LS-1727
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]
| 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. | |||||||
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| Clinical data | |
|---|---|
| Other names | LEO-1727; 19-Nortestosterone 17β-N-(2-chloroethyl)-N-nitrosocarbamate; Nandrolone chloroethylnitrosocarbamate |
| Routes of administration | Intramuscular injection |
| Drug class | Cytostatic antineoplastic agent; Androgen; Anabolic steroid; Androgen ester; Progestogen |
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IUPAC name
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| Chemical and physical data | |
| Formula | C21H29ClN2O4 |
| Molar mass | 408.919 g/mol g·mol−1 |
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See also
References
- 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.
- 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.
- 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.
- 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.
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