Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Mytatrienediol

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Mytatrienediol
Clinical data
Other namesSC-6924; Manvene; Anvene;3-Methoxy-16α-methylestra-1,3,5(10)-triene-16β,17β-diol; 16α-Methylestriol 3-methyl ether; 16β-Hydroxy-16α-methylestradiol 3-methyl ether
Routes of
administration
By mouth
Drug classEstrogen;Estrogen ether
Identifiers
  • (8R,9S,13S,14S,16S,17R)-3-methoxy-13,16-dimethyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC20H28O3
Molar mass316.441 g·mol−1
3D model (JSmol)
  • CC12CCC3C(C1CC(C2O)(C)O)CCC4=C3C=CC(=C4)OC
  • InChI=1S/C20H28O3/c1-19-9-8-15-14-7-5-13(23-3)10-12(14)4-6-16(15)17(19)11-20(2,22)18(19)21/h5,7,10,15-18,21-22H,4,6,8-9,11H2,1-3H3/t15-,16-,17+,18-,19+,20+/m1/s1
  • Key:OOVXZFCPCSVSEM-NADOGSGZSA-N

Mytatrienediol (developmental code nameSC-6924; former tentative brand namesManvene,Anvene), also known as16α-methyl-16β-epiestriol 3-methyl ether or16β-hydroxy-16α-methylestradiol 3-methyl ether, is asyntheticsteroidalestrogen medication and anestrogen ether which was derived fromestriol and was developed for clinical use in the late 1950s but was never marketed.[1] It was investigated as a weak and mildly estrogenic medication for men to treatatherosclerosis, improveserumlipid profiles, and reduce the risk ofmyocardial infarction.[2][3][4][5][6][7] However, whilepreclinical research supported the profile of mytatriendiol as a weak estrogen, the medication was found inclinical trials to produce estrogenicside effects includingfeminization,breast pain, andgynecomastia in men similarly and comparably to other estrogens such asethinylestradiol andconjugated estrogens, and its side effects ultimately precluded its use.[8][3][2] The medication was also studied to treatbone pain in patients withmultiple myeloma,metastatic bone disease, andosteoporosis, with effectiveness seen.[9]

See also

[edit]

References

[edit]
  1. ^Pincus G (22 October 2013).Hormones and Atherosclerosis: Proceedings of the Conference Held in Brighton, Utah, March 11-14, 1958. Elsevier Science. pp. 249, 254, 263,371–374,411–412,443–447,460–461.ISBN 978-1-4832-7064-7.
  2. ^abMarmorston J, Moore FJ, Kuzma OT, Magidson O, Weiner JM (1963). "Effect of Estrogens on Interlipid Relations in Men with Myocardial Infarction".Experimental Biology and Medicine.113 (2):357–361.doi:10.3181/00379727-113-28365.ISSN 1535-3702.S2CID 72677634.
  3. ^abMarmorston J, Moore FJ, Hopkins CE, Kuzma OT, Weiner J (June 1962). "Clinical studies of long-term estrogen therapy in men with mvocardial infarction".Proceedings of the Society for Experimental Biology and Medicine.110 (2):400–408.doi:10.3181/00379727-110-27531.PMID 14470097.S2CID 24669631.
  4. ^Davis FW, Scarborough WR, Mason RE, Singewald ML, Baker BM (January 1958). "Experimental hormonal therapy of atherosclerosis: preliminary observations on the effects of two new compounds".The American Journal of the Medical Sciences.235 (1):50–59.doi:10.1097/00000441-195801000-00006.PMID 13487586.S2CID 762067.
  5. ^Cohen WD, Higano N, Robinson RW (June 1958)."Serum lipid and estrogenic effect of manvene, a new estrogen analog; comparison with premarin in men with coronary heart disease".Circulation.17 (6):1035–1040.doi:10.1161/01.CIR.17.6.1035.PMID 13547367.
  6. ^Spencer H, Kabakow B, Samachson J, Laszlo D (December 1959). "Metabolic effects of mytatrienediol in man".The Journal of Clinical Endocrinology and Metabolism.19 (12):1581–1596.doi:10.1210/jcem-19-12-1581.PMID 13833251.
  7. ^Marmorston J, Magdison O, Kuzma O, Moore FJ (September 1960). "Estrogen therapy in men with myocardial infarction. Side-effects with increasing dosage and time".JAMA.174 (3):241–244.doi:10.1001/jama.1960.03030030021004.PMID 14421377.
  8. ^Bedford PD, Lodge B (December 1959). "Toxic effects of a new antilipaemic oestrogenic steroid (manvene)".Journal of the American Geriatrics Society.7 (12):911–915.doi:10.1111/j.1532-5415.1959.tb00364.x.PMID 13798190.S2CID 45355299.
  9. ^Kabakow B, Spencer H (June 1960). "Effects of mytatrienediol in multiple myeloma, metastatic bone disease, and osteoporosis".Archives of Internal Medicine.105 (6):905–913.doi:10.1001/archinte.1960.00270180083011.PMID 14408289.
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown
Retrieved from "https://en.wikipedia.org/w/index.php?title=Mytatrienediol&oldid=1312020512"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp