Flupamesone

Last updated
Flupamesone
Flupamesone.svg
Clinical data
Trade names Flutenal
Other namesUR-105; Triamcinolone acetonide metembonate; 4,4'-Methylene-bis((9α-fluoro-11β,21-dihydroxy-16α,17α-isopropylidenedioxypregna-1,4-diene-3,20-dione)3-methoxy-2-naphthoate); 21,21'-[Methylenebis[(2-methoxy-1,3-naphthalenediyl)-
carbonyloxy]]bis[9α-fluoro-11β-hydroxy-16α,17α-[(1-methylethylidene)-
bis(oxy)]pregna-1,4-diene-3,20-dione
Routes of
administration
Topical [1]
Drug class Corticosteroid; Glucocorticoid
Identifiers
  • Bis{2-[(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS)-4b-fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-6b-yl]-2-oxoethy l} 4,4'-methylenebis(3-methoxy-2-naphthoate)
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.054.209 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C73H78F2O16
Molar mass 1249.408 g·mol−1
3D model (JSmol)
  • C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)COC(=O)C5=CC6=CC=CC=C6C(=C5OC)CC7=C(C(=CC8=CC=CC=C87)C(=O)OCC(=O)[C@@]91[C@@H](C[C@@H]2[C@@]9(C[C@@H]([C@]4([C@H]2CCC2=CC(=O)C=C[C@@]24C)F)O)C)OC(O1)(C)C)OC)CCC1=CC(=O)C=C[C@@]13C)F)O
  • InChI=1S/C73H78F2O16/c1-64(2)88-58-32-52-50-21-19-40-29-42(76)23-25-66(40,5)70(50,74)54(78)34-68(52,7)72(58,90-64)56(80)36-86-62(82)48-27-38-15-11-13-17-44(38)46(60(48)84-9)31-47-45-18-14-12-16-39(45)28-49(61(47)85-10)63(83)87-37-57(81)73-59(89-65(3,4)91-73)33-53-51-22-20-41-30-43(77)24-26-67(41,6)71(51,75)55(79)35-69(53,73)8/h11-18,23-30,50-55,58-59,78-79H,19-22,31-37H2,1-10H3/t50-,51-,52-,53-,54-,55-,58+,59+,66-,67-,68-,69-,70-,71-,72+,73+/m0/s1
  • Key:BVCDTHYWRLBGTG-YIVOTWLUSA-N

Flupamesone (brand name Flutenal), also known as triamcinolone acetonide metembonate, is a synthetic glucocorticoid corticosteroid which is marketed in Spain. [2] [3] [4] [1] It is a dimer of a C21 ester of triamcinolone acetonide. [2] [3] [1]

Related Research Articles

ATC code D07Corticosteroids, dermatological preparations is a therapeutic subgroup of the Anatomical Therapeutic Chemical Classification System, a system of alphanumeric codes developed by the World Health Organization (WHO) for the classification of drugs and other medical products. Subgroup D07 is part of the anatomical group D Dermatologicals.

<span class="mw-page-title-main">Triamcinolone</span> Steroid medication

Triamcinolone is a glucocorticoid used to treat certain skin diseases, allergies, and rheumatic disorders among others. It is also used to prevent worsening of asthma and COPD. It can be taken in various ways including by mouth, injection into a muscle, and inhalation.

<span class="mw-page-title-main">Triamcinolone acetonide</span> Medicinal chemical compound, steroid

Triamcinolone acetonide, sold under the brand name Kenalog among others, is a synthetic corticosteroid medication used topically to treat various skin conditions, to relieve the discomfort of mouth sores, and by injection into joints to treat various joint conditions. It is also injected into lesions to treat inflammation in some parts of the body, particularly the skin. In nasal spray form, it is used to treat allergic rhinitis. It is used for the treatment of macular edema associated with uveitis. It is a more potent derivative of triamcinolone, and is about eight times as potent as prednisone.

<span class="mw-page-title-main">Triamcinolone hexacetonide</span> Chemical compound

Triamcinolone hexacetonide is a synthetic glucocorticoid corticosteroid.

<span class="mw-page-title-main">Fluocinolone</span> Synthetic glucocorticoid corticosteroid

Fluocinolone is a synthetic glucocorticoid corticosteroid which was never marketed. The acetonide cyclic ketal of fluocinolone, fluocinolone acetonide, in contrast, has been marketed.

<span class="mw-page-title-main">Triamcinolone furetonide</span> Chemical compound

Triamcinolone furetonide is a synthetic glucocorticoid corticosteroid which was never marketed.

<span class="mw-page-title-main">Triamcinolone benetonide</span> Chemical compound

Triamcinolone benetonide is a synthetic glucocorticoid corticosteroid.

<span class="mw-page-title-main">Fluclorolone</span> Chemical compound

Fluclorolone is a synthetic glucocorticoid corticosteroid which was never marketed. The acetonide cyclic ketal of fluclorolone, fluclorolone acetonide, in contrast, has been marketed.

<span class="mw-page-title-main">Algestone acetonide</span> Chemical compound

Algestone acetonide, also known as algestone 16α,17α-acetonide or 16α,17α-isopropylidenedioxyprogesterone, is a progestin which was never marketed. It is the acetonide cyclic ketal of algestone. Another progestin, algestone acetophenide, in contrast, has been marketed.

<span class="mw-page-title-main">Amcinafal</span> Chemical compound

Amcinafal, also known as triamcinolone pentanonide, is a synthetic glucocorticoid corticosteroid which was never marketed.

<span class="mw-page-title-main">Amcinafide</span> Chemical compound

Amcinafide, also known as triamcinolone acetophenide, is a synthetic glucocorticoid corticosteroid which was never marketed.

<span class="mw-page-title-main">Descinolone acetonide</span> Chemical compound

Descinolone acetonide, also known as desoxytriamcinolone acetonide, is a synthetic glucocorticoid corticosteroid which was never marketed.

<span class="mw-page-title-main">Triamcinolone aminobenzal benzamidoisobutyrate</span> Chemical compound

Triamcinolone aminobenzal benzamidoisobutyrate is a synthetic glucocorticoid corticosteroid which is no longer marketed.

<span class="mw-page-title-main">Acetophenide</span>

In organic chemistry, acetophenide is a functional group which is composed of the cyclic ketal of a diol with acetophenone. In pharmaceutical chemistry, it is present in algestone acetophenide and amcinafide.

<span class="mw-page-title-main">Acroleinide</span>

In organic chemistry, acroleinide is a functional group which is composed of a cyclic ketal of a diol with acrolein. In pharmaceutical chemistry, it is present in acrocinonide.

In organic chemistry, pentanonide is a functional group which is composed of a cyclic ketal of a diol with 3-pentanone. It is seen in amcinafal.

In organic chemistry, cyclopentanonide is a functional group which is composed of a cyclic ketal of a diol with cyclopentanone. It is seen in amcinonide.

In organic chemistry, aminobenzal is a functional group which is composed of a cyclic ketal of a diol with 4-dimethylaminobenzylidene. It is seen in triamcinolone aminobenzal benzamidoisobutyrate.

References

  1. 1 2 3 Rimbau V, Lleonart F (1975). "Kinetic study of the percutaneous absorption of 1,2,4-3H-labelled flupamesone". Arzneimittelforschung. 25 (7): 1040–2. PMID   1174410.
  2. 1 2 J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 568–. ISBN   978-1-4757-2085-3.
  3. 1 2 Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 461–. ISBN   978-3-88763-075-1.
  4. [ dead link ]