1-methyl-6-nitro-3,4-dihydroquinolin-2(1H)-one | 233775-29-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-methyl-6-nitro-3,4-dihydroquinolin-2(1H)-one
• 英文别名: 1-methyl-6-nitro-3,4-dihydroquinolin-2-one；1-methyl-6-nitro-3,4-dihydro-1H-quinolin-2-one
• CAS: 233775-29-6
• 化学式: C₁₀H₁₀N₂O₃
• 分子量: 206.201
• InChiKey: ARSAPYZAJKOTFW-UHFFFAOYSA-N

物化性质

• 沸点：
  472.4±45.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methyl-6-nitro-3,4-dihydroquinolin-2(1H)-one 在 铁粉 、 氯化铵 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 2.0h， 生成 P-(4-cyanobenzyl)-P-methyl-N-(2-oxo-1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)phosphinamidate
  参考文献：
  名称：

  Tetrahydroquinolinyl phosphinamidates and phosphonamidates enhancing tolerance towards drought stress in crops via interaction with ABA receptor proteins

  摘要：

  New phosphorous-containing lead structures against drought stress in crops interacting with RCAR/(PYR/PYL) receptor proteins were identified starting from in-depth SAR studies of related sulfonamide lead structures and protein docking studies. A converging 6-step synthesis via phosphinic chlorides and phosphono chloridates as key intermediates afforded envisaged tetrahydroquinolinyl phosphinamidates and phosphonamidates. Whilst tetrahydroquinolinyl phosphonamidates 13a,b exhibited low to moderate target affinities, the corresponding tetrahydroquinolinyl phosphinamidates 12a,b revealed confirmed strong affinities for RCAR/ (PYR/PYL) receptor proteins in Arabidopsis thaliana on the same level as essential plant hormone abscisic acid (ABA) combined with promising efficacy against drought stress in vivo (broad-acre crops wheat and canola).

  DOI：

  10.1016/j.bmc.2020.115725
• 作为产物：
  描述：

  3,4-二氢-2(1H)-喹啉酮 在 硫酸 、 硝酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.5h， 生成 1-methyl-6-nitro-3,4-dihydroquinolin-2(1H)-one
  参考文献：
  名称：

  Tetrahydroquinolinyl phosphinamidates and phosphonamidates enhancing tolerance towards drought stress in crops via interaction with ABA receptor proteins

  摘要：

  New phosphorous-containing lead structures against drought stress in crops interacting with RCAR/(PYR/PYL) receptor proteins were identified starting from in-depth SAR studies of related sulfonamide lead structures and protein docking studies. A converging 6-step synthesis via phosphinic chlorides and phosphono chloridates as key intermediates afforded envisaged tetrahydroquinolinyl phosphinamidates and phosphonamidates. Whilst tetrahydroquinolinyl phosphonamidates 13a,b exhibited low to moderate target affinities, the corresponding tetrahydroquinolinyl phosphinamidates 12a,b revealed confirmed strong affinities for RCAR/ (PYR/PYL) receptor proteins in Arabidopsis thaliana on the same level as essential plant hormone abscisic acid (ABA) combined with promising efficacy against drought stress in vivo (broad-acre crops wheat and canola).

  DOI：

  10.1016/j.bmc.2020.115725

文献信息

• N-aryl-2-oxazolidinone-5-carboxamides and their derivatives
  申请人：——

  公开号：US20040147760A1

  公开（公告）日：2004-07-29

  The present invention provides antibacterial agents having the formulae I, II, and III described herein.

  本发明提供了具有以下式I、II和III的抗菌剂。
• [EN] N-ARYL-2-OXAZOLIDINONE-5-CARBOXAMIDES AND THEIR DERIVATIVES AND THEIR USE AS ANTIBACTERIALS<br/>[FR] N-ARYL-2-OXAZOLIDINONE-5-CARBOXAMIDES ET LEURS DERIVES ET UTILISATION DE CES COMPOSES COMME ANTIBACTERIENS
  申请人：UPJOHN CO

  公开号：WO2003072553A1

  公开（公告）日：2003-09-04

  Compounds of formula B-C-A-CO-NH-R1, wherein A is structure i, ii or iii: formulae (I), (II), (III). C is optionally substituted aryl or heteroaryl, and B is a specified cyclic moiety, or C and B together are a heterobicyclic moiety, are useful as antibacterial agents.

  公式为B-C-A-CO-NH-R1的化合物，其中A是结构i、ii或iii：公式(I)、(II)、(III)。C是可选择取代的芳基或杂环芳基，而B是特定的环状基团，或者C和B一起是一个杂双环基团，可用作抗菌剂。
• BICYCLICALLY SUBSTITUTED URACILS AND THE USE THEREOF
  申请人：BAYER PHARMA AKTIENGESELLSCHAFT

  公开号：US20150148340A1

  公开（公告）日：2015-05-28

  The present application relates to novel bicyclically substituted uracil derivatives, to processes for preparation thereof, to the use thereof alone or in combinations for treatment and/or prophylaxis of diseases, and to the use thereof for production of medicaments for treatment and/or prophylaxis of diseases.

  本申请涉及新颖的双环替代尿嘧啶衍生物，其制备方法，单独或组合使用以治疗和/或预防疾病，以及用于生产治疗和/或预防疾病药物的用途。
• [EN] HETEROCYCLIC COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS UTILISATIONS
  申请人：THE TRUSTEES OF PRINCETON UNIVERISTY

  公开号：WO2021151062A1

  公开（公告）日：2021-07-29

  Provided herein are novel heterocyclic compounds, for example, compounds having Formula I, I-P, II, lI-P, or III. Also provided herein are pharmaceutical compositions comprising the compounds and methods of using the same, for example, in inhibiting aldehyde dehydrogenases and/or for treating various cancers, cancer metastasis, type 2 diabetes, pulmonary arterial hypertension (PAH) or neointimal hyperplasia (NIH).

  本文提供了新颖的杂环化合物，例如具有I、I-P、II、II-P或III式的化合物。本文还提供了包含这些化合物的药物组合物以及使用这些组合物的方法，例如用于抑制醛脱氢酶和/或治疗各种癌症、癌症转移、2型糖尿病、肺动脉高压（PAH）或新生内膜增生（NIH）。
• [DE] NEUE MIT BICYCLEN SUBSTITUIERTE OXAZOLIDINONE<br/>[EN] NOVEL BICYCLENE-SUBSTITUTED OXAZOLIDINONES<br/>[FR] NOUVELLES OXAZOLIDINONES A SUBSTITUTION BICYCLENE
  申请人：BAYER AKTIENGESELLSCHAFT

  公开号：WO1999037641A1

  公开（公告）日：1999-07-29

  (DE) Die vorliegende Erfindung betrifft neue, mit Bicyclen substituierte Oxazolidinone, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel, insbesondere als antibakterielle Arzneimittel.(EN) The present invention relates to novel bicyclene-substituted oxazolidinones, to a method for the production and to the use thereof as medicaments, especially as antibacterial medicaments.(FR) L'invention concerne de nouvelles oxazolidinones à substitution bicyclène, leurs procédés de préparation et leur utilisation comme médicaments, notamment comme médicaments antibactériens.

  （DE）本发明涉及新型的含有双环替代基的噁唑烷酮化合物，其制备方法以及作为药物的使用，特别是作为抗菌药物。（EN）本发明涉及新型的含有双环替代基的噁唑烷酮化合物，其制备方法以及作为药物的使用，特别是作为抗菌药物。（FR）本发明涉及新型的含有双环替代基的噁唑烷酮化合物，其制备方法以及作为药物的使用，特别是作为抗菌药物。