Dihydroisocodeine

Title: Dihydroisocodeine
CAS Registry Number: 795-38-0
CAS Name: (5a,6b)-4,5-Epoxy-3-methoxy-17-methylmorphinan-6-ol
Additional Names: DHIC
Molecular Formula: C18H23NO3
Molecular Weight: 301.38
Percent Composition: C 71.73%, H 7.69%, N 4.65%, O 15.93%
Literature References: Differs from dihydrocodeine only by the spatial arrangement of the -CHOH- group. Prepn by catalytic reduction of isocodeine: Speyer, Krauss, Ann. 432, 233 (1923); Lutz, Small, J. Am. Chem. Soc. 54, 4724 (1932); Rapoport, Payne, J. Org. Chem. 15, 1097 (1950); by epimerization of dihydrocodeine: Baizer, US 2774762 (1956 to N.Y. Quinine and Chem. Works).
Properties: Prisms from ethanol, mp 199-200°.
Melting point: mp 199-200°
Derivative Type: Acid tartrate
Molecular Formula: C18H23NO3.C4H6O6
Molecular Weight: 451.47
Percent Composition: C 58.53%, H 6.47%, N 3.10%, O 31.89%
Properties: Crystals, mp 192°, [a]D29 -65.3°.
Melting point: mp 192°
Optical Rotation: [a]D29 -65.3°
Derivative Type: Acid tartrate trihydrate
Molecular Formula: C18H23NO3.C4H6O6.3H2O
Molecular Weight: 505.51
Percent Composition: C 52.27%, H 6.98%, N 2.77%, O 37.98%
Properties: Crystals from water, mp about 180°. [a]D26 -62.4° (c = 1.94). Soly at 24° = 4.5 g/100 ml H2O.
Melting point: mp about 180°
Optical Rotation: [a]D26 -62.4° (c = 1.94)
Derivative Type: Methiodide
Molecular Formula: C18H23NO3.CH3I
Molecular Weight: 443.32
Percent Composition: C 51.48%, H 5.91%, N 3.16%, O 10.83%, I 28.63%
Properties: Crystals from ethanol, dec 269-272°.
Dihydromorphine Dihydroresorcinol Dihydrostreptomycin Dihydrotachysterol Dihydrothebaine

Dihydroisocodeine
Dihydroisocodeine.svg
Identifiers
CAS number 795-38-0
PubChem 5492898
ChemSpider 4591214
Jmol-3D images Image 1
Properties
Molecular formula C18H23NO3
Molar mass 301.38 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Dihydroisocodeine is an opioid.[1]