CAS 795-38-0

(5α,6β)-4,5-Epoxy-3-methoxy-17-methylmorphinan-6-ol

Description:

The chemical substance known as (5α,6β)-4,5-Epoxy-3-methoxy-17-methylmorphinan-6-ol, with the CAS number 795-38-0, is a morphinan derivative that exhibits notable pharmacological properties. This compound features a complex polycyclic structure typical of morphinans, characterized by an epoxy group at the 4,5 positions and a methoxy group at the 3 position. Its stereochemistry, indicated by the 5α and 6β designations, plays a crucial role in its biological activity and interaction with opioid receptors. The presence of the hydroxyl group at the 6 position contributes to its potential as an analgesic agent. This substance is of interest in medicinal chemistry for its potential therapeutic applications, particularly in pain management and as a possible alternative to traditional opioids, given the ongoing search for safer analgesics with reduced addiction potential. However, detailed studies on its pharmacokinetics, efficacy, and safety profile are essential for understanding its full potential in clinical settings.

Formula: C₁₈H₂₃NO₃

InChI: InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13+,17-,18-/m0/s1

InChI key: InChIKey=RBOXVHNMENFORY-KEMUOJQUSA-N

SMILES: O[C@H]1[C@]2([C@]34C=5C(O2)=C(OC)C=CC5C[C@]([C@@]3(CC1)[H])(N(C)CC4)[H])[H]

Synonyms:

• (-)-Dihydroisocodeine
• (5a,6b)-4,5-Epoxy-3-methoxy-17-methylmorphinan-6-ol
• 4,5a-Epoxy-3-methoxy-17-methylmorphinan-6b-ol
• 6-Isocodeine, 7,8-dihydro-
• 6β-Hydrocodol
• 795-38-0
• Isocodeine, 7,8-dihydro-
• Morphinan-6-ol, 4,5-epoxy-3-methoxy-17-methyl-, (5α,6β)-
• Morphinan-6β-ol, 4,5α-epoxy-3-methoxy-17-methyl-
• β-Hydrocodol

Beta-Hydrocodol

Controlled Product

CAS: 795-38-0

Impurity Codeine
Applications β-Hydrocodol is a metabolite of Dihydrocodeine Phosphate (D448850), an analgesics. β-Hydrocodol can be used as a reference standard.
References Cone, E. J., et al.: J Chromatogr. 275, 307 (1983); Finnerup, N., et al.: Pain, 118, 289 (2005)

Formula: C₁₈H₂₃NO₃

Color and Shape: Neat

Molecular weight: 301.4

Ref: TR-H714810

6β-Hydrocodol

Controlled Product

CAS: 795-38-0

6β-Hydrocodol is a nonsteroidal anti-inflammatory drug that belongs to the class of drugs called prostaglandin analogues. It is structurally related to dihydrocodeine and is used for the treatment of mild to moderate pain, including pain from arthritis, gout, and dental pain. 6β-Hydrocodol has been shown to have a low bioavailability in humans and may be due to its chemical instability or binding with serum proteins. This drug has been shown to bind to κ-opioid receptors, which are located on peripheral sensory nerve cells and inhibit the release of neurotransmitters such as substance P. 6β-Hydrocodol has also been shown in vivo in mice studies to stimulate lymphocyte transformation and can be used for diagnosis of infectious diseases.

Formula: C₁₈H₂₃NO₃

Purity: Min. 95%

Molecular weight: 301.4 g/mol

Ref: 3D-AAA79538