chloronitroacetanilide | 131579-55-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: chloronitroacetanilide
• 英文别名: a-CHLORO-2-NITROACETANILIDE；2-chloro-2-nitro-N-phenylacetamide
• CAS: 131579-55-0
• 化学式: C₈H₇ClN₂O₃
• 分子量: 214.608
• InChiKey: ZCSLYILIAWVOPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氯硝基乙酰氯 、 苯胺 在 盐酸 作用下， 生成 chloronitroacetanilide
  参考文献：
  名称：

  Methods of preparation of halonitroacetic acid derivatives and study of the fungicidal activity of their amides and anilides on Sclerotinia sclerotiorum

  摘要：

  Anilides (II)-(XIII), (XV), (XVI), (XIX), and chloronitroacetamide (XVIII) were obtained in a yield of 38-90% by ammonolysis of the corresponding dichloro- (I) and chloronitroacetyl chlorides (XIV). Dichloronitroacetanilides (II), (V), ethyl (XX), propyl (XXI) esters and amide of dichloronitroacetic acid (XXII) were obtained by chlorination of anhydrous ammonium and sodium salts by sulfuryl chloride in absolute ether. Bromination of anhydrous salts of bromo- and chloronitroacetic acids proceeds readily in absolute alcohol. The yields of the bromination [(XXIII)-(XXVIII)] and chlorination products were 49-99%. Results are given of tests of some of the amides and anilides obtained for the inhibition of growth and development of the Sclerotinia sclerotiorum fungus.

  DOI：

  10.1007/bf00958561

文献信息

• YURTANOV, A. I.;ANUFRIEV, V. I.;KULISH, E. V.;MIXAJLYUCHENKO, I. G.;SHULY+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 823-830
  作者：YURTANOV, A. I.、ANUFRIEV, V. I.、KULISH, E. V.、MIXAJLYUCHENKO, I. G.、SHULY+

  DOI：——

  日期：——
• SEROTONERGIC AGENTS
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP1076658A1

  公开（公告）日：2001-02-21
• [EN] SEROTONERGIC AGENTS<br/>[FR] AGENTS SEROTONINERGIQUES
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：WO1999055697A1

  公开（公告）日：1999-11-04

  (EN) The present invention provides compounds represented by general formula (1), wherein: R1 is selected from H, OH,OR3, F, C1, Br, or I; R2 in each occurrence is H or both together are =O; R3 and R4 are independently selected from H, C1 to C6 alkyl or (CH2)nAr, the alkyl and Ar groups being optionally substituted by from 1 to 3 groups selected from NO2, F, C1, Br, I, -OH, -OR3, C1-C6 alkyl, C1-C6 alkoxy, -CF3, -CN, -S-C1-C6 alkyl, or -NH2; n is selected from 0, 1 or 2; X is CH or CH2; R2 is H or taken together are =O; Ar is aryl or heteroaryl, both optionally substituted; or a pharmaceutically acceptable salt thereof, as well as methods and pharmaceutical compositions utilizing these compounds for the inhibition of serotonin uptake and the treatment of CNS disorders, including depression.(FR) La présente invention concerne des composés représentés par la formule générale (1) dans laquelle R1 est sélectionné parmi H, OH, OR3, F, Cl, Br ou I. R2 dans chaque cas représente H ou les deux ensemble sont =O. R3 et R4 sont indépendamment sélectionnés parmi H, alkyle C1 à C6 ou (CH2)nAr, les groupes alkyle et Ar étant éventuellement substitués par 1 à 3 groupes sélectionnés parmi NO2, F, Cl, Br, I, -OH, -OR3, alkyle C1-C6, alcoxy C1-C6, -CF3, -CN, alkyle -S-C1-C6 ou -NH2; n est sélectionné parmi 0, 1 ou 2; X représente CH ou CH2; R2 représente H ou pris ensemble sont = O; Ar représente aryle ou hétéroaryle, les deux étant éventuellement substitués. L'invention concerne également un sel pharmaceutiquement acceptable de ces derniers, ainsi que des procédés et des compositions pharmaceutiques utilisant ces composés pour l'inhibition de la capture de la sérotonine et le traitement des troubles du système nerveux central, y compris la dépression.
• Methods of preparation of halonitroacetic acid derivatives and study of the fungicidal activity of their amides and anilides on Sclerotinia sclerotiorum
  作者：A. I. Yurtanov、V. I. Anufriev、E. V. Kulish、N. G. Mikhailyuchenko、I. I. Shulyak

  DOI：10.1007/bf00958561

  日期：1991.4

  Anilides (II)-(XIII), (XV), (XVI), (XIX), and chloronitroacetamide (XVIII) were obtained in a yield of 38-90% by ammonolysis of the corresponding dichloro- (I) and chloronitroacetyl chlorides (XIV). Dichloronitroacetanilides (II), (V), ethyl (XX), propyl (XXI) esters and amide of dichloronitroacetic acid (XXII) were obtained by chlorination of anhydrous ammonium and sodium salts by sulfuryl chloride in absolute ether. Bromination of anhydrous salts of bromo- and chloronitroacetic acids proceeds readily in absolute alcohol. The yields of the bromination [(XXIII)-(XXVIII)] and chlorination products were 49-99%. Results are given of tests of some of the amides and anilides obtained for the inhibition of growth and development of the Sclerotinia sclerotiorum fungus.