2-amino-4-fluoro-N-methoxy-N-methylbenzamide | 886574-91-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-4-fluoro-N-methoxy-N-methylbenzamide
• 英文别名: N-methoxy-N-methyl-2-amino-4-fluoro-benzamide
• CAS: 886574-91-0
• 化学式: C₉H₁₁FN₂O₂
• 分子量: 198.197
• InChiKey: OZCLWRLQBYZTMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-4-fluoro-N-methoxy-N-methylbenzamide 在 盐酸 、 manganese(IV) oxide 、 lithium aluminium tetrahydride 、 正丁基锂 、 四丁基氟化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of benzoxazinones as HIV-1 reverse transcriptase inhibitors. Analogs of Efavirenz (SUSTIVATM)

  摘要：

  Two series of benzoxazinones differing in the aromatic substitution pattern were prepared and evaluated as HIV-1 reverse transcriptase inhibitors. The 5-fluoro (5a-d) and 6-nitro (5e-h) substituted compounds displayed activity comparable or better than Efavirenz, the lead structure of the series. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00565-x
• 作为产物：
  描述：

  N-methoxy-N-methyl-4-fluoro-2-nitro-benzamide 在 钯 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以to give N-methoxy-N-methyl-2-amino-4-fluoro-benzamide (0.9 g, 90%)的产率得到2-amino-4-fluoro-N-methoxy-N-methylbenzamide
  参考文献：
  名称：

  NOVEL COMPOUNDS, ISOMER THEREOF, OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF AS VANILLOID RECEPTOR ANTAGONIST; AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME

  摘要：

  本公开涉及新化合物、其异构体或其药学上可接受的盐作为vanilloid受体（Vanilloid Receptor 1；VR1；TRPV1）拮抗剂；以及含有相同化合物的药物组合物。本公开提供了一种用于预防或治疗疾病的药物组合物，例如疼痛、偏头痛、关节痛、神经痛、神经病、神经损伤、皮肤疾病、膀胱过敏、肠易激综合征、粪便紧急情况、呼吸系统疾病、皮肤、眼睛或粘膜刺激、胃十二指肠溃疡、炎症性疾病、耳病、心脏疾病等等。

  公开号：

  US20140011881A1

文献信息

• Catalytic Asymmetric Synthesis of Atropisomeric Quinolines through the Friedländer Reaction
  作者：Junlin Wan、Hongxin Liu、Yunjun Lan、Xinhua Li、Xingena Hu、Juan Li、Hong-Ping Xiao、Jun Jiang

  DOI：10.1055/s-0039-1690228

  日期：2019.12

  catalyzed atroposelective Friedlander reaction was developed in which acetylacetone and a variety of 2′-substituted 2-aminobenzophenones were successfully employed to give optically active biaryl quinolines in good yields and with high enantioselectivities.

  开发了一种磷酸催化的阻转选择性 Friedlander 反应，其中成功地使用乙酰丙酮和各种 2'-取代的 2-氨基二苯甲酮以良好的收率和高对映选择性得到具有旋光活性的联芳基喹啉。
• Palladium‐Catalyzed Cascade Reductive and Carbonylative Cyclization of <i>Ortho</i> ‐Iodo‐Tethered Methylenecyclopropanes (MCPs) Using <i>N</i> ‐Formylsaccharin as CO Source
  作者：Xing Fan、Min Shi、Yin Wei

  DOI：10.1002/adsc.201901005

  日期：2019.12.17

  A palladium‐catalyzed reductive and carbonylative cyclization of ortho‐iodo‐tethered methylenecyclopropanes (MCPs) using N‐formylsaccharin as CO source has been developed, affording the desired indanone derivatives in moderate to good yields with high regio‐ and stereoselectivity and good functional group compatibility.

  已开发了使用N-甲酰基糖精作为CO源的钯催化的邻-碘系链亚甲基环丙烷（MCP）的还原和羰基环化反应，以中等至良好的收率提供了所需的茚满酮衍生物，具有较高的区域和立体选择性以及良好的官能团相容性。
• Quinazoline derivatives, process for their preparation, their use as antimitotics and pharmaceutical compositions comprising said derivatives
  申请人：EMBL

  公开号：EP1655289A1

  公开（公告）日：2006-05-10

  The invention relates to quinazoline derivatives of formula (I) in which R1, X and A have the meanings as indicated, or to a pharmaceutically acceptable salt thereof, e.g. Such compounds are useful as modulators, in particular inhibitors, of the mitotic kinesin Eg5. i.e. the human protein (also called KSP), the Xenopus laevis homologue, further homologues from other species as well as allelic variants and functionally related proteins. The invention also relates to processes for their preparation, pharmaceutical compositions comprising said quinazoline derivatives, and the use of said quinazoline derivatives, in particular for treating diseases such as cancer.

  该发明涉及式(I)的喹唑啉衍生物，其中R1、X和A具有所示的含义，或其药学上可接受的盐，例如。这些化合物可用作有丝分裂动力蛋白Eg5的调节剂，特别是抑制剂。即人类蛋白（也称为KSP），非洲爪蟾同源物，来自其他物种的进一步同源物以及等位变体和功能相关蛋白。该发明还涉及其制备方法，包括所述喹唑啉衍生物的药物组合物，以及利用所述喹唑啉衍生物，特别是用于治疗癌症等疾病。
• Compounds, isomer thereof, or pharmaceutically acceptable salts thereof as vanilloid receptor antagonist; and pharmaceutical compositions containing the same
  申请人：Shin Song Seok

  公开号：US08557872B2

  公开（公告）日：2013-10-15

  This present disclosure relates to novel compounds, isomer thereof or pharmaceutically acceptable salts thereof as vanilloid receptor (Vanilloid Receptor 1; VR1; TRPV1) antagonist; and a pharmaceutical composition containing the same. The present disclosure provides a pharmaceutical composition for preventing or treating a disease such as pain, migraine, arthralgia, neuralgia, neuropathies, nerve injury, skin disorder, urinary bladder hypersensitiveness, irritable bowel syndrome, fecal urgency, a respiratory disorder, irritation of skin, eye or mucous membrane, stomach-duodenal ulcer, inflammatory diseases, ear disease, heart disease and so on.

  本公开涉及新型化合物，其异构体或药学上可接受的盐，作为vanilloid受体（Vanilloid Receptor 1; VR1; TRPV1）拮抗剂；以及含有该化合物的药物组合物。本公开提供了一种用于预防或治疗疾病的药物组合物，例如疼痛，偏头痛，关节痛，神经痛，神经病，神经损伤，皮肤疾病，膀胱过敏，肠易激综合征，粪便紧迫，呼吸系统疾病，皮肤，眼或黏膜刺激，胃十二指肠溃疡，炎症性疾病，耳病，心脏疾病等等。
• Palladium Catalyzed Dicarbonylation of α-Iodo-Substituted Alkylidenecyclopropanes: Synthesis of Carbamoyl Substituted Indenones
  作者：Lin Li、Xin-Lian Liu、Jin-Yan Liang、Yong-Yu He、Ai-Jun Ma、Wei-Feng Wang、Jin-Bao Peng

  DOI：10.1021/acs.orglett.2c02399

  日期：2022.8.5

  A palladium catalyzed dicarbonylation of α-iodo-substituted ACPs for the synthesis of carbamoyl substituted indenones has been developed. Two carbonyl groups were incorporated into the product with the cleavage of the proximal C–C bond of the ACPs. A broad range of carbamoyl substituted indenones were efficiently prepared in good to excellent yields.

  已经开发了用于合成氨基甲酰基取代的茚酮的α-碘取代的ACP的钯催化二羰基化。随着 ACP 的近端 C-C 键断裂，将两个羰基结合到产物中。多种氨基甲酰基取代的茚酮以良好至优异的产率有效制备。