6-acetylmorphine

Also known as 6-O-Monoacetylmorphine

6-Monoacetylmorphine (6-MAM, 6-acetylmorphine, or 6-AM) is an opioid and also one of three active metabolites of heroin (diacetylmorphine), the others being morphine and the much less active 3-monoacetylmorphine (3-MAM).

Key facts

Drug.legal_AU: S9
Drug.Verifiedfields: changed
Drug.verifiedrevid: 477345991
Drug.IUPAC_name: (9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl) acetate
Drug.image: 6-monoacetylmorphine2DCSD.svg
Drug.alt: Structural formula
Drug.image_class: skin-invert-image
Drug.width: 190
Drug.image2: 6-Monoacetylmorphine molecule ball.png
Drug.image_class2: bg-transparent
Drug.alt2: Ball-and-stick model
Drug.width2: 215
Drug.source: Acetylmorphine in Urine as an Indicator of Recent Heroin Exposure; Drug and Assay Considerations and Detection Times.
Drug.legal_UK: Class A
Drug.routes_of_administration: Intravenous
Drug.elimination_half life: 0.6 hours
Drug.CAS_number: 2784-73-8
Drug.ATC_prefix: none

via Wikipedia infobox

Wikidata facts

Has part: carbon
Mass: 327.147058

Show 4 more facts

chemical formula: C₁₉H₂₁NO₄
isomeric SMILES: CC(=O)O[C@H]1C=C[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3C
Commons category: 6-Monoacetylmorphine
canonical SMILES: CC(=O)OC1C=CC2C3CC4=C5C2(C1OC5=C(C=C4)O)CCN3C

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

7 sections

Contents

Pharmacology
Availability
Synthesis
Chemistry
Detection in bodily fluids
See also
References

==Pharmacology== 6-MAM occurs as a metabolite of heroin. Once it has passed first-pass metabolism, 6-MAM is then metabolized into morphine or excreted in urine.

Excerpted from Wikipedia’s “6-acetylmorphine” article, available under the CC BY-SA 4.0 licence.