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6-Keto Nalbuphine

6-Keto Nalbuphine is a morphinan-derived opioid impurity arising from oxidative modification of the parent compound Nalbuphine. It features a ketone functional group at the C6 position, replacing the native hydroxyl moiety, and retains the core piperidine ring, phenolic hydroxyl, and tertiary amine characteristic of the nalbuphine scaffold. This structural alteration disrupts the stereochemical configuration critical for opioid receptor binding, rendering it pharmacologically inert. The compound serves as an HPLC reference standard for quantifying oxidative degradation pathways in nalbuphine formulations.

On Request
Molecular Formula C21H25NO4
Molecular Weight 355.4000
CAS Number 16676-33-8 โœ“ Verified
PubChem CID 44465003 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Nalbuphine
Lead Time On Request
IUPAC Name (4R,4aS,7aR,12bS)-3-(cyclobutylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

๐Ÿ“ Synonyms

6-Ketonalbuphine RefChem:543499 935-618-8 6-Keto Nalbuphine 16676-33-8 Nalbuphone (4R,4aS,7aR,12bS)-3-(cyclobutylmethyl)-4a,9-dihydroxy-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one Nalbuphine Impurity 7 Naltrexone Impurity N4 CHEMBL3248740

๐Ÿ”ฌ Chemical Identifiers

C1CC(C1)CN2CC[C@]34[C@@H]5C(=O)CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O
InChI=1S/C21H25NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,16,19,23,25H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1
VANAVLBJMFLURS-MBPVOVBZSA-N

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