14-Hydroxy Codeinone

Names

[ CAS No. ]:
508-54-3

[ Name ]:
14-Hydroxy Codeinone

[Synonym ]:
4-(9b-ethyl-5-methoxy-1,2,3,3a,8,9,9a,9b-octahydro-phenanthro[4,5-bcd]furan-3-yl)-morpholine
Morpholine,4-(9bb-ethyl-1,2,3,3ab,8,9,9ab,9b-octahydro-5-methoxyphenanthro[4,5-bcd]furan-3-yl)-(8CI)
Oxycodone impurity D
Morpholine,4-(9b-ethyl-1,2,3,3a,8,9,9a,9b-octahydro-5-methoxyphenanthro[4,5-bcd]furan-3-yl)-,[3S-(3a,3ab,9ab,9bb)]-(9CI)
14-hydroxy-codeinone
Morpholine,4-(9bb-ethyl-1,2,3,3a,8,9,9ab,9b-octahydro-5-methoxyphenanthro[4,5-bcd]furan-3a-yl)-(7CI)

Chemical & Physical Properties

[ Density]:
1.433g/cm3

[ Boiling Point ]:
512.176ºC at 760 mmHg

[ Melting Point ]:
275°C (rough estimate)

[ Molecular Formula ]:
C18H19NO4

[ Molecular Weight ]:
313.34800

[ Flash Point ]:
263.555ºC

[ Exact Mass ]:
313.13100

[ PSA ]:
59.00000

[ LogP ]:
1.35280

[ Index of Refraction ]:
1.684

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GG8225000
CHEMICAL NAME :
Codeinone, 14-hydroxy-
CAS REGISTRY NUMBER :
508-54-3
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H19-N-O4
MOLECULAR WEIGHT :
313.38
WISWESSER LINE NOTATION :
T B6566 B6/CO 4ABBC R BX FV HO PN DU GHT&&TTJ CQ JO1 P1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
23 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
28ZNAE "Public Health Reports, Supplement." (Washington, DC) Volume(issue)/page/year: 138,27,1938
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
11800 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 16(Suppl),68T,1964

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300 + H310 + H330

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P260-P262-P280-P302 + P352 + P310-P304 + P340 + P310

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • thebaine
  • 6-O-Acetyl Codeine
  • Codeinone
  • 6-benzyloxy-4,5α-epoxy-3-methoxy-17-methylmorfina-6,8(14)-diene
  • (-)-codeine
  • (4R,4aS,7S,7aR,12bS)-9-methoxy-3-methyl-1,2,4,7,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7-diol
  • 8β-acetoxy-4,5α-epoxy-3,6-dimethoxy-17-methyl-morphin-6-en-14-ol

DownStream

  • oxycodone
  • (4R,4aS,7S,7aR,12bS)-9-methoxy-3-methyl-1,2,4,7,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7-diol
  • naltrexone
  • oxycodone hydrochloride
  • 4,5α-epoxy-14-hydroxy-3-methoxy-17-methyl-morphin-7-en-6-one, hydrochloride
  • [(4R,4aS,7aR,12bS)-9-methoxy-3-methyl-7-oxo-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-4a-yl] pentanoate
  • dimethyl 2,3-diphenoxybutanedioate
  • [(4R,4aS,7aR,12bS)-9-methoxy-3-methyl-7-oxo-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-4a-yl] propanoate

Related Compounds

  • 4,5α-epoxy-3,6,6-trimethoxy-17-methyl-morphin-7-en-14β-ol
  • 14-Hydroxy-3-oxobufa-4,20,22-trienolide
  • 14-Hydroxy sprengerinin C
  • 14-Hydroxy-5,9,13-trimethyltetradeca-1,4(E),8(E),12(E)-tetraen-3-one
  • 14-hydroxy-(Z)-7-tetradecenoic acid
  • 14-hydroxy-tetradecan-2-one
  • 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl 1-(3-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 3-(2-Azidoethyl)-2-chloroquinoline
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • 4-[Amino(4-methoxycyclohexyl)methyl]piperidin-4-ol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde