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Tanaproget

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Tanaproget
Clinical data
ATC code
  • none
Legal status
Legal status
  • Investigational
Identifiers
  • 5-(4,4-Dimethyl-2-thioxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)-1-methyl-1H-pyrrole-2-carbonitrile
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.217.016Edit this at Wikidata
Chemical and physical data
FormulaC16H15N3OS
Molar mass297.38 g·mol−1
3D model (JSmol)
  • CC1(C2=C(C=CC(=C2)C3=CC=C(N3C)C#N)NC(=S)O1)C
  • InChI=1S/C16H15N3OS/c1-16(2)12-8-10(4-6-13(12)18-15(21)20-16)14-7-5-11(9-17)19(14)3/h4-8H,1-3H3,(H,18,21)
  • Key:PYVFWTPEBMRKSR-UHFFFAOYSA-N

Tanaproget (INN; developmental code namesNSP-989,WAY-166989) is an investigationalnonsteroidalprogestin.[1] It is a highaffinity, highefficacy, and veryselectiveagonist of theprogesterone receptor (PR).[1] Due to its much more selective binding profile relative to most conventional, steroidal progestins, tanaproget may prove to produce fewerside effects in comparison.[1] As of December 2010,[2] it is inphase IIclinical trials in the process of being developed forclinical use as acontraceptive byLigand Pharmaceuticals.[3][4]

Ananalog of tanaproget,4-fluoropropyltanaproget (18F), has been developed as aradiotracer for imaging of the PR inpositron emission tomography.[5]

See also

[edit]

References

[edit]
  1. ^abcZhang Z, Olland AM, Zhu Y, et al. (August 2005)."Molecular and pharmacological properties of a potent and selective novel nonsteroidal progesterone receptor agonist tanaproget".J. Biol. Chem.280 (31):28468–75.doi:10.1074/jbc.M504144200.PMID 15937332.
  2. ^Tanaproget
  3. ^Bapst JL, Ermer JC, Ferron GM, Foss D, Orczyk GP (November 2006). "Pharmacokinetics and safety of tanaproget, a nonsteroidal progesterone receptor agonist, in healthy women".Contraception.74 (5):414–8.doi:10.1016/j.contraception.2006.06.004.PMID 17046384.
  4. ^Bayés M, Rabasseda X, Prous JR (September 2005). "Gateways to clinical trials".Methods Find Exp Clin Pharmacol.27 (7):505–22.PMID 16258596.
  5. ^Lee JH, Zhou HB, Dence CS, Carlson KE, Welch MJ, Katzenellenbogen JA (June 2010). "Development of [F-18]fluorine-substituted Tanaproget as a progesterone receptor imaging agent for positron emission tomography".Bioconjug. Chem.21 (6):1096–104.doi:10.1021/bc1001054.PMID 20496889.
Progestogens
(andprogestins)
PRTooltip Progesterone receptoragonists
Antiprogestogens
SPRMsTooltip Selective progesterone receptor modulators
PRTooltip Progesterone receptorantagonists
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists


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