3‐hydroxy‐4‐nitro‐2‐naphthoic acid | 14461-79-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3‐hydroxy‐4‐nitro‐2‐naphthoic acid
• 英文别名: 2-Naphthalenecarboxylic acid, 3-hydroxy-4-nitro-；3-hydroxy-4-nitronaphthalene-2-carboxylic acid
• CAS: 14461-79-1
• 化学式: C₁₁H₇NO₅
• 分子量: 233.18
• InChiKey: WLAMQCOVSYQBOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3‐hydroxy‐4‐nitro‐2‐naphthoic acid 在 氯仿 、 五氯化磷 、 苯 作用下， 生成 3-hydroxy-4-nitro-[2]naphthoic acid anilide
  参考文献：
  名称：

  1-nitro-2-hydroxy-3-naphthoic acid and its derivatives

  摘要：

  DOI：

  10.1007/bf03171060
• 作为产物：
  描述：

  3-hydroxy-4-nitro-[2]naphthoyl chloride 在 sodium hydroxide 作用下， 生成 3‐hydroxy‐4‐nitro‐2‐naphthoic acid
  参考文献：
  名称：

  1-nitro-2-hydroxy-3-naphthoic acid and its derivatives

  摘要：

  DOI：

  10.1007/bf03171060

文献信息

• Design and synthesis of benzofuran‐ and naphthalene‐fused thiazinones as antimycobacterial agents
  作者：François Keiff、Thibault J. W. Jacques dit Lapierre、Freddy A. Bernal、Florian Kloss

  DOI：10.1002/ardp.202300356

  日期：2023.11

  Benzothiazinones (BTZs) have widely inspired medicinal chemistry and translational research due to their remarkable antitubercular potency and clinical potential. While most structure–activity relationship campaigns have largely focused on lateral chain modifications and substituents on the BTZ core, scaffold hopping strategies have been rarely investigated previously. In this work, we report the first example of ring expansion of the BTZ core toward benzofuran‐ and naphthalene‐fused thiazinones. In vitro testing showed micromolar activity for both compounds, and molecular docking simulations provided insights into their reduced inhibitory capacity toward the enzymatic target (DprE1). Calculated electrochemical potentials revealed a lower susceptibility to reduction as opposed to BTZ drug candidates, in line with the mechanistic requirement for covalent binding.

  摘要 苯并噻嗪酮类化合物（BTZs）因其显著的抗结核药效和临床潜力而广泛激发了药物化学和转化研究。虽然大多数结构-活性关系研究主要集中在 BTZ 核心的横向链修饰和取代基上，但以前很少对支架跳跃策略进行研究。在这项工作中，我们首次报告了 BTZ 核心向苯并呋喃和萘融合噻嗪酮扩环的实例。体外测试表明这两种化合物都具有微摩尔活性，而分子对接模拟则揭示了它们对酶靶标（DprE1）的抑制能力降低的原因。计算的电化学电位显示，与 BTZ 候选药物相比，它们的还原敏感性更低，这与共价结合的机理要求一致。
• RUBBER COMPOSITION, TIRE, ADDITIVE, AND HYDRAZIDE COMPOUND
  申请人：Bridgestone Corporation

  公开号：EP3495415A1

  公开（公告）日：2019-06-12

  Provided is a rubber composition comprising: a rubber component containing diene-based rubber; a filler, and a compound represented by formula (I) below: (wherein: A is an aryl group and has at least two polar groups, which may be the same or different from each other; R1 and R2 are each independently at least one substituent selected from a group consisting of a hydrogen atom, an acyl group, an amide group, an alkyl group, a cycloalkyl group, and an aryl group; and further, the substituent may include one or more of O, S, and N atoms), so as to provide a rubber composition excellent in low heat generating property and wear resistance.

  本发明提供了一种橡胶组合物，其中包括：含有二烯基橡胶的橡胶组分、填料和下式 (I) 所代表的化合物： 其中A 是芳基，并具有至少两个极性基团，这两个极性基团可以彼此相同或不同；R1 和 R2 分别独立地具有至少一个取代基，该取代基可从氢原子、酰基、酰胺基、烷基、环烷基和芳基组成的组中选择；此外，取代基可包括一个或多个 O、S 和 N 原子），从而提供一种具有优异低发热性能和耐磨性的橡胶组合物。
• Onset of spinal block is more rapid with isobaric than hyperbaric bupivacaine
  作者：René Martin、Chantal Frigon、Angelo Chrétien、Jean-Pierre Tétrault

  DOI：10.1007/bf03020730

  日期：2000.1

  Purpose: To compare isobaric with hyperbaric 9.75 mg bupivacaine injected intrathecally, and to evaluate the effects of subsequent injection of lidocaine 2% into the epidural space.Methods: Patients in group I (n = 30) received isobaric 9.75 mg bupivacaine and in group 2 (n = 30) hyperbaric 9.75 mg bupivacaine injected into the subarachnoid space in a combined spinal-epidural technique, They were undergoing urological, gynecological, orthopedic, gastro-intestinal or vascular surgery. Using a double blind technique, the followings parameters were measured: cutaneous analgesia to pinprick, motor blockade, time for two segment regression, time for complete regression of the motor block, quality of anesthesia. In 12 patients the effect of epidural injections of 3 ml lidocaine 2% was observed.Results: Motor and sensory block developed more rapidly (five minutes) in the isobaric group (P < 0.05). Maximum upper level (T7 +/- 2), two-segment regression (52 min in both groups), motor recovery (160 vs 157 min), and quality of anesthesia did not differ between the two groups. Thirty nine epidural injections of 3 mi lidocaine 2% were given in 12 patients 10 min after spinal injection, 28 were in the hyperbaric group (P < 0.05). Twenty six of the epidural injections produced an increase in sensory block of 0 or 1 dermatome, and 13, of 2 or more.Conclusion: The block developed more rapidly in the isobaric group, but both isobaric and hyperbaric 9.75 mg bupivacaine produced adequate upper levels of analgesia for surgery. The effect of epidural injections of 3 mi lidocaine 2% was usually minimal.
• Rege; Airan; Shah, Journal of the Indian Chemical Society, 1948, vol. 25, p. 43,44
  作者：Rege、Airan、Shah

  DOI：——

  日期：——
• Robertson, Journal fur praktische Chemie (Leipzig 1954), 1893, vol. <2> 48, p. 535
  作者：Robertson

  DOI：——

  日期：——