4-羟基氨基-2-硝基甲苯 | 43192-03-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-羟基氨基-2-硝基甲苯
• 英文名称: 4-hydroxylamino-2-nitrotoluene
• 英文别名: 4-hydroxyamino-2-nitrotoluene；N-(4-methyl-3-nitro-phenyl)-hydroxylamine；N-(4-Methyl-3-nitro-phenyl)-hydroxylamin；2-Nitro-4-hydroxylamino-toluol；N-hydroxy-4-methyl-3-nitro-benzenamine；N-(3-nitro-4-methylphenyl)-hydroxylamine；Benzenamine, N-hydroxy-4-methyl-3-nitro-；N-(4-methyl-3-nitrophenyl)hydroxylamine
• CAS: 43192-03-6
• 化学式: C₇H₈N₂O₃
• 分子量: 168.152
• InChiKey: AJABDGUPMVJPGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  4-羟基氨基-2-硝基甲苯 在 sodium hydroxide 、 乙醇 、 sodium acetate 、 三氯化铁 作用下， 生成 二(4-甲基-3-硝基苯基)二氮烯 1-氧化物
  参考文献：
  名称：

  Brand; Zoeller, Chemische Berichte, 1907, vol. 40, p. 3330

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二硝基甲苯 在 sodium acetate 、 溶剂黄146 作用下， 生成 4-羟基氨基-2-硝基甲苯
  参考文献：
  名称：

  Brand; Zoeller, Chemische Berichte, 1907, vol. 40, p. 3330

  摘要：

  DOI：

文献信息

• Altering the Regioselectivity of a Nitroreductase in the Synthesis of Arylhydroxylamines by Structure-Based Engineering
  作者：Jing Bai、Yong Zhou、Qi Chen、Qing Yang、Jun Yang

  DOI：10.1002/cbic.201500070

  日期：2015.5.26

  The regioselectivity of nitroreductase NfsB from E. coli toward 2,4‐dinitrotoluene was shifted from the 4‐NO2 group to the 2‐NO2 group without loss of activity, by introducing three mutations: T41L, N71S, and F124W. This study provides an example of a tailored enzyme for regioselective synthesis of the target arylhydroxylamines.

  通过引入三个突变：T41L，N71S和F124W，从大肠杆菌到2,4-二硝基甲苯的硝基还原酶NfsB的区域选择性从4-NO 2组转变为2-NO 2组，而不会丧失活性。该研究提供了用于目标芳基羟胺的区域选择性合成的定制酶的实例。
• Herbicidal compositions containing furancarboxamides
  申请人：Velsicol Chemical Corporation

  公开号：US03982922A1

  公开（公告）日：1976-09-28

  A compound of the formula: ##SPC1## WHEREIN N IS AN INTEGER OF FROM 1 TO 3; X is selected from the group consisting of halogen, an aliphatic radical, nitro, hydroxy, alkoxy, acyl, acyloxy and cyano; Y is selected from the group consisting of hydrogen, alkyl, acyl, alkoxycarbonyl, alkylthiocarbonyl, alkoxycarbonylalkylene, and a carbamoyl radical; Z is selected from the group consisting of halogen, alkyl, alkoxy and nitro; and p is an integer of from 0 to 3.

  一个化合物的化学式：##SPC1## 其中N是从1到3的整数；X从卤素、脂肪基、硝基、羟基、烷氧基、酰基、酰氧基和氰基中选择；Y从氢、烷基、酰基、烷氧羰基、烷硫酰基、烷氧羰基烷基和氨基基团中选择；Z从卤素、烷基、烷氧基和硝基中选择；p是从0到3的整数。
• Substituted oxadiazolidine-3,5-diones
  申请人：Velsicol Chemical Corporation

  公开号：US04190431A1

  公开（公告）日：1980-02-26

  This invention is concerned with a method for destroying undesirable plant life which comprises applying to said plant life a herbicidally toxic amount of a herbicide containing a chemical compound of the formula ##STR1## wherein R is selected from the group consisting of alkyl having 1 to 3 carbon atoms and alkenyl having 2 to 3 carbon atoms; Z is selected from the group consisting of oxygen and sulfur; X is selected from the group consisting of halogen, lower alkyl, lower alkenyl, lower haloalkyl, lower alkoxy, nitro, amino, lower alkylamino, lower dialkylamino, lower acylamino, N-lower alkyl-N-lower acylamino, lower alkylthio, lower alkylsulfoxide, lower alkyl sulfone, cyano, thiocyano and --N.dbd.CHR' wherein R' is selected from the group consisting of hydrogen and lower alkyl; and n is an integer from 0 to 4, provided a maximum of two X's are selected from the group consisting of nitro, amino, lower alkylamino, lower dialkylamino, lower acylamino and N-lower alkyl-N-lower acylamino when n is greater than 2. The term "lower" as used herein means up to about ten carbon atoms.

  这项发明涉及一种用于销毁不需要的植物生长的方法，包括向所述植物生长施加含有化学化合物的除草剂，其化学式为 ##STR1## 其中R选自由1至3个碳原子的烷基和2至3个碳原子的烯基组成的群; Z选自由氧和硫组成的群; X选自由卤素、低烷基、低烯基、低卤代烷基、低烷氧基、硝基、氨基、低烷基氨基、低二烷基氨基、低酰氨基、N-低烷基-N-低酰氨基、低烷基硫基、低烷基亚氧化物、低烷基砜、氰基、硫氰基和--N.dbd.CHR'，其中R'选自由氢和低烷基; n为0至4的整数，当n大于2时，所选的X中最多有两个来自于硝基、氨基、低烷基氨基、低二烷基氨基、低酰氨基和N-低烷基-N-低酰氨基的群。此处所述的术语“低”表示碳原子数最多为约十个。
• Intestinal metabolism of 2,4-dinitrotoluene in rats.
  作者：MASAAKI MORI、YOSHIKO KUDO、TETSUJI NUNOZAWA、TATSURO MIYAHARA、HIROSHI KOZUKA

  DOI：10.1248/cpb.33.327

  日期：——

  2, 4-Dinitrotoluene (2, 4-DNT), which is an industrial chemical of importance in the production of urethane foams and elastomers, is a hepatocarcinogen in rats. 2, 4-Diaminotoluene (2, 4-DAT), one of the urinary and hepatic metabolites of 2, 4-DNT, is also carcinogenic in rats. We have studied the pathways of metabolism of 2, 4-DNT in the cecal microflora of rats. 2, 4-DNT was not metabolized by this preparation in the presence of oxygen. Under anaerobic conditions, an ordered sequence of reductive metabolism was observed. 2, 4-DNT was reduced to 2-amino-4-nitrotoluene (2A4NT) and 4-amino-2-nitrotoluene (4A2NT) via 2-hydroxylamino-4-nitrotoluene (2HA4NT) and 4-hydroxylamino-2-nitrotoluene (4HA2NT), which were identified by mass spectral (MS) comparison with authentic materials. The two aminonitrotoluenes were then reduced to 2, 4-DAT. No intermediates in this sequence could be isolated. These findings indicate that rat intestinal microflora catalyze the reductive metabolism of 2, 4-DNT and suggest that the reduction of 2, 4-DNT to 2, 4-DAT may play a role in the carcinogenicity of 2, 4-DNT.

  2，4-二硝基甲苯（2，4-DNT）是生产聚氨酯泡沫塑料和弹性体的一种重要工业化学品，对大鼠来说是一种肝致癌物。2，4-二氨基甲苯（2，4-DAT）是 2，4-DNT 的尿液和肝脏代谢物之一，也会使大鼠致癌。我们研究了 2，4-DNT 在大鼠盲肠微生物区系中的代谢途径。在有氧条件下，这种制剂不会代谢 2，4-DNT。在厌氧条件下，观察到了有序的还原代谢顺序。2, 4-DNT 通过 2-hydroxylamino-4-nitrotrotoluene (2HA4NT) 和 4-hydroxylamino-2-nitrotoluene (4HA2NT) 还原成 2-amino-4-nitrotoluene (2A4NT)和 4-amino-2-nitrotoluene (4A2NT)。然后，这两种氨基硝基甲苯被还原成 2，4-DAT。这一序列中没有分离出中间产物。这些发现表明，大鼠肠道微生物群催化了 2，4-DNT 的还原代谢，并表明 2，4-DNT 还原成 2，4-DAT 可能在 2，4-DNT 的致癌性中发挥了作用。
• Brand; Mahr, Journal fur praktische Chemie (Leipzig 1954), 1931, vol. <2>131, p. 97,119
  作者：Brand、Mahr

  DOI：——

  日期：——