17-Allyl-4,5a-epoxy-14-hydroxy-3-methoxy-morphin-7-en-6-one

CAS: 26451-93-4

Ref. TR-A549990

Product Information

• Name: 17-Allyl-4,5a-epoxy-14-hydroxy-3-methoxy-morphin-7-en-6-one
• Synonyms: 17-Allyl-7,8-didehydro-4,5alpha-epoxy-14-hydroxy-3-methoxy-morphinan-6-one

Description

Applications 7-Allyl-7,8-didehydro-4,5α-epoxy-14-hydroxy-3-methoxymorphinan-6-one is an intermediate in the synthesis of N-Allyldihydro-8,10,14-trihydroxynormorphinone (A549610), an impurity of Naloxone (HCl salt, N285000) which is a specific opioid antagonist and narcotic antagonist.
References Jasinski, D.R., et al.: J. Pharmacol. Exp. Ther., 157, 420 (1967); McNicholas, L.F., et al.: Drugs, 27, 81 (1984); Hasson, M.M.A., et al.: Anal. Profiles Drug Subs., 14, 453 (1985); Stowe, C., et al.: Ann. Pharmacother., 27, 447 (1993)

• Brand: TRC

Chemical properties

• Molecular weight: 339.39
• Formula: C₂₀H₂₁NO₄
• Color/Form: Neat
• InChI: InChI=1S/C20H21NO4/c1-3-9-21-10-8-19-16-12-4-5-14(24-2)17(16)25-18(19)13(22)6-7-20(19,23)15(21)11-12/h3-7,15,18,23H,1,8-11H2,2H3/t15-,18+,19+,20-/m1/s1
• InChI key: InChIKey=YQVRERUTXIAKPX-XFWGSAIBSA-N
• SMILES: C=CCN1CC[C@]23c4c5ccc(OC)c4O[C@H]2C(=O)C=C[C@@]3(O)[C@H]1C5