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ticlopidine

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ticlopidine

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Also known as 4-C-32, 53-32C, Ticlid®, Ticlopidina, Ticlopidinum

Ticlopidine, sold under the brand name Ticlid, is a medication used to reduce the risk of thrombotic strokes. It is an antiplatelet drug in the thienopyridine family which is an adenosine diphosphate (ADP) receptor inhibitor. Research initially showed that it was useful for preventing strokes and coronary stent occlusions. However, because of its rare but serious side effects of neutropenia and thrombotic microangiopathy it was primarily used in patients in whom aspirin was not tolerated, or in whom dual antiplatelet therapy was desirable. With the advent of newer and safer antiplatelet drugs

Chemical data

Formula
C14H14ClNS
Molecular weight
263.8 g/mol
IUPAC name
5-[(2-chlorophenyl)methyl]-6,7-dihydro-4H-thieno[3,2-c]pyridine
SMILES
C1CN(CC2=C1SC=C2)CC3=CC=CC=C3Cl
InChIKey
PHWBOXQYWZNQIN-UHFFFAOYSA-N
XLogP
3.6
Polar surface area
31.5 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
263.054
Show 6 more facts
chemical formula
C₁₄H₁₄ClNS
canonical SMILES
C1CN(CC2=C1SC=C2)CC3=CC=CC=C3Cl
World Health Organisation international non-proprietary name
ticlopidine
defined daily dose
0.5
isomeric SMILES
c1ccc(c(c1)C[N@]2CCc3c(ccs3)C2)Cl
Commons category
Ticlopidine
Sources (4)

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~7 min read

Article

15 sections
Contents
  • Medical uses
  • Stroke
  • Heart disease
  • Contraindications
  • Adverse effects
  • Hematological
  • Pregnancy and lactation
  • Interactions
  • Mechanism of action
  • Pharmacokinetics
  • Chemical properties
  • History
  • Research
  • References
  • External links

Ticlopidine, sold under the brand name Ticlid, is a medication used to reduce the risk of thrombotic strokes. It is an antiplatelet drug in the thienopyridine family which is an adenosine diphosphate (ADP) receptor inhibitor. Research initially showed that it was useful for preventing strokes and coronary stent occlusions. However, because of its rare but serious side effects of neutropenia and thrombotic microangiopathy it was primarily used in patients in whom aspirin was not tolerated, or in whom dual antiplatelet therapy was desirable. With the advent of newer and safer antiplatelet drugs such as clopidogrel and ticagrelor, its use remained limited.

It was patented in 1973 and approved for medical use in 1978.

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