Chemistry:Acecarbromal

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Acecarbromal
Seletal formula of acebromal
Names
Preferred IUPAC name
N-(Acetylcarbamoyl)-2-bromo-2-ethylbutanamide
Other names
1-Acetyl-3-(2-bromo-2-ethylbutyryl)urea
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 201-047-1
KEGG
MeSH acecarbromal
UNII
Properties
C9H15BrN2O3
Molar mass 279.134 g·mol−1
Pharmacology
Oral
Legal status
  • In general: ℞ (Prescription only)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Acecarbromal (INN) (brand names Sedamyl, Abasin, Carbased, Paxarel, Sedacetyl, numerous others), also known as acetylcarbromal and acetyladalin, is a hypnotic and sedative drug of the ureide (acylurea) group discovered by Bayer in 1917[1] that was formerly marketed in the United States and Europe.[2][3] It is also used in combination with extract of quebracho and vitamin E as a treatment for erectile dysfunction under the brand name Afrodor in Europe.[4][5][6] Acecarbromal is structurally related to the barbiturates, which are basically cyclized ureas.[7] Prolonged use is not recommended as it can cause bromine poisoning.[7]

See also

References

  1. "Verfahren zur Darstellung von Derivaten bromacylierter Harnstoffe (Procedures for the preparation of derivatives of bromoacylated urea)" DE patent 327129, issued 5 October 1920, assigned to Bayer AG
  2. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 2–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA2. 
  3. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 4–. ISBN 978-3-88763-075-1. https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA4. 
  4. European Drug Index: European Drug Registrations, Fourth Edition. CRC Press. 19 June 1998. pp. 36–. ISBN 978-3-7692-2114-5. https://books.google.com/books?id=HiSdvzs2pPAC&pg=PA36. 
  5. "Treatment for potency problems with Afrodor 2000". Acta Chirurgica Hungarica 35 (1–2): 87–92. 1995. PMID 8659243. 
  6. "[Secondary erectile dysfunction. Is oral medication in the diagnostic phase indicated?]". Der Urologe. Ausg. A 38 (1): 56–9. January 1999. doi:10.1007/s001200050246. PMID 10081103. 
  7. 7.0 7.1 Williams, David A.; Foye, William O.; Lemke, Thomas L. (January 2002). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 380–. ISBN 978-0-683-30737-5. https://books.google.com/books?id=KGLF4ZudTyAC&pg=PA380.