(2S)-2-[(2H9)butane-1-sulfonamido]-3-{4-[4-(piperidin-4-yl)butoxy]phenyl}propanoic acid hydrochloride

• ChemBase ID: 178674
• Molecular Formular: C22H37ClN2O5S
• Molecular Mass: 477.05758
• Monoisotopic Mass: 476.21117097
• SMILES: C1NCCC(C1)CCCCOc1ccc(cc1)C[C@H](NS(=O)(=O)CCCC)C(=O)O.Cl
• Canonical SMILES: CCCCS(=O)(=O)N[C@H](C(=O)O)Cc1ccc(cc1)OCCCCC1CCNCC1.Cl
• 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
• InChIKey: KPKFFYOMPGOQRP-BOXHHOBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(^2H₉)butane-1-sulfonamido]-3-{4-[4-(piperidin-4-yl)butoxy]phenyl}propanoic acid hydrochloride
• IUPAC Traditional name: (2S)-2-[(^2H₉)butane-1-sulfonamido]-3-{4-[4-(piperidin-4-yl)butoxy]phenyl}propanoic acid hydrochloride
• Synonyms: N-[(Butyl-d9)sulfonyl]-O-[4-(4-piperidynyl)butyl]-L-tyrosine Hydrochloride; N-[(Butyl-d9sulfonyl)]-O-[4-(4-piperidinyl)butyl]-L-tyrosine Monohydrochloride; Tirofiban-d9 Hydrochloride

Database IDs

• CAS Number: 1331911-68-2
• PubChem SID: 164234584
• PubChem CID: 45040539

CALCULATED PROPERTIES

• Acid pKa: 3.1721346
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.59689605
• LogD (pH = 7.4): 0.59796107
• Log P: 0.598297
• Molar Refractivity: 117.4761 cm^3
• Polarizability: 47.10656 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T446752

Labelled Tirofiban (T446750). Tirofiban is a specific nonpeptide platelet fibrinogen receptor (GPIIb/IIIa) antagonist. Tirofiban is an antithrombotic used in the treatment of unstable angina.

REFERENCES

• Barrett, J.S., et al.: Clin. Pharmacol. Ther., 56, 377 (1994)
• Lynch, J.J., et al.: J. Pharmacol. Exp. Ther., 272, 20 (1994)
• Theroux, P., et al.: N. Engl.J. Med., 338, 1488 (1994)