7-hydroxy-2-methylchroman-4-one | 24552-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-hydroxy-2-methylchroman-4-one
• 英文别名: 7-Hydroxy-2-methyl-chromanon；2,3-Dihydro-7-hydroxy-2-methyl-4-oxobenzopyran；7-hydroxy-2-methyl-2,3-dihydrochromen-4-one
• CAS: 24552-34-9
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: CNOJMNDAJUZLGJ-UHFFFAOYSA-N

物化性质

• 熔点：
  177 °C(Solv: benzene (71-43-2))
• 沸点：
  364.3±42.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-hydroxy-2-methylchroman-4-one 在 吡啶 、 盐酸 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 100.0h， 生成
  参考文献：
  名称：

  Synthesis and investigation of biological properties of modified 6-oxa-estra-1,3,5(10),8(9)-tetraenes

  摘要：

  To investigate the relationship between structure and biological activity of analogues of steroid estrogens we have developed the synthesis of 7 alpha-methyl-6-oxa-estra-1,3,5(10),8(9)-tetraenes with cis- and trans-junction of C and D rings. We found that such compounds have stronger osteoprotective, cholesterol-lowering and antioxidant properties in comparison with uterotrophic activity; that is the advantage in comparison with clinically used 17 alpha-ethynylestradiol. (C) 2014 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2014.05.006
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 7-hydroxy-2-methylchroman-4-one
  参考文献：
  名称：

  Dann et al., Justus Liebigs Annalen der Chemie, 1954, vol. 587, p. 16,36

  摘要：

  DOI：

文献信息

• [EN] INHIBITORS OF ANTIGEN PRESENTATION BY HLA-DR<br/>[FR] INHIBITEURS DE PRÉSENTATION D'ANTIGÈNE PAR HLA-DR
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2021198283A1

  公开（公告）日：2021-10-07

  Chromanone compounds, pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions associated with the inhibition of antigen presentation by HLA-DR.

  Chromanone化合物，含有它们的药物组合物，制备它们的方法，以及使用它们的方法，包括用于治疗与HLA-DR抗原呈递抑制相关的疾病状态、疾病和症状的方法。
• Design, Synthesis and Biological Investigation of Flavone Derivatives as Potential Multi-Receptor Atypical Antipsychotics
  作者：Lanchang Gao、Zhengge Yang、Jiaying Xiong、Chao Hao、Ru Ma、Xin Liu、Bi-Feng Liu、Jian Jin、Guisen Zhang、Yin Chen

  DOI：10.3390/molecules25184107

  日期：——

  was also endowed with low to moderate activities on 5-HT2C, α1, and H1 receptors, indicating a low liability to induce side effects such as weight gain, orthostatic hypotension and QT prolongation. In vivo behavioral studies suggested that 6j has favorable effects in alleviating the schizophrenia-like symptoms without causing catalepsy. Taken together, compound 6j has the potential to be further developed

  通过使用多巴胺受体和血清素受体之间的多受体亲和策略，设计了一系列新型黄酮衍生物作为潜在的广谱抗精神病药。其中，7-(4-(4-(6-fluorobenzo[d]isoxazol-3-yl) piperidin-1-yl) butoxy)-2,2-dimethylchroman-4-one (6j) 表现出有希望的临床前特征. 化合物 6j 不仅对多巴胺 D2、D3 和血清素 5-HT1A、5-HT2A 受体表现出高亲和力，而且对 5-HT2C、α1 和 H1 受体也具有低至中度的活性，表明诱导的可能性较低副作用如体重增加、体位性低血压和 QT 间期延长。体内行为研究表明，6j 在减轻精神分裂症样症状方面具有良好的作用，而不会引起僵住症。综合起来，
• Aromatic urea derivatives and their use as herbicide
  申请人：Mitsui Petrochemical Industries, Ltd.

  公开号：US04838924A1

  公开（公告）日：1989-06-13

  This invention relates to novel compounds of formula [I], a process for their production, and their use as a herbicide. ##STR1## wherein A represents the bond ##STR2## in which X is a hydrogen atom, a chlorine atom, a nitro group or a trifluoromethyl group; B represents a hydrogen atom, a methyl group or a methoxy group; and Ar represents one member selected from the group consisting of ##STR3## in which R.sup.1 to R.sup.38, are as defined hereinafter.

  这项发明涉及公式[I]的新化合物，其生产过程以及它们作为除草剂的用途。其中A代表键##STR2##其中X是氢原子、氯原子、硝基团或三氟甲基基团；B代表氢原子、甲基基团或甲氧基基团；Ar代表从##STR3##中选择的一个成员，其中R.sup.1到R.sup.38如下所定义。
• A Facile Synthesis of Naphthyl-Quinolyl Ethanes and Chromenyl-Quinolyl Ethanes
  作者：M. Sekar、K. J. Rajendra Prasad

  DOI：10.1515/znb-1999-0617

  日期：1999.6.1

  The reaction of alkaline 2,4-dihydroxyquinoline 1 and 1-tetralone 2 in 2% sodium hydroxide solution with vinyl acetate afforded a brown solid 3, which on treatment with phosphorous oxychloride yielded 2,4-dichloro-3-[l’-(l-chloro-naphth-2-yl)ethyl]quinoline (4). The same reaction of 1 and chromanone 7 with vinyl acetate afforded 2,4-dichloro-3-[l’-(4-chloro- 2-methyl-chromen-3-yl)ethyl]quinoline (9)

  在2%氢氧化钠溶液中，碱性2,4-二羟基喹啉1和1-四氢萘酮2与乙酸乙烯酯反应，生成棕色固体3，经过磷氯氧处理得到2,4-二氯-3-[l’-(1-氯萘-2-基)乙基]喹啉(4)。同样地，1和2-甲基色苯酮7与乙酸乙烯酯反应，生成2,4-二氯-3-[l’-(4-氯-2-甲基色苯-3-基)乙基]喹啉(9)。
• Biosynthesis of aspyrone, a metabolite of Aspergillus malleus. Incorporation studies with 14C- and 3H-labelled acetates and malonate
  作者：R. Jeffrey Copeland、Robert A. Hill、David J. Hinchcliffe、James Staunton

  DOI：10.1039/p19840001013

  日期：——

  Incorporation studies with 14C-labelled acetates and malonate confirm the polyketide origin of aspyrone (1), and identify the chain starter unit. Five carbons are derived from the methyl group of acetate, and the remaining four from the carboxy group. The pattern of incorporation of tritium from [2-3H]acetate is inconsistent with a biosynthesis from aromatic precursors of the mellein type. Possibly

  与14个C标记的乙酸盐和丙二酸酯的掺入研究确定了阿斯泰隆（1）的聚酮化合物来源，并确定了链起始剂单元。五个碳原子来自乙酸甲酯的甲基，其余四个碳原子来自羧基。从[ 2-3 H]乙酸盐掺入tri的方式与由胶束类型的芳香族前体进行的生物合成不一致。没有掺入可能含有2-甲基色酮核的高级前体。有证据表明，芳香族前体不参与阿斯匹隆的生物合成，并且碳骨架（如共代谢型琥珀酸内酯（6）的骨架）是通过线性五元酮中间体的脱羧和重排而生成的。