Weight | 271.316 g/mol |
---|---|
Formula | C16H17NO3 |
Hydrogen Acceptors | 4 |
Hydrogen Donors | 3 |
Aromatic Rings | 1 |
Rotatable Bonds | 0 |
Normorphine (466-97-7)
normorphine hydrochloride · (-)-normorphine · normorphine perchlorate
Score:
#40 in Medicinal chemistry
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#1166 in Neuroscience
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#2608 in Biochemistry
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- BIOCHEMICAL AND PHARMACOLOGICAL CHANGES IN THE RAT FOLLOWING CHRONIC ADMINISTRATION OF MORPHINE, NALORPHINE AND NORMORPHINE (Journal of Pharmacology and Experimental Therapeutics, 1959)
- Isolation and Identification of Morphine 3- and 6-Glucuronides, Morphine 3,6-Diglucuronide, Morphine 3-Ethereal Sulfate, Normorphine, and Normorphine 6-Glucuronide as Morphine Metabolites in Humans (Journal of Pharmaceutical Sciences, 1977)
- Modulation of -mediated antinociception by agonists in the mouse: selective potentiation of morphine and normorphine by [D-Pen2, D-Pen5]enkephalin (European Journal of Pharmacology, 1989)
- Determination of morphine, morphine-6-glucuronide and normorphine in plasma and urine with high-performance liquid chromatography and electrochemical detection (Journal of Chromatography B: Biomedical Sciences and Applications, 1986)
- The spinal antinociceptive actions of morphine metabolites morphine-6-glucuronide and normorphine in the rat (Brain Research, 1989)
- ANTAGONISTIC EFFECT OF N-ALLYL-NORMORPHINE UPON MORPHINE (Journal of Pharmacology and Experimental Therapeutics, 1943)
-
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - normorphine hydrochloride
- (-)-normorphine
- normorphine perchlorate
- morphinan-3,6alpha-diol, 7,8-didehydro-4,5alpha-epoxy-
- (5alpha,6alpha)-7,8-didehydro-4,5-epoxymorphinan-3,6-diol hydrochloride
- desmethylmorphine
- 4,5-epoxy-3,6-dihydroxymorphin-7-ene
- normorphine sulfamate
- n-demethylmorphine
-
SMILESC1CNC2CC3=C4C15C2C=CC(C5OC4=C(C=C3)O)O
-
InChIKeyONBWJWYUHXVEJS-UHFFFAOYSA-N
- Pubchem - Normorphine
- Wikipedia - normorphine
Normorphine is an opiate analogue, the N-demethylated derivative of morphine, that was first described in the 1950s when a large group of N-substituted morphine analogues were characterized for activity. The compound has relatively little opioid activity in its own right, but is a useful intermediate which can be used to produce both opioid antagonists such as nalorphine, and also potent opioid agonists such as N-phenethylnormorphine. It is also a major metabolite of morphine, with its formation from morphine catalyzed by the liver enzymes CYP3A4 and CYP2C8.
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