5-溴-2-甲基-2,3-二氢-1-苯并呋喃 | 102292-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 中文名称: 5-溴-2-甲基-2,3-二氢-1-苯并呋喃
• 英文名称: 5-bromo-2-methyl-2,3-dihydro-1-benzofuran
• 英文别名: 5-bromo-2-methyl-2,3-dihydrobenzofuran；5-bromo-2-methyl-2,3-dihydro-benzofuran；5-Brom-2-methyl-2,3-dihydro-benzofuran；5-bromo-2,3-dihydro-2-methylbenzo[b]furan
• CAS: 102292-30-8
• 化学式: C₉H₉BrO
• 分子量: 213.074
• InChiKey: FEPPMMHYULGHKP-UHFFFAOYSA-N

物化性质

• 沸点：
  142-144 °C(Press: 20 Torr)
• 密度：
  1.430 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  11
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2932999099
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  5-溴-2-甲基-2,3-二氢-1-苯并呋喃 在 氯磺酸 作用下， 以 氯仿 、 水 为溶剂， 生成 6-bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl chloride
  参考文献：
  名称：

  Process for the preparation of 1,2-benzoxathiines

  摘要：

  公式I为1,2-苯并噁嗪衍生物，化学式为：##STR1## 其中Hal为氯、溴或碘，R为氢、卤素、硝基、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4卤代烷基、氰基或--X--R.sup.1、--CO--X--R.sup.2、--CO--NR.sup.3 R.sup.4、--SO--R.sup.5或--SO.sub.2--R.sup.6基团，其中R.sup.1为C.sub.3-C.sub.5炔基，或为C.sub.1-C.sub.4烷基，未取代或取代为卤素或C.sub.1-C.sub.4烷氧基，或为C.sub.3-C.sub.5烯基，未取代或取代为卤素或C.sub.1-C.sub.4烷氧基，R.sup.2和R.sup.5各自独立地为C.sub.1-C.sub.4烷基，-C.sub.1-C.sub.4卤代烷基，C.sub.2-C.sub.4烷氧基烷基，C.sub.3-C.sub.5烯基，C.sub.3-C.sub.5炔基，苯基或苄基，R.sup.3和R.sup.4各自独立地为氢、C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4卤代烷基，C.sub.2-C.sub.4烷氧基烷基，C.sub.3-C.sub.5烯基，C.sub.3-C.sub.5炔基，苯基或苄基，R.sup.6为C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4烷氧基，C.sub.1-C.sub.4卤代烷氧基或--NR.sup.7 R.sup.8，R.sup.7和R.sup.8各自独立地为氢、C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4卤代烷基，C.sub.2-C.sub.4烷氧基烷基，C.sub.3-C.sub.5烯基，C.sub.3-C.sub.5炔基，苯基或苄基，X为氧或硫。该衍生物可通过将化学式II的二氢苯并呋喃衍生物与化学式为ClSO.sub.3 H的氯磺酸处理而得到。

  公开号：

  US04560771A1
• 作为产物：
  描述：

  2-烯丙基酚 在 二硫化碳 作用下， 生成 5-溴-2-甲基-2,3-二氢-1-苯并呋喃
  参考文献：
  名称：

  Adams; Rindfusz, Journal of the American Chemical Society, 1919, vol. 41, p. 661

  摘要：

  DOI：

文献信息

• BROMODOMAIN INHIBITORS
  申请人：Quanticel Pharmaceuticals

  公开号：US20150111885A1

  公开（公告）日：2015-04-23

  The present invention relates to substituted heterocyclic derivative compounds, compositions comprising said compounds, and the use of said compounds and compositions for epigenetic regulation by inhibition of bromodomain-mediated recognition of acetyl lysine regions of proteins, such as histones. Said compositions and methods are useful for the treatment of cancer and neoplastic disease.

  本发明涉及替代杂环衍生物化合物，包括所述化合物的组合物，以及通过抑制溴结构域介导的蛋白质乙酰赖氨酸区域的识别来进行表观遗传调控的所述化合物和组合物的用途。所述组合物和方法对于癌症和肿瘤性疾病的治疗是有用的。
• [EN] SUBSTITUTED AMINOQUINOLONES AS DGKALPHA INHIBITORS FOR IMMUNE ACTIVATION<br/>[FR] AMINOQUINOLONES SUBSTITUÉES EN TANT QU'INHIBITEURS DE DGKALPHA POUR ACTIVATION IMMUNITAIRE
  申请人：BAYER AG

  公开号：WO2021105117A1

  公开（公告）日：2021-06-03

  The present invention covers aminoquinolone compounds of general formula (I), in which R1, R2, R3, R4, R5, R6, R7, R8 and n are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing pharmaceutical compositions for the treatment and/or prophylaxis of diseases, in particular of diacylglycerol kinase alpha regulated disorders, as a sole agent or in combination with other active ingredients.

  本发明涵盖了一般式(I)的氨基喹啉酮化合物，其中R1、R2、R3、R4、R5、R6、R7、R8和n如本文所定义，制备所述化合物的方法，用于制备所述化合物的中间化合物，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗和/或预防疾病的药物组合物，特别是二酰基甘油激酶α调节性疾病，作为唯一药剂或与其他活性成分组合使用。
• Investigation and mechanistic study into intramolecular hydroalkoxylation of unactivated alkenols catalyzed by cationic lanthanide complexes
  作者：Xuehua Zhu、Guoyao Li、Fan Xu、Yong Zhang、Mingqiang Xue、Qi Shen

  DOI：10.1016/j.tet.2017.01.051

  日期：2017.3

  Cationic lanthanide complexes of the type [Ln(CH3CN)9]3+[(AlCl4)3]3–·CH3CN (Ln = Pr, Nd, Sm, Gd, Er, Yb, Y) served as effective catalysts for the intramolecular hydroalkoxylation/cyclization of unactivated alkenols to yield the cyclic ethers with Markovnikov regioselectivity under mild conditions. Novel cationic complexes, [AlCl(CH3CN)5]2+[(AlCl4)2]2–·CH3CN and [Nd(CH3CN)9]3+[(FeCl4)3]3–·CH3CN, were

  类型为[Ln（CH 3 CN）9 ] 3+ [（AlCl 4）3 ] 3- ·CH 3 CN（Ln = Pr，Nd，Sm，Gd，Er，Yb，Y）的阳离子镧系元素络合物有效催化剂用于未活化的烯醇的分子内加氢烷氧基化/环化反应，以在温和条件下产生具有马尔可夫尼科夫区域选择性的环状醚。新型阳离子络合物[AlCl（CH 3 CN）5 ] 2+ [（AlCl 4）2 ] 2- ·CH 3 CN和[Nd（CH 3 CN）9 ] 3+ [（FeCl 4）3 ] 3- ·CH 3 CN，合成并评价了未活化的链烯醇的用于比较的分子内hydroalkoxylation /环化。[Nd（CH 3 CN）9 ] 3+ [（FeCl 4）3 ] 3– ·CH 3 CN <[AlCl（CH 3 CN）5 ] 2+ [（AlCl 4）2 ] 2– · CH 3 CN <[Nd（CH 3 CN）9 ] 3+ [（AlCl
• Fused N-phenylsulfonyl-N'-pyrimidinylureas and
  申请人：Ciba-Geigy Corporation

  公开号：US04634465A1

  公开（公告）日：1987-01-06

  The invention relates to N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N-triazinylureas of the general formula ##STR1## wherein Z is oxygen or sulfur, E is nitrogen or .dbd.CH--, R.sub.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 alkoxyalkoxy, R.sub.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.3 alkoxy, R.sub.3 and R.sub.4, each independently of the other, are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy or --NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are hydrogen or C.sub.1 -C.sub.4 alkyl, and A is an unsubstituted or substituted bridge of 3 or 4 atoms which contains 1 or 2 oxygen, sulfur or nitrogen atoms and, together with the linking carbon atom, forms a non-aromatic 5- or 6-membered heterocyclic ring system, with the proviso that two oxygen atoms are separated by at least one carbon atom and that oxygen and sulfur atoms are only linked to each other if the sulfur atom takes the form of the --SO-- or --SO.sub.2 -- group; and to the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases. These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.

  本发明涉及一般式为##STR1##的N-苯磺酰-N'-嘧啶脲和N-苯磺酰-N-三嗪脲，其中Z为氧或硫，E为氮或.dbd.CH--，R.sub.1为氢、卤素、硝基、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4卤代烷基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4卤代烷氧基、C.sub.1-C.sub.4烷氧羰基、C.sub.1-C.sub.4烷基硫基、C.sub.1-C.sub.4烷基亚磺酰基、C.sub.1-C.sub.4烷基磺酰基或C.sub.2-C.sub.5烷氧基烷氧基，R.sub.2为氢、C.sub.1-C.sub.4烷基或C.sub.1-C.sub.3烷氧基，R.sub.3和R.sub.4各自独立地为氢、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4卤代烷氧基、C.sub.1-C.sub.4卤代烷基硫基、C.sub.1-C.sub.4烷基硫基、卤素、C.sub.2-C.sub.5烷氧基烷基、C.sub.2-C.sub.5烷氧基烷氧基或--NR.sub.5R.sub.6，其中R.sub.5和R.sub.6为氢或C.sub.1-C.sub.4烷基，A为未取代或取代的3或4个原子的桥，其中包含1或2个氧、硫或氮原子，并与连接碳原子一起形成非芳香性5-或6元杂环环系，但两个氧原子之间至少隔着一个碳原子，并且只有当硫原子取形式为--SO--或--SO.sub.2--基团时，氧和硫原子才会相互连接；以及与胺、碱金属基或碱土金属基或季铵盐基的这些化合物的盐。这些化合物具有良好的前后除草和生长调节性能。
• Process for the preparation of 1,2-benzoxathiine derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US04603211A1

  公开（公告）日：1986-07-29

  A novel process for the preparation of 3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide of the formula I ##STR1## reacting a 5-halo-2,3-dihydro-2-methylbenzo[b]furan of the formula II ##STR2## wherein Hal is chlorine or bromine, with chlorosulfonic acid to give a 6-halo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl chloride of formula III ##STR3## wherein Hal is chlorine or bromine, converting this sulfonyl chloride with ammonia into a 6-halo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide of formula IV ##STR4## wherein Hal is chlorine or bromine, dehalogenating this sulfonamide with hydrogen in the presence of a tertiary amine and a noble metal catalyst, and hydrogenating the resultant 2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide of formula V ##STR5## with hydrogen in the presence of a noble metal catalyst.

  一种制备式I的3,4-二氢-2,2-二氧-3-甲基-1,2-苯并噻嗪-8-磺酰胺的新工艺，包括将式II的5-卤代-2,3-二氢-2-甲基苯并[b]呋喃（其中卤是氯或溴）与氯磺酸反应，得到式III的6-卤代-2,2-二氧-3-甲基-1,2-苯并噻嗪-8-磺酰氯（其中卤是氯或溴），将该磺酰氯与氨转化为式IV的6-卤代-2,2-二氧-3-甲基-1,2-苯并噻嗪-8-磺酰胺（其中卤是氯或溴），在三级胺和贵金属催化剂存在下，脱卤化该磺酰胺，然后在贵金属催化剂存在下，用氢气加氢得到式V的2,2-二氧-3-甲基-1,2-苯并噻嗪-8-磺酰胺。