(3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl acetate hydrochloride

• ChemBase编号: 153867
• 分子式: C23H32ClNO2
• 平均质量: 389.95868
• 单一同位素质量: 389.21215695
• SMILES: CC[C@@H](C(C[C@H](C)N(C)C)(c1ccccc1)c1ccccc1)OC(=O)C.Cl
• Canonical SMILES: CC[C@@H](C(c1ccccc1)(c1ccccc1)C[C@@H](N(C)C)C)OC(=O)C.Cl
• InChI: 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
• InChIKey: UXBPQRGCVJOTNT-COBSGTNCSA-N

名称和登记号

名称

• IUPAC标准名: (3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl acetate hydrochloride
• IUPAC传统名: levomethadyl acetate hydrochloride
• 别名: LAAM 盐酸盐; α-l-acetylmethadol hydrochloride; (1S)-2-[(2S)-2-(dimethylamino)propyl]-1-ethyl-2,2-diphenylethyl acetate hydrochloride; MK-790 hydrochloride; ORLAAM hydrochloride; levomethadyl acetate hydrochloride; α-1-Acetylmethadol hydrochloride; (αS)-β-[(2S)-2-(Dimethylamino)propyl]-α-ethyl-β-phenyl-benzeneethanol acetate (ester) hydrochloride hydrochloride; LAAM hydrochloride; (3S,6S)-(-)- 6-(Dimethylamino)-4,4-diphenyl-3-heptanol Acetate (Ester) Hydrochloride; (αS)-β-[(2S)-2-(Dimethylamino)propyl]-α-ethyl-β-phenylbenzeneethanol Acetate (Ester) Hydrochloride; (-)-6-(Dimethylamino)-4,4-diphenyl-3-heptanol Acetate (Ester) Hydrochloride; (-)-α-Acetylmethadol; Hydrochloride LAAM; Levacetylmethadol Hydrochloride; Levo-α-acetylmethadol Hydrochloride; Levomethadyl Hydrochloride; l-α-Acetylmethadol Hydrochloride; α-(-)-Acetylmethadol Hydrochloride; (-)-α-Acetylmethadol Hydrochloride

登记号

• CAS号: 43033-72-3
• MDL号: MFCD01723736
• PubChem SID: 162248006
• PubChem CID: 39371

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.4385403
• LogD (pH = 7.4): 2.4523962
• Log P: 4.8847694
• 摩尔折射率: 117.8576 cm^3
• 极化性: 42.51397 Å^3
• 极化表面积: 29.54 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >5 mg/mL
• 外观: white solid

安全信息

• RTECS编号: MJ3680000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1
• 危险公开号: 25-36/37/38
• 安全公开号: 26-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H315-H319-H335-H413
• GHS警示性声明: P261-P264-P301 + P310-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1
• 毒品管制信息: USDEA Schedule II; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H32ClNO2

详细说明

Sigma Aldrich - L7418

Other Notes
DEA Schedule II
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.

Toronto Research Chemicals - A186325

The enantiomer of (+)-α-Acetylmethadol (A186320). A synthetic opioid similar in structure to Methadone (M225865) used in the treatment of opiate dependence. It acts as a μ-opioid receptor agonist. It also acts as a potent, noncompetitive α3β4 neuronal nic

参考文献

• Billings, R.E. et al.: Life Sci., 14, 1437 (1974)
• Galici, R. et al.: Pharmacol. Biochem. Behav., 81, 626 (1974)
• Xiao, Y. et al.: J. Pharmacol. Exp. Therap., 299, 366 (1974)