Chloromorphide

Chloromorphide
Chloromorphide
Systematic (IUPAC) name
3-hydroxy- 6α-chloro- 7,8-didehydro- 4,5α-epoxy- 17-methylmorphinan
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 63783-53-9
ATC code None
PubChem CID 5745724
Synonyms α-Chloromorphide
Chemical data
Formula C17H18ClNO2 
Mol. mass 303.78 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Chloromorphide (α-Chloromorphide) is an opiate analogue that is a derivative of morphine, where the 6-hydroxy group has been replaced by chlorine. Developed in 1933 in Germany, it has approximately ten times the potency of morphine.[1] It has similar effects to morphine such as sedation, analgesia and respiratory depression.

Chloromorphide is one of a series of opioids known as morphides and codides which are important precursors and intermediates in the synthesis of semi-synthetic opioid analgesic drugs, especially those with additions, substitutions, or other modifications at the 7, 8, and/or 14 position on the morphine carbon skeleton; semisynthetics with changes at other positions can also be made from these compounds. The codeine analogue of chloromorphide is alphachlorcodide (α-chlorocodide), an intermediate in one method of desomorphine sythesis which uses codeine as precursor.

References

  1. ^ Yeh HJC, Wilson RS, Klee WA, Jacobson AE. J Pharm Sci 1976; 65: 902.
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