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About This Item
Empirical Formula (Hill Notation):
C21H27NO · HCl
CAS Number:
Molecular Weight:
345.91
UNSPSC Code:
12352200
MDL number:
form
solid
drug control
USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada
color
white
solubility
H2O: soluble
Other Notes
Enantiomer of methadone that is either inactive or a weak agonist at opioid receptors; NMDA antagonist that blocks the development of morphine tolerance.
signalword
Danger
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Storage Class
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
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Datasheet
A M Davis et al.
The Journal of pharmacology and experimental therapeutics, 289(2), 1048-1053 (1999-04-24)
Previous in vitro and in vivo studies have determined that the d isomer of methadone has N-methyl-D-aspartate (NMDA) receptor antagonist activity. The present studies examined the ability of d-methadone to attenuate the development of morphine tolerance in mice and rats
A L Gorman et al.
Neuroscience letters, 223(1), 5-8 (1997-02-14)
Racemic (dl)-methadone has antagonist activity at the N-methyl-D-aspartate (NMDA) receptor. We evaluated dl-methadone, the opioid active (l-) and the opioid inactive (d-) isomers in competition binding assays. dl-Methadone and its d- and l- isomers exhibited low micromolar affinities for the
The mu1, mu2, delta, kappa opioid receptor binding profiles of methadone stereoisomers and morphine.
K Kristensen et al.
Life sciences, 56(2), PL45-PL50 (1995-01-01)
The binding affinities of racemic methadone and its optical isomers R-methadone and S-methadone were evaluated for the opioid receptors mu1, mu2, delta and kappa, in comparison with that of morphine. The analgesic R-methadone had a 10-fold higher affinity for mu1

