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Substance Name: Morphine [BAN]
RN: 57-27-2
UNII: 76I7G6D29C
InChIKey: BQJCRHHNABKAKU-KBQPJGBKSA-N

Note

  • The principal alkaloid in opium and the prototype opiate analgesic and narcotic. Morphine has widespread effects in the central nervous system and on smooth muscle.

Molecular Formula

  • C17-H19-N-O3

Molecular Weight

  • 285.3411
 

Classification Codes

Classification Codes

  • Analgesics
  • Analgesics, Opioid
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Narcotics
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents

Superlist Classification Code

  • DEA Schedule II

Names and Synonyms

Name of Substance

  • Morphine
  • Morphine [BAN]

MeSH Heading

  • Morphine

Synonyms

  • (-)-Morphine
  • (5R,6S,9R,13S,14R)-4,5-Epoxy-N-methyl-7-morphinen-3,6-diol
  • 4,5alpha-Epoxy-17-methyl-7-morphinen-3,6alpha-diol
  • 7,8-Didehydro-4,5-epoxy-17-methyl-morphinan-3,6-diol
  • 9H-9,9c-Iminoethanophenanthro(4,5-bcd)furan-3,5-diol, 4a,5,7a,8-tetrahydro-12-methyl-
  • Aguettant
  • CCRIS 5762
  • Cube juice
  • DepoDur
  • Dimorf
  • Dinamorf
  • Dreamer
  • Dulcontin
  • Duramorph
  • Duromorph
  • EINECS 200-320-2
  • Hard stuff
  • Hocus
  • HSDB 2134
  • l-Morphine
  • M-Eslon
  • Meconium
  • Morfina
  • Morfina [Italian]
  • Morphia
  • Morphin
  • Morphin [German]
  • Morphina
  • Morphina [Italian]
  • Morphine
  • Morphinism
  • Morphinum
  • Morphium
  • Morpho
  • Moscontin
  • MS Contin
  • Ms Emma
  • Nepenthe
  • Ospalivina
  • RMS
  • Roxanol
  • Sevredol
  • Statex SR
  • UNII-76I7G6D29C
  • Unkie

Systematic Names

  • Morphinan-3,6-alpha-diol, 7,8-didehydro-4,5-alpha-epoxy-17-methyl-
  • Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-
  • Morphine

Superlist Names

  • DEA No. 9300
  • Morphine

Registry Numbers

CAS Registry Number

  • 57-27-2

FDA UNII

  • 76I7G6D29C

Other Registry Numbers

  • 1325730-46-8
  • 47106-99-0
  • 8053-16-5
  • 85201-37-2
  • 863713-90-0

Related Registry Numbers

  • 6211-15-0 (sulfate (2:1) (salt) pentahydrate)
  • 64-31-3 (sulfate (2:1) (salt) anhydrous)

System Generated Number

  • 0000057272

Structure Descriptors

InChI

1S/C17H19NO3/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/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1

InChIKey

BQJCRHHNABKAKU-KBQPJGBKSA-N

Smiles

CN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@@H]2C=C[C@@H]4O)c35

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 40mg/kg (40mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
chicken LDLo subcutaneous 900mg/kg (900mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
dog LD50 intravenous 133mg/kg (133mg/kg)   Chemical and Pharmaceutical Bulletin. Vol. 7, Pg. 372, 1959.
dog LDLo subcutaneous 210mg/kg (210mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
duck LDLo subcutaneous 900mg/kg (900mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
frog LDLo subcutaneous 600mg/kg (600mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1368, 1935.
guinea pig LDLo subcutaneous 500mg/kg (500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1367, 1935.
infant TDLo intravenous 100ug/kg (0.1mg/kg) CARDIAC: PULSE RATE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 American Journal of Hospital Pharmacy. Vol. 51, Pg. 2801, 1994.
mammal (species unspecified) LD50 intraperitoneal 380mg/kg (380mg/kg)   United States Patent Document. Vol. #4205173,
man LDLo unreported 3676ug/kg (3.676mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
man TDLo oral 3857ug/kg/1W- (3.857mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" Lancet. Vol. 2, Pg. 98, 1987.
mouse LD50 intracrebral 6900ug/kg (6.9mg/kg)   Science. Vol. 134, Pg. 1078, 1961.
mouse LD50 intraperitoneal 140mg/kg (140mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 53, Pg. 56S, 1957.
mouse LD50 intravenous 135mg/kg (135mg/kg)   Therapie. Vol. 7, Pg. 21, 1952.
mouse LD50 oral 524mg/kg (524mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 600, 1974.
mouse LD50 subcutaneous 220mg/kg (220mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 25, 1958.
mouse LD50 unreported 500mg/kg (500mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 67(4), Pg. 97P, 1971.
pigeon LDLo oral 500mg/kg (500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1368, 1935.
pigeon LDLo subcutaneous 250mg/kg (250mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
rabbit LDLo intravenous 8mg/kg (8mg/kg)   Agents and Actions, A Swiss Journal of Pharmacology. Vol. 3, Pg. 28, 1973.
rabbit LDLo subcutaneous 190mg/kg (190mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
rat LD50 intraperitoneal 100mg/kg (100mg/kg)   European Patent Application. Vol. #0047990,
rat LD50 intravenous 140mg/kg (140mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 7, Pg. 196, 1952.
rat LD50 oral 335mg/kg (335mg/kg)   Drugs of the Future. Vol. 2, Pg. 39, 1977.
rat LD50 subcutaneous 109mg/kg (109mg/kg)   Pharmaceutical Chemistry Journal Vol. 23, Pg. 395, 1989.
rat LD50 unreported 134mg/kg (134mg/kg)   Farmakologiya i Toksikologiya Vol. 39, Pg. 14, 1976.
women TDLo intramuscular 152ug/kg (0.152mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA International Journal of Clinical Pharmacology, Therapy and Toxicology. Vol. 30, Pg. 202, 1992.
women TDLo intravenous 1458ug/kg/C (1.458mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SLEEP		 British Medical Journal. Vol. 309, Pg. 1002, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 255 deg C   EXP
pKa Dissociation Constant 8.21 (none) 25 EXP
log P (octanol-water) 0.89 (none)   EXP
Water Solubility 149 mg/L 20 EXP
Vapor Pressure 1.69E-09 mm Hg 25 EST
Henry's Law Constant 1.33E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.05E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.