2-甲基-4-硝基苯胺盐酸盐 | 139291-81-9

• 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: 2-甲基-4-硝基苯胺盐酸盐
• 英文名称: 2-methyl-4-nitroaniline hydrochloride
• 英文别名: 2-amino-5-nitrotoluene hydrochloride；2-methyl-4-nitroanilinium chloride；2-methyl-4-nitro-aniline; hydrochloride；2-Methyl-4-nitro-anilin; Hydrochlorid；(2-Methyl-4-nitrophenyl)azanium;chloride；(2-methyl-4-nitrophenyl)azanium;chloride
• CAS: 139291-81-9
• 化学式: C₇H₈N₂O₂*ClH
• 分子量: 188.614
• InChiKey: TZIHLWXRPLEHKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲基-4-硝基苯胺盐酸盐 在 溴 作用下， 反应 1.0h， 以85%的产率得到2-溴-6-甲基-4-硝基苯胺
  参考文献：
  名称：

  戊丁喹类似物的合成，抗疟活性和分子模型。

  摘要：

  Tebuquine（5）是一种4-氨基喹啉，在体外和体内均显着高于阿莫二喹（2）和氯喹（1）。我们已经开发了一种新的更有效的合成戊喹类似物的合成路线，该路线涉及使用钯催化的Suzuki反应将4-氯苯基部分引入到4-羟基苯胺侧链中。使用相似的方法，还开发了新颖的合成路线来合成戊丁喹的氟化物（7a，b）和脱羟基化的（7c）类似物。对新型类似物进行了针对恶性疟原虫对氯喹敏感的HB3菌株和耐氯喹的K1菌株的测试。戊丁喹是针对两种疟原虫菌株测试的最具活性的化合物。用氟或氢取代4-羟基官能团导致抗疟活性降低。戊丁喹类似物与氨二喹和氯喹的分子模型研究表明，这类药物中分离的双质子化形式的氮间分离范围在9.36至9.86 A之间，而在血红素-药物复合物中则在7.52至10.21 A之间。关于4-氨基喹啉与拟议的细胞受体血红素相互作用的进一步模型研究表明，氯喹，氨二喹和戊丁喹类似物具有良好的相互作用能。在真空

  DOI：

  10.1021/jm960370r
• 作为产物：
  描述：

  4-硝基-2-甲苯胺 在 盐酸 作用下， 以 水 为溶剂， 生成 2-甲基-4-硝基苯胺盐酸盐
  参考文献：
  名称：

  Elementary Graph-Set Descriptors in Crystal Structure Comparison of 2-Methyl-4-Nitroanilinium Hexachloridostannate(IV), Bromide and Two Noncentrosymmertic Chlorides. X-Ray, Vibrational and Theoretical Studies

  摘要：

  Crystal structures of two polymorphs of [H2m4na] Cl (1 alpha,1 beta) and (H2m4na)(2)SnCl6 center dot H2O (2), where 2m4na = 2-methyl-4-nitroaniline are shown and comparison of these crystal structures with the bromide salt reported earlier is presented. In all the presented crystal structures, alternatively arranged cations and anions form chain and ring hydrogen-bonding patterns of weak unconventional N-H center dot center dot center dot Cl hydrogen bonds. Interrelations among the elementary graph-set descriptors and descriptors of the hydrogen-bonding patterns are presented. Nonhydrogen bonding interactions between the nitro groups are also described using graph-set descriptors. Comparison of the experimental, also for deuterated la polymorph, and theoretical, for H2m4na(+) ion with B3LYP/6-31G(d,p), spectra showed good agreement among the frequencies due to very weak interactions existing in studied compounds. Detailed analysis of the spectra revealed that the interaction between adjacent -NO2 groups in la is stronger than the other types involving the nitro group. The bands were assigned on the basis of theoretical calculations of vibrational frequencies for H2m4na(+) ion and PED analysis.

  DOI：

  10.1021/cg301733r

文献信息

• Synthesis and structure-activity relationships of N,N'-di-o-tolylguanidine analogs, high-affinity ligands for the haloperidol-sensitive .sigma. receptor
  作者：Michael W. Scherz、Michelle Fialeix、James B. Fischer、N. Laxma Reddy、Alfred C. Server、Mark S. Sonders、Barbara C. Tester、Eckard Weber、Scott T. Wong、John F. W. Keana

  DOI：10.1021/jm00171a016

  日期：1990.9

  2-CH3C6H5). Replacement of one or both aryl rings with certain saturated carbocycles (e.g. cyclohexyl, norbornyl, or adamantyl) leads to a significant increase in affinity. By combining the best aromatic and best saturated carbocyclic substituents in the same molecule, we arrived at some of the most potent sigma ligands described to date (e.g. N-exo-2-norbornyl-N'-(2-iodophenyl)guanidine, IC50 = 3 nM vs [3H]-3)

  着眼于新型非典型抗精神病药的开发，我们研究了氟哌啶醇敏感的sigma受体的N，N'-二-邻甲苯基胍（DTG，3）及其同类物的结构亲和力关系。合成了许多DTG类似物，并在豚鼠脑膜匀浆的体外放射性配体置换实验中使用了高sigma特异性放射性配体[3H] -3和[3H]-（+）-3-（3-羟苯基）进行了评估。 -N-（1-丙基）哌啶和苯环利定（PCP）受体特异性化合物[3H] -N- [1-（2-噻吩基）-环己基]哌啶和[3H]-（+）-5-甲基-10 ，11-二氢-5H-二苯并[a，d]环庚烯-5，10-亚胺。N，N'-二芳基胍对sigma受体的亲和力随邻位取代基的体积比C2H5大而增加。疏水取代基通常优于类似位置的亲水取代基。此外，电子中性取代基优于强电子给体或吸电子基团。只要胍的至少一侧带有优选基团（例如2-CH 3 C 6 H 5），通常就可以保持与σ受体的显着结合。用某些饱和的碳环（例
• A new class of functionalized polyoxometalates: synthesis, structure and preliminary antitumor activity studies of three arylimido substituted hexamolybdates bearing a strong electron-withdrawing nitro group, (Bu4N)2[Mo6O18(NAr)] (Ar = 3-NO2-C6H4, 2-CH3-4-NO2-C6H3, 2-CH3-5-NO2-C6H3)
  作者：Sijia Xue、An Chai、Zhijuan Cai、Yongge Wei、Changsheng Xiang、Wangdong Bian、Jian Shen

  DOI：10.1039/b719388b

  日期：——

  Three novel mono-functionalized arylimido derivatives of hexamolybdate bearing the strongest electron-withdrawing nitro group, (Bu(4)N)(2)[Mo(6)O(18)([triple bond]NAr)] (1, 2 and 3), have been synthesized for the first time by an improved reaction of octamolybdate ion and 3-nitroaniline hydrochloride, 2-methyl-4-nitroaniline hydrochloride and 2-methyl-5-nitroaniline hydrochloride respectively with

  带有最强吸电子硝基的六钼酸盐的三种新型单官能化芳基酰亚胺衍生物，（Bu（4）N）（2）[Mo（6）O（18）（[三键] NAr）]（1、2和3）的合成是通过将八钼酸根离子与3-硝基苯胺盐酸盐，2-甲基-4-硝基苯胺盐酸盐和2-甲基-5-硝基苯胺盐酸盐分别与DCC（N，N'-dicyclohexylcarbodiimide）进行改进的反应而首次合成的）作为脱水剂。通过元素分析，IR，（1）H NMR，UV /可见光和单晶X射线衍射分析，完成了标题化合物的完全归属。初步的抗肿瘤活性测试表明标题化合物对K562细胞的细胞生长抑制有一定作用。
• Method for treating hypertension with disubstituted granidine compounds
  申请人：State of Oregon, acting by and through the Oregon State Board of Higher

  公开号：US05385946A1

  公开（公告）日：1995-01-31

  N,N-disubstituted-guanidines, e.g., of the formula ##STR1## wherein R and R' are substituted or unsubstituted hydrocarbon groups. Methods are provided for the treatment of psychosis and hypertension by administering an effective amount of an N,N'-disubstituted guanidine which, preferably, has a high affinity for the sigma receptor.

  N,N-二取代基脲，例如公式##STR1##其中R和R'是取代或未取代的碳氢化合物基团。提供了通过给予有效量的N,N'-二取代基脲治疗精神病和高血压的方法，最好是具有高亲和力的sigma受体。
• OXIDIZED GLUTATHIONE ASSAY
  申请人：Promega Corporation

  公开号：EP2611929B1

  公开（公告）日：2016-01-13
• SIGMA BRAIN RECEPTOR LIGANDS AND THEIR USE
  申请人：STATE OF OREGON acting by and through the Oregon State Board Of Higher Education for and on behalf of the Oregon

  公开号：EP0314690A1

  公开（公告）日：1989-05-10