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Tirofiban Hydrochloride

Synopsis, Chemistry

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SOLUTION;INJECTION - EQ 3.75MG BASE/15ML (EQ 0.25MG BASE/ML), SOLUTION;INTRAVENOUS - EQ 12.5MG BASE/250ML (EQ 0.05MG BASE/ML), SOLUTION;INTRAVENOUS - EQ 5MG BASE/100ML (EQ 0.05MG BASE/ML)

SOLUTION;INJECTION - EQ 3.75MG BASE/15ML (EQ 0.25MG BASE/ML)
SOLUTION;INTRAVENOUS - EQ 12.5MG BASE/250ML (EQ 0.05MG BASE/ML)
SOLUTION;INTRAVENOUS - EQ 5MG BASE/100ML (EQ 0.05MG BASE/ML)

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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

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 Hydrochloride

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 Formula	C₂₂H₃₇ClN₂O₅S
Molecular Weight	477.1 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	14
Exact Mass	476.2111712 g/mol
Monoisotopic Mass	476.2111712 g/mol
Topological Polar Surface Area	113 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	579
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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.)