Chemistry:Codeine methylbromide

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Short description: Chemical compound
Codeine methylbromide
Codeine methylbromide.png
Clinical data
Other namesCodeine bromomethylate, 125-27-9, DEA No. 9070
AHFS/Drugs.comMonograph
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC19H24BrNO3
Molar mass394.309 g·mol−1
3D model (JSmol)
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Codeine methylbromide (Eucodin) is the bromomethane (methylbromide) salt of codeine. Its possession is prohibited in many jurisdictions. It is considered a Schedule I controlled substance in the United States, with a DEA ACSCN of 9070 and nil annual aggregate manufacturing quota.[1] as of 2014. As it is used in a different way than basic salts of codeine like the phosphate or hydrochloride owing to its below-mentioned dual action, it is considered to be a different drug related to codeine rather than merely a salt of it in many contexts.[2]

Also known by the genericised trade name eucodeine, and the salt name also sometimes given as methobromide, this drug was first synthesised in Austria-Hungary in 1903. As it is a bromide in addition to a codeine salt, it has a dual mechanism of action and is indicated for pain with insomnia or nervousness and violent coughing.[2] This codeine-based bromide also has morphine, dihydrocodeine, dihydromorphine, hydromorphone, isocodeine, hydrocodone, and other such analogues; also, there are codeine-based barbiturates and salicylates.[3]

References

  1. "Conversion Factors for Controlled Substances". Diversion Control Division, Drug Enforcement Administration. U.S. Department of Justice. http://deadiversion.usdoj.gov/quotas/conv_factor/index.html. 
  2. 2.0 2.1 Forensic Toxicology: Controlled Substances and Dangerous Drugs. Boston, MA: Springer US. 1979. pp. 176–177. ISBN 978-1-4684-3444-6. https://books.google.com/books?id=szDnBwAAQBAJ&dq=Codeine+methylbromide&pg=PP3. 
  3. The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (13th ed.). Whitehouse Station, N.J.: Merck. 2001. ISBN 978-0-911910-13-1.