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L7418

Sigma-Aldrich

LAAM hydrochloride

≥98% (HPLC), solid

Synonym(s):

α-1-Acetylmethadol hydrochloride, (αS)-β-[(2S)-2-(Dimethylamino)propyl]-α-ethyl-β-phenyl-benzeneethanol acetate (ester) hydrochloride hydrochloride, Levomethadyl acetate hydrochloride, MK-790 hydrochloride, ORLAAM hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H32ClNO2
CAS Number:
43033-72-3
Molecular Weight:
389.96
MDL number:
MFCD01723736
UNSPSC Code:
12352202
PubChem Substance ID:
329817651

Assay

≥98% (HPLC)

form

solid

drug control

USDEA Schedule II; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubility

H2O: >5 mg/mL

storage temp.

2-8°C

SMILES string

Cl.CC[C@H](OC(C)=O)C(C[C@H](C)N(C)C)(c1ccccc1)c2ccccc2

InChI

1S/C23H31NO2.ClH/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21;/h7-16,18,22H,6,17H2,1-5H3;1H/t18-,22-;/m0./s1

InChI key

UXBPQRGCVJOTNT-COBSGTNCSA-N

Gene Information

human ... OPRM1(4988)

Biochem/physiol Actions

LAAM hydrochloride is μ opioid receptor agonist.
LAAM hydrochloride is μ opioid receptor agonist. LAAM hydrochloride is a DEA-controlled substance, which has a slow onset, but a long duration of action. LAAM is a useful tool for studying opiate tolerance and cross-reactivity with other μ opioid receptor agonists.

Other Notes

DEA Schedule II

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H315,H319,H335,H413

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
047K4612

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Susan D Whitley et al.
Journal of substance abuse treatment, 33(1), 85-90 (2007-06-26)
Buprenorphine may be used to treat opioid dependence in office-based settings, but treatment models are needed to ensure access to psychosocial services needed by many patients. We describe a novel buprenorphine treatment program colocated with methadone maintenance and outpatient chemical
Mohit P Chopra et al.
Pharmacology, biochemistry, and behavior, 90(4), 787-796 (2008-07-01)
Pooled self-report and physiological data from 32 male and 15 female methadone or levo-alpha-acetyl methadol (LAAM) maintained volunteers were retrospectively analyzed for individual differences in response to naloxone (0.15 mg/70 kg, IM) and placebo at 20 and 40 min post-injection.
Michael J Mancino et al.
The American journal on addictions, 19(2), 169-177 (2010-02-19)
This randomized clinical trial retrospectively examined the effect of post-traumatic stress disorder (PTSD) and contingency management (CM) on cocaine use in opioid and cocaine dependent individuals maintained on high or low-dose LAAM randomly assigned to CM or a yoked-control condition.
M Douglas Anglin et al.
Addiction (Abingdon, England), 102(9), 1432-1442 (2007-08-19)
To compare levo-alpha-acetylmethadol (LAAM) and methadone maintenance (MM) on treatment retention, drug use during treatment and at follow-up, and abstinence. A two-group experimental design with patients assigned randomly (2:1) to receive fully subsidized LAAM or MM for 52 weeks. A
Roberta Freddi et al.
Progress in neuro-psychopharmacology & biological psychiatry, 33(3), 419-426 (2009-01-28)
One group of six male control rats [21 months old] and one group of six male rats of the same age, singularly stored in a cage, and treated with acetyl-l-carnitine-HCl (ALCAR: 60 mg/kg/day/p.o.) for six months were tested in the
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