4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)-2-(hydroxymethyl)phenol (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl propanoate

• ChemBase ID: 177682
• Molecular Formular: C50H68F3NO9S
• Molecular Mass: 916.1364296
• Monoisotopic Mass: 915.45668842
• SMILES: c1c(c(ccc1C(CNCCCCCCOCCCCc1ccccc1)O)O)CO.C1=C[C@]2(C(=CC1=O)[C@H](C[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@H]([C@@]2(C(=O)SCF)OC(=O)CC)C)C)O)F)F)C
• Canonical SMILES: OCc1cc(ccc1O)C(CNCCCCCCOCCCCc1ccccc1)O.FCSC(=O)[C@@]1(OC(=O)CC)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F
• InChI: InChI=1S/C25H31F3O5S.C25H37NO4/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4;27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3;3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2/t13-,15+,16+,18+,19+,22+,23+,24+,25+;/m1./s1
• InChIKey: YYAZJTUGSQOFHG-RZFXJYHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)-2-(hydroxymethyl)phenol (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl propanoate
• IUPAC Traditional name: salmeterol fluticasone propionate
• Synonyms: Adoair; Adoair Diskus; Advair; Advair Diskus; Flutide Diskus; Salmeterol-fluticasone propionate mixt.; Seretide; Seretide Accuhaler; Salmeterol Fluticasone Propionate Mixture; (6α,11β,16α,17α)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)androsta-1,4-diene-17-carbothioic Acid S-(Fluoromethyl) Ester mixture with 4-Hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol

Database IDs

• CAS Number: 136112-01-1
• PubChem SID: 164233592
• PubChem CID: 9811567

CALCULATED PROPERTIES

• Acid pKa: 13.557201
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.7180047
• LogD (pH = 7.4): 3.7180042
• Log P: 3.7180047
• Molar Refractivity: 121.6503 cm^3
• Polarizability: 47.31395 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S090050

Salmeterol-fluticasone combination as Adoair, dry powder inhlaler/pressured metered-dose inhaler formulation for bronchial asthma, its benefit or demerits as device for inhalation drug delivery system in pharmacokinetics/pharmacodynamics at lung or periph

REFERENCES

• Currie, G., et al.: Eur. J. Clin. Pharmacol., 59, 11 (2003)
• Fitzgerald, M., et al.: Drug Discov. Today, 12, 472 (2003)
• Daley-Yates, P., et al.: Clin. Ther., 31, 370 (2003)