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Chemistry

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Also known as: Tirofiban hydrochloride, 142373-60-2, Tirofiban hcl, Tirofiban (hydrochloride), Tirofiban hydrochloride anhydrous, Ike1p4x57j
Molecular Formula
C22H37ClN2O5S
Molecular Weight
477.1  g/mol
InChI Key
KPKFFYOMPGOQRP-BOXHHOBZSA-N
FDA UNII
IKE1P4X57J

Tirofiban
Tyrosine analog and PLATELET GLYCOPROTEIN GPIIB-IIIA COMPLEX antagonist that inhibits PLATELET AGGREGATION and is used in the treatment of ACUTE CORONARY SYNDROME.
1 2D Structure

Tirofiban

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-(butylsulfonylamino)-3-[4-(4-piperidin-4-ylbutoxy)phenyl]propanoic acid;hydrochloride
2.1.2 InChI
InChI=1S/C22H36N2O5S.ClH/c1-2-3-16-30(27,28)24-21(22(25)26)17-19-7-9-20(10-8-19)29-15-5-4-6-18-11-13-23-14-12-18;/h7-10,18,21,23-24H,2-6,11-17H2,1H3,(H,25,26);1H/t21-;/m0./s1
2.1.3 InChI Key
KPKFFYOMPGOQRP-BOXHHOBZSA-N
2.1.4 Canonical SMILES
CCCCS(=O)(=O)NC(CC1=CC=C(C=C1)OCCCCC2CCNCC2)C(=O)O.Cl
2.1.5 Isomeric SMILES
CCCCS(=O)(=O)N[C@@H](CC1=CC=C(C=C1)OCCCCC2CCNCC2)C(=O)O.Cl
2.2 Other Identifiers
2.2.1 UNII
IKE1P4X57J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Agrastat

2. L 700,462

3. L 700462

4. L-700,462

5. L-700462

6. L700,462

7. Mk 383

8. Mk-383

9. N-(butylsulfonyl)-o-(4-(4-piperidyl)butyl)-l-tyrosine

10. Tirofiban

11. Tirofiban Hydrochloride

12. Tirofiban Hydrochloride Monohydrate

2.3.2 Depositor-Supplied Synonyms

1. Tirofiban Hydrochloride

2. 142373-60-2

3. Tirofiban Hcl

4. Tirofiban (hydrochloride)

5. Tirofiban Hydrochloride Anhydrous

6. Ike1p4x57j

7. (s)-2-(butylsulfonamido)-3-(4-(4-(piperidin-4-yl)butoxy)phenyl)propanoic Acid Hydrochloride

8. Mk 383

9. L 700462

10. 142373-60-2 (hcl)

11. L-tyrosine, N-(butylsulfonyl)-o-(4-(4-piperidinyl)butyl)-, Monohydrochloride

12. Tirofibanhydrochloridemonohydrate

13. N-(butylsulfonyl)-o-[4-(4-piperidinyl)butyl]-l-tyrosine Hydrochloride

14. L-700462

15. Mk-383

16. Unii-ike1p4x57j

17. N-(butylsulfonyl)-o-(4-(4-piperidinyl)butyl)-l-tyrosine Monohydrochloride

18. Chembl1704

19. Schembl41327

20. Dtxsid70931418

21. 2-(butylsulfonylamino)-3-[4-[4-(4-piperidinyl)butoxy]phenyl]propanoic Acid Hydrochloride

22. Amy23379

23. Ex-a2875

24. Hy-17369a

25. Mfcd00868210

26. Akos025311245

27. Tirofiban Hydrochloride [who-dd]

28. Cs-0009551

29. T3640

30. Tirofiban Hydrochloride Anhydrous [mi]

31. 915t405

32. Q27280770

33. (s)-2-(butylsulfonamido)-3-(4-(4-(piperidin-4-yl)butoxy)phenyl)propanoicacidhydrochloride

34. L-tyrosine, N-(butylsulfonyl)-o-(4-(4-piperidinyl)butyl)-, Hydrochloride (1:1)

35. N-(butane-1-sulfonyl)-o-[4-(piperidin-4-yl)butyl]tyrosine--hydrogen Chloride (1/1)

36. (2s)-2-(butylsulfonylamino)-3-[4-(4-piperidin-4-ylbutoxy)phenyl]propanoic Acid;hydrochloride

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 477.1 g/mol
Molecular Formula C22H37ClN2O5S
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count14
Exact Mass476.2111712 g/mol
Monoisotopic Mass476.2111712 g/mol
Topological Polar Surface Area113 Ų
Heavy Atom Count31
Formal Charge0
Complexity579
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Fibrinolytic Agents

Fibrinolysin or agents that convert plasminogen to FIBRINOLYSIN. (See all compounds classified as Fibrinolytic Agents.)


Platelet Aggregation Inhibitors

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)


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18-Feb-2021
17-Aug-2024
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