3-Monoacetylmorphine
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(Redirected from 3-monoacetylmorphine)
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Systematic (IUPAC) name | |
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3-acetyl-6-hydroxy-(5α,6α)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan
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Clinical data | |
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Routes of administration |
Intravenous |
Identifiers | |
CAS Number | 5140-28-3 |
ATC code | none |
PubChem | CID: 5462504 |
ChemSpider | 4575431 |
Synonyms | 3-Acetylmorphine, O(3)-monoacetylmorphine |
Chemical data | |
Formula | C19H21NO4 |
Molecular mass | 327.1471 g/mol |
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3-Monoacetylmorphine (3-MAM) or 3-acetylmorphine is a less active metabolite of heroin (diacetylmorphine), the other two being morphine and more active 6-monoacetylmorphine (6-MAM).
Because of the acetyl-group in 3-position, 3-MAM has relatively weak affinity to μ-opioid receptors.
As 3-O-acetylmorphine-6-O-sulfate (C19H23NO7S), where 6-OH is changed to 6-O-SO3, it can act as potent, centrally acting morphine derivative and has important analgesic properties. [1] [2] [3]
References
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- Heroin
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