3-Monoacetylmorphine
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Synonyms | 3-Acetylmorphine, O(3)-monoacetylmorphine |
Routes of administration | Intravenous |
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100.208.392 |
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Formula | C19H21NO4 |
Molar 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 a potent, centrally acting morphine derivative and has important analgesic properties.[1][2][3]
References
- ↑ Houdi, Abdulghani A.; Kottayil, Santosh; Crooks, Peter A.; Butterfield, D.Alan (1996). "3-O-Acetylmorphine-6-O-sulfate: A potent, centrally acting morphine derivative". Pharmacology Biochemistry and Behavior. 53: 665–671. doi:10.1016/0091-3057(95)02067-5.
- ↑ 3-O-Acetylmorphine-6-O-sulfate
- ↑ Dihydromorphine-6-O-sulfate
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