128-62-1

• 常用中文名：那可丁
• 常用英文名：Noscapine
• CAS号：128-62-1
• 分子式：C₂₂H₂₃NO₇
• 分子量：413.421
• 相关类别： 分析化学 标准品 药典标准品和杂志标准品
• 发布时间：2018-02-04 08:00:00
• 更新时间：2024-01-02 19:55:11
• Noscapine是一种口服止咳药, 主要通过其 σ受体激动剂活性调节, 且Noscapine具有抗癌活性。

名称

• 中文名: 那可汀
• 英文名: (-)-noscapine
• 中文别名: 纳可丁; (S,R)-诺司卡品; 诺司卡品; 那可丁
• 英文别名: (3S)-3-[(5R)-6-methyl-4-(methyloxy)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-bis(methyloxy)-2-benzofuran-1(3H)-one; MFCD00069316; Coscopin; Noscapal; Vadebex; Vadebe; [3H]-Noscapine; l-α-Narcotine; Narcosine; 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-((5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (3S)-rel-; Narcotussin; Key-tusscapine; l-a-Narcotine; Longatin; Capval; noscapine; Coscopin (VAN); Gnoscopine; Methoxyhydrastine; Terbenol; Narcotine (8CI); Nipaxon; Tusscapine; (S,R)-Noscapine; (-)-α-Narcotine; Narcotine; Opianine; 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-, (3S)-; Terial; Eil; Noscapalin; (3S)-6,7-Dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one; Coscotabs; [S-(R*,S*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-1(3H)-isobenzofuranone; l-a-2-Methyl-8-methoxy-6,7-methylenedioxy-1-(6,7-dimethoxy-3-phthalidyl)-1,2,3,4-tetrahydroisoquinoline; Narcompren; Opian; (-)-noscapine; Opianin; Nectadon; Nicolane; EINECS 204-899-2; Lyobex; (-)-Narcotine

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 565.3±50.0 °C at 760 mmHg
• 熔点: 174-176ºC
• 分子式: C₂₂H₂₃NO₇
• 分子量: 413.421
• 闪点: 295.7±30.1 °C
• 精确质量: 413.147461
• PSA: 75.69000
• LogP: 2.83
• 外观性状: 结晶固体
• 蒸汽压: 0.0±1.5 mmHg at 25°C
• 折射率: 1.603
• 储存条件: -20℃
• 分子结构:

  五、分子性质数据：

  1、 摩尔折射率：106.49

  2、 摩尔体积（m³/mol）：310.2

  3、 等张比容（90.2K）：826.5

  4、 表面张力（dyne/cm）：50.4

  5、 极化率（10^-24cm³）：42.21

• 计算化学:

  1.疏水参数计算参考值（XlogP）:2.7

  2.氢键供体数量:0

  3.氢键受体数量:8

  4.可旋转化学键数量:4

  5.互变异构体数量:无

  6.拓扑分子极性表面积75.7

  7.重原子数量:30

  8.表面电荷:0

  9.复杂度:647

  10.同位素原子数量:0

  11.确定原子立构中心数量:2

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: Noscapine是一种口服止咳药, 主要通过其 σ受体激动剂活性调节, 且Noscapine具有抗癌活性。
• 相关类别:
  信号通路 >> 自噬 >> 自噬
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> Sigma Receptor
  研究领域 >> 癌症
• 参考文献:

  [1]. Yang Y, et al. CYLD Regulates Noscapine Activity in Acute Lymphoblastic Leukemia via a Microtubule-Dependent Mechanism. Theranostics. 2015 Mar 2;5(7):656-666.

毒性和生态

毒理学数据: 1、急性毒性：大鼠经口LD5O：1520mg/kg 小鼠经口LD5O：853mg/kg 小鼠经腹膜LD5O：960mg/kg 小鼠经皮下LD5O：725mg/kg 小鼠经静脉LD5O：83mg/kg 狗经静脉LDLO：73200ug/kg 2、致突变：仓鼠肺细胞遗传学分析测试系统：100mg/L CHEMICAL IDENTIFICATION RTECS NUMBER : RD2625000 CHEMICAL NAME : Noscapine CAS REGISTRY NUMBER : 128-62-1 BEILSTEIN REFERENCE NO. : 0099933 LAST UPDATED : 199710 DATA ITEMS CITED : 9 MOLECULAR FORMULA : C22-H23-N-O7 MOLECULAR WEIGHT : 413.46 WISWESSER LINE NOTATION : T C566 DO FO KN EH&&TJ HO1 K1 J- DT56 BVO DHJ HO1 IO1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1520 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 853 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 960 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 725 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 83 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 73200 ug/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - convulsions or effect on seizure threshold MUTATION DATA TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Rodent - hamster Lung DOSE/DURATION : 100 mg/L REFERENCE : ATSUDG Archives of Toxicology, Supplement. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) No.1- 1978- Volume(issue)/page/year: 4,41,1980 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84631 No. of Facilities: 1254 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 2211 (estimated)

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H302
• 警示性声明: P301 + P312 + P330
• 危害码 (欧洲): Xn:Harmful;
• 风险声明 (欧洲): R22
• 安全声明 (欧洲): 24/25
• 危险品运输编码: UN 1544
• WGK德国: 3
• RTECS号: RD2625000
• 包装等级: III
• 危险类别: 6.1(b)

合成路线

488721-01-3 ~14% 1214255-25-0 128-62-1

文献：Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 8 p. 2983 - 2987

68353-58-2 ~% 128-62-1

文献：Archiv der Pharmazie, , vol. 311, # 8 p. 664 - 671

3860-46-6 ~% 128-62-1

文献：Archiv der Pharmazie, , vol. 311, # 8 p. 664 - 671

186581-53-3 ~% 128-62-1

文献：Naunyn-Schmiedebergs Archiv fuer Experimentelle Pathologie und Pharmakologie, , vol. 184, p. 327,329 Journal of the Chemical Society, , p. 1087,1091

186581-53-3 68353-55-9 ~% 128-62-1

文献：Archiv der Pharmazie, , vol. 311, # 8 p. 664 - 671

70253-41-7 ~11% 35933-62-1 128-62-1

文献：Acta Chimica Academiae Scientiarum Hungaricae, , vol. 103, # 4 p. 343 - 353

上下游产品

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68353-58-2 3860-46-6 186581-53-3 68353-55-9
70253-41-7
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569-31-3 74-89-5 550-10-7 75-50-3
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