Movatterモバイル変換

[0]ホーム
URL:

Jump to content
WikipediaThe Free Encyclopedia
Search

16-Methylene-17α-hydroxyprogesterone acetate

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
16-Methylene-17α-hydroxyprogesterone acetate
Clinical data
Other names16-Methylene-17α-acetoxyprogesterone; 16-Methylene-17α-acetoxypregn-4-en-3,20-dione
Drug classProgestogen;Progestin;Progestogen ester
Identifiers
  • [(8R,9S,10R,13S,14S,17R)-17-Acetyl-10,13-dimethyl-16-methylidene-3-oxo-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-17-yl] acetate
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC24H32O4
Molar mass384.516 g·mol−1
3D model (JSmol)
  • CC(=O)[C@]1(C(=C)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)OC(=O)C
  • InChI=1S/C24H32O4/c1-14-12-21-19-7-6-17-13-18(27)8-10-22(17,4)20(19)9-11-23(21,5)24(14,15(2)25)28-16(3)26/h13,19-21H,1,6-12H2,2-5H3/t19-,20+,21+,22+,23+,24+/m1/s1
  • Key:XSNMCQGNVPSIQM-CKOZHMEPSA-N

16-Methylene-17α-hydroxyprogesterone acetate is aprogestin of the17α-hydroxyprogesterone group which was never marketed.[1][2][3][4][5] Givenorally, it shows about 2.5-fold theprogestogenic activity ofparenteralprogesterone in animalbioassays.[5] It is aparent compound of the following clinically used progestins:[6][7]

References

[edit]
  1. ^Kirk DN, Petrow V, Stansfield M, Williamson DM (1960). "481. Modified steroid hormones. Part XIV. 17α-Acetoxy-16-methylenepregn-4-ene-3,20-dione".Journal of the Chemical Society (Resumed):2385–2388.doi:10.1039/JR9600002385.ISSN 0368-1769.
  2. ^Mannhardt HJ, Werder FV, Bork KH, Metz H, Brückner K (1960). "Preparation of 16-methylene steroids of the corticoid and progesterone series".Tetrahedron Letters.1 (16):21–32.doi:10.1016/S0040-4039(01)99336-0.ISSN 0040-4039.
  3. ^Syhora K (1961). "Steroid derivatives. IX. Partial synthesis of 17α-acetoxy-16-methyleneprogesterone".Collection of Czechoslovak Chemical Communications.26:1034–8.doi:10.1135/cccc19611034.ISSN 0010-0765.
  4. ^Shapiro E, Legatt T, Weber L, Steinberg M, Watnick A, Eisler M, et al. (September 1962). "16-Alkylated Progesterones".Journal of Medicinal and Pharmaceutical Chemistry.5 (5):975–988.doi:10.1021/jm01240a010.PMID 14056440.
  5. ^abČekan Z, Šeda M, Mikulášková J, Syhora K (1964). "Steroid derivatives XXXIV. On the progestational activity of 6-dehydro-16-methylene-17α-acetoxyprogesterone".Steroids.4 (3):415–421.doi:10.1016/0039-128X(64)90154-0.ISSN 0039-128X.
  6. ^Milne GW (1 November 2017).Ashgate Handbook of Endocrine Agents and Steroids. Taylor & Francis. pp. 158–162.ISBN 978-1-351-74347-1.
  7. ^Denkewalter RG, Tishler M, Ehrhart G, Biel JH, Lum BK, Büchi J, Winter CA, Münzel K, Kunz W, Ariëns EJ, Labhardt F (8 March 2013).Fortschritte der Arzneimittelforschung / Progress in Drug Research / Progrès des recherches pharmaceutiques. Birkhäuser. pp. 407–.ISBN 978-3-0348-7059-7.
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists

This article about apregnanes is astub. You can help Wikipedia byexpanding it.

Stub icon

Thisdrug article relating to thegenito-urinary system is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=16-Methylene-17α-hydroxyprogesterone_acetate&oldid=1308593534"
Categories:
Hidden categories:
[8]ページ先頭
©2009-2025 Movatter.jp