6-Ethyl-2,2-dimethyl-1a,7b-dihydrooxireno[2,3-c]chromene | 117610-35-2

• 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: 6-Ethyl-2,2-dimethyl-1a,7b-dihydrooxireno[2,3-c]chromene
• CAS: 117610-35-2
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: PPWITSJDDIOCMT-UHFFFAOYSA-N

物化性质

• 沸点：
  280.5±29.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Ethyl-2,2-dimethyl-1a,7b-dihydrooxireno[2,3-c]chromene 、 2-吡咯烷酮 生成 1-[(3S,4R)-6-ethyl-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl]pyrrolidin-2-one
  参考文献：
  名称：

  BURRELL, GORDON;CASSIDY, FREDERICK;EVANS, JOHN M.;LIGHTOWLER, DIANE;STEMP+, J. MED. CHEM., 33,(1990) N1, C. 3023-3027

  摘要：

  DOI：
• 作为产物：
  描述：

  4-乙基苯酚 在 氢氧化钾 、 sodium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 水 、 苄基三甲基氢氧化铵 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 水 、 二甲基亚砜 、 邻二氯苯 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 In the first series, where the benzopyran nucleus has been replaced by a pyranopyridine nucleus, the position of the nitrogen atom has been found to be critical for activity, and the most potent compounds are the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 In the second series, where the powerful electron-withdrawing cyano group of compound 1 has been replaced by alkyl and phenyl groups, the order of antihypertensive potency is ethyl, isopropyl, tert-butyl greater than propyl, cyclopentyl greater than methyl greater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

文献信息

• 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。
• Substituted cyclobutenedione compounds
  申请人：Beecham Group p.l.c.

  公开号：EP0426379A2

  公开（公告）日：1991-05-08

  A compound of formula (I) or a pharmaceutically acceptable salt thereof: wherein a and b together form an -O- or -CH₂- linkage or a bond; either Y is N and R₂ is hydrogen; or Y is C-R₁ wherein either one of R₁ and R₂ is hydrogen and the other is nitro, cyano, halo, -CF₃, C₂F₅, formyl, aldoxime, CF₃O, NO₂-CH=CH-, NC-CH=CH-; a group RxX- wherein Rx is C₁₋₆ alkyl, aryl or heteroaryl either of which may be optionally substituted by one, two or three of C₁₋₄ alkyl, C₁₋₄ alkoxy, nitro, halo, CF₃ and cyano; and X is C=O, O.C=O, C=O.O, CHOH, SO, SO₂, O.SO, O.SO₂, CONH, O.CONH, C=S, O.C=S, C=S.O, CH.SH, SONH, SO₂NH, O.SONH, O.SO₂NH, CO-CH=CH, C=NHOH, C=NNH₂; or a group RyRzNZ- wherein Ry and Rz are independently hydrogen or C₁₋₆ alkyl and Z is C=O, SO or SO₂; or a group (RwO)₂P(O)W wherein Rw is hydrogen or C₁₋₆ alkyl and W is O or a bond; or R₁ is a C₃₋₈ cycloalkyl group or a C₁₋₆ alkyl group optionally substituted by a group R₉ which is hydroxy, C₁₋₆ alkoxy, amino optionally substituted by one or two C₁₋₆ alkyl groups, C₁₋₇ alkanoylamino, C₃₋₈ cycloalkyloxy or C₃₋₈ cycloalkylamino and R₂ is hydrogen; or one of R₁ and R₂ is nitro, cyano or C₁₋₃ alkylcarbonyl and the other is a different group selected from nitro, cyano, halo, C₁₋₃ alkylcarbonyl, methoxy or amino optionally substituted by one or two C₁₋₆ alkyl or by C₂₋₇ alkanoyl; or R₁ and R₂ together with the carbon atoms, to which they are attached form 2,1,3-oxadiazole or triazole; either one of R₃ and R₄ is hydrogen or C₁₋₄ alkyl and the other is C₁₋₄ alkyl; or R₃ and R₄ together are C₂₋₅ polymethylene; R₅ is hydrogen, hydroxy, C₁₋₆ alkoxy or C₁₋₇ acyloxy or ONO₂; R₆ and R₇ are independently hydrogen, C₁₋₆ alkyl; or (when R₆ is hydrogen), then R₇ is allyl, propargyl or C₃₋₆ cycloalkyl; J is O or NR₈ wherein R₈ is hydrogen or C₁₋₆ alkyl.

  式 (I) 的化合物或其药学上可接受的盐： 其中 a和b共同形成-O-或-CH₂-连接或键； Y 是 N 且 R₂ 是氢；或 Y 是 C-R₁ 其中 R₁ 和 R₂ 中的一个是氢，另一个是硝基、氰基、卤素、-CF₃、 C₂F₅、甲酰基、醛肟、CF₃O、NO₂-CH=CH-、NC-CH=CH-；基团 RxX-，其中 Rx 是 C₁₋₆烷基、芳基或杂芳基，其中任一个可被一个、两个或三个 C₁₋₄烷基、C₁₋₄烷氧基、硝基、卤代、CF₃ 和氰基任选取代；且 X 是 C=O、O.c=o、c=o.o、choh、so、so₂、o.so、o.so₂、conh、o.conh、c=s、o.c=s、c=s.o、ch.sh、sonh、so₂nh、o.sonh、o.SO₂NH、CO-CH=CH、C=NHOH、C=NNH₂；或基团 RyRzNZ-，其中 Ry 和 Rz 独立地为氢或 C₁₋₆烷基，Z 为 C=O、SO 或 SO₂；或基团 (RwO)₂P(O)W，其中 Rw 为氢或 C₁₋₆ 烷基，W 为 O 或键；或 R₁ 是 C₃₋₈环烷基或任选被羟基、C₁₋₆ 烷氧基的基团 R₉ 取代的 C₁₋₆ 烷基、被一个或两个 C₁₋₆烷基、C₁₋₇烷酰氨基、C₃₋₈ 环烷氧基或 C₃₋₈ 环烷基氨基任选取代的氨基，且 R₂ 为氢；或 R₁ 和 R₂ 中的一个是硝基、氰基或 C₁₋₃烷基羰基，另一个是选自硝基、氰基、卤素、C₁₋₃烷基羰基的不同基团、卤代、C₁₋₃烷基羰基、甲氧基或被一个或两个 C₁₋₆ 烷基或 C₂₋₇ 烷酰基任选取代的氨基；或 R₁ 和 R₂ 与它们所连接的碳原子一起形成 2,1,3-噁二唑或三唑； R₃ 和 R₄ 中的一个是氢或 C₁₋₄ 烷基，另一个是 C₁₋₄ 烷基；或 R₃ 和 R₄ 合在一起是 C₂₋₅ 聚亚甲基； R₅ 是氢、羟基、C₁₋₆ 烷氧基或 C₁₋₇酰氧基或 ONO₂； R₆ 和 R₇ 独立地为氢、C₁₋₆ 烷基；或（当 R₆ 为氢时），则 R₇ 为烯丙基、丙炔基或 C₃₋₆ 环烷基； J 是 O 或 NR₈，其中 R₈ 是氢或 C₁₋₆ 烷基。
• Process for the preparation of chiral 3,4-epoxy benzopyrans
  申请人：Beecham Group p.l.c.

  公开号：EP0430621A2

  公开（公告）日：1991-06-05

  A process for the preparation of a compound of formula (A)' or (A)'': which process comprises the base treatment of a quaternary ammonium salt of a compound of formula (D): wherein the NH₂ and OH moieties are trans and are (R,S) or (S,R), respectively.

  一种制备式（A）'或（A）''化合物的工艺： 该工艺包括对式（D）化合物的季铵盐进行碱处理： 其中 NH₂和 OH 分子为反式，分别为 (R,S) 或 (S,R)。
• Benzopyran derivatives
  申请人：Beecham Group p.l.c.

  公开号：EP0412760B1

  公开（公告）日：1994-11-23
• BURRELL, GORDON;CASSIDY, FREDERICK;EVANS, JOHN M.;LIGHTOWLER, DIANE;STEMP+, J. MED. CHEM., 33,(1990) N1, C. 3023-3027
  作者：BURRELL, GORDON、CASSIDY, FREDERICK、EVANS, JOHN M.、LIGHTOWLER, DIANE、STEMP+

  DOI：——

  日期：——