Movatterモバイル変換

[0]ホーム
URL:

Jump to content
WikipediaThe Free Encyclopedia
Search

LS-1727

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
LS-1727
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
  • [(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]N-(2-chloroethyl)-N-nitrosocarbamate
CAS Number
PubChemCID
ChemSpider
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC21H29ClN2O4
Molar mass408.92 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)N(CCCl)N=O)CCC4=CC(=O)CC[C@H]34
  • InChI=1S/C21H29ClN2O4/c1-21-9-8-16-15-5-3-14(25)12-13(15)2-4-17(16)18(21)6-7-19(21)28-20(26)24(23-27)11-10-22/h12,15-19H,2-11H2,1H3/t15-,16+,17+,18-,19-,21-/m0/s1
  • Key:KTQUNVRSLAGBSY-RRFJAZBJSA-N

LS-1727 (also known asnandrolone 17β-N-(2-chloroethyl)-N-nitrosocarbamate) is asynthetic,injectedanabolic–androgenic steroid (AAS) and anitrosocarbamateester ofnandrolone (19-nortestosterone) which was developed as acytostaticantineoplastic agent but was never marketed.[1][2][3][4]

Relative affinities (%) of nandrolone and related steroids
CompoundPRTooltip Progesterone receptorARTooltip Androgen receptorERTooltip Estrogen receptorGRTooltip Glucocorticoid receptorMRTooltip Mineralocorticoid receptorSHBGTooltip Sex hormone-binding globulinCBGTooltip Corticosteroid-binding globulin
Nandrolone20154–155<0.10.51.61–160.1
Testosterone1.0–1.2100<0.10.170.919–823–8
Estradiol2.67.91000.60.138.7–12<0.1
Notes: Values are percentages (%). Referenceligands (100%) wereprogesterone for thePRTooltip progesterone receptor,testosterone for theARTooltip androgen receptor,estradiol for theERTooltip estrogen receptor,dexamethasone for theGRTooltip glucocorticoid receptor,aldosterone for theMRTooltip mineralocorticoid receptor,dihydrotestosterone forSHBGTooltip sex hormone-binding globulin, andcortisol forCBGTooltip corticosteroid-binding globulin.Sources: See template.

See also

[edit]

References

[edit]
  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.doi:10.1111/j.1600-0773.1981.tb01598.x.PMID 6167141.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
Stub icon

Thisdrug article relating to thegenito-urinary system is astub. You can help Wikipedia byexpanding it.

Stub icon

Thisantineoplastic orimmunomodulatorydrug article is astub. You can help Wikipedia byexpanding it.

This article about anAndrogen is astub. You can help Wikipedia byexpanding it.

This article about anestrane is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=LS-1727&oldid=1308592737"
Categories:
Hidden categories:
[8]ページ先頭
©2009-2025 Movatter.jp