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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 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

L7418-10MG:
L7418-VAR:
L7418-BULK:
L7418-50MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Bradley T Conner et al.
The journal of behavioral health services & research, 36(2), 189-198 (2008-09-05)
This study empirically tested one component of a comprehensive model of the role of religiosity and spirituality (R/S) in drug treatment that is presented as a companion article in this special issue. Data collected from individuals dependent on heroin receiving
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
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.
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.
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