Fluticasone furoate
Các tên gọi khác (5
) :
- Fluticasonum furoas
- Furoate de fluticasone
- Furoato de fluticasona
- GSK 685698
- Veramyst
corticosteroids
Thuốc Gốc
Small Molecule
CAS: 397864-44-7
ATC: R01AD12
CTHH: C27H29F3O6S
PTK: 538.576
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C27H29F3O6S
Phân tử khối
538.576
Monoisotopic mass
538.163693965
InChI
InChI=1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1
InChI Key
InChIKey=XTULMSXFIHGYFS-VLSRWLAYSA-N
IUPAC Name
(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 furan-2-carboxylate
Traditional IUPAC Name
veramyst
SMILES
[H][C@@]12C[C@@H](C)[C@](OC(=O)C3=CC=CO3)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C
Độ hòa tan
Insoluble
logP
4.13
logS
-4.1
pKa (strongest acidic)
13.56
pKa (Strongest Basic)
-3.4
PSA
93.81 Å2
Refractivity
130.08 m3·mol-1
Polarizability
51.55 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
4
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
5
Bioavailability
1
MDDR-Like Rule
true
pKa
6
Dược Lực Học :
Cơ Chế Tác Dụng :
Dược Động Học :
Following intranasal administration of fluticasone furoate, most of the dose is eventually swallowed and undergoes incomplete absorption and extensive first-pass metabolism in the liver and gut, resulting in negligible systemic exposure. Even at the highest recommended intranasal dose of 110 mcg once daily, plasma concentrations were not quantifiable. This is an especially useful feature as it lowers the incidence of adverse events associated with corticosteroid use. If administered using oral solution and intravenous dosing, 30% of the drug is absorbed and rapidly cleared from the plasma. Absolute bioavailability, intranasal route = 0.5%; Absolute bioavailability, oral route = 1.26%; Mean lung absorption time = 7 hours (regardless of formulation);
▧ Volume of Distribution :
Steady state, IV administration = 608 L
▧ Protein binding :
>99% protein bound.
▧ Metabolism :
Fluticasone furoate does not undergo cleavage into its two separate components, fluticasone and the furoate moiety. It undergoes extensive hepatic metabolism via CYP3A4. The principal route of metabolism is hydrolysis of the S-fluoromethyl carbothioate function to form the inactive 17β-carboxylic acid metabolite. Studies suggest that enterocytes may be involved in the metabolism of unabsorbed drug.
▧ Route of Elimination :
Fluticasone furoate and its metabolites are eliminated primarily in the feces, accounting for approximately 101% and 90% of the orally and intravenously administered dose, respectively. Urinary excretion accounted for approximately 1% and 2% of the orally and intravenously administered dose, respectively. Fluticasone furoate is extensively metabolized so very little is excreted unchanged.
▧ Half Life :
Elimination phase half-life, IV dose = 15.1 hours; Elimination phase half-life, inhaled = 17 - 24 hours;
▧ Clearance :
Total plasma clearance = 58.7 L/h
Độc Tính :
Chỉ Định :
Tương Tác Thuốc :
- Ketoconazole Strong CYP3A4 inhibitors may increase levels of fluticasone furoate. Monitor concomitant therapy closely.
- Ritonavir Strong CYP3A4 inhibitors may increase levels of fluticasone furoate. Consider alternative therapy.
Liều Lượng & Cách Dùng :
Spray, metered - Nasal - 27.5 mcg/spray
Dữ Kiện Thương Mại
Nhà Sản Xuất
-
Công ty : GlaxoSmithKlineSản phẩm biệt dược : Arnuity Ellipta
-
Công ty : GlaxoSmithKlineSản phẩm biệt dược : Avamys
-
Công ty : GlaxoSmithKlineSản phẩm biệt dược : Veramyst
Tài Liệu Tham Khảo Thêm
drugbank
National Drug Code Directory
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