Tìm theo
Flurandrenolide
Các tên gọi khác (9 ) :
  • Cordran
  • Fludrossicortide
  • Fludroxicortida
  • Fludroxicortide
  • Fludroxycortid
  • Fludroxycortide
  • Fludroxycortidum
  • Flurandrenolide
  • Flurandrenolone
anti inflammatory agents, glucocorticoids
Thuốc Gốc
Small Molecule
CAS: 1524-88-5
ĐG : Aqua Pharmaceuticals , http://www.aquapharm.com
CTHH: C24H33FO6
PTK: 436.5136
A corticosteroid used topically in the treatment of various skin disorders. It is usually employed as a cream or an ointment, and is also used as a polyethylene tape with an adhesive. (From Martindale, The Extra Pharmacopoeia, 30th ed, p733)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C24H33FO6
Phân tử khối
436.5136
Monoisotopic mass
436.226116993
InChI
InChI=1S/C24H33FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h7,13-14,16-17,19-20,26,28H,5-6,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1
InChI Key
InChIKey=POPFMWWJOGLOIF-XWCQMRHXSA-N
IUPAC Name
(1S,2S,4R,8S,9S,11S,12S,13R,19S)-19-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icos-17-en-16-one
Traditional IUPAC Name
flurandrenolide
SMILES
[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@]([H])(F)C5=CC(=O)CC[C@]5(C)[C@@]4([H])[C@@H](O)C[C@]3(C)[C@@]1(OC(C)(C)O2)C(=O)CO
Độ tan chảy
251 °C
Độ hòa tan
Insoluble
logP
0.6
logS
-3.9
pKa (strongest acidic)
13.73
pKa (Strongest Basic)
-2.8
PSA
93.06 Å2
Refractivity
110.79 m3·mol-1
Polarizability
45.74 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
6
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
5
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Flurandrenolide is primarily effective because of its anti-inflammatory, antipruritic, and vasoconstrictive actions.
Cơ Chế Tác Dụng : A corticosteroid used topically in the treatment of various skin disorders. It is usually employed as a cream or an ointment, and is also used as a polyethylene tape with an adhesive. (From Martindale, The Extra Pharmacopoeia, 30th ed, p733) Flurandrenolide is a topical corticosteroid. It is normally applied to a plastic tape called Cordran. Cordran is primarily effective because of its anti-inflammatory, antipruritic, and vasoconstrictive actions. Flurandrenolide, which is slowly released from the Cordran tape, binds to the cytosolic glucocorticoid receptor. After binding the receptor the newly formed receptor-ligand complex translocates itself into the cell nucleus, where it binds to many glucocorticoid response elements (GRE) in the promoter region of the target genes. The DNA bound receptor then interacts with basic transcription factors, causing the increase in expression of specific target genes. The anti-inflammatory actions of corticosteroids are thought to involve lipocortins, phospholipase A2 inhibitory proteins which, through inhibition arachidonic acid, control the biosynthesis of prostaglandins and leukotrienes. Specifically glucocorticoids induce lipocortin-1 (annexin-1) synthesis, which then binds to cell membranes preventing the phospholipase A2 from coming into contact with its substrate arachidonic acid. This leads to diminished eicosanoid production. Cyclooxygenase (both COX-1 and COX-2) expression is also suppressed, potentiating the effect. In another words, the two main products in inflammation Prostaglandins and Leukotrienes are inhibited by the action of Glucocorticoids. Glucocorticoids also stimulate the lipocortin-1 escaping to the extracellular space, where it binds to the leukocyte membrane receptors and inhibits various inflammatory events: epithelial adhesion, emigration, chemotaxis, phagocytosis, respiratory burst and the release of various inflammatory mediators (lysosomal enzymes, cytokines, tissue plasminogen activator, chemokines etc.) from neutrophils, macrophages and mastocytes. Additionally the immune system is suppressed by corticosteroids due to a decrease in the function of the lymphatic system, a reduction in immunoglobulin and complement concentrations, the precipitation of lymphocytopenia, and interference with antigen-antibody binding. Like other glucocorticoid agents Fluocinolone acetonide acts as a physiological antagonist to insulin by decreasing glycogenesis (formation of glycogen). It also promotes the breakdown of lipids (lipolysis), and proteins, leading to the mobilization of extrahepatic amino acids and ketone bodies. This leads to increased circulating glucose concentrations (in the blood). There is also decreased glycogen formation in the liver.
Dược Động Học :
▧ Absorption :
Once absorbed through the skin, topical corticosteroids are handled through pharmacokinetic pathways similar to those of systemically administered corticosteroids
▧ Protein binding :
Corticosteroids are bound to plasma proteins in varying degrees.
▧ Metabolism :
Primarily hepatic
▧ Route of Elimination :
Topical corticosteroids can be absorbed from normal intact skin. They are metabolized primarily in the liver and then excreted in the kidneys. Some of the topical corticosteroids and their metabolites are also excreted into the bile.
Độc Tính : Systemic absorption of topical corticosteroids has produced reversible hypothalamic-pituitary- adrenal (HPA) axis suppression, manifestations of Cushing's syndrome, hyperglycemia, and glucosuria in some patients
Chỉ Định : For relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses, particularly dry, scaling localized lesions
Liều Lượng & Cách Dùng : Tape - Topical
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Watson
    Sản phẩm biệt dược : Cordran
  • Công ty : Watson
    Sản phẩm biệt dược : Cordran SP
  • Công ty : Biolab
    Sản phẩm biệt dược : Drenison
  • Công ty : Typharm Limited
    Sản phẩm biệt dược : Haelan
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00846
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=15209
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505159
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00328
ChemSpider
http://www.chemspider.com/Chemical-Structure.14475.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/55515-052-15
PharmGKB
http://www.pharmgkb.org/drug/PA164750513
Wikipedia
http://en.wikipedia.org/wiki/Fludroxycortide
RxList
http://www.rxlist.com/cgi/generic2/fluran.htm
Drugs.com
http://www.drugs.com/cdi/flurandrenolide-cream.html
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