Norethandrolone

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Norethandrolone
Norethandrolone structure.png
Systematic (IUPAC) name
(17β)-17-ethyl-17-hydroxyester-4-en-3-one
Clinical data
AHFS/Drugs.com International Drug Names
Identifiers
CAS Number 52-78-8
ATC code A14AA09 (WHO)
PubChem CID: 5858
ChemSpider 5649 YesY
UNII P7W01638W6 YesY
KEGG D07127 YesY
Synonyms Noretandrolone; CB-8022
Chemical data
Formula C20H30O2
Molecular mass 302.451 g/mol
  • O=C4\C=C3/[C@@H]([C@H]2CC[C@]1([C@@H](CC[C@@]1(O)CC)[C@@H]2CC3)C)CC4
  • InChI=1S/C20H30O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h12,15-18,22H,3-11H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1 YesY
  • Key:ZDHCJEIGTNNEMY-XGXHKTLJSA-N YesY
  (verify)

Norethandrolone (INN, BAN) (brand names Nilevar, Pronabol), also known as 17α-ethyl-19-nortestosterone, is an anabolic steroid.[1] It was synthesized at G. D. Searle & Company in 1953 and was originally studied as a progestin, along with norethisterone and noretynodrel, but was ultimately not marketed as such.[2][3] In 1955, it was re-examined for testosterone-like activity and was found to have similar anabolic activity to testosterone but only one-sixteenth the androgenic potency.[3][4] The drug was introduced in the United States as an anabolic steroid in 1965 under the trade name Nilevar[5] but was withdrawn from the market in the 1980s due to concerns of cholestatic jaundice.[4] Norethandrolone is now only marketed in Australia, France, and Switzerland, and as with all 17α-alkylated oral steroids, long-term use in high doses may result in elevated liver enzymes and consequently cirrhosis.[6] It is used in the treatment of muscle wasting,[4] patients with severe burns, after severe trauma, and for certain forms of aplastic anemia.

See also

References

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  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ 3.0 3.1 Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ 4.0 4.1 4.2 Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.



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