2-羟基-3-甲基-5-溴苯甲酸甲酯 | 40912-71-8

• 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: 2-羟基-3-甲基-5-溴苯甲酸甲酯
• 英文名称: 5-bromo-3-methyl methyl salicylate
• 英文别名: 5-bromo-3-methylsalicylic acid methyl ester；5-bromo-2-hydroxy-3-methyl-benzoic acid methyl ester；5-Brom-2-hydroxy-3-methyl-benzoesaeure-methylester；Methyl-5-bromo-3-methyl salicylate；Methyl 5-bromo-2-hydroxy-3-methylbenzoate
• CAS: 40912-71-8
• 化学式: C₉H₉BrO₃
• 分子量: 245.073
• InChiKey: BCJLJIDFGYFESV-UHFFFAOYSA-N

物化性质

• 熔点：
  112-114 °C(Solv: methanol (67-56-1))
• 沸点：
  286.3±35.0 °C(Predicted)
• 密度：
  1.548±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-羟基-3-甲基-5-溴苯甲酸甲酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以91%的产率得到5-Brom-2-hydroxy-3-methylbenzylalkohol
  参考文献：
  名称：

  Enzymatically Activated cycloSal-d4T-monophosphates:  The Third Generation of cycloSal-Pronucleotides

  摘要：

  The third generation of cycloSal-pronucleotides, 5-diacetoxymethyl-cycloSal-d4T-monophosphates (5-di-AM-cycloSal-d4TMPs), is reported as a new class of "lock-in"-modified cycloSal-pronucleotides. These compounds bear an esterase-cleavable geminal dicarboxylate (acylal) attached to the aromatic ring of the saligenyl unit. The conversion into a strong acceptor group (aldehyde) leads to a strong decrease in hydrolytic stability. As a consequence, a fast release of a nucleoside monophosphate (i.e., d4TMP) follows. The concept of this enzymatic activation is proven by hydrolysis studies in phosphate buffer, cell extracts, and human serum. These investigations showed the conversion of the acylal group into a polar aldehyde by enzymatic cleavage. Besides, antiviral activities against HIV are presented.

  DOI：

  10.1021/jm0613267
• 作为产物：
  描述：

  3-甲基水杨酸 在 硫酸 、 溴 作用下， 以 氯仿 为溶剂， 反应 92.0h， 生成 2-羟基-3-甲基-5-溴苯甲酸甲酯
  参考文献：
  名称：

  Enzymatically Activated cycloSal-d4T-monophosphates:  The Third Generation of cycloSal-Pronucleotides

  摘要：

  The third generation of cycloSal-pronucleotides, 5-diacetoxymethyl-cycloSal-d4T-monophosphates (5-di-AM-cycloSal-d4TMPs), is reported as a new class of "lock-in"-modified cycloSal-pronucleotides. These compounds bear an esterase-cleavable geminal dicarboxylate (acylal) attached to the aromatic ring of the saligenyl unit. The conversion into a strong acceptor group (aldehyde) leads to a strong decrease in hydrolytic stability. As a consequence, a fast release of a nucleoside monophosphate (i.e., d4TMP) follows. The concept of this enzymatic activation is proven by hydrolysis studies in phosphate buffer, cell extracts, and human serum. These investigations showed the conversion of the acylal group into a polar aldehyde by enzymatic cleavage. Besides, antiviral activities against HIV are presented.

  DOI：

  10.1021/jm0613267

文献信息

• Amides of pyrrolidinoethylamine which can be used in treatment of coughs
  申请人：Pierre Fabre S.A.

  公开号：US04122199A1

  公开（公告）日：1978-10-24

  New chemical compounds, which are pyrrolidinoethylamine amides, in the form of free bases and salts thereof, which are useful as antitussives, pharmaceutical compositions thereof, and method of treating therewith. In the form of their salts, the compounds have the formula: ##STR1## wherein ##STR2## is an acyl radical of a phenylacetic, 60 -phenyl-.alpha.-(1 to 5 C atoms) acetic, (1 to 5 C atoms) diphenylacetic, benzilic, diphenyl-.alpha.-chloroacetic, .alpha.-lower-alkoxy-.alpha.,.alpha.-diphenylacetic, 3-coumarincarboxylic, 9-xanthenecarboxylic, phenoxyacetic, phenoxyisobutyric, halophenoxyisobutyric, or 9-flourene carboxylic acid, and wherein R'H represents an inorganic or organic acid. Medicaments containing these active principles may be used, inter alia, in the treatment of coughs and respiratory complaints.

  新的化合物，为吡咯烷基乙胺酰胺，以其自由碱和盐的形式存在，可用作止咳药，包括药物组合物和治疗方法。这些化合物的盐的结构式如下：##STR1## 其中##STR2##是苯乙酸、60-苯基-α-(1至5个碳原子)乙酸、(1至5个碳原子)二苯乙酸、苯甲酸、二苯基-α-氯乙酸、α-较低烷氧基-α，α-二苯乙酸、3-香豆素羧酸、9-蒽羧酸、苯氧基乙酸、苯氧基异丁酸、卤代苯氧基异丁酸或9-氟芴羧酸的酰基基团，R'H代表无机或有机酸。含有这些活性成分的药物可用于治疗咳嗽和呼吸系统疾病等疾病。
• SUBSTITUTED BENZOYLAMINO-INDAN-2-CARBOXYLIC ACIDS AND RELATED COMPOUNDS
  申请人：CAULFIELD Thomas J.

  公开号：US20100113462A1

  公开（公告）日：2010-05-06

  The present invention relates to novel compounds of the formula I: wherein in any of its stereoisomeric forms or a mixture of stereoisomeric forms in any ratio, or a physiologically acceptable salt thereof, wherein the substituents are as described herein. The inventive compounds have CXCR5 inhibitory activity are particularly useful in treating or preventing various inflammatory diseases, such as rheumatoid arthritis, multiple sclerosis, lupus, Crohn's Disease, associated with the modulation of the human CXCR5 receptor.

  本发明涉及公式I的新化合物：其中在其任何立体异构形式或立体异构形式的混合物中以任何比例，或其生理上可接受的盐，其中取代基如此描述。这些创新化合物具有CXCR5抑制活性，特别适用于治疗或预防各种炎症性疾病，例如类风湿性关节炎，多发性硬化症，红斑狼疮，克罗恩病，与人类CXCR5受体调节相关。
• WO2008/151211
  申请人：——

  公开号：——

  公开（公告）日：——
• Thiele; Eichwede, Justus Liebigs Annalen der Chemie, 1900, vol. 311, p. 366 Anm.
  作者：Thiele、Eichwede

  DOI：——

  日期：——
• Dave, Shikha S.; Ghatole, Ajay M.; Rahatgaonkar, Anjali M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 12, p. 1780 - 1793
  作者：Dave, Shikha S.、Ghatole, Ajay M.、Rahatgaonkar, Anjali M.、Chorghade, Mukund S.、Chauhan, Pms、Srivastava, Kumkum

  DOI：——

  日期：——