2-甲基-6-硝基苯磺酰氯 | 56202-22-3

• 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-6-硝基苯磺酰氯
• 中文别名: 2-甲基-6-硝基苯-1-磺酰氯
• 英文名称: 3-Nitro-toluol-2-sulfonylchlorid
• 英文别名: 2-methyl-6-nitrobenzenesulfonyl chloride；3-nitro-toluene-2-sulfonyl chloride；2-Methyl-6-nitrobenzene-1-sulfonyl chloride
• CAS: 56202-22-3
• 化学式: C₇H₆ClNO₄S
• mdl: MFCD11505491
• 分子量: 235.648
• InChiKey: BLIRLAVMSGHPBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲基-6-硝基苯磺酰氯 在 氨 作用下， 生成 2-甲基-6-硝基-苯磺酰胺
  参考文献：
  名称：

  Szabo, Bulletin de la Societe Chimique de France, 1953, p. 771,773

  摘要：

  DOI：
• 作为产物：
  描述：

  AR-甲基-AR-硝基苯胺 在 盐酸 、 sodium nitrite 、 copper(II) choride dihydrate 、 二氧化硫 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 3.83h， 以71%的产率得到2-甲基-6-硝基苯磺酰氯
  参考文献：
  名称：

  Novel pyrazolo[1,5-a]pyridines as p110α-selective PI3 kinase inhibitors: Exploring the benzenesulfonohydrazide SAR

  摘要：

  Structure-activity relationship studies of the pyrazolo[1,5-a]pyridine class of PI3 kinase inhibitors show that substitution off the hydrazone nitrogen and replacement of the sulfonyl both gave a loss of p110 alpha selectivity, with the exception of an N-hydroxyethyl analogue. Limited substitutions were tolerated around the phenyl ring; in particular the 2,5-substitution pattern was important for PI3 kinase activity. The N-hydroxyethyl compound also showed good inhibition of cell proliferation and inhibition of phosphorylation of Akt/PKB, a downstream marker of PI3 kinase activity. It had suitable pharmacokinetics for evaluation in vivo, and showed tumour growth inhibition in two human tumour cell lines in xenograft studies. This work has provided suggestions for the design of more soluble analogues. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.031

文献信息

• Novel Sulfonaminoquinoline Hepcidin Antagonists
  申请人：Buhr Wilm

  公开号：US20120214803A1

  公开（公告）日：2012-08-23

  The present invention relates to novel hepcidin antagonists, pharmaceutical compositions comprising them and the use thereof as medicaments for the use in the treatment of iron metabolism disorders, such as, in particular, iron deficiency diseases and anemias, in particular anemias in connection with chronic inflammatory diseases.

  本发明涉及新型肝铁蛋白拮抗剂，包括它们的药物组合物以及将其用作药物治疗铁代谢紊乱，特别是铁缺乏病和贫血等疾病，特别是与慢性炎症性疾病相关的贫血。
• Sulfonaminoquinoline hepcidin antagonists
  申请人：Vifor (International) AG

  公开号：US09102688B2

  公开（公告）日：2015-08-11

  The present invention relates to novel hepcidin antagonists, pharmaceutical compositions comprising them and the use thereof as medicaments for the use in the treatment of iron metabolism disorders, such as, in particular, iron deficiency diseases and anemias, in particular anemias in connection with chronic inflammatory diseases.

  本发明涉及新型的赫普西丁拮抗剂，包括它们的药物组合物和将其作为药物用于治疗铁代谢紊乱的用途，特别是铁缺乏症和贫血，特别是与慢性炎症性疾病相关的贫血。
• Ureylene phenylene anionic naphthalene-sulfonic acids, their use as complement system inhibitors in a body fluid and process for their preparation
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0008154A1

  公开（公告）日：1980-02-20

  The present invention provides novel ureylene phenylene anionic naphthalenesulfonic acids, which have complement-inhibiting properties and which may be represented by the general formula: wherein X and Y are each selected from the group consisting of -CO- and -SO2-; R and R3 are each selected from the group consisting of hydrogen, methyl and -S03A, wherein A is a pharmaceutically acceptable salt cation; R, and R4 are each selected from the group consisting of hydrogen and -COOB. wherein B is selected from the group consisting of hydrogen and a pharmaceutically acceptable salt cation; R2 and Rs are each selected from the group consisting of hydrogen and methyl; with the proviso that R. R,, R2, R3, R4 and R5 may not all be hydrogen; with the second proviso that when X and Y are both -CO- and R2 is methyl, then R, R,, R3, R. and Rs may not all be hydrogen; and with the third proviso that no phenyl moiety can contain both -SO3A and -COOB. The corresponding amine compounds of the formula below are novel intermediates for the novelureylene compounds above:

  本发明提供了具有补体抑制特性的新型脲苯基阴离子萘磺酸，其可由通式表示： 其中 X 和 Y 各自选自由 -CO- 和 -SO2- 组成的组；R 和 R3 各自选自由氢、甲基和 -S03A 组成的组，其中 A 是药学上可接受的阳离子盐；R 和 R4 各自选自由氢和 -COOB 组成的组。其中 B 选自氢和药学上可接受的盐阳离子组成的组；R2 和 Rs 各选自氢和甲基组成的组；但书中 R、R、R2、R3、R4 和 R5 不一定都是氢；第二个但书是当 X 和 Y 都是-CO-且 R2 是甲基时，则 R、R、R3、R.和 Rs 不一定都是氢；第三个但书是任何苯基都不能同时含有-SO3A 和-COOB。 下式中相应的胺化合物是上述新脲烯类化合物的新型中间体：
• Phosphosulfonate herbicides
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0511826A2

  公开（公告）日：1992-11-04

  This invention concerns phosphosulfonates having the general formula wherein (1) Y is phenyl ; naphthyl ; benzyl ; (C5-C8)cycloalkyl ; a 5-membered heteroaromatic ring having from one to four heteroatoms each being independently N, O or S, provided that no more than one is O or S ; a 6-membered heteroaromatic ring having 1, 2 or 3 nitrogen atoms ; or a fused 5,6- or 6,6-membered heteroaromatic ring having from one to four heteroatoms each being independently N, O or S, provided that no more than one is O or S ; wherein Y optionally has up to three substituents, each being independently halogen, cyano, nitro, (C1-C6)alkoxy, halo(C1-C4)alkoxy, (C1-C6)alkyl, halo(C1-C4)alkyl, phenyl, (C1-C4)alkylcarbonyloxy, di(C1-C4)alkylcarbamoyl or (C1-C4)alkoxycarbonyl, provided that (a) no more than one of said substituents is present when Y is a thiadiazolyl ring or a tetrazolyl ring, and (b) no more than two of said substituents is present when Y is a triazolyl ring, a thiazolyl ring, or an isothiazolyl ring, except that when Y is phenyl, naphthyl or benzyl, it may have up to five substituents each being independently halogen, acetoxy, methyl, methoxy or halomethoxy, but no more than two of which are acetoxy, methyl, methoxy, or halomethoxy; (2) X is oxygen or sulfur ; and (3) R1 and R2 are each independently chloro, or (C1-C6)alkyl, (C1-C6)alkoxy, halo(C2-C4)alkoxy, (C1-C4)alkylthio, (C3-C4)alkenyloxy, (C3-C4)alkynyloxy, (C1-C4)alkoxy(C1-C4)alkoxy, (C4-C8)cycloalkyloxy, (C3-C6)cycloalkyl(C1-C3)alkoxy, cyano(C1-C4)alkoxy, (C2-C4)alkylideneiminooxy or amino each optionally substituted with one or two of (C1-C4)alkyl, (C2-C4)alkenyl or phenyl ; provided that there is not more than one phenyl group on the amino group ; also provided that R1 may additionally be phenyl or phenoxy; and also provided that R1 and R2 may both be alkoxy so as to form together with the phosphorus atom a 6-membered oxygen-containing ring ; except that when R1 and R2 are both alkoxy, Y is not phenyl, 4-methylphenyl, 4-chlorophenyl, 4-bromophenyl or 3-nitrophenyl ; compositions containing these compounds and their use as herbicides.

  本发明涉及通式如下的磷磺酸盐 其中 (1) Y 是苯基；萘基；苄基；(C5-C8)环烷基；具有 1 至 4 个杂原子的 5 元杂芳环，每个杂原子独立地为 N、O 或 S，但 O 或 S 不超过一个；具有 1、2 或 3 个氮原子的 6 元杂芳环；或融合的 5、6 或 6、6 元杂芳环，其 1 至 4 个杂原子各自独立地为 N、O 或 S，但 O 或 S 原子不得多于 1 个； 其中 Y 可任选具有最多三个取代基，每个取代基独立为卤素、氰基、硝基、(C1-C6)烷氧基、卤代(C1-C4)烷氧基、(C1-C6)烷基、卤代(C1-C4)烷基、苯基、(C1-C4)烷基羰氧基、二(C1-C4)烷基氨基甲酰基或(C1-C4)烷氧基羰基，条件是 (a) 当 Y 为噻二唑环或四唑环时，上述取代基中存在的不超过一个，且 (b) 当 Y 为三唑环、噻唑环或异噻唑环时，所述取代基不超过两个，但当 Y 为苯基、萘基或苄基时，最多可有五个取代基，每个取代基独立地为卤素、乙酰氧基、甲基、甲氧基或卤代甲氧基，但其中乙酰氧基、甲基、甲氧基或卤代甲氧基不超过两个； (2) X 是氧或硫；以及 (3) R1 和 R2 各自独立地是氯、或 (C1-C6)烷基、(C1-C6)烷氧基、卤代(C2-C4)烷氧基、(C1-C4)烷硫基、(C3-C4)烯氧基、(C3-C4)炔氧基、(C1-C4)烷氧基（C1-C4）烷氧基、(C4-C8)环烷氧基、(C3-C6)环烷基(C1-C3)烷氧基、氰基(C1-C4)烷氧基、(C2-C4)亚烷基亚氨基氧基或氨基，各自任选被一个或两个(C1-C4)烷基、(C2-C4)烯基或苯基取代；前提是氨基上的苯基不超过一个；此外，R1 还可以是苯基或苯氧基；R1 和 R2 还可以都是烷氧基，以便与磷原子一起形成一个 6 元含氧环；但当 R1 和 R2 都是烷氧基时，Y 不是苯基、4-甲基苯基、4-氯苯基、4-溴苯基或 3-硝基苯基；含有这些化合物的组合物及其作为除草剂的用途。
• Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives
  作者：Liang Xu、Hong Shu、Ying Liu、Suhong Zhang、Mark L. Trudell

  DOI：10.1016/j.tet.2006.05.038

  日期：2006.8

  Various biologically important saccharin skeletons and their N-alkyl derivatives have been efficiently prepared by chromium(VI) oxide catalyzed H5IO6 oxidation of N-alkyl-o-methyl-arenesulfonamides in acetonitrile. N-tert-Butyl saccharin skeletons were easily prepared by H5IO6-CrO3 oxidation of N-tert-butyl-o-methyl arenesulfonamides in the presence of acetic anhydride. The method that furnished the novel fluoro and trifluoromethyl substituted saccharin skeletons is characterized by two steps, a simple work-up procedure, a single purification and good overall yields from substituted toluene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.