(6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one hydrochloride

• ChemBase编号: 131540
• 分子式: C21H28ClNO
• 平均质量: 345.90612
• 单一同位素质量: 345.1859422
• SMILES: CCC(=O)C(C[C@H](C)N(C)C)(c1ccccc1)c1ccccc1.Cl
• Canonical SMILES: CCC(=O)C(c1ccccc1)(c1ccccc1)C[C@@H](N(C)C)C.Cl
• InChI: InChI=1S/C21H27NO.ClH/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19;/h6-15,17H,5,16H2,1-4H3;1H/t17-;/m0./s1
• InChIKey: FJQXCDYVZAHXNS-LMOVPXPDSA-N

名称和登记号

名称

• IUPAC标准名: (6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one hydrochloride
• IUPAC传统名: (+/-)-methadone hydrochloride
• 别名: S(+)-Methadone hydrochloride; (6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone Hydrochloride; L-6-(Dimethylamino)-4,4-diphenyl-3-heptanone Hydrochloride; (-)-Methadone Hydrochloride; Levomethadone Hydrochloride; Levothyl Hydrochloride; Polamivet Hydrochloride; (R)-Methadone Hydrochloride; (6S)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone Hydrochloride; Dextromethadone Hydrochloride; D-6-(Dimethylamino)-4,4-diphenyl-3-heptanone Hydrochloride; (+)-Methadone Hydrochloride; (S)-Methadone Hydrochloride

登记号

• CAS号: 15284-15-8; 5653-80-5(freebase); 5967-73-7
• MDL号: MFCD00151717
• PubChem SID: 162225818
• PubChem CID: 20055402

理论计算性质

• Acid pKa: 18.780819
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.7526444
• LogD (pH = 7.4): 3.2887921
• Log P: 5.0071716
• 摩尔折射率: 97.2689 cm^3
• 极化性: 38.16956 Å^3
• 极化表面积: 20.31 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; H2O: soluble; Methanol; Water
• 外观: N/AOff-White to Pale Beige Solid; white; White Solid
• 熔点: 220-227°C; 239-242°C (dec.)

安全信息

• 保存条件: Controlled Substance, -20°C Freezer
• RTECS编号: MJ6000000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 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): 3
• 危险公开号: 22-36/37/38-42/43
• 安全公开号: 22-26-36/37/39-45
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H301-H315-H317-H319-H334-H335
• GHS警示性声明: P261-P280-P301 + P310-P305 + P351 + P338-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• 毒品管制信息: USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

详细说明

Sigma Aldrich - M150

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.

Toronto Research Chemicals - M225880

A component of pharmaceuticals used in the treatment of opioid dependence.

Toronto Research Chemicals - M225885

A component of pharmaceuticals used in the treatment of opioid dependence.

参考文献

• Shiran, M., et al.: Brit. J. Clin. Pharmacol., 67, 29 (2008)
• Esteban, J., et al.: Drug Metab. Lett., 2, 269 (2008)
• Tolson, A., et al.: Drug Metab. Disposition, 37, 1887 (2008)
• Deeb, T., et al.: Mol. Pharmacol., 75, 908 (2008)
• Shiran, M., et al.: Brit. J. Clin. Pharmacol., 67, 29 (2008)
• Esteban, J., et al.: Drug Metab. Lett., 2, 269 (2008)
• Tolson, A., et al.: Drug Metab. Disposition, 37, 1887 (2008)
• Deeb, T., et al.: Mol. Pharmacol., 75, 908 (2008)