Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

TFM-4AS-1

From Wikipedia, the free encyclopedia
Abandoned drug
Pharmaceutical compound
TFM-4AS-1
Clinical data
Other namesN-[2-(Trifluoromethyl)phenyl]-3-oxo-4-aza-4-methyl-5α-androst-1-en-17α-carboxamide
Identifiers
  • (1S,3aS,3bS,5aR,9aR,9bS,11aS)-6,9a,11a-trimethyl-7-oxo-N-[2-(trifluoromethyl)phenyl]-2,3,3a,3b,4,5,5a,9b,10,11-decahydro-1H-indeno[5,4-f]quinoline-1-carboxamide
CAS Number
PubChemCID
ChemSpider
Chemical and physical data
FormulaC27H33F3N2O2
Molar mass474.568 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)NC4=CC=CC=C4C(F)(F)F)CCC5[C@@]3(C=CC(=O)N5C)C
  • InChI=1S/C27H33F3N2O2/c1-25-14-12-18-16(8-11-22-26(18,2)15-13-23(33)32(22)3)17(25)9-10-20(25)24(34)31-21-7-5-4-6-19(21)27(28,29)30/h4-7,13,15-18,20,22H,8-12,14H2,1-3H3,(H,31,34)/t16-,17-,18-,20+,22?,25-,26+/m0/s1
  • Key:YFBLEKKYWFJKBP-HRVOXWHZSA-N

TFM-4AS-1 is a dualselective androgen receptor modulator (SARM) and5α-reductase inhibitor.[1][2] It is a potent andselectivepartial agonist (Emax = 55%) of theandrogen receptor (IC50 = 30 nM) andinhibitor of5α-reductasetypes I andII (IC50 = 2 and 3 nM, respectively).[1][2] TFM-4AS-1 showstissue-selectiveandrogenic effects; it promotes the accumulation ofbone andmuscle mass and has reduced effects inreproductive tissues andsebaceous glands.[2] In an animal study, TFM-4AS-1 stimulated sebaceous gland formation only 31% as much asdihydrotestosterone (DHT) at doses that were as anabolic or more so than DHT.[3][2] In addition, TFM-4AS-1 only weakly promoted growth of the prostate gland and itpartially antagonized the actions of DHT in the seminal vesicles and endogenous androgens in the prostate gland.[2] Structurally, TFM-4AS-1 is a4-azasteroid.[1] A structurally related and more advanced version of TFM-4AS-1,MK-0773, was developed and pursued for potential pharmaceutical use.[3]

See also

[edit]

References

[edit]
  1. ^abcTolman RL, Sahoo SP, Bakshi RK, Gratale D, Patel G, Patel S, Toney J, Chang B, Harris GS (1997). "4-Methyl-3-oxo-4-aza-5alpha-androst-1-ene-17beta-N-aryl-carboxamides: an approach to combined androgen blockade [5alpha-reductase inhibition with androgen receptor binding in vitro]".J. Steroid Biochem. Mol. Biol.60 (5–6):303–9.doi:10.1016/s0960-0760(96)00199-9.PMID 9219921.S2CID 54405031.
  2. ^abcdeSchmidt A, Harada S, Kimmel DB, Bai C, Chen F, Rutledge SJ, Vogel RL, Scafonas A, Gentile MA, Nantermet PV, McElwee-Witmer S, Pennypacker B, Masarachia P, Sahoo SP, Kim Y, Meissner RS, Hartman GD, Duggan ME, Rodan GA, Towler DA, Ray WJ (2009)."Identification of anabolic selective androgen receptor modulators with reduced activities in reproductive tissues and sebaceous glands".J. Biol. Chem.284 (52):36367–76.doi:10.1074/jbc.M109.049734.PMC 2794752.PMID 19846549.
  3. ^abZhang X, Sui Z (February 2013). "Deciphering the selective androgen receptor modulators paradigm".Expert Opin Drug Discov.8 (2):191–218.doi:10.1517/17460441.2013.741582.PMID 23231475.S2CID 2584722.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
Stub icon

This article about asteroid is astub. You can help Wikipedia byexpanding it.

Stub icon

Thisdrug article relating to thegenito-urinary system is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=TFM-4AS-1&oldid=1274127118"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp