Chemistry:Medrysone

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Short description: Chemical compound
Medrysone
Medrysone.svg
Clinical data
Trade namesHMS, Medrocort, others
Other namesNSC-63278; Hydroxymethylprogesterone; Methylhydroxyprogesterone; Hydroxymesterone; 6α-Methyl-11β-hydroxyprogesterone; 6α-Methyl-11β-hydroxypregn-4-ene-3,20-dione
AHFS/Drugs.comMicromedex Detailed Consumer Information
MedlinePlusa606003
Pregnancy
category
  • US: C (Risk not ruled out)
Routes of
administration
Eye drops
ATC code
Legal status
Legal status
  • US: Discontinued
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC22H32O3
Molar mass344.495 g·mol−1
3D model (JSmol)
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Medrysone (INN, USAN) (brand names HMS, Medrocort, others; former developmental code name NSC-63278), also known as hydroxymethylprogesterone, methylhydroxyprogesterone, or hydroxymesterone, as well as 6α-methyl-11β-hydroxyprogesterone or 6α-methyl-11β-hydroxypregn-4-ene-3,20-dione, is a synthetic glucocorticoid that is or has been used in the treatment of inflammatory eye diseases.[1][2][3] It has been discontinued in the United States .[4] Although it is very similar in structure to progesterone,[5] neither progestogenic nor androgenic activity has been demonstrated for or attributed to medrysone.[6][7][8]

Environmental presence

In 2021, medrysone was one of the 12 compounds identified in sludge samples taken from 12 wastewater treatment plants in California that were associated with estrogenic activity in in vitro. [9]

See also

References

  1. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 760–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA760. 
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 640–. ISBN 978-3-88763-075-1. https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA640. 
  3. Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. 31 October 1999. pp. 173–. ISBN 978-0-7514-0499-9. https://books.google.com/books?id=mqaOMOtk61IC&pg=PA173. 
  4. "HMS - FDA prescribing information, side effects and uses". https://www.drugs.com/pro/hms.html. 
  5. "The treatment of ocular inflammation with medrysone". Archives of Ophthalmology 81 (2): 184–191. February 1969. doi:10.1001/archopht.1969.00990010186008. PMID 5764682. 
  6. "Hydroxymethylprogesterone. An anti-inflammatory steroid without apparent effect on intraocular pressure". Archives of Ophthalmology 75 (6): 783–787. June 1966. doi:10.1001/archopht.1966.00970050785014. PMID 5327794. 
  7. "Topical anti-inflammatory steroids and intraocular pressure: the place of medrysone". Drugs 2 (1): 1–4. 1971. doi:10.2165/00003495-197102010-00001. PMID 5172545. 
  8. "Medrysone hypersensitivity. Report of a case". Archives of Ophthalmology 85 (4): 478–479. April 1971. doi:10.1001/archopht.1971.00990050480015. PMID 5554878. 
  9. "Using Estrogenic Activity and Nontargeted Chemical Analysis to Identify Contaminants in Sewage Sludge". Environmental Science & Technology 55 (10): 6729–6739. May 2021. doi:10.1021/acs.est.0c07846. PMID 33909413. Bibcode2021EnST...55.6729B.