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53885-35-1

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53885-35-1 Usage

Chemical Properties

White Solid

Originator

Ticlid,Millot,France,1978

Uses

Different sources of media describe the Uses of 53885-35-1 differently. You can refer to the following data:
1. Ticlopidine hydrochloride is a selective P2Y12 receptor antagonist. It inhibits ADP-induced platelet aggregation and displays antithrombotic activity following oral administration in vivo.
2. An antithrombotic. a platelet aggregation inhibitor
3. mucolytic, antibacterial, surface active agent

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

53885-35-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (T3110)  Ticlopidine Hydrochloride  >98.0%(HPLC)(N)

  • 53885-35-1

  • 5g

  • 550.00CNY

  • Detail
  • TCI America

  • (T3110)  Ticlopidine Hydrochloride  >98.0%(HPLC)(N)

  • 53885-35-1

  • 25g

  • 1,750.00CNY

  • Detail
  • Sigma-Aldrich

  • (T1423000)  Ticlopidinehydrochloride  European Pharmacopoeia (EP) Reference Standard

  • 53885-35-1

  • T1423000

  • 1,880.19CNY

  • Detail
  • Sigma-Aldrich

  • (T6654)  Ticlopidinehydrochloride  analytical standard, for drug analysis

  • 53885-35-1

  • T6654-1G

  • 335.79CNY

  • Detail
  • Sigma-Aldrich

  • (T6654)  Ticlopidinehydrochloride  analytical standard, for drug analysis

  • 53885-35-1

  • T6654-5G

  • 1,085.76CNY

  • Detail
  • Sigma-Aldrich

  • (T6654)  Ticlopidinehydrochloride  analytical standard, for drug analysis

  • 53885-35-1

  • T6654-25G

  • 3,607.11CNY

  • Detail
  • USP

  • (1667144)  Ticlopidinehydrochloride  United States Pharmacopeia (USP) Reference Standard

  • 53885-35-1

  • 1667144-150MG

  • 4,326.66CNY

  • Detail

53885-35-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name ticlopidine hydrochloride

1.2 Other means of identification

Product number -
Other names Ticlopidine Hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:53885-35-1 SDS

53885-35-1Synthetic route

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride
60612-23-9

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
In 1,3-DIOXOLANE; ethyl acetate95%
With hydrogenchloride In 1,3-dioxane; water at 90℃; for 6h; Temperature;82%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride
60612-23-9

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride89%
With hydrogenchloride In water at 90℃; for 6h; Temperature;82%
With hydrogenchloride In water at 90℃; for 6h; Temperature;91 g
4,5,6,7-tetrahydrothieno[3,2-c]pyridine
54903-50-3

4,5,6,7-tetrahydrothieno[3,2-c]pyridine

1-chloro-2-(chloromethyl)benzene
611-19-8

1-chloro-2-(chloromethyl)benzene

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
Stage #1: 4,5,6,7-tetrahydrothieno[3,2-c]pyridine; 1-chloro-2-(chloromethyl)benzene In dichloromethane at 60℃; for 1h;
Stage #2: With hydrogenchloride In dichloromethane Reagent/catalyst; Solvent; Temperature;
87%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

aqueous potassium carbonate

aqueous potassium carbonate

methyleneamine
2053-29-4

methyleneamine

1-chloro-2-(chloromethyl)benzene
611-19-8

1-chloro-2-(chloromethyl)benzene

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; formaldehyd; potassium carbonate In tetrahydrofuran; methanol; water; toluene84%
4,5,6,7-tetrahydrothieno[3,2-c]pyridine
54903-50-3

4,5,6,7-tetrahydrothieno[3,2-c]pyridine

di-isopropyl ether
108-20-3

di-isopropyl ether

1-chloro-2-(chloromethyl)benzene
611-19-8

1-chloro-2-(chloromethyl)benzene

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium hydrogencarbonate In ethanol83%
C13H14ClNS*(x)ClH

C13H14ClNS*(x)ClH

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,3-dioxane; water at 90℃; for 6h; Temperature;82%
pyrographite
7440-44-0

pyrographite

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride
60612-23-9

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
Stage #1: N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride With hydrogenchloride In 1,3-dioxane; water at 7 - 90℃; for 9h;
Stage #2: pyrographite In ethanol at 4℃; for 4h; Temperature;
82%
Chloromethyl pivalate
18997-19-8

Chloromethyl pivalate

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine
69061-17-2

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
In dimethyl sulfoxide51%
1,3 dithiane
505-23-7

1,3 dithiane

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride
60612-23-9

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine hydrochloride

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
In 1,2-dimethoxyethane9.4 g (62.7%)
N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine
69061-17-2

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
With sodium hydroxide; methanesulfonic acid; paraformaldehyde In N-methyl-acetamide; dichloromethane
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / methanol / 2 h / Reflux
2: sodium tetrahydroborate / methanol / 0 - 20 °C
3: N,N-dimethyl-formamide / 0 - 60 °C
View Scheme
N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine
69061-17-2

N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
Stage #1: N-(2-chloro-benzyl)-2-(thien-2-yl)-ethylamine; chloromethyl methyl ether In N,N-dimethyl-formamide at 0 - 60℃;
Stage #2: With hydrogenchloride In ethanol
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / methanol / 2 h / Reflux
2: sodium tetrahydroborate / methanol / 0 - 20 °C
3: N,N-dimethyl-formamide / 0 - 60 °C
View Scheme
C13H12ClNS
122853-32-1

C13H12ClNS

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 0 - 20 °C
2: N,N-dimethyl-formamide / 0 - 60 °C
View Scheme
2-thiophenethanol
5402-55-1

2-thiophenethanol

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / toluene / 3.5 h / 0 - 20 °C
2.1: toluene / 3 h / 85 °C
2.2: 4 h / 2 °C / pH 5 - 8.5
3.1: hydrogenchloride / water; 1,3-dioxane / 6 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene / 3.5 h / 0 - 20 °C
2.1: toluene / 3 h / 85 °C
2.2: 1 h / 20 °C / pH 8.5
3.1: hydrogenchloride / water; 1,3-dioxane / 6 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / toluene / 3 h / 0 - 20 °C
2.1: toluene / 4 h / 20 - 85 °C
2.2: pH 8.5
3.1: hydrogenchloride / water; 1,3-dioxane / 9 h / 7 - 90 °C
3.2: 4 h / 4 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / toluene / 3.5 h / 0 - 20 °C
2.1: toluene / 3 h / 85 °C
2.2: 4 h / 2 °C / pH 5 - 8.5
3.1: hydrogenchloride / water / 6 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / toluene / 3.5 h / 0 - 25 °C
2.1: toluene / 4 h / 25 - 90 °C
2.2: 4 h / 2 °C / pH 5
3.1: hydrogenchloride / water / 6 h / 90 °C
View Scheme
4-(3-(pyridin-2-ylthio)propyl)morpholine

4-(3-(pyridin-2-ylthio)propyl)morpholine

ticlopidine hydrochloride
53885-35-1

ticlopidine hydrochloride

4-(3-((2-((6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)methyl)phenyl)thio)propyl)morpholine

4-(3-((2-((6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)methyl)phenyl)thio)propyl)morpholine

Conditions
ConditionsYield
Stage #1: ticlopidine hydrochloride With sodium hydrogencarbonate In water Inert atmosphere;
Stage #2: 4-(3-(pyridin-2-ylthio)propyl)morpholine With bis(1,5-cyclooctadiene)nickel (0); 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); zinc In toluene at 150℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;
76%

53885-35-1Downstream Products

53885-35-1Relevant articles and documents

Method for synthesizing ticlopidine hydrochloride

-

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.

Method for preparing ticlopidine hydrochloride

-

Paragraph 0015; 0019, (2016/12/16)

The invention provides a method for preparing ticlopidine hydrochloride, which comprises the following steps: reacting thienyl ethanol used as a raw material with paratoluensulfonyl chloride under the action of an acid-binding agent to protect and activate the hydroxy group; carrying out condensation reaction with ortho-chlorobenzylamine; and carrying out cyclization reaction with 1,3-dioxolane under acidic conditions to obtain the ticlopidine hydrochloride. The method has the advantages of mild reaction conditions, low production cost, high product yield and good product quality, and is convenient for industrial production.

Method for synthesizing ticlopidine hydrochloride

-

, (2016/10/17)

The invention provides a method for synthesizing ticlopidine hydrochloride. The method comprises the following steps: by using thiopheneethanol as a raw material, under the action of an acid binding agent, firstly, performing a reaction on the thiopheneethanol and paratoluensulfonyl chloride to carry out protection and activation on hydroxy; performing a condensation reaction with chlorobenzylamine; then under an acid condition, performing a ring closing reaction with 1,3-dioxolane to obtain the ticlopidine hydrochloride. The method is mild in reaction condition, low in production cost, high in product yield and high in quality, and is convenient for industrial production.

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