7-hydroxy-2,2,4-trimethyl-(2H)-1-benzopyran | 35129-49-8

• 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-2,2,4-trimethyl-(2H)-1-benzopyran
• 英文别名: 2,2,4-trimethyl-2H-1-benzopyran-7-ol；2,2,4-trimethyl-7-hydroxy-(2H)-chromene；2,2,4-trimethyl-7-hydroxy-2H-1-benzopyran；2,2,4-trimethyl-2H-chromen-7-ol；2,2,4-trimethyl-2H-chromen-7-ol；2,2,4-trimethylchromen-7-ol
• CAS: 35129-49-8
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: OLKWMFUGWXLVNM-UHFFFAOYSA-N

物化性质

• 熔点：
  130 °C
• 沸点：
  307.5±42.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-hydroxy-2,2,4-trimethyl-(2H)-1-benzopyran 在 吡啶 、 selenium(IV) oxide 、 氯化亚砜 、 水 、 potassium carbonate 、 silver nitrate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 丙酮 、 苯 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Tripathi, Anil K.; Mukherjee, Debaraj; Koul, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2012, vol. 51, # 4, p. 605 - 610

  摘要：

  DOI：
• 作为产物：
  描述：

  7-benzyloxy-2,2,4-trimethyl-2H-chromene 在 盐酸 、 溶剂黄146 作用下， 生成 7-hydroxy-2,2,4-trimethyl-(2H)-1-benzopyran
  参考文献：
  名称：

  Bridge et al., Journal of the Chemical Society, 1937, p. 1530,1534

  摘要：

  DOI：

文献信息

• Reaction of Resorcinol with Mesityl Oxide: Synthesis of 2,2-Dimethyl-4-formyl- 7-methoxy-(2<b><i>H</i></b>)-1-benzopyran
  作者：A. K. Tripathi、K. R. Khan、S. C. Taneja

  DOI：10.1081/scc-120015811

  日期：2003.1.4

  Abstract Synthesis of 2,2-dimethyl-4-formyl-7-methoxy-(2H)-1-benzopyran has been achieved by a three step reaction sequence, wherein the key step has been the preparation of 7-hydroxy-2,2,4-trimethyl-(2H)-1-benzopyran by a novel condensation reaction between resorcinol and mesityl oxide in presence of polyphosphoric acid (PPA). #R.R.L. (Jammu) communication no. 2348

  摘要 2,2-二甲基-4-甲酰基-7-甲氧基-(2H)-1-苯并吡喃的合成是通过三步反应序列实现的，其中关键步骤是制备7-羟基-2,2 ,4-三甲基-(2H)-1-苯并吡喃在多磷酸 (PPA) 存在下通过间苯二酚和异亚甲基氧之间的新型缩合反应生成。#RRL（查谟）通讯编号。2348
• Tricyclic androgen receptor modulator compounds and methods
  申请人：Ligand Pharmaceuticals Incorporated

  公开号：US20020183346A1

  公开（公告）日：2002-12-05

  This invention relates to non-steroidal tricyclic compounds that are modulators of androgen receptors and to methods for making and using such compounds.

  这项发明涉及非甾体三环化合物，这些化合物是雄激素受体的调节剂，并涉及制备和使用这些化合物的方法。
• Polyalkylhydroxychromene and process for preparing the same
  申请人：Mitsui Petrochemical Industries, Ltd.

  公开号：US04323505A1

  公开（公告）日：1982-04-06

  A compound of the formula (I) ##STR1## wherein R.sup.1 and R.sup.5 each represents an alkyl group having 1 to 3 carbon atoms; R.sup.2, R.sup.3 and R.sup.4 each represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms and wherein the bonding at the 2-3 position is a single bond and that at the 3-4 position is a double when the substitution of hydroxy group is at the 5-position or the bonding at the 2-3 position is a double bond and that at the 3-4 position is a single bond when the substitution of hydroxy group is at the 7-position; with the proviso that R.sup.2 and R.sup.4 should not be a hydrogen atom or an alkyl group simultaneously and process for preparing same are disclosed. The compound is useful as a herbicide and fungicide and as an intermediate for preparing agricultural chemicals, etc.

  化合物的分子式为 (I) ##STR1## 其中 R.sup.1 和 R.sup.5 各代表具有 1 到 3 个碳原子的烷基基团；R.sup.2、R.sup.3 和 R.sup.4 各代表氢原子或具有 1 到 3 个碳原子的烷基基团，其中在 2-3 位置的键合是单键，在 3-4 位置的键合是双键，当羟基取代物位于 5 位置时，或者在 2-3 位置的键合是双键，在 3-4 位置的键合是单键，当羟基取代物位于 7 位置时；但 R.sup.2 和 R.sup.4 不应同时为氢原子或烷基基团，公开了制备该化合物的方法。该化合物可用作除草剂和杀菌剂，以及制备农药等农业化学品的中间体。
• Etherified 2-hydroxy-ethyl-phosphonic acid derivatives and plant growth
  申请人：Nitrok/e/ mia Ipartelepek

  公开号：US04668274A1

  公开（公告）日：1987-05-26

  The present invention refers to new etherified hydroxy-alkyl phosphonic acid derivatives of the general formula (I) ##STR1## wherein R stands for 2,3-dihydro-2,2-dimethyl-benzofuran-7-yl, 4-methyl-coumarin-7-yl, 2,2,4-trimethyl-(2H)-chromen-5-yl or 2,2,4-trimethyl-(2H)-chromen-7,yl, R.sup.1 and R.sup.2 are the same or different and stand for hydrogen, C.sub.1-8 alkyl, C.sub.1-4 halogen-alkyl, C.sub.1-4 alkoxy-C.sub.1-2 alkyl, Me stands for a monovalent cation. The new compounds can be used as active ingredients of plant growth regulating agents.

  本发明涉及一种新的醚化羟基烷基膦酸衍生物，其一般式为（I）##STR1##其中R代表2,3-二氢-2,2-二甲基-苯并呋喃-7-基，4-甲基香豆素-7-基，2,2,4-三甲基-(2H)-香豆素-5-基或2,2,4-三甲基-(2H)-香豆素-7-基，R.sup.1和R.sup.2相同或不同，代表氢，C.sub.1-8烷基，C.sub.1-4卤代烷基，C.sub.1-4烷氧基-C.sub.1-2烷基，Me代表一价阳离子。这些新化合物可以用作植物生长调节剂的活性成分。
• Novel Heteroarotinoids as Potential Antagonists of <i>Mycobacterium</i> <i>b</i><i>ovis</i> BCG
  作者：Chad W. Brown、Shengquan Liu、Jozef Klucik、K. Darrell Berlin、Patrick J. Brennan、Devinder Kaur、Doris M. Benbrook

  DOI：10.1021/jm0303453

  日期：2004.2.1

  A series of 15 heteroarotinoids has been prepared and evaluated for activity against Mycobacterium bovis BCG with the thiourea-containing isoxyl (7) (0.5 mug/mL) as the standard. 2,2,4-Trimethyl-2H-chromen-7-yl 4-(methoxycarbonyl)benzoate (8) displayed the most significant activity (2.0-4.0 mug/mL) in terms of the lowest concentration (mug/mL) (MIC, minimum inhibitory concentration) required to produce a 99% reduction in the number of colonies on a plate as compared to that system free of the agent at the same dilution of the culture suspension. Ethyl 4-[N-(2,2,4,4-tetramethylchroman-6-yl)thiocarbamoyl] amino}benzoate (9) and [(1E,3Z,5E)-1-aza-4-methyl-6-(1,2,2,4-tetramethyl(1,2-dihydroquinolyl))hexa-1,3,5-trienyl]-amino}aminomethane-1-thione (10) exhibited activity at 5.0-10.0 and 10.0-20.0 mug/mL, respectively, while the other examples had MIC values of 20 mug/mL or greater. The inhibitory ability of 8 may occur via the inhibition of mycolic acid synthesis in a like manner as found with 7, but this requires further study. The heteroarotinoids are the first examples to exhibit inhibitory ability against the growth of Mycobacterium bovis BCB.