Chemistry:List of androgen esters

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Testosterone, the base androgen of most androgen esters.

This is a list of androgen esters, including esters (as well as ethers) of natural androgens like testosterone and dihydrotestosterone (DHT) and synthetic anabolic–androgenic steroids (AAS) like nandrolone (19-nortestosterone).


Esters of natural AAS

Testosterone esters

Marketed

Many esters of testosterone have been marketed, including the following major esters:[1][2]

And the following less commonly used esters:[1][2]

Never marketed

The following major testosterone ester has not been marketed:[1][2]

  • Testosterone buciclate (20 Aet-1, CDB-1781) – a very long-acting testosterone ester that was under development but ultimately did not reach the market[4][5]

And the following less commonly known testosterone esters have also not been marketed:[1][2]

Dihydrotestosterone esters

Marketed

Several esters of dihydrotestosterone (DHT; androstanolone, stanolone) have also been marketed, including the following:[8][9]

Never marketed

The following esters of DHT have not been marketed:[8][9]

Testifenon (chlorphenacyl DHT ester) is a nitrogen mustard ester of DHT that was developed as a cytostatic antineoplastic agent but was never marketed.[10]

Esters of other natural AAS

Marketed

The following esters of other natural AAS have been marketed:

Never marketed

And the following have not been marketed:

Sturamustine is a nitrosourea ester of dehydroepiandrosterone (DHEA) that was developed as a cytostatic antineoplastic agent but was never marketed.[12][13]

Ethers of natural AAS

Marketed

Although not esters, the following ethers of natural AAS have been marketed as well:

Never marketed

And the following have not been marketed:

Esters of synthetic AAS

Methandriol esters

Marketed

Never marketed

Nandrolone esters

Marketed

Many esters of the synthetic AAS nandrolone (19-nortestosterone) have been marketed, including the following major esters:[14][15][16]

And the following less commonly used esters:[14][15][16]

Never marketed

The following nandrolone esters exist but were never marketed:

LS-1727 is a nitrosocarbamate ester of nandrolone that was developed as a cytostatic antineoplastic agent but was never marketed.[19]

Trenbolone esters

Marketed

A few esters of the synthetic AAS trenbolone have been marketed, including the following esters:

Never marketed

The following trenbolone esters exist but were never marketed:

Esters of other synthetic AAS

Marketed

Many esters of other synthetic AAS have been marketed as well, including the following:

Never marketed

Whereas the following have not been marketed:

Ethers of synthetic AAS

Marketed

Although not esters, the following ethers of synthetic AAS have been marketed as well:

Never marketed

And the following have not been marketed:

  • Mesabolone – 17β-(1-methyloxycyclohexyl) ether of 1-testosterone (dihydroboldenone)
  • Methoxydienone (methoxygonadiene) – 3-methyl ether of 17-dehydro-18-methyl-19-nor-δ2,5(10)-testosterone
  • Prostanozol – 17β-tetrahydropyran ether of the 17α-demethylated analogue of stanozolol

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. ISBN 978-3-88763-075-1. https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA404. Retrieved 29 May 2012. 
  2. ↑ 2.0 2.1 2.2 2.3 2.4 2.5 2.6 J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 642–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA642. 
  3. ↑ William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 437–. ISBN 978-0-9828280-1-4. https://books.google.com/books?id=afKLA-6wW0oC&pg=PT437. 
  4. ↑ E. Nieschlag; H. M. Behre (1 April 2004). Testosterone: Action, Deficiency, Substitution. Cambridge University Press. pp. 692–. ISBN 978-1-139-45221-2. https://books.google.com/books?id=ZiZ7MWDqo5oC&pg=PA692. 
  5. ↑ Shalender Bhasin (13 February 1996). Pharmacology, Biology, and Clinical Applications of Androgens: Current Status and Future Prospects. John Wiley & Sons. pp. 471–. ISBN 978-0-471-13320-9. https://books.google.com/books?id=hurRyWje4DMC&pg=PA471. 
  6. ↑ "R&D Research". http://www.evestra.com/index-Dateien/Page1242.htm. 
  7. ↑ "A prodrug design for improved oral absorption and reduced hepatic interaction". Bioorg. Med. Chem. 25 (20): 5569–5575. October 2017. doi:10.1016/j.bmc.2017.08.027. PMID 28886996. 
  8. ↑ 8.0 8.1 J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 640–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA640. 
  9. ↑ 9.0 9.1 I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 261–. ISBN 978-94-011-4439-1. https://books.google.com/books?id=tsjrCAAAQBAJ&pg=PA261. 
  10. ↑ "[The antineoplastic activity of testiphenon]" (in ru). Vopr Onkol 34 (11): 1363–8. 1988. PMID 3201773. 
  11. ↑ George W.A Milne (8 May 2018). Drugs: Synonyms and Properties: Synonyms and Properties. Taylor & Francis. pp. 67–. ISBN 978-1-351-78989-9. https://books.google.com/books?id=xUlaDwAAQBAJ&pg=PT67. 
  12. ↑ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 1122. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=RA1-PA1122. 
  13. ↑ "New steroidal nitrosoureas". Steroids 39 (2): 129–47. 1982. doi:10.1016/0039-128x(82)90081-2. PMID 7071885. 
  14. ↑ 14.0 14.1 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. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA660. 
  15. ↑ 15.0 15.1 Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 716–717. ISBN 978-3-88763-075-1. https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA716. 
  16. ↑ 16.0 16.1 I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. ISBN 978-94-011-4439-1. https://books.google.com/books?id=tsjrCAAAQBAJ&pg=PA189. 
  17. ↑ Lerner, Leonard J.; Holthaus, Fred J.; Thompson, Charles R. (1959). "A myotrophic agent and gonadotrophin inhibitor, 19-nortestosterone-17-benzoate". Endocrinology 64 (6): 1010–1016. doi:10.1210/endo-64-6-1010. ISSN 0013-7227. PMID 13652918. 
  18. ↑ Boschann, H. -W. (1955). "Cytologische Untersuchungen über die Wirkung von Androgenen am atrophischen Vaginalepithel in Abhängigkeit von Dosierung und Applikationsart". Archiv für Gynäkologie 187 (1): 39–64. doi:10.1007/BF00985845. ISSN 0003-9128. PMID 13303168. 
  19. ↑ "Studies on the mechanism of action of LS 1727, a nitrosocarbamate of 19-nortestosterone". Acta Pharmacol Toxicol (Copenh) 48 (2): 129–38. 1981. doi:10.1111/j.1600-0773.1981.tb01598.x. PMID 6167141. 

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| group1 = Androgens
(incl. AAS)

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AR agonists
Progonadotropins
5α-Reductase
Others
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  | group4 = Others
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See also
Androgen receptor modulators
Estrogens and antiestrogens
Progestogens and antiprogestogens
List of androgens/anabolic steroids

}}



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