrate to obtain ticlopidine hydrochloride. The solid super acidic catalyst and the solid alkaline catalyst are adopted by the preparation method, and the heterogeneous tandem reaction is carried out. The technology has the advantage of convenience in post-treatment, is easy to operate, can not cause corrosion to equipment and is economical, practical and environment-friendly, less three wastes are produced, and the solid acid and alkali can be reused.
Method for synthesizing ticlopidine hydrochloride
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Paragraph 0020; 0021, (2016/10/31)
The invention provides a method for synthesizing ticlopidine hydrochloride. The method comprises the following steps of taking thiopheneethanol as a raw material, and protecting and activating hydroxyl by means of reacting the thiopheneethanol with paratoluensulfonyl chloride under the action of an acid-binding agent; then performing a condensation reaction with o-chlorobenzylamine; performing a ring closing reaction with 1,3-dioxolane under an acidic condition so as to obtain the ticlopidine hydrochloride. The method provided by the invention has the advantages of mild reaction condition, low production cost, high product yield, good quality and convenience for industrialized production.