3-氟-2-吡啶磺酰胺 | 133120-15-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 3-氟-2-吡啶磺酰胺
• 英文名称: 3-fluoropyridine-2-sulfonamide
• CAS: 133120-15-7
• 化学式: C₅H₅FN₂O₂S
• mdl: MFCD16859691
• 分子量: 176.171
• InChiKey: YXQKUNICQNTDLU-UHFFFAOYSA-N

物化性质

• 沸点：
  338.4±52.0 °C(Predicted)
• 密度：
  1.521±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-氟-2-吡啶磺酰胺 以 1,4-二氧六环 为溶剂， 反应 72.0h， 生成 4-cyclopropyl-4H-pyrido[3,2-e]-1,2,4-thiadiazine 1,1-dioxide
  参考文献：
  名称：

  属于4-环丙基-3,4-二氢-2 H -1,2,4-吡啶并二氮杂二氧化物和2-氨基-3-（3-羟基-5-甲基异恶唑-4-基）丙酸受体的正构构调节剂氯取代的4-环丙基-3,4-二氢-2 H -1,2,4-苯并噻二嗪1,1-二氧化物

  摘要：

  将两个属于α-氨基-3-羟基-5-甲基-4-异恶唑丙酸（AMPA）受体正性变构调节剂的4-乙基取代的吡啶并二嗪二氧化物与GluA2配体结合结构域共结晶，以破译位置氮原子对AMPA受体结合模式的影响。发现后者与先前描述的苯并噻二嗪型AMPA受体调节剂非常相似。两种化合物对受体的亲和力通过等温滴定热法测定。因此，进行了新颖的4-环丙基取代的吡啶并噻二嗪二氧化物的合成和生物学评估，并完成了相应的氯取代的4-环丙基-3,4-二氢-2 H的合成。-苯并噻二嗪1,1-二氧化物。在体外发现“ 8-氮杂”化合物32是最有效的吡啶并噻二嗪型AMPA受体增效剂，而7-氯取代的化合物36c则是最有希望的苯并噻二嗪二氧化物。由于在小鼠中具有适当的药物相似性和较低的体内急性毒性，因此选择36c进行更完整的临床前评估。该化合物能够轻松穿越血脑屏障。在对CD1小鼠进行的体内目标识别测试中，发现口服低至1 mg / kg的36c可以显着改善认知能力。

  DOI：

  10.1021/jm501268r
• 作为产物：
  描述：

  2-氯-3-氟吡啶 在 盐酸 、 ammonium hydroxide 、 氯 、 sodium carbonate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 7.5h， 生成 3-氟-2-吡啶磺酰胺
  参考文献：
  名称：

  属于4-环丙基-3,4-二氢-2 H -1,2,4-吡啶并二氮杂二氧化物和2-氨基-3-（3-羟基-5-甲基异恶唑-4-基）丙酸受体的正构构调节剂氯取代的4-环丙基-3,4-二氢-2 H -1,2,4-苯并噻二嗪1,1-二氧化物

  摘要：

  将两个属于α-氨基-3-羟基-5-甲基-4-异恶唑丙酸（AMPA）受体正性变构调节剂的4-乙基取代的吡啶并二嗪二氧化物与GluA2配体结合结构域共结晶，以破译位置氮原子对AMPA受体结合模式的影响。发现后者与先前描述的苯并噻二嗪型AMPA受体调节剂非常相似。两种化合物对受体的亲和力通过等温滴定热法测定。因此，进行了新颖的4-环丙基取代的吡啶并噻二嗪二氧化物的合成和生物学评估，并完成了相应的氯取代的4-环丙基-3,4-二氢-2 H的合成。-苯并噻二嗪1,1-二氧化物。在体外发现“ 8-氮杂”化合物32是最有效的吡啶并噻二嗪型AMPA受体增效剂，而7-氯取代的化合物36c则是最有希望的苯并噻二嗪二氧化物。由于在小鼠中具有适当的药物相似性和较低的体内急性毒性，因此选择36c进行更完整的临床前评估。该化合物能够轻松穿越血脑屏障。在对CD1小鼠进行的体内目标识别测试中，发现口服低至1 mg / kg的36c可以显着改善认知能力。

  DOI：

  10.1021/jm501268r

文献信息

• PHENYL AMINO PIPERIDINE mTORC INHIBITORS AND USES THEREOF
  申请人：Navitor Pharmaceuticals, Inc.

  公开号：US20180127370A1

  公开（公告）日：2018-05-10

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用它们的方法。
• Pyridyl sulfonylurea herbicides
  申请人：Ciba-Geigy Corporation

  公开号：US05352654A1

  公开（公告）日：1994-10-04

  N-Pyridinesulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## in which R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 C.sub.4 haloalkoxy or CF.sub.3 ; R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; A is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is substituted by C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl, amino, C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 dialkylamino or C.sub.2 -C.sub.4 alkynyl, it being possible for the C.sub.2 -C.sub.4 alkenyl radical and the C.sub.5 -C.sub.6 cycloalkenyl radical to be additionally monosubstituted to trisubstituted by halogen; or A is a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group comprising O, N and SO.sub.2 ; or A is C.sub.1 -C.sub.4 alkyl which is substituted by a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group comprising O, N and SO.sub.2 ; X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkoxy which is monosubstituted to trisubstituted by halogen; Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkoxy which is monosubstituted to trisubstituted by halogen, or is cyclopropyl, methylamino or dimethylamino; and E is nitrogen or the methine group, and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good selective herbicidal properties pre-emergence and post-emergence, and good growth-regulating properties.

  N-吡啶磺酰-N'-嘧啶基和-三嗪基脲的化学式I如下：其中R.sub.1为氢、卤素、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷硫基、C.sub.1-C.sub.4卤代烷氧基或CF.sub.3；R.sub.2为氢或C.sub.1-C.sub.4烷基；A为C.sub.1-C.sub.6烷基或C.sub.3-C.sub.6环烷基，每个都可以通过卤素进行单取代至三取代，或者为C.sub.1-C.sub.4烷基或C.sub.3-C.sub.6环烷基，每个都被C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷硫基、C.sub.1-C.sub.4烷基磺酰基、C.sub.1-C.sub.4烷基亚砜基、C.sub.2-C.sub.4烯基、C.sub.5-C.sub.6环烯基、氨基、C.sub.1-C.sub.4烷基氨基、C.sub.1-C.sub.4二烷基氨基或C.sub.2-C.sub.4炔基取代，C.sub.2-C.sub.4烯基基团和C.sub.5-C.sub.6环烯基基团可以额外通过卤素进行单取代至三取代；或者A为含有O、N和SO.sub.2的异原子的4-至6元饱和杂环；或者A为被含有O、N和SO.sub.2的异原子的4-至6元饱和杂环取代的C.sub.1-C.sub.4烷基；X为C.sub.1-C.sub.3烷基、通过卤素进行单取代至三取代的C.sub.1-C.sub.3烷基，或者为C.sub.1-C.sub.3烷氧基或通过卤素进行单取代至三取代的C.sub.1-C.sub.3烷氧基；Y为卤素、C.sub.1-C.sub.3烷基、通过卤素进行单取代至三取代的C.sub.1-C.sub.3烷基，或者为C.sub.1-C.sub.3烷氧基、通过卤素进行单取代至三取代的C.sub.1-C.sub.3烷氧基，或者为环丙基、甲基氨基或二甲基氨基；E为氮或甲基基团，这些化合物与胺、碱金属碱或碱土金属碱或季铵碱的盐具有良好的选择性除草性能，早期和后期除草性能以及良好的生长调节性能。
• Sulfonylureas
  申请人：Ciba-Geigy Corporation

  公开号：US05403814A1

  公开（公告）日：1995-04-04

  N-pyridinesulfonyl-N'-pyrimidinyl- and -triazinyl-ureas of formula I ##STR1## wherein R.sub.1 is hydrogen or fluorine; or R.sub.1 together with R.sub.3 is a C.sub.2 -C.sub.4 alkylene chain; R.sub.3 is hydrogen, fluorine or C.sub.1 -C.sub.3 alkyl; R.sub.2 is hydrogen, fluorine or C.sub.1 -C.sub.3 alkyl; R.sub.4 is hydrogen, fluorine, chlorine or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen, fluorine, chlorine, C.sub.1 -C.sub.3 alkyl, or C.sub.1 -C.sub.3 alkyl substituted by fluorine or chlorine; R.sub.a is hydrogen or halogen, or a C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radical each of which may be unsubstituted or mono- or poly-substituted by halogen; R.sub.b is hydrogen or a C.sub.1 -C.sub.4 alkyl radical; X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen, C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen; Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen, C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen, or is cyclopropyl, methylamino or dimethylamino; and E is nitrogen or the methine group, and the salts of those compounds, with the proviso that at least one of the radicals R.sub.1 to R.sub.5 is fluorine, or one of the radicals R.sub.4 and R.sub.5 is chlorine, have good selective-herbicidal properties. The preparation of those compounds and their use as herbicidal active ingredients is described.

  式I的N-吡啶磺酰-N'-嘧啶基和-三嗪基脲化合物，其中R.sub.1是氢或氟；或者R.sub.1与R.sub.3一起是一个C.sub.2-C.sub.4烷基链；R.sub.3是氢、氟或C.sub.1-C.sub.3烷基；R.sub.2是氢、氟或C.sub.1-C.sub.3烷基；R.sub.4是氢、氟、氯或C.sub.1-C.sub.3烷基；R.sub.5是氢、氟、氯、C.sub.1-C.sub.3烷基，或者被氟或氯取代的C.sub.1-C.sub.3烷基；R.sub.a是氢或卤素，或C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基或C.sub.1-C.sub.4烷硫基基团，每个基团可以未被取代或单取代或多取代的卤素；R.sub.b是氢或C.sub.1-C.sub.4烷基基团；X是C.sub.1-C.sub.3烷基、C.sub.1-C.sub.3烷基单取代到三取代的卤素、C.sub.1-C.sub.3烷氧基，或C.sub.1-C.sub.3烷氧基单取代到三取代的卤素；Y是卤素、C.sub.1-C.sub.3烷基、C.sub.1-C.sub.3烷基单取代到三取代的卤素、C.sub.1-C.sub.3烷氧基，或C.sub.1-C.sub.3烷氧基单取代到三取代的卤素，或者是环丙基、甲基氨基或二甲氨基；E是氮或甲烷基团，以及这些化合物的盐，但至少有一个基团R.sub.1至R.sub.5是氟，或者基团R.sub.4和R.sub.5中的一个是氯，具有良好的选择性除草性能。描述了这些化合物的制备以及它们作为除草剂活性成分的用途。
• Pyridin-2-yl-sulfonamides useful for the preparation of herbicidally
  申请人：Ciba-Geigy Corporation

  公开号：US05410063A1

  公开（公告）日：1995-04-25

  A compound of the formula II ##STR1## in which R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkoxy or CF.sub.3 and A is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is substituted by C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl, amino, C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 dialkylamino or C.sub.2 -C.sub.4 alkynyl, it being possible for the C.sub.2 -C.sub.4 alkenyl radical and the C.sub.5 -C.sub.6 cycloalkenyl radical to be additionally monosubstituted to trisubstituted by halogen; or A is a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group consisting of O, N and SO.sub.2 ; or A is C.sub.1 -C.sub.4 alkyl which is substituted by a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group consisting of O, N and SO.sub.2.

  化合物的化学式为II ##STR1## 其中R.sub.1为氢、卤素、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷硫基、C.sub.1-C.sub.4卤代烷氧基或CF.sub.3，A为C.sub.1-C.sub.6烷基或C.sub.3-C.sub.6环烷基，每个基团均为单取代至三取代卤素，或者为C.sub.1-C.sub.4烷基或C.sub.3-C.sub.6环烷基，每个基团均为C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷硫基、C.sub.1-C.sub.4烷基磺酰基、C.sub.1-C.sub.4烷基亚磺酰基、C.sub.2-C.sub.4烯基、C.sub.5-C.sub.6环烯基、氨基、C.sub.1-C.sub.4烷基氨基、C.sub.1-C.sub.4二烷基氨基或C.sub.2-C.sub.4炔基，C.sub.2-C.sub.4烯基基团和C.sub.5-C.sub.6环烯基基团还可以另外单取代至三取代卤素；或A为4-至6-成员饱和杂环，其中包含从O、N和SO.sub.2组成的杂原子；或A为C.sub.1-C.sub.4烷基，该基团被从O、N和SO.sub.2组成的杂原子构成的4-至6-成员饱和杂环取代。
• Certain 3-oxy-2-pyridyl sulfonamide intermediates
  申请人：Ciba-Geigy Corporation

  公开号：US05625071A1

  公开（公告）日：1997-04-29

  N-pyridinesulfonyl-N'-pyrimidinyl- and -triazinyl-ureas of formula I ##STR1## wherein R.sub.1 is hydrogen or fluorine; or R.sub.1 together with R.sub.3 is a C.sub.2 -C.sub.4 alkylene chain; R.sub.3 is hydrogen, fluorine or C.sub.1 -C.sub.3 alkyl; R.sub.2 is hydrogen, fluorine or C.sub.1 -C.sub.3 alkyl; R.sub.4 is hydrogen, fluorine, chlorine or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen, fluorine, chlorine, C.sub.1 -C.sub.3 alkyl, or C.sub.1 -C.sub.3 alkyl substituted by fluorine or chlorine; R.sub.a is hydrogen or halogen, or a C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radical each of which may be unsubstituted or mono- or poly-substituted by halogen; R.sub.b is hydrogen or a C.sub.1 -C.sub.4 alkyl radical; X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen, C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen; Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen, C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen, or is cyclopropyl, methylamino or dimethylamino; and E is nitrogen or the methine group, and the salts of those compounds, with the proviso that at least one of the radicals R.sub.1 to R.sub.5 is fluorine, or one of the radicals R.sub.4 and R.sub.5 is chlorine, have good selective-herbicidal properties. The preparation of those compounds and their use as herbicidal active ingredients is described.

  式I中的N-吡啶磺酰基-N'-嘧啶基和-三嗪基-脲化合物，其中R.sub.1是氢或氟；或R.sub.1与R.sub.3一起是C.sub.2-C.sub.4烷基链；R.sub.3是氢，氟或C.sub.1-C.sub.3烷基；R.sub.2是氢，氟或C.sub.1-C.sub.3烷基；R.sub.4是氢，氟，氯或C.sub.1-C.sub.3烷基；R.sub.5是氢，氟，氯，C.sub.1-C.sub.3烷基，或C.sub.1-C.sub.3烷基被氟或氯取代；R.sub.a是氢或卤素，或C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4烷氧基或C.sub.1-C.sub.4烷基硫基基团，每个基团可能未取代或单取代或多取代卤素；R.sub.b是氢或C.sub.1-C.sub.4烷基基团；X是C.sub.1-C.sub.3烷基，C.sub.1-C.sub.3烷基单到三取代卤素，C.sub.1-C.sub.3烷氧基，或C.sub.1-C.sub.3烷氧基单到三取代卤素；Y是卤素，C.sub.1-C.sub.3烷基，C.sub.1-C.sub.3烷基单到三取代卤素，C.sub.1-C.sub.3烷氧基，或C.sub.1-C.sub.3烷氧基单到三取代卤素，或是环丙基，甲基氨或二甲基氨；E是氮或甲基基团，以及这些化合物的盐，前提是至少有一个基团R.sub.1到R.sub.5是氟，或者基团R.sub.4和R.sub.5中的一个是氯，具有良好的选择性除草作用。描述了这些化合物的制备及其作为除草活性成分的用途。