Mesterolone cipionate - Misplaced Pages

(Redirected from Mesterolone cypionate) Steroid Pharmaceutical compound

Mesterolone cipionate
Clinical data

Other names	Mesterolone cypionate; Mesterolone cyclopentylpropionate; Mesterolone cyclopentanepropionate
Routes of administration	Intramuscular injection
Drug class	Androgen; Anabolic steroid; Androgen ester
Identifiers
IUPAC name phenanthren-17-yl] 3-cyclopentylpropanoate
Chemical and physical data
Formula	C₂₉H₄₄O₃
Molar mass	440.668 g·mol
3D model (JSmol)	Interactive image
SMILES 12CC(OC(=O)CCC3CCCC3)1(C)CC1()2()CC2(C)CC(=O)C(C)12C
InChI InChI=1S/C29H44O3/c1-19-17-21(30)18-27(2)15-13-22-23-10-11-25(28(23,3)16-14-24(22)29(19,27)4)32-26(31)12-9-20-7-5-6-8-20/h20,22-24H,5-18H2,1-4H3/t22-,23-,24-,27-,28-,29+/m0/s1 Key:TWDIZPBGCLXSNS-PAXVTGJLSA-N

Mesterolone cipionate is a synthetic anabolic–androgenic steroid and an androgen ester – specifically, the C17β cypionate ester of mesterolone – which was never marketed. It is administered via intramuscular injection once every two weeks and acts as a long-acting prodrug of mesterolone. The drug was studied in the treatment of depression in men along with mesterolone in the mid-1970s but was never introduced for medical use.

References

^ US Patent 3908007, Herrmann, W. M.; Horowski, R. & Itil, T. M. et al., "Treatment of mental depression", published 1975
Spona J (1976). "Action of steroids on LH-RH provoked gonadotropin release". Endocrinol. Exp. 10 (2): 91–100. PMID 776594.
^ Kövary PM, Lenau H, Niermann H, Zierden E, Wagner H (1977). "Testosterone levels and gonadotrophins in Klinefelter's patients treated with injections of mesterolone cipionate". Arch Dermatol Res. 258 (3): 289–94. doi:10.1007/bf00561132. PMID 883846. S2CID 1222130.

ARTooltip Androgen receptor

Agonists

17α-Alkylated 5α-dihydro-19-nortestosterone derivatives: 5α-Dihydronorethandrolone
5α-Dihydronormethandrone

5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives: 5α-Dihydrolevonorgestrel
5α-Dihydronorethisterone

SARMsTooltip Selective androgen receptor modulator

Antagonists

Agonists	Cations (incl. aluminium, calcium, gadolinium, magnesium, strontium, zinc) Dehydroandrosterone Dihydrotestosterone Estradiol L-α-Amino acids (incl. L-arginine, L-lysine, L-ornithine) Osteocalcin SHBGTooltip Sex hormone-binding globulin Testosterone

See also: Receptor/signaling modulators; Androgens and antiandrogens; Estrogen receptor modulators; Progesterone receptor modulators; List of androgens and anabolic steroids

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