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LG-120907

From Wikipedia, the free encyclopedia
Nonsteroidal antiandrogen of the quinoline group
Pharmaceutical compound
LG-120907
Clinical data
Other names1,2,3,4-Tetrahydro-2,2-dimethyl-6-trifluoromethyl-8-pyridono[5,6-g]quinoline
Drug classNonsteroidal antiandrogen
Identifiers
  • 2,2-Dimethyl-6-(trifluoromethyl)-1,9-dihydropyrido[3,2-g]quinolin-8-one
CAS Number
PubChemCID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC15H13F3N2O
Molar mass294.277 g·mol−1
3D model (JSmol)
  • CC1(C=CC2=C(N1)C=C3C(=C2)C(=CC(=O)N3)C(F)(F)F)C
  • InChI=1S/C15H13F3N2O/c1-14(2)4-3-8-5-9-10(15(16,17)18)6-13(21)19-12(9)7-11(8)20-14/h3-7,20H,1-2H3,(H,19,21)
  • Key:MMLSXRYBGYGQEP-UHFFFAOYSA-N

LG-120907 is anonsteroidal antiandrogen (NSAA) of thequinoline group which was developed byLigand Pharmaceuticals along withselective androgen receptor modulators (SARMs) likeLG-121071 and was never marketed.[1][2][3][4] The drug is a high-affinityantagonist of theandrogen receptor (AR) with a Ki value of 26 nM and has been found to inhibitgrowth of theventral prostate andseminal vesicles in male rats without increasing circulating levels ofluteinizing hormone ortestosterone.[1][2][3] However, thistissue selectivity has not been assessed in humans.[5] LG-120907 isorally active and shows greater oralpotency than thearylpropionamide NSAAflutamide.[1][3][4]

The 7-fluoroderivative of LG-120907,LG-105, is also a potent NSAA, and appears to possess greater potency in comparison.[3] Conversely, the 6-ethyl, 8-didesmethylanalogue of LG-120907, LG-121071, is a SARM with potentandrogenic activity equivalent to that ofdihydrotestosterone (DHT).[1][3]

References

[edit]
  1. ^abcdChengalvala M, Oh T, Roy AK (2005). "Selective androgen receptor modulators".Expert Opinion on Therapeutic Patents.13 (1):59–66.doi:10.1517/13543776.13.1.59.ISSN 1354-3776.S2CID 219188263.
  2. ^abMohler ML, Nair VA, Hwang DJ, Rakov IM, Patil R, Miller DD (2005). "Nonsteroidal tissue selective androgen receptor modulators: a promising class of clinical candidates".Expert Opinion on Therapeutic Patents.15 (11):1565–1585.doi:10.1517/13543776.15.11.1565.ISSN 1354-3776.S2CID 96279138.
  3. ^abcdeGao W, Kim J, Dalton JT (August 2006)."Pharmacokinetics and pharmacodynamics of nonsteroidal androgen receptor ligands".Pharmaceutical Research.23 (8):1641–1658.doi:10.1007/s11095-006-9024-3.PMC 2072875.PMID 16841196.
  4. ^abNyrönen TH, Söderholm AA (January 2010). "Structural basis for computational screening of non-steroidal androgen receptor ligands".Expert Opinion on Drug Discovery.5 (1):5–20.doi:10.1517/17460440903468680.PMID 22823968.S2CID 21630468.
  5. ^Hoffmann J, Sommer A (30 January 2007)."Anti-hormone therapy: principles of endocrine therapy of cancer.". In Bradbury R (ed.).Cancer. Springer Science & Business Media. pp. 19-82 (67).ISBN 978-3-540-33120-9.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
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