Nandrolone

from Wikipedia, the free encyclopedia
Structural formula
Structure of nandrolone
General
Non-proprietary name Nandrolone
other names

17 β- hydroxyestr-4-en-3-one ( IUPAC )

Molecular formula C 18 H 26 O 2
External identifiers / databases
CAS number 434-22-0
EC number 207-101-0
ECHA InfoCard 100.006.457
PubChem 9904
ChemSpider 9520
DrugBank DB13169
Wikidata Q421709
Drug information
ATC code

A14 AB01 , S01 XA11

Drug class

Anabolic steroid

properties
Molar mass 274,40 g · mol -1
Physical state

firmly

Melting point

120 ° C

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
08 - Dangerous to health

Caution

H and P phrases H: 351-362
P: 201-260-263-308 + 313
Toxicological data

> 566 mg kg −1 ( LD 50 ,  mouse ,  ip , decanoate)

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nandrolone , also known as 19-nortestosterone, is an anabolic steroid . Like testosterone, it influences the development of the male sexual organs and the build-up of protein in the muscles . In the average man, the ratio of testosterone to nandrolone in the body is 50: 1. Since nandrolone has a much higher activity than testosterone and the relationship between virilizing effect and anabolic effect is shifted in favor of the metabolic effect, it is of greater interest as a doping agent . Trenbolone is a derivative of nandrolone.

biosynthesis

Nandrolone is synthesized in the organism from testosterone by oxidation of the methyl group in position 10 and subsequent retro- Claisen rearrangement .

Forms of trade

Nandrolone is different in form esters commercially, for example as phenylpropionic ester ( nandrolone phenylpropionate ) or decanoic acid ester ( nandrolone decanoate ).

Trade names

Monopreparations

The drug is commercially available in Austria and Switzerland under the name Deca-Durabolin.

Related links

Web links

Wiktionary: Nandrolone  - explanations of meanings, word origins, synonyms, translations

Individual evidence

  1. ↑ a b c Data sheet Nandrolone from Sigma-Aldrich , accessed on May 8, 2017 ( PDF ).
  2. ↑ Entry on nandrolone. In: Römpp Online . Georg Thieme Verlag, accessed on September 30, 2014.
  3. ↑ External identifiers or database links for nandrolone phenylpropionate : CAS number: 62-90-8, EC number: 200-551-9, ECHA InfoCard: 100.000.502 , PubChem : 229455 , ChemSpider : 199761 , DrugBank : DB00984 , Wikidata : Q4312826 .
  4. ↑ Entry on Nandrolone phenpropionate in the DrugBank of the University of Alberta , accessed on June 29, 2019.
  5. ↑ External identifiers or database links for nandrolone decanoate : CAS number: 360-70-3, EC number: 206-639-3, ECHA InfoCard: 100.006.037 , PubChem : 9677 , ChemSpider : 9296 , DrugBank : DB08804 , Wikidata : Q16634231 .
  6. ↑ Entry on Nandrolone decanoate in the DrugBank of the University of Alberta , accessed June 29, 2019.
  7. ↑ External identifiers or database links to Norclostebol : CAS number: 13583-21-6, PubChem : 166576 , ChemSpider : 145769 , Wikidata : Q7050483 .
  8. ↑ External identifiers of or database links to Trestolon : CAS number: 3764-87-2, EC number: 658-091-3, ECHA InfoCard: 100.184.887 , PubChem : 9838899 , ChemSpider : 21106398 , DrugBank : DB05830 , Wikidata : Q7838854 .
  9. ↑ External identifiers of or database links to MEDOO : CAS number: 105802-53-7, PubChem : 129115 , ChemSpider : 114384 , Wikidata : Q82879408 .
  10. ↑ NextBio: medoo .
  11. ↑ NCBI: 2-methylestra-4,9-dien-3-one-17-ol .
  12. ↑ Entry on (2β, 17β) -17-Hydroxy-2-methylestra-4,9-dien-3-one in the ChemSpider database of the Royal Society of Chemistry , accessed on January 22, 2014.
  13. ↑ Entry on nandrolone in the ChemIDplus database of the United States National Library of Medicine (NLM) .