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LS-1727

LS-1727
LS-1727.svg
Clinical data
Other namesLEO-1727; 19-Nortestosterone 17β-N-(2-chloroethyl)-N-nitrosocarbamate; Nandrolone chloroethylnitrosocarbamate
Routes of
administration
Intramuscular injection
Drug classCytostatic antineoplastic agent; Androgen; Anabolic steroid; Androgen ester; Progestogen
Identifiers
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC21H29ClN2O4
Molar mass408.919 g/mol g·mol−1
3D model (JSmol)

LS-1727 (also known as nandrolone 17β-N-(2-chloroethyl)-N-nitrosocarbamate) is a synthetic, injected anabolic–androgenic steroid (AAS) and a nitrosocarbamate ester of nandrolone (19-nortestosterone) which was developed as a cytostatic antineoplastic agent but was never marketed.[1][2][3][4]

Relative affinities (%) of nandrolone and related steroids

Compound PR AR ER GR MR SHBG CBG
Nandrolone 20 154–155 <0.1 0.5 1.6 1–16 0.1
Testosterone 1.0–1.2 100 <0.1 0.17 0.9 19–82 3–8
Estradiol 2.6 7.9 100 0.6 0.13 8.7–12 <0.1
Notes: Values are percentages (%). Reference ligands (100%) were progesterone for the PR, testosterone for the AR, estradiol for the ER, dexamethasone for the GR, aldosterone for the MR, dihydrotestosterone for SHBG, and cortisol for CBG. Sources: See template.

See also

References

  1. ^ Reynolds RC, Tiwari A, Harwell JE, Gordon DG, Garrett BD, Gilbert KS, Schmid SM, Waud WR, Struck RF (2000). "Synthesis and evaluation of several new (2-chloroethyl)nitrosocarbamates as potential anticancer agents". J. Med. Chem. 43 (8): 1484–8. doi:10.1021/jm990417j. PMID 10780904.
  2. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 660–. ISBN 978-1-4757-2085-3.
  3. ^ Müntzing J, Kirdani RY, Williams PD, Murphy GP (1981). "Effect of LS 1727, a nitrosocarbamate of 19-nortestosterone, on the R-3327 rat prostatic adenocarcinoma". Res. Commun. Chem. Pathol. Pharmacol. 32 (2): 309–16. PMID 7244365.
  4. ^ Hartley-Asp B, Wilkinson R, Venitt S, Harrap KR (1981). "Studies on the mechanism of action of LS 1727, a nitrosocarbamate of 19-nortestosterone". Acta Pharmacol Toxicol (Copenh). 48 (2): 129–38. PMID 6167141.