5-氨基-2-羟基苯磺酰胺 | 89533-02-8

• 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: 5-氨基-2-羟基苯磺酰胺
• 中文别名: 尚未分配索引名称
• 英文名称: 5-amino-2-hydroxy-benzenesulfonic acid amide
• 英文别名: 5-Amino-2-hydroxy-benzolsulfonsaeure-amid；5-Amino-2-hydroxy-benzolsulfonamid-(1)；5-Amino-2-hydroxybenzenesulfonamide
• CAS: 89533-02-8
• 化学式: C₆H₈N₂O₃S
• mdl: MFCD16999393
• 分子量: 188.207
• InChiKey: OTVYEDSEHZPYBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,4-二氧代嘧啶-1-基)乙酸 、 5-氨基-2-羟基苯磺酰胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Benzenesulfonamides incorporating nitrogenous bases show effective inhibition of β-carbonic anhydrases from the pathogenic fungi Cryptococcus neoformans, Candida glabrata and Malassezia globosa

  摘要：

  There is an urgent need for new chemotherapic agents to treat human fungal infections due to emerging and spreading globally resistance mechanisms. Among the new targets that have been recently investigated for the development of antifungal drugs there are the metallo-enzymes Carbonic Anhydrases (CAs, EC 4.2.1.1). The inhibition of the beta-CAs identified in many pathogenic fungi leads to an impairment of parasite growth and virulence, which in turn leads to a significant anti-infective effect. Based on antifungal nucleoside antibiotics, the inhibition of the beta-CAs from the resistance-showing fungi Candida glabrata (CgNce103), Cryptococcus neoformans (Can2) and Malasszia globosa (MgCA) with a series of benzenesulfonamides bearing nitrogenous bases, such as uracil and adenine, is here reported. Many such compounds display low nanomolar (< 100 nM) inhibitory potency against Can2 and CgNce103, whereas the activity of MgCA is considerably less affected (inhibition constants in the range 138.8-5601.5 nM). The beta-CAs inhibitory data were compared with those against alpha-class human ubiquitous isoforms. Interesting selective inhibitory activities for the target fungal CAs over hCA I and II were reported, which make nitrogenous base benzenesulfonamides interesting tools and leads for further investigations in search of new antifungal with innovative mechanisms of action.

  DOI：

  10.1016/j.bioorg.2019.01.030
• 作为产物：
  描述：

  2-acetoxy-5-acetylamino-benzenesulfonyl chloride 在 ammonium hydroxide 作用下， 生成 5-氨基-2-羟基苯磺酰胺
  参考文献：
  名称：

  Williams, Journal of the Chemical Society, 1942, p. 709

  摘要：

  DOI：

文献信息

• [EN] AROMATIC SULFONAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS DE SULFONAMIDE AROMATIQUE
  申请人：BAYER PHARMA AG

  公开号：WO2016198374A1

  公开（公告）日：2016-12-15

  Substituted aromatic sulfonamides of formula (I) pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease.

  公式（I）的取代芳香磺胺类化合物，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物。
• Dye composition for keratinous fiber
  申请人：Kao Corporation

  公开号：EP0345728A2

  公开（公告）日：1989-12-13

  A hair dyeing composition comprising a special developer and a coupling agent is disclosed. The developer is a 4-aminophenol derivative substituted at the 2-position which is represented by the following formula (I), in which X represents a group -NHCOR¹ (R¹ is a linear or branched alkyl group having 1-5 carbon atoms), a group -COOR² [R² is a hydrogen atom, a linear or branched alkyl group having 1-5 carbon atoms, a monohydroxy alkyl group having 1-5 carbon atoms, a polyhydroxy alkyl group having 1-5 carbon atoms, or a group -(CH₂)nNR³R⁴ (R³ and R⁴ individually represent a hydrogen atom or a linear or branched alkyl group having 1-5 carbon atoms, and n denotes an integer of 1-5)], a group -CONHR², a nitrile group, a group -SO₃R², or a group -SO₂NR22 (R² has the same meaning as defined above and the two R²s may be the same or different), or a salt thereof. The dye composition provides a high degree of saturation and vividness of colors as well as good fastness.

  本发明公开了一种由特殊显影剂和偶联剂组成的染发组合物。该显影剂是一种在 2 位被取代的 4-氨基苯酚衍生物，由下式（I）表示、 其中 X 代表基团-NHCOR¹（R¹ 是具有 1-5 个碳原子的直链或支链烷基）、基团-COOR²[R² 是氢原子、具有 1-5 个碳原子的直链或支链烷基、具有 1-5 个碳原子的单羟基烷基、具有 1-5 个碳原子的多羟基烷基、或基团-(CH₂)nNR³R⁴（R³ 和 R⁴ 分别代表氢原子或具有 1-5 个碳原子的直链或支链烷基，n 表示 1-5 的整数）]、基团-CONHR²、腈基、基团-SO₃R² 或基团-SO₂NR22（R² 的含义与上述定义相同，两个 R² 可以相同或不同），或其盐。该染料组合物具有较高的色彩饱和度和鲜艳度以及良好的牢度。
• AROMATIC SULFONAMIDE DERIVATIVES
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：EP3307715A1

  公开（公告）日：2018-04-18
• PROCESS FOR DYEING IN THE PRESENCE OF OXIDATION BASES COMPRISING AT LEAST ONE SULFONIC, SULFONAMIDE, SULFONE, AMID OR ACID GROUP AND A METAL CATALYST, DEVICE AND READY-TO-USE COMPOSITION
  申请人：L'OREAL

  公开号：US20160143826A1

  公开（公告）日：2016-05-26

  The present invention relates to a process for dyeing human keratin fibres, in which use is made of one or more metal catalysts and a composition (A) comprising: (a) at least 10% by weight of one or more fatty substances, (b) one or more oxidation bases of formula (I) or (II), the addition salts thereof, solvates thereof and mixtures thereof: Formula (I), Formula (II) (c) one or more chemical oxidizing agents other than atmospheric oxygen. The invention also relates to a multi-compartment device and to a composition comprising all of the above-mentioned ingredients.
• US5047066A
  申请人：——

  公开号：US5047066A

  公开（公告）日：1991-09-10