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Isomethadol

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Isomethadol
Names
IUPAC name
6-(Dimethylamino)-5-methyl-4,4-diphenyl-3-hexanol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C21H29NO/c1-5-20(23)21(17(2)16-22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17,20,23H,5,16H2,1-4H3
    Key: UKKMLFPHCPRNJI-UHFFFAOYSA-N
  • InChI=1/C21H29NO/c1-5-20(23)21(17(2)16-22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17,20,23H,5,16H2,1-4H3
    Key: UKKMLFPHCPRNJI-UHFFFAOYAF
  • OC(C(c1ccccc1)(c2ccccc2)C(C)CN(C)C)CC
Properties
C21H29NO
Molar mass 311.461
Melting point 125 to 126 °C (257 to 259 °F; 398 to 399 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Isomethadol is an opioid analgesic with a number of stereoisomers (viz. alpha and beta forms of dextro, laevo, and racemic isomers for a total of six) produced by the reduction of d,l-isomethadone with lithium aluminium hydride.[2] It was first produced in the United States in 1948. The salt used in research is the hydrochloride.

References

[edit]
  1. ^ May, Everette L.; Eddy, Nathan B. (1952). "The Isomethadols and their Acetyl Derivatives". The Journal of Organic Chemistry. 17 (9): 1210–1215. doi:10.1021/jo50009a005. ISSN 0022-3263.
  2. ^ Merck Index, 11th edition, 5068