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Trimegestone

Names

[ CAS No. ]:
74513-62-5

[ Name ]:
Trimegestone

[Synonym ]:
(8S,13S,14S,17S)-17-[(2S)-2-Hydroxypropanoyl]-13,17-dimethyl-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
17β-(S)-Lactoyl-17-methylestra-4,9-dien-3-one
(8S,13S,14S,17S)-17-[(2S)-2-Hydroxypropanoyl]-13,17-dimethyl-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one (non-preferred name)
Trimegestone
trimebutinemaleate
Estra-4,9-dien-3-one, 17-[(2S)-2-hydroxy-1-oxopropyl]-17-methyl-, (17β)-

Biological Activity

[Description]:

Trimegestone (RU 27987) is an orally active 19-norpregnane progestin. Trimegestone binds to progesterone receptor (PR) with an IC50 value of 3.3 nM (rat PR). Trimegestone increases alkaline phosphatase activity (EC50=0.1 nM) but not luciferase activity. Trimegestone also shows a weak antiandrogenic activity (weak androgen receptor affinity). Trimegestone can be used in studies of contraception or menopausal syndromes[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Progesterone Receptor
Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphatase
Research Areas >> Endocrinology
Signaling Pathways >> Others >> Androgen Receptor

[References]

[1]. Wahab M, et al. Trimegestone: expanding therapeutic choices for the treatment of the menopause. Expert Opin Investig Drugs. 2001 Sep;10(9):1737-44.  

[2]. Zhang Z, et al. In vitro characterization of trimegestone: a new potent and selective progestin. Steroids. 2000 Oct-Nov;65(10-11):637-43.  

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
522.6±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C22H30O3

[ Molecular Weight ]:
342.47

[ Flash Point ]:
284.0±26.6 °C

[ Exact Mass ]:
342.219482

[ PSA ]:
54.37000

[ LogP ]:
3.58

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.569

Related Compounds