ChemicalBook--->CAS DataBase List--->33522-95-1

33522-95-1

33522-95-1 Structure

33522-95-1 Structure
IdentificationBack Directory
[Name]

7,8-Dihydro-14-hydroxy- normorphinone
[CAS]

33522-95-1
[Synonyms]

EN 3169
(-)-Noroxymorphone
NoroxyMorphone HCl
Naloxone HCl Impurity
Naloxone EP Impurity A
Naltrexone EP Impurity B
Naltrexone EP Impuirty B
Naltrexone Impurity 6 Monomer
4-Hydroxydihydronormorphinone
Nor Oxymorphone (1.0mg/ml in DMSO)
Naltrexone hydrochloride iMpurity B
7,8-Dihydro-14-hydroxynormorphinone
LTREXONE HYDROCHLORIDE - IMPURITY B
Naloxone?Hydrochloride EP Impurity A
7,8-Dihydro-14-hydroxy- normorphinone
4,5α-Epoxy-3,14-dihydroxymorphinan-6-one
Noroxymorphone hydrochloride solution
Naloxone Impurity 7(Naloxone EP Impurity A)
(5α)-4,5-epoxy-3,14-dihydroxymorphinan-6-one
(5α)-4,5-epoxy-3,14-dihydroxymorphinan-6-one
(5a)-4,5-Epoxy-3,14-dihydroxy-morphinan-6-one
(5alpha)-4,5-epoxy-3,14-dihydroxymorphinan-6-one
Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, (5a)-
Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-, (5α)-
Methanol(test NoroxymorphoneHCl,100μg/mLasfreebase)
Naloxone Hydrochloride Impurit Ⅰ:(5alpha)-4,5-epoxy-3,14-dihydroxymorphinan-6-one
(4R,4aS,7aR,12bS)-4a,9-dihydroxy-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
[EINECS(EC#)]

251-561-5
[Molecular Formula]

C16H17NO4
[MDL Number]

MFCD08272693
[MOL File]

33522-95-1.mol
[Molecular Weight]

287.32
Chemical PropertiesBack Directory
[Melting point ]

>265°C (dec.)
[Boiling point ]

552.1±50.0 °C(Predicted)
[density ]

1.54±0.1 g/cm3(Predicted)
[Fp ]

22℃
[storage temp. ]

Controlled Substance, -20°C Freezer
[solubility ]

DMF: 20 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 10 mg/ml
[form ]

A crystalline solid
[pka]

9.20±0.40(Predicted)
[Stability:]

Hygroscopic
[InChI]

InChI=1/C16H17NO4/c18-9-2-1-8-7-11-16(20)4-3-10(19)14-15(16,5-6-17-11)12(8)13(9)21-14/h1-2,11,14,17-18,20H,3-7H2/t11-,14+,15+,16-/s3
[InChIKey]

HLMSIZPQBSYUNL-RSBMUYHFNA-N
[SMILES]

O[C@]12CCC(=O)[C@]3([H])OC4=C(C=CC5C[C@@]1([H])NCC[C@@]23C4=5)O |&1:1,6,15,20,r|
Safety DataBack Directory
[Hazard Codes ]

T,F
[Risk Statements ]

10-23/24/25-39/23/24/25-11
[Safety Statements ]

36/37-45-16-7
[RIDADR ]

UN1230 - class 3 - PG 2 - Methanol, solution
[WGK Germany ]

1
[DEA Controlled Substances]

CSCN: 9668
CSA SCH: Schedule II
NARC: Yes
Hazard InformationBack Directory
[Description]

Noroxymorphone (Item No. 15903) is an analytical reference standard that is structurally categorized as an opioid. It is an active metabolite of oxycodone (Item No. ISO60148), noroxycodone (Item Nos. 15902 | 20407), and oxymorphone (Item No. ISO60171) that can be detected in plasma and urine. Noroxymorphone is also an immediate precursor in the synthesis of several opioids, including naltrexone (Item Nos. 15520 | ISO60192) and naloxone (Item Nos. 15594 | ISO60191). Noroxymorphone is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
[Chemical Properties]

Off-White to Light Brown Solid
[Uses]

A metabolite of Naloxone and Naltrexone
[Definition]

ChEBI: Noroxymorphone is a member of phenanthrenes.
[References]

[1] CHAD M THOMPSON. Activation of G-proteins by morphine and codeine congeners: insights to the relevance of O- and N-demethylated metabolites at mu- and delta-opioid receptors.[J]. Journal of Pharmacology and Experimental Therapeutics, 2004, 308 2: 547-554. DOI: 10.1124/jpet.103.058602
[2] MERJA KOKKI. Maturation of oxycodone pharmacokinetics in neonates and infants: Oxycodone and its metabolites in plasma and urine[J]. British journal of clinical pharmacology, 2016, 83 4: 791-800. DOI: 10.1111/bcp.13164
[3] TIMO KORJAMO. Metabolism of oxycodone in human hepatocytes from different age groups and prediction of hepatic plasma clearance.[J]. ACS Applied Energy Materials, 2012: 87. DOI: 10.3389/fphar.2011.00087
[4] BOJAN LALOVIC. Quantitative contribution of CYP2D6 and CYP3A to oxycodone metabolism in human liver and intestinal microsomes.[J]. ACS Applied Energy Materials, 2004: 447-454. DOI: 10.1124/dmd.32.4.447
[5] DR. BERNHARD GUTMANN. Batch- and Continuous-Flow Aerobic Oxidation of 14-Hydroxy Opioids to 1,3-Oxazolidines—A Concise Synthesis of Noroxymorphone[J]. Chemistry - A European Journal, 2016, 22 30: 10393-10398. DOI: 10.1002/chem.201601902
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