Fluperolone

Fluperolone
Clinical data
Other names	9α-Fluoro-11β,17α,21-trihydroxy-21-methylpregna-1,4-diene-3,20-dione
Drug class	Corticosteroid; Glucocorticoid
Identifiers
	IUPAC name (8S,9R,10S,11S,13S,14S,17R)-9-Fluoro-11,17-dihydroxy-17-[(2S)-2-hydroxypropanoyl]-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;
CAS Number	3841-11-0 ;
PubChem CID	56841872 ;
ChemSpider	32700976 ;
UNII	S33056JLS5 ;
CompTox Dashboard (EPA)	DTXSID60191746 ;
Chemical and physical data
Formula	C22H29FO5
Molar mass	392.467 g·mol−1
3D model (JSmol)	Interactive image ;
	SMILES C[C@@H](C(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)O)O;
	InChI InChI=1S/C22H29FO5/c1-12(24)18(27)21(28)9-7-15-16-5-4-13-10-14(25)6-8-19(13,2)22(16,23)17(26)11-20(15,21)3/h6,8,10,12,15-17,24,26,28H,4-5,7,9,11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1; Key:SLVCCRYLKTYUQP-DVTGEIKXSA-N;

Last updated November 14, 2023

Fluperolone is a synthetic glucocorticoid corticosteroid which was never marketed.^[1] An acetate ester of fluperolone, fluperolone acetate, in contrast, has been marketed.^[1]

Related Research Articles

Fluperolone acetate is a corticosteroid. It has been used topically.

Trestolone acetate is a synthetic and injected anabolic–androgenic steroid (AAS) and a derivative of nandrolone (19-nortestosterone) which was never marketed. It is an androgen ester – specifically, the C17 acetate ester of trestolone. The medication was first described in 1963.

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

Flumedroxone is a steroidal progestogen of the 17α-hydroxyprogesterone group that was never marketed. The C17α acetate ester of flumedroxone, flumedroxone acetate, has been marketed as an antimigraine drug.

The molecular formula C₂₄H₃₁FO₆ (molar mass: 434.50 g/mol) may refer to:

Delmadinone acetate (DMA), sold under the brand name Tardak among others, is a progestin and antiandrogen which is used in veterinary medicine to treat androgen-dependent conditions such as benign prostatic hyperplasia. It must be used with care as it has the potential to cause adrenal insufficiency via inhibition of adrenocorticotropic hormone (ACTH) secretion from the pituitary gland. DMA is the C17α acetate ester of delmadinone, which, in contrast to DMA, was never marketed for medical use.

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

Cloxotestosterone, also known as 17β-chloral hemiacetal testosterone, is a synthetic anabolic–androgenic steroid (AAS) and an androgen ether – specifically, the 17β-trichloro hemiacetal ether of testosterone – which was never marketed. The O-acetate ester of cloxotestosterone, cloxotestosterone acetate, in contrast to cloxotestosterone, has been marketed.

Hydromadinone acetate, also known as chloroacetoxyprogesterone (CAP), as well as 6α-chloro-17α-acetoxyprogesterone or 6α-chloro-17α-acetoxypregn-4-ene-3,20-dione, is a steroidal progestin of the 17α-hydroxyprogesterone group that was never marketed. It is the C17α acetate ester of hydromadinone, which, similarly, was never marketed.

Cloxestradiol acetate, also known as 17-(2,2,2-trichloroethoxy)estradiol O,O-diacetate, is a synthetic steroidal estrogen derived from estradiol. It is the O,O-diacetate ester of cloxestradiol, which, in contrast to cloxestradiol acetate, was never marketed.

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

Dimepregnen, or 6α,16α-dimethylpregn-4-en-3β-ol-20-one, is a pregnene steroid described as an antiestrogen that was synthesized in 1968 and was never marketed. It is similar in structure to the progestins and progesterone derivatives melengestrol and anagestone.

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

Pentagestrone, also known as 17α-hydroxyprogesterone 3-cyclopentyl enol ether, is a steroidal progestin of the 17α-hydroxyprogesterone group that was never marketed. An acetate ester, pentagestrone acetate, has been marketed for clinical use. Pentagestrone was described in the literature in 1960.

Clomegestone acetate, or clomagestone acetate, also known as 6-chloro-17α-acetoxy-16α-methylpregna-4,6-diene-3,20-dione, is a steroidal progestin of the 17α-hydroxyprogesterone group which was developed as an oral contraceptive but was never marketed. It is the acetate ester of clomegestone, which, similarly to clomegestone acetate, was never marketed. Clomegestone acetate is also the 17-desoxy cogener of clometherone, and is somewhat more potent in comparison. Similarly to cyproterone acetate, clomegestone acetate has been found to alter insulin receptor concentrations in adipose tissue, and this may indicate the presence of glucocorticoid activity.

Amadinone acetate, also known as 19-norchlormadinone acetate, is a steroidal progestin of the 19-norprogesterone and 17α-hydroxyprogesterone groups that was never marketed. It is the acetate ester of amadinone, which, similarly, was never marketed.

Metenolone acetate, or methenolone acetate, sold under the brand names Primobolan and Nibal, is an androgen and anabolic steroid (AAS) medication which is used mainly in the treatment of anemia due to bone marrow failure. It is taken by mouth. Although it was widely used in the past, the drug has mostly been discontinued and hence is now mostly no longer available. A related drug, metenolone enanthate, is given by injection into muscle.

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

Nisterime (INNTooltip International Nonproprietary Name), also known as 2α-chloro-4,5α-dihydrotestosterone 3-O-(p-nitrophenyl)oxime or as 2α-chloro-5α-androstan-17β-ol-3-one 3-O-(p-nitrophenyl)oxime, is a synthetic anabolic-androgenic steroid (AAS) and a derivative of dihydrotestosterone (DHT) that was never marketed. The C17α acetate ester of nisterime, nisterime acetate (ORF-9326), also exists and was developed as a postcoital contraceptive but was similarly never marketed.

Pregnenolone acetate, also known as pregn-5-en-3β-ol-20-one 3β-acetate, is a synthetic pregnane steroid and an ester of pregnenolone which is described as a glucocorticoid and as a skin-conditioning and skin anti-aging agent. It has been reported to reduce wrinkles in elderly women when applied in the form of a 0.5% topical cream, effects which were suggested to be due to improved hydration of the skin. Pregnenolone acetate has been marketed in France in a topical cream containing 1% pregnenolone acetate and 10% "sex hormone" for the treatment of premature skin aging but was withdrawn from the market in 1992. Although the medication has been described by some sources as a glucocorticoid, other authors have stated that systemic pregnenolone acetate has no undesirable metabolic or toxic effects even at high doses.

6,6-Difluoronorethisterone acetate, also known as 6,6-difluoro-17α-ethynyl-19-nortestosterone 17β-acetate or as 6,6-difluoro-17α-ethynylestr-4-en-17β-ol-3-one 17β-acetate, is a steroidal progestin of the 19-nortestosterone group which was never marketed. In comparison to other steroids, is the C17β acetate ester of 6,6-difluoronorethisterone and the 6,6-difluoro analog of norethisterone acetate.

Androstenediol 17β-acetate, or 5-androstenediol 17β-acetate, also known as androst-5-ene-3β,17β-diol 17β-acetate, is a synthetic anabolic-androgenic steroid and an androgen ester – specifically, the C17β acetate ester of 5-androstenediol (androst-5-ene-3β,17β-diol) – which was never marketed.

Androstenediol 3β-acetate, or 5-androstenediol 3β-acetate, also known as androst-5-ene-3β,17β-diol 3β-acetate, is a synthetic anabolic-androgenic steroid and an androgen ester – specifically, the C3β acetate ester of 5-androstenediol (androst-5-ene-3β,17β-diol) – which was never marketed.

References

1 2 Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 569–. ISBN 978-1-4757-2085-3.

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[Elks2014-1] 1 2 Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 569–. ISBN 978-1-4757-2085-3.

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