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Cl-4AS-1

From Wikipedia, the free encyclopedia
Steroid drug
Pharmaceutical compound
Cl-4AS-1
Clinical data
Other namesN-(2-Chlorophenyl)-3-oxo-4-aza-4-methylandrost-1-en-17α-carboxamide
Identifiers
  • (4aα,4bβ,6aα,7α,9aβ,9bα,11aβ)-N-(2-chlorophenyl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1,4,6a-trimethyl-2-oxo-1H-indeno[5,4-f]quinoline-7-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H33ClN2O2
Molar mass441.01 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)NC4=CC=CC=C4Cl)CC[C@@H]5[C@@]3(C=CC(=O)N5C)C
  • InChI=1S/C26H33ClN2O2/c1-25-14-12-18-16(8-11-22-26(18,2)15-13-23(30)29(22)3)17(25)9-10-19(25)24(31)28-21-7-5-4-6-20(21)27/h4-7,13,15-19,22H,8-12,14H2,1-3H3,(H,28,31)/t16-,17-,18-,19+,22+,25-,26+/m0/s1
  • Key:CTVXDPDUOKQBKZ-GFNRTWGOSA-N

Cl-4AS-1 is a dualanabolic–androgenic steroid (AAS) and5α-reductase inhibitor.[1][2] It is a potent andselectivefull agonist of theandrogen receptor (IC50 = 12 nM) andinhibitor of5α-reductasetypes I andII (IC50 = 6 and 10 nM, respectively).[1][2] Structurally, Cl-4AS-1 is a4-azasteroid.[1]

See also

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References

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  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. ^abSchmidt 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.

External links

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ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists


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