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3-Acetylmorphine

Item No. 9001954

Synonyms
Synonyms
  • 3-MAM
  • O3-Monoacetylmorphine
Technical Information
Formal Name
(4R,7S,12bS)-7-hydroxy-3-methyl-2,3,4,4aR,7,7aR-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl acetate
CAS Number
5140-28-3
Molecular Formula
C19H21NO4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/ml
λmax
278 nm
SMILES
O[C@@H](C=C[C@@]1([H])[C@H]2CC3=CC=C4OC(C)=O)[C@@]5([H])[C@]1(CCN2C)C3=C4O5
InChi Code
InChI=1S/C19H21NO4/c1-10(21)23-15-6-3-11-9-13-12-4-5-14(22)18-19(12,7-8-20(13)2)16(11)17(15)24-18/h3-6,12-14,18,22H,7-9H2,1-2H3/t12-,13+,14-,18-,19-/m0/s1
InChi Key
GMLREHXYJDLZOU-LEPYJNQMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-Acetylmorphine (3-MAM) is a less active metabolite of heroin (Item No. 9001543) compared to the more active 6-MAM (Item Nos. 19418 | 15880) and morphine (Item No. ISO60147).1,2 3-MAM has relatively weak affinity for µ-opioid receptors due to the placement of the acetyl group in the 3 position. This product is intended only for forensic and research purposes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zuccaro, P., Ricciarello, R., Pichini, S., et alSimultaneous determination of heroin 6-monoacetylmorphine, morphine, and its glucuronides by liquid chromatography-atmospheric pressure ionspray-mass spectrometry. J. Anal. Toxicol. 21(4), 268-277 (1997).

    2. Cone, E.J., Jufer, R., Darwin, W.D., et alForensic drug testing for opiates. VII. Urinary excretion profile of intranasal (snorted) heroin. J. Anal. Toxicol. 20(6), 379-392 (1996).