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Chemistry

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Also known as: Tirofiban hydrochloride monohydrate, 150915-40-5, Tirofiban hcl, Tirofiban hydrochloride hydrate, Aggrastat, Tirofiban (hydrochloride monohydrate)
Molecular Formula
C22H39ClN2O6S
Molecular Weight
495.1  g/mol
InChI Key
HWAAPJPFZPHHBC-FGJQBABTSA-N
FDA UNII
6H925F8O5J

Tirofiban Hydrochloride Monohydrate
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 Monohydrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-(butylsulfonylamino)-3-[4-(4-piperidin-4-ylbutoxy)phenyl]propanoic acid;hydrate;hydrochloride
2.1.2 InChI
InChI=1S/C22H36N2O5S.ClH.H2O/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;1H2/t21-;;/m0../s1
2.1.3 InChI Key
HWAAPJPFZPHHBC-FGJQBABTSA-N
2.1.4 Canonical SMILES
CCCCS(=O)(=O)NC(CC1=CC=C(C=C1)OCCCCC2CCNCC2)C(=O)O.O.Cl
2.1.5 Isomeric SMILES
CCCCS(=O)(=O)N[C@@H](CC1=CC=C(C=C1)OCCCCC2CCNCC2)C(=O)O.O.Cl
2.2 Other Identifiers
2.2.1 UNII
6H925F8O5J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aggrastat

2. Agrastat

3. L 700,462

4. L 700462

5. L-700,462

6. L-700462

7. L700,462

8. Mk 383

9. Mk-383

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

11. Tirofiban

12. Tirofiban Hydrochloride Monohydrate

2.3.2 Depositor-Supplied Synonyms

1. Tirofiban Hydrochloride Monohydrate

2. 150915-40-5

3. Tirofiban Hcl

4. Tirofiban Hydrochloride Hydrate

5. Aggrastat

6. Tirofiban (hydrochloride Monohydrate)

7. Tirofiban Hcl Hydrate

8. Tirofiban Hcl Monohydrate

9. 142373-60-2

10. Tirofiban Hydrochloride [usan]

11. Mk-383 Hydrochloride

12. Chebi:9606

13. Mk 383

14. Mk-383

15. 6h925f8o5j

16. L-700,462

17. Ncgc00182085-01

18. L 700462

19. Tirofibanhydrochloridemonohydrate

20. Dsstox_cid_28561

21. Dsstox_rid_82833

22. N-(butylsulfonyl)-4-(4-(4-piperidyl)butoxy)-l-phenylalanine Monohydrochloride Monohydrate

23. Dsstox_gsid_48635

24. Tirofiban Hydrochloride (usan)

25. L-700462

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

27. N-(butylsulfonyl)-o-(4-piperidin-4-ylbutyl)-l-tyrosine Hydrochloride Monohydrate

28. (2s)-2-(butylsulfonylamino)-3-[4-(4-piperidin-4-ylbutoxy)phenyl]propanoic Acid Hydrochloride Monohydrate

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

30. Cas-150915-40-5

31. Unii-6h925f8o5j

32. Aggrastat (tn)

33. 4-(4-pyridinyl)butanol Hydrochloride

34. Tirofiban, Hydrochloride

35. Schembl41325

36. Chembl3189072

37. Dtxsid5048635

38. Tirofibanhydrochloride Monohydrate

39. Act04424

40. Bcp06919

41. Tox21_112980

42. Mfcd07368623

43. S8594

44. Tox21_112980_1

45. Ccg-222411

46. Cs-0948

47. Tirofiban Hydrochloride [mart.]

48. Tirofiban Hydrochloride [vandf]

49. Ncgc00263584-01

50. (2s)-2-(butylsulfonylamino)-3-[4-[4-(4-piperidyl)butoxy]phenyl]propanoic Acid Hydrochloride Hydrate

51. As-11027

52. Bt164476

53. Hy-17369

54. Tirofiban Hydrochloride Monohydrate- Bio-x

55. Tirofiban Hydrochloride [orange Book]

56. D01029

57. Tirofiban Hydrochloride Monohydrate [mi]

58. 373t602

59. A908673

60. Q-101314

61. Tirofiban Hydrochloride Monohydrate [who-dd]

62. Tirofiban Hydrochloride Monohydrate, >=98% (hplc)

63. Q27108448

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

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 495.1 g/mol
Molecular Formula C22H39ClN2O6S
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count14
Exact Mass494.2217358 g/mol
Monoisotopic Mass494.2217358 g/mol
Topological Polar Surface Area114 Ų
Heavy Atom Count32
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 Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 1  
Drug NameAGGRASTAT
Active IngredientTIROFIBAN HYDROCHLORIDE
CompanyMEDICURE (Application Number: N020912. Patents: 5733919, 5965581, 5972967, 5978698, 6136794, 6770660); MEDICURE (Application Number: N020913. Patents: 5733919, 5965581, 5972967, 5978698, 6136794, 6770660)

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


Fibrinolytic Agents

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


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