Morphinone

Morphinone: Morphinone

IUPAC name

(5α)-3-hydroxy- 17-methyl- 7,8-didehydro- 4,5-epoxy- morphinan- 6-one

Identifiers

CAS number 467-02-7

PubChem 5459823

ChemSpider 4573586^Y

UNII 28MBK63MAW^Y

ChEBI CHEBI:16315^Y

Jmol-3D images Image 1

SMILES

O=C1\C=C/[C@H]5[C@@H]4N(CC[C@@]52c3c(O[C@@H]12)c(O)ccc3C4)C

InChI

InChI=1S/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1^Y
Key: PFBSOANQDDTNGJ-YNHQPCIGSA-N^Y
InChI=1/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1
Key: PFBSOANQDDTNGJ-YNHQPCIGBO

Properties

Molecular formula C₁₇H₁₇NO₃

Molar mass 283.32 g mol⁻¹

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Morphinone is itself not a very potent opioid but it is the intermediate when morphine is being converted to hydromorphone (trade name Dilaudid) which is 4-6 times as potent as morphine.^{[citation needed]}

Chemical structure

Morphinone can be also described as the ketone of morphine: morphin-6-on.

Legal status

Morphinone itself is an active opiate although its potency is closer to codeine than morphine. It is, however, an important precursor and would fall under the purview of the Controlled Substances Act within the United States. Its legal status in other countries varies.

References

v · d · eAnalgesics (N02A, N02B)

Opioids
See also: Opioids template

Opium & alkaloids thereof

Codeine^# • Morphine^# • Opium • Laudanum • Paregoric

Semi-synthetic opium
derivatives

Acetyldihydrocodeine • Benzylmorphine • Buprenorphine • Desomorphine • Dihydrocodeine • Dihydromorphine • Ethylmorphine • Diamorphine • Hydrocodone • Hydromorphinol • Hydromorphone • Nicocodeine • Nicodicodeine • Nicomorphine • Oxycodone • Oxymorphone

Synthetic opioids

Alphaprodine • Anileridine • Butorphanol • Dextromoramide • Dextropropoxyphene • Dezocine • Fentanyl • Ketobemidone • Levorphanol • Methadone • Meptazinol • Nalbuphine • Pentazocine • Propoxyphene • Propiram • Pethidine • Phenazocine • Piminodine • Piritramide • Tapentadol • Tilidine • Tramadol

Pyrazolones
Ampyrone/Aminophenazone • Metamizole • Phenazone • Propyphenazone

Cannabinoids
Ajulemic acid • AM404 • Cannabidiol • Cannabis • Nabilone • Nabiximols • Tetrahydrocannabinol

Anilides
Paracetamol (acetaminophen)^# • Phenacetin • Propacetamol

Non-steroidal
anti-inflammatories
See also: NSAIDs template

Propionic acid class

Fenoprofen • Flurbiprofen • Ibuprofen^# • Ketoprofen • Naproxen • Oxaprozin

Oxicam class

Meloxicam • Piroxicam

Acetic acid class

Diclofenac • Indometacin • Ketorolac • Nabumetone • Sulindac • Tolmetin

COX-2 inhibitors

Celecoxib • Rofecoxib • Valdecoxib • Parecoxib • Lumiracoxib

Anthranilic acid
(fenamate) class

Meclofenamate • Mefenamic acid

Salicylates

Aspirin (Acetylsalicylic acid)^# • Benorylate • Diflunisal • Ethenzamide • Magnesium salicylate • Salicin • Salicylamide • Salsalate • Trisalate • Wintergreen (Methyl salicylate)

Atypical, adjuvant and potentiators,
Metabolic agents and miscellaneous
Amitryptiline • Befiradol • Bicifadine • Carisoprodol • Camphor • Cimetidine • Clonidine • Chlorzoxazone • Cyclobenzaprine • Duloxetine • Esreboxetine • Flupirtine • Gabapentin • Glafenine • Hydroxyzine • Ketamine • Menthol • Mephenoxalone • Methocarbamol • Nefopam • Orphenadrine • Pregabalin • Proglumide • Scopolamine • Tebanicline • Trazodone • Gabapentin enacarbil • Ziconotide

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: CNS

anat(n/s/m/p/4/e/b/d/c/a/f/l/g)/phys/devp

noco(m/d/e/h/v/s)/cong/tumr, sysi/epon, injr

proc, drug(N1A/2AB/C/3/4/7A/B/C/D)

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Academic Dictionaries and Encyclopedias

Morphinone

Chemical structure

Legal status

References

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Morphinone

IUPAC name (5α)-3-hydroxy- 17-methyl- 7,8-didehydro- 4,5-epoxy- morphinan- 6-one
Identifiers
CAS number	467-02-7
PubChem	5459823
ChemSpider	4573586^Y
UNII	28MBK63MAW^Y
ChEBI	CHEBI:16315^Y
Jmol-3D images	Image 1
SMILES O=C1\C=C/[C@H]5[C@@H]4N(CC[C@@]52c3c(O[C@@H]12)c(O)ccc3C4)C
InChI InChI=1S/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1^Y Key: PFBSOANQDDTNGJ-YNHQPCIGSA-N^Y InChI=1/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1 Key: PFBSOANQDDTNGJ-YNHQPCIGBO
Properties
Molecular formula	C₁₇H₁₇NO₃
Molar mass	283.32 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Academic Dictionaries and Encyclopedias

Wikipedia

Morphinone

Chemical structure

Legal status

References

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