Sturamustine - Misplaced Pages

Chemical compound Pharmaceutical compound

Sturamustine
Clinical data

Other names	Dehydroepiandrosterone (DHEA) 17β-N-(2-chloroethyl)-N-nitrosourea; N-(2-Chloroethyl)-N'-(3-hydroxyandrost-5-en-17-yl)-N-nitrosourea
Identifiers
IUPAC name N-(2-chloroethyl)-N'--N-nitrosocarbamimidic acid
CAS Number	81912-55-2
ChemSpider	57260288
Chemical and physical data
Formula	C₂₂H₃₄ClN₃O₃
Molar mass	423.98 g·mol
3D model (JSmol)	Interactive image
SMILES C12CC3(1CC2/N=C(/N(CCCl)N=O)\O)CC=C43(CC(C4)O)C
InChI InChI=1S/C22H34ClN3O3/c1-21-9-7-15(27)13-14(21)3-4-16-17-5-6-19(22(17,2)10-8-18(16)21)24-20(28)26(25-29)12-11-23/h3,15-19,27H,4-13H2,1-2H3,(H,24,28)/t15-,16-,17-,18-,19-,21-,22-/m0/s1 Key:QSHCCJGNLACWQQ-UMWWKMARSA-N

Sturamustine, also known as dehydroepiandrosterone (DHEA) 17β-N-(2-chloroethyl)-N-nitrosourea, is a synthetic androstane steroid and a C17β nitrosourea conjugate of dehydroepiandrosterone (DHEA) which was developed as a cytostatic antineoplastic agent (i.e., a chemotherapy drug) for the treatment of hormone-dependent tumors but was never marketed. It was synthesized in 1982.

References

^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 1122. ISBN 978-1-4757-2085-3.
^ Chavis C, de Gourcy C, Borgna JL, Imbach JL (1982). "New steroidal nitrosoureas". Steroids. 39 (2): 129–47. doi:10.1016/0039-128x(82)90081-2. PMID 7071885. S2CID 21042994.

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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