氧化白毛茛分碱 | 552-29-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 氧化白毛茛分碱
• 英文名称: Oxyhydrastinine
• 英文别名: oxohydrastinine；oxyhydrastinin；N-methylnoroxyhydrastinine；6-methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-one
• CAS: 552-29-4
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: WIUVXEAALLSOQN-UHFFFAOYSA-N

物化性质

• 熔点：
  96-98 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  411.0±45.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  氧化白毛茛分碱 、 alkaline earth salt of/the/ methylsulfuric acid 生成 北美黄连次碱
  参考文献：
  名称：

  Schneider; Mueller, Justus Liebigs Annalen der Chemie, 1958, vol. 615, p. 34,38

  摘要：

  DOI：
• 作为产物：
  描述：

  空褐麟碱 在 alkaline permanganate 作用下， 生成 氧化白毛茛分碱
  参考文献：
  名称：

  Spaeth; Holter; Posega, Chemische Berichte, 1928, vol. 61, p. 325

  摘要：

  DOI：

文献信息

• Solid Manganese Dioxide as an Oxidizing Agent
  作者：R. J. Highet、W. C. Wildman

  DOI：10.1021/ja01621a062

  日期：1955.8

  Recent investigations have shown manganese dioxide to be a reliable selective oxidizing agent for allylic alcohols. This paper describes experiments further exploring its oxidizing power. Although several secondary benzylic alcohols have been oxidized by manganese d i o ~ i d e , ~ , ~ two workers have reported primary benzylic alcohols to be ~ n a f f e c t e d . ~ , ~ While the present work was in

  最近的研究表明二氧化锰是一种可靠的烯丙醇选择性氧化剂。本文描述了进一步探索其氧化能力的实验。虽然一些仲苄醇已经被二氧化锰氧化了，~ , ~ 两名工作人员报告称伯醇受到了影响。~ , ~ 虽然目前的工作正在进行中，但描述了一种通过使用更大比例的锰 0xide.j 制备苯甲醛的方法。在这些实验室中也获得了类似的结果。然而，对于 Attenburrow 氧化物，先前作者指出的溶剂对产率的影响不显着。似乎二氧化锰与醇的比率越高，醛的产率越高，反应时间越短。苄基和苄基甲基醚不受这种处理的影响。易被氧化铋氧化的脂肪素 6 也同样~naf fected。~
• Activation of Iodosobenzene by Catalytic Tetrabutylammonium Iodide and Its Application in the Oxidation of Some Isoquinoline Alkaloids
  作者：Wei-Jan Huang、Om V. Singh、Chung-Hsiung Chen、Sheng-You Chiou、Shoei-Sheng Lee

  DOI：10.1002/1522-2675(200204)85:4<1069::aid-hlca1069>3.0.co;2-i

  日期：2002.4

  the presence of a catalytic amount of tetrabutylammonium iodide in various solvents afforded N-methyl-2H-3,4-dihydroisoquinol-1-ones in almost quantitative yields. The application of this finding to the oxidation of other isoquinolines, including tetrahydroisoquinolines, lycorine diacetate, and benzyltetrahydroisoquinolines, also afforded the corresponding lactams in good yields, however, accompanied

  在催化量的碘化四丁基铵存在下，在各种溶剂中用碘基苯氧化 N-甲基四氢异喹啉，以几乎定量的收率得到 N-甲基-2H-3,4-二氢异喹啉-1-酮。将该发现应用于其他异喹啉的氧化，包括四氢异喹啉、石蒜碱二乙酸酯和苄基四氢异喹啉，也以良好的收率提供了相应的内酰胺，但伴随着一些少量的副产物。在相似条件下，四氢小檗碱主要产物为重排化合物小檗醛，并辅以8-氧代小檗碱和小檗碱。
• Utilization of protopine and related alkaloids. XVII. Spectroscopic studies on the ten-membered ring conformations of protopine and .ALPHA.-allocryptopine.
  作者：HIROSHI TAKAHASHI、MIEKO IGUCHI、MASAYUKI ONDA

  DOI：10.1248/cpb.33.4775

  日期：——

  The infrared carbonyl absorptions of protopine and α-allocryptopine in dilute carbon tetrachloride solution and nuclear Overhauser effect experiments in the proton nuclear magnetic resonance spectra have shown that these alkaloids each interconvert between two major conformations of the ten-membered ring. These conformations are discussed on the basis of the observed spectral data.

  普罗托品和 α-allocryptopine 在稀四氯化碳溶液中的红外羰基吸收以及质子核磁共振光谱中的核 Overhauser 效应实验表明，这些生物碱各自在十元环的两种主要构象之间相互转换。根据观察到的光谱数据对这些构象进行了讨论。
• Facile Synthesis of the Isoquinoline Alkaloids Doryanine and Oxyhydrastinine
  作者：Narshinha Argade、Ravi Jangir、Smita Gadre

  DOI：10.1055/s-0033-1341158

  日期：——

  lic acid, a concise and efficient synthesis of the isoquinoline alkaloids doryanine and oxyhydrastinine is described via the corresponding homophthalimide utilizing a one-pot regioselective reductive dehydration and catalytic hydrogenation pathway. Starting from 4,5-(methylenedioxy)homophthalic acid, a concise and efficient synthesis of the isoquinoline alkaloids doryanine and oxyhydrastinine is described

  摘要 从4,5-（亚甲基二氧基）高邻苯二甲酸开始，通过相应的间苯二甲酰亚胺利用一锅区域选择性还原脱水和催化加氢途径，简明而高效地合成了异喹啉生物碱花青素和羟丁胺。 从4,5-（亚甲基二氧基）高邻苯二甲酸开始，通过相应的间苯二甲酰亚胺利用一锅区域选择性还原脱水和催化加氢途径，简明而高效地合成了异喹啉生物碱花青素和羟丁胺。
• Herbal composition for treating various disorders including psoriasis, a process for preparation thereof and method for treatment of such disorders
  申请人：LUPIN LIMITED

  公开号：US20030194456A1

  公开（公告）日：2003-10-16

  The invention provides a novel herbal composition containing the extracts of the leaves and/or stem of Argemone mexicana plant, optionally containing the extracts of the fruits of Cuminum cyminum , which exhibits useful in vitro, in vivo and interesting immunological and pharmacological activities; a process for preparation thereof; and a method of treatment of psoriasis and related immunological and biological disorders by administration of the said novel herbal composition. The useful in vitro, in vivo and interesting immunological and pharmacological activities exhibited by the extracts and fractions of the leaves and/or stem of Argemone mexicana plant include immunosuppression, lymphoproliferation inhibition, cytokine modulation such as IL-2 inhibition, IFNgamma inhibition, IL-10 induction, keratinocyte proliferation inhibition, keratolytic activity, endothelial cell proliferation inhibition, inhibition of cell adhesion molecule expression such as ICAM-1, MEST inhibition, and enzymes inhibition such as p60src Tyrosine kinase, which are known to be involved in anti-psoriatic activity. The novel herbal composition(s) is useful in the treatment of various disorders, such as psoriasis including plaque psoriasis, gutatte psoriasis, pustular psoriasis and psoriasis of the nails; dermatitis and scleroderma; eczema; inflammatory disorders and other autoimmune diseases like psoriatic arthritis, rheumatoid arthritis, Crohn's disease, multiple sclerosis, irritable bowel disease, ankylosing spondilitis, systemic lupus erythremetosus and Sjogren's syndrome; allergies like asthma and chronic obstructive pulmonary disease and is safe, well-tolerated, non-toxic, with minimal and reversible adverse reactions or side effects, and most importantly, with minimal relapse or recurrence of the disease following completion of a treatment regimen. The invention also describes the presence of phosphodiesterase (III, IV and V) inhibition and 5-Lipoxygenase inhibition in the aqueous, ethanolic or aqueous-ethanolic extracts of fruits of Cuminum cyminum plant.

  本发明提供了一种新型草药组合物，其中含有以下植物的叶子和/或茎的提取物 Argemone mexicana 植物的叶和/或茎的提取物，可选择含有 孜然 本发明提供了一种新型草药组合物，该组合物具有有用的体外、体内和有趣的免疫学和药理学活性；其制备方法；以及通过服用所述新型草药组合物治疗银屑病和相关免疫学和生物学疾病的方法。墨西哥刺五加（Argemone mexicana）叶和/或茎的提取物和馏分在体外、体内和有趣的免疫学和药理学方面表现出的有用活性。 Argemone mexicana 包括免疫抑制、淋巴细胞增殖抑制、细胞因子调节（如 IL-2 抑制、IFNgamma 抑制、IL-10 诱导）、角质细胞增殖抑制、角质溶解活性、内皮细胞增殖抑制、细胞粘附分子表达抑制（如 ICAM-1）、MEST 抑制、酶抑制（如 p60src 酪氨酸激酶），已知这些活性参与了抗银屑病活性。新型草药组合物可用于治疗各种疾病，如银屑病，包括斑块型银屑病、银屑病、脓疱型银屑病和指甲银屑病；皮炎和硬皮病；湿疹；炎症性疾病和其他自身免疫性疾病，如银屑病关节炎、类风湿性关节炎、克罗恩病、多发性硬化症、肠易激综合征、强直性脊柱炎、系统性红斑狼疮和 Sjogren 综合征；过敏症，如哮喘和慢性阻塞性肺病，并且安全、耐受性好、无毒、不良反应或副作用极小且可逆，最重要的是，在完成治疗方案后，疾病的复发或复发率极低。本发明还描述了孜然果实的水提取物、乙醇提取物或水乙醇提取物中存在磷酸二酯酶（III、IV 和 V）抑制作用和 5-脂氧合酶抑制作用。 孜然 植物。

表征谱图