(5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

• ChemBase编号: 61941
• 分子式: C10H12N2O
• 平均质量: 176.21508
• 单一同位素质量: 176.09496301
• SMILES: C1CC(=O)N([C@@H]1c1cnccc1)C
• Canonical SMILES: O=C1CC[C@H](N1C)c1cccnc1
• InChI: InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
• InChIKey: UIKROCXWUNQSPJ-VIFPVBQESA-N

名称和登记号

名称

• IUPAC标准名: (5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
• IUPAC传统名: cotinine; (5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
• 别名: (S)-1-甲基-5-(3-吡啶基)-2-吡咯烷酮; S(-)-1-甲基-5-(3-吡啶基)-2-吡咯烷酮; (-)-可替宁; (-)-可替宁 溶液; Cotinine; (-)-Cotinine; (-)-Cotinine solution; (-)-Cotinine; (S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone; S(-)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone; Cotinine; (5S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone; (S)-(-)-1-Methyl-5-(3-pyridiyl)-2-pyrrolidinone; (-)-Cotinine; (S)-Cotinine; NIH 10498; S-(-)-Cotinine

登记号

• CAS号: 486-56-6
• EC号: 207-634-9; 200-659-6
• MDL号: MFCD00077696
• Beilstein号: 83099
• PubChem SID: 24856726; 24892255; 24278324; 162027680
• PubChem CID: 854019
• CHEMBL: 578211
• Chemspider ID: 746405
• 美国药典/FDA物质标识码: K5161X06LL
• 维基百科标题: Cotinine

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.14203912
• LogD (pH = 7.4): 0.20968148
• Log P: 0.21063453
• 摩尔折射率: 49.2805 cm^3
• 极化性: 19.111326 Å^3
• 极化表面积: 33.2 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Ethanol; Methanol; Water
• 外观: White to Off-White Low-Melting Solid
• 熔点: 35-37°C; 40-42 °C(lit.)
• 沸点: 145-150°C/3 mm; 250 °C/150 mmHg(lit.)
• 闪点: 11 °C; 110 °C; 230 °F; 51.8 °F
• 比旋光度: [α]20/D -21°, c = 1 in ethanol

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere
• 保存注意事项: IRRITANT
• RTECS编号: GN1925500
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1230
• 德国WGK号: 1; 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-23/24/25-39/23/24/25; 22-36/37/38
• 安全公开号: 26-36; 7-16-36/37-45
• TSCA收录: false
• GHS危险品标识: GHS02; GHS06; GHS07; GHS08
• GHS警示词: Danger; Warning
• GHS危险声明: H225-H301-H311-H331-H370; H302-H315-H319-H335
• GHS警示性声明: P210-P260-P280-P301 + P310-P311; P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1230 3/PG 2
• 保存温度: 2-8°C

药理学性质

• 给药途径: Oral, Smoked
• 半衰期: 20 hours
• 法定药品分级: Rx-only
• 相关基因信息: human ... CYP1A2(1544), CYP2A6(1548)mouse ... Cyp2a5(13087)
• 生物活性机理: Prevents neuron death

产品相关信息

• 纯度: ≥96.0% (TLC); ≥98%; 97%; 98%
• 浓度: 1.0 mg/mL±5% in methanol
• 级别: drug standard; purum
• 适用性: suitable for 1694 per US EPA
• 生物来源: Alkaloid from leaf tobacco (Nicotiana tabacum), also detected in Duboisia hopwoodii (Solanaceae)
• 应用领域: Antidepressant; Improves mental function in treating schizophrenia, Alzheimer's and Parkinson's diseases; Psychostimulant
• Empirical Formula (Hill Notation): C10H12N2O

详细说明

Sigma Aldrich - C5923

Biochem/physiol Actions
尼古丁在人体内的主要代谢物。

Sigma Aldrich - 284718

Biochem/physiol Actions
尼古丁在人体内的主要代谢物。

Sigma Aldrich - 27699

Biochem/physiol Actions
尼古丁在人体内的主要代谢物。

Toronto Research Chemicals - C725000

A major metabolite of Nicotine (N412450) in humans. Carcinogen.

参考文献

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