5630-53-5|Tibolone|MuseChem

Tibolone


CAS No. : 5630-53-5

Tibolone,5630-53-5
Product Details
Cat No:M144114
Synonyms:(7α,17α)-17-Hydroxy-7-methyl-19-norpregn-5(10)-en-20-yn-3-one, 17-Hydroxy-7α-methyl-19-nor-17α-pregn-5(10)-en-20-yn-3-one, 5(10)-Estren-7α-methyl-17α- ethynyl-17β- ol-3-one
Molecular Formula:C21H28O2
Molecular Weight:312.453
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Assay:≥98%
Appearance:A crystalline solid
Cat No:M144114
Cas No:5630-53-5
Product-Name:Tibolone
IUPAC Name:(7R,8R,9S,13S,14S,17R)-17-ethynyl-17-hydroxy-7,13-dimethyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
InChI:InChI=1S/C21H28O2/c1-4-21(23)10-8-18-19-13(2)11-14-12-15(22)5-6-16(14)17(19)7-9-20(18,21)3/h1,13,17-19,23H,5-12H2,2-3H3/t13-,17-,18+,19-,20+,21+/m1/s1
InChIKey:WZDGZWOAQTVYBX-XOINTXKNSA-N
SMILES:CC1CC2=C(CCC(=O)C2)C3C1C4CCC(C4(CC3)C)(C#C)O
Tibolone (INN, USAN, BAN) (brand name Livial, Tibofem), also known as 7α-methylnoretynodrel, is a synthetic steroid drug with estrogenic, progestogenic, and weak androgenic actions which was introduced in 1988 and is used widely in Europe, Asia, Australasia, and, with the exception of the United States (where it is not available), the rest of the world. It is used mainly for treatment of endometriosis, as well as hormone replacement therapy in post-menopausal women. Tibolone has similar or greater efficacy compared to older hormone replacement drugs, but shares a similar side effect profile. It has also been investigated as a possible treatment for female sexual dysfunction.
1: Neri-Gómez T, Espinosa-Raya J, Díaz-Cintra S, Segura-Uribe J, Orozco-Suárez S, Gallardo JM, Guerra-Araiza C. Tibolone modulates neuronal plasticity through regulating Tau, GSK3β/Akt/PI3K pathway and CDK5 p35/p25 complexes in the hippocampus of aged male mice. Neural Regen Res. 2017 Apr;12(4):588-595. doi: 10.4103/1673-5374.205098. PubMed PMID: 28553339; PubMed Central PMCID: PMC5436357.
2: Anagnostis P, Galanis P, Chatzistergiou V, Stevenson JC, Godsland IF, Lambrinoudaki I, Theodorou M, Goulis DG. The effect of hormone replacement therapy and tibolone on lipoprotein (a) concentrations in postmenopausal women: A systematic review and meta-analysis. Maturitas. 2017 May;99:27-36. doi: 10.1016/j.maturitas.2017.02.009. Epub 2017 Feb 16. Review. PubMed PMID: 28364865.
3: Pinto-Almazán R, Segura-Uribe JJ, Farfán-García ED, Guerra-Araiza C. Effects of Tibolone on the Central Nervous System: Clinical and Experimental Approaches. Biomed Res Int. 2017;2017:8630764. doi: 10.1155/2017/8630764. Epub 2017 Jan 16. Review. PubMed PMID: 28191467; PubMed Central PMCID: PMC5278195.
4: Vitale C, Mammi C, Gambacciani M, Russo N, Spoletini I, Fini M, Volterrani M, Rosano GM. Effect of hormone replacement therapy with the anti-mineralocorticoid progestin Drospirenone compared to tibolone on endothelial function and central haemodynamics in post-menopausal women. Int J Cardiol. 2017 Jan 15;227:217-221. doi: 10.1016/j.ijcard.2016.11.149. Epub 2016 Nov 9. PubMed PMID: 27843051.
5: Formoso G, Perrone E, Maltoni S, Balduzzi S, Wilkinson J, Basevi V, Marata AM, Magrini N, D/'Amico R, Bassi C, Maestri E. Short-term and long-term effects of tibolone in postmenopausal women. Cochrane Database Syst Rev. 2016 Oct 12;10:CD008536. Review. PubMed PMID: 27733017.
6: Khan N, Gavrilidis E, Kulkarni J. Tibolone treatment for perimenopausal depression: Three cases. Aust N Z J Psychiatry. 2016 Dec;50(12):1213-1214. Epub 2016 Jun 29. PubMed PMID: 27357711.
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