2,2-dimethyl-6-ethylchromene | 69964-38-1

• 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: 2,2-dimethyl-6-ethylchromene
• 英文别名: 6-Ethyl-2,2-dimethylchromene；6-Ethyl-2,2-dimethyl-2h-chromene
• CAS: 69964-38-1
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: NSIDQKIQMFRRIW-UHFFFAOYSA-N

物化性质

• 沸点：
  274.5±40.0 °C(Predicted)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-6-ethylchromene 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 水 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 6-Ethyl-2,2-dimethyl-1a,7b-dihydrooxireno[2,3-c]chromene
  参考文献：
  名称：

  Variation in the aromatic ring of cromakalim: antihypertensive activity of pyranopyridines and 6-alkyl-2H-1-benzopyrans

  摘要：

  The synthesis and antihypertensive activity in the spontaneously hypertensive rat of two new series of analogues related to cromakalim (1) are described. In the first series, where the benzopyran nucleus has been replaced by a pyranopyridine nucleus, the position of the nitrogen atom has been found to be critical for activity, and the most potent compounds are the pyrano[3,2-c]pyridines. In the second series, where the powerful electron-withdrawing cyano group of compound 1 has been replaced by alkyl and phenyl groups, the order of antihypertensive potency is ethyl, isopropyl, tert-butyl greater than propyl, cyclopentyl greater than methyl greater than phenyl.

  DOI：

  10.1021/jm00173a018
• 作为产物：
  描述：

  4-乙基苯酚 在 sodium hydroxide 、 苄基三甲基氢氧化铵 作用下， 以 甲醇 、 二氯甲烷 、 水 、 邻二氯苯 为溶剂， 生成 2,2-dimethyl-6-ethylchromene
  参考文献：
  名称：

  Variation in the aromatic ring of cromakalim: antihypertensive activity of pyranopyridines and 6-alkyl-2H-1-benzopyrans

  摘要：

  The synthesis and antihypertensive activity in the spontaneously hypertensive rat of two new series of analogues related to cromakalim (1) are described. In the first series, where the benzopyran nucleus has been replaced by a pyranopyridine nucleus, the position of the nitrogen atom has been found to be critical for activity, and the most potent compounds are the pyrano[3,2-c]pyridines. In the second series, where the powerful electron-withdrawing cyano group of compound 1 has been replaced by alkyl and phenyl groups, the order of antihypertensive potency is ethyl, isopropyl, tert-butyl greater than propyl, cyclopentyl greater than methyl greater than phenyl.

  DOI：

  10.1021/jm00173a018

文献信息

• Copper(I) Iodide: A Catalyst for the Improved Synthesis of Aryl Propargyl Ethers
  作者：David Bell、Mark R. Davies、Graham R. Geen、Inderjit S. Mann

  DOI：10.1055/s-1995-3977

  日期：1995.6

  Copper(I) iodide catalyses the reaction between phenols and dialkylpropargyl chlorides to give aryl 1,1-dialkylpropargyl ethers 5a-k and 7a-e in good yields and purity. These ethers are important as precursors to the 2H-1-benzopyrans 8a-l and 9a-e.

  碘化铜（I）催化苯酚和二烷基丙炔酰氯之间的反应，生成芳基 1,1-二烷基丙炔醚 5a-k 和 7a-e，产量和纯度都很高。这些醚是 2H-1-苯并吡喃 8a-l 和 9a-e 的重要前体。
• Substituted benzopyran derivatives against arrhythmia
  申请人：——

  公开号：US20040152763A1

  公开（公告）日：2004-08-05

  This invention relates to benzopyran derivatives of the formula (1) or the formula (2) wherein R 1 and R 2 represent independently of each other hydrogen atom or C 1-6 alkyl group, R 3 represents hydroxyl group or C 1-6 alkylcarbonyloxy group, R 4 represents hydrogen atom or C 1-6 alkyl group, R 5 represents C 1-6 alkyl group substituted with C 6-14 aryl group or heteroaryl group, R 6 represents C 1-6 alkyl group, C 1-6 alkoxy group, halogen atom, nitro group, C(O)NH 2 , C(O)NHR 8 or C(O)NR 8 R 9 , or pharmaceutically acceptable salts thereof. These compounds are useful as an antiarrhythmic agent. 1

  本发明涉及式(1)或式(2)的苯并吡喃衍生物，其中R1和R2独立地表示氢原子或C1-6烷基，R3表示羟基或C1-6烷基羧酸酯基，R4表示氢原子或C1-6烷基，R5表示C1-6烷基，该烷基被C6-14芳基或杂芳基取代，R6表示C1-6烷基，C1-6烷氧基，卤素原子，硝基，C（O）NH2，C（O）NHR8或C（O）NR8R9，或其药学上可接受的盐。这些化合物可用作抗心律失常剂。
• Pharmacologically active benzopyranes
  申请人：BEECHAM GROUP PLC

  公开号：EP0250077A2

  公开（公告）日：1987-12-23

  Compounds of formula (I) and pharmaceutically accetable salts thereof: wherein: Y is N or (when R3 is hydroxy, C1-6 alkoxy or C1-7 acyloxy) CH; one of R1 and R2 is hydrogen or C1-4 alkyl and the other is C1-4 alkyl or R1 and R2 together are C2-s-polymethylene; R3 is hydrogen, hydroxy, C1-6 alkoxy or C1-7 acyloxy; R4 is a C3-8 cycloalkyl group or a C1-6 alkyl group optionally substituted by a group R7 which is hydroxy, C1-6 alkoxy, amino optionally substituted by one or two C1-6 alkyl groups; C1-7 alkanoylamino, C3-8 cycloalkyloxy, C3-8 cycloalkylamino, or 1,3-dioxo-2-isoindoline; when Y is N, R5 is hydrogen, C1-6 alkyl optionally substituted by halogen, hydroxy, C1-6 alkoxy, C1-6 alkoxycarbonyl, carboxy or amino optionally substituted by one or two independent C1-6 alkyl groups, or C2-6 alkenyl, amino optionally substituted by a C1-6 alkyl, C3-a cycloalkyl or C1-6 alkenyl group or by a C1-6 alkanoyl group optionally substituted by up to three halo atoms, by a phenyl group optionally substituted by C1-6 alkyl, C1-6 alkoxy or halogen, or aryl or heteroaryl, either being optionally substituted by one or more groups or atoms selected from the class of C1-6 alkyl, C1-6 alkoxy, hydroxy, halogen, trifluoromethyl, nitro, cyano, C1-12 carboxylic acyl, or amino or aminocarbonyl optionally substituted by one or two C1-6 alkyl groups and R6 is hydrogen or C1-6 alkyl, or R5 and R6 together are -CH2-(CH2)n-Z-(CH2)m- wherein m and n are 0 to 2 such that m + n is 1 or 2 and Z is CH2, O, S or NR wherein R is hydrogen, C1-9 alkyl, C2-7 alkanoyl, phenyl C1-4-alkyl, naphthylcarbonyl, phenylcarbonyl or benzyl-carbonyl optionally substituted in the phenyl or naphthyl ring by one or two of C1-6 alkyl, C1-6 alkoxy or halogen; mono- or bi-cyclic- heteroarylcarbonyl; when Y is CH, R5 is NR8R9 wherein R8 and R9 are independently C1-6 alkyl, R8 is hydrogen and R9 is C1-6 alkyl or R8 and R9 together are C4-5 polymethylene; or R6 and R8 together are -(CH2)p- wherein p is 2 or 3, and R9 is hydrogen or C1-6 alkyl; or R5 is CH2R10 wherein R10 is hydrogen or C1-5 alkyl; or R6 and R10 are -(CH2)q- wherein q is 2 or 3; X is oxygen or sulphur; or R5, R6, X and Y (when N) together are tetrahydroisoquinolinone ortetrahydroisoquinolinthione, optionally substituted in the phenyl ring as defined for R above; the nitrogen-containing group is in the 4-position being trans to the R3 group when R3 is hydroxy, C1-6 alkoxy or C1-7 acyloxy; having K+ channel activator activity, processes for their preparation and their use as pharmaceuticals.

  式 (I) 的化合物及其可药用盐： 其中 Y 是 N 或（当 R3 是羟基、C1-6 烷氧基或 C1-7 乙酰氧基时）CH； R1 和 R2 中的一个是氢或 C1-4 烷基，另一个是 C1-4 烷基，或 R1 和 R2 合在一起是 C2-s 聚亚甲基； R3 是氢、羟基、C1-6 烷氧基或 C1-7 丙烯酸氧基； R4 是 C3-8 环烷基或任选被一个基团 R7 取代的 C1-6 烷基，该基团是羟基、C1-6 烷氧基、任选被一个或两个 C1-6 烷基取代的氨基、C1-7 烷酰氨基、C3-8 环烷氧基、C3-8 环烷基氨基或 1,3-二氧代-2-异吲哚啉； 当 Y 是 N 时，R5 是氢、任选被卤素、羟基、C1-6 烷氧基、C1-6 烷氧羰基、羧基或任选被一个或两个独立 C1-6 烷基取代的氨基取代的 C1-6 烷基，或 C2-6 烯基、任选被 C1-6 烷基取代的氨基、C3-a环烷基或C1-6烯基，或被最多三个卤原子任选取代的C1-6烷酰基，或被C1-6烷基、C1-6烷氧基或卤素任选取代的苯基，或芳基或杂芳基，其中任一芳基或杂芳基被一个或多个选自C1-6烷基类的基团或原子任选取代、C1-6烷氧基、羟基、卤素、三氟甲基、硝基、氰基、C1-12 羧酰基或氨基或氨基羰基中任选被一个或两个 C1-6 烷基取代，且 R6 为氢或 C1-6 烷基，或 R5 和 R6 合在一起为-CH2-(CH2)n-Z-(CH2)m-，其中 m 和 n 为 0 至 2，使得 m + n 为 1 或 2，且 Z 为 CH2、O、S 或 NR，其中 R 是氢、C1-9 烷基、C2-7 烷酰基、苯基 C1-4-烷基、萘基羰基、苯基羰基或苄基羰基，可选择在苯基或萘基环上被一个或两个 C1-6 烷基、C1-6 烷氧基或卤素取代；单环或双环杂芳基羰基； 当 Y 是 CH 时，R5 是 NR8R9，其中 R8 和 R9 独立地是 C1-6 烷基，R8 是氢，R9 是 C1-6 烷基，或 R8 和 R9 一起是 C4-5 聚亚甲基；或 R6 和 R8 一起是-(CH2)p-，其中 p 是 2 或 3，R9 是氢或 C1-6 烷基；或 R5 是 CH2R10，其中 R10 是氢或 C1-5 烷基；或 R6 和 R10 是-(CH2)q-，其中 q 是 2 或 3； X 是氧或硫；或 R5、R6、X 和 Y（当为 N 时）一起是四氢异喹啉酮或四氢异喹啉乙硫酮，如上文对 R 所定义，可选择被取代的苯基环； 当 R3 为羟基、C1-6 烷氧基或 C1-7 乙酰氧基时，含氮基团位于反式至 R3 基团的 4 位；具有 K+通道激活剂活性，其制备工艺及其作为药物的用途。
• AROMATIC POLYCARBONATE, PROCESS FOR PRODUCING THE SAME, AND MOLDED ARTICLE
  申请人：TEIJIN LIMITED

  公开号：EP1149852A1

  公开（公告）日：2001-10-31

  An aromatic polycarbonate which has high durability and is excellent in color tone, transparency and mechanical strength, especially an aromatic polycarbonate which has high durability and stability when it is used under high temperature and high humidity conditions for a long time, and production method and use thereof. In the aromatic polycarbonate which has a sodium element content of 100 ppb or less and a content of each of Ni, Pb, Cr, Mn and Fe of 70 ppb or less and the method of producing a polycarbonate by polycondensing an aromatic dihydroxy compound and a carbonic acid diester, the above aromatic polycarbonate is produced by controlling 1) the content of sodium element contained in each of the above raw materials to 52 ppb or less, 2) the content of each of Fe, Cr, Mn, Ni and Pb to 40 ppb or less and 3) the amount of a specific catalyst to a specific value based on the content of Fe contained in the raw materials.

  一种具有高耐久性且色调、透明度和机械强度优异的芳香族聚碳酸酯，特别是一种在高温和高湿条件下长期使用时具有高耐久性和稳定性的芳香族聚碳酸酯及其生产方法和用途。 在钠元素含量小于或等于 100 ppb，镍、铅、铬、锰和铁各元素含量小于或等于 70 ppb 的芳香族聚碳酸酯中，以及通过芳香族二羟基化合物和碳酸二酯缩聚生产聚碳酸酯的方法中、生产上述芳香族聚碳酸酯的方法是：1）将上述每种原料中所含钠元素的含量控制在 52 ppb 或以下；2）将铁、铬、锰、镍和铅中每种元素的含量控制在 40 ppb 或以下；3）根据原料中所含铁元素的含量，将特定催化剂的用量控制在特定值。
• Osmium-Catalyzed Asymmetric Dihydroxylation of Cyclic Cis-Disubstituted Olefins
  作者：Zhi-Min Wang、Kiyomi Kakiuchi、K. Barry Sharpless

  DOI：10.1021/jo00102a008

  日期：1994.11

  A new class of cis-disubstituted olefins has been found to give good enantioselectivities in the asymmetric dihydroxylation reaction using the standard PHAL and PYR ligands, all the olefins are conjugated, and the reacting double bond is endocyclic in a 5-, 6-, 7-, or 8-membered ring.