3-methoxy-5-methyl anthranilic acid | 80389-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-methoxy-5-methyl anthranilic acid
• 英文别名: 2-Amino-3-methoxy-5-methylbenzoic acid
• CAS: 80389-40-8
• 化学式: C₉H₁₁NO₃
• mdl: MFCD12805607
• 分子量: 181.191
• InChiKey: MZBBOQIBKZOHDX-UHFFFAOYSA-N

物化性质

• 沸点：
  345.3±42.0 °C(Predicted)
• 密度：
  1.253±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methoxy-5-methyl anthranilic acid 在 copper(l) chloride 、 sodium nitrite 作用下， 以 盐酸 为溶剂， 反应 48.0h， 生成 2-Chloro-3-methoxy-5-methylbenzoic acid
  参考文献：
  名称：

  Ho, Pak-Tsun, Canadian Journal of Chemistry, 1980, vol. 58, p. 861 - 863

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲氧基-4-甲基苯胺 在 正丁基锂 、 sodium carbonate 作用下， 反应 8.0h， 生成 3-methoxy-5-methyl anthranilic acid
  参考文献：
  名称：

  Synthesis of the glivocarcin-M aglycone

  摘要：

  DOI：

  10.1016/s0040-4039(00)96747-9

文献信息

• Synthesis of 3-Methoxy-5-methyl Anthranilic Acid: A Key Intermediate in the Synthesis of Anticoccidial and Antitumour Antibiotics Isolated from the Strains of Streptomyces
  作者：A. Rama Devi、D. Sarangapani Iyengar、M. Pardhasaradhi

  DOI：10.1080/00397919308009806

  日期：1993.2

  Abstract An efficient synthesis of 3-methoxy-5-methyl anthranilic acid, a key intermediate in the synthesis of anticoccidial and anti-tumour antibiotics isolated from the strains of streptomyces by catalytic carbonylation route is described.

  摘要 描述了 3-甲氧基-5-甲基邻氨基苯甲酸的有效合成，该酸是通过催化羰基化途径合成从链霉菌菌株中分离的抗球虫和抗肿瘤抗生素的关键中间体。
• Structure and Synthesis of New Anticoccidial Antibiotics Isolated from Streptomyces Auranticolor
  作者：Hiroichi Ikushima、Shigehiro Takase、Yoshio Kawai、Yoshikuni Itoh、Masanori Okamoto、Hirokazu Tanaka

  DOI：10.1080/00021369.1983.10865932

  日期：1983.10

  The structures of two new anticoccidial antibiotics, WS-5995A and B, produced by Streptomyces auranticolor, were determined as I and II, respectively, on the basis of spectral and chemical evidence.WS-5995A (I), having 5H-benzo[d]naphtho[2,3-b]pyran as its mother skeleton, was synthesized by coupling the diazonium salt prepared from the anthranilic acid (IX) to 3-hydroxy juglone (VIII).

  WS-5995A（I）以5H-苯并[d]萘并[2,3-b]吡喃为母体骨架，是通过将蚁酸（IX）与3-羟基丁二酮（VIII）偶联制备的重氮盐合成的。
• 1,4-Naphtoquinone derivatives and their use in treating coccidiosis
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US04414226A1

  公开（公告）日：1983-11-08

  1,4-naphthoquinone derivatives represented by the following general formula: ##STR1## (wherein R.sup.1 represents a hydrogen atom, a hydroxy group, a lower alkoxy group or an arylthio group, R.sup.2 represents a carboxy group, an esterified carboxy group or an amidated carboxy group or, when taken together, R.sup.1 and R.sup.2 form a group of ##STR2## R.sup.3 represents a hydrogen atom or a lower alkyl group, R.sup.4 represents a lower alkyl group, R.sup.5 represents a hydrogen atom or a halogen atom, and R.sup.6 represents a hydrogen atom, a lower alkyl group or a lower alkanoyl group), and the salts of the carboxy group thereof, which are novel compounds having an anticoccidium activity, and which can be obtained by synthesis or, partly, by cultivation of Streptomyces auranticolor.

  1,4-萘醌衍生物由以下一般式代表：##STR1##（其中R.sup.1代表氢原子、羟基、较低的烷氧基或芳基硫基，R.sup.2代表羧基、酯化羧基或酰胺化羧基或者，当一起时，R.sup.1和R.sup.2形成##STR2##的基团，R.sup.3代表氢原子或较低的烷基基团，R.sup.4代表较低的烷基基团，R.sup.5代表氢原子或卤素原子，R.sup.6代表氢原子、较低的烷基基团或较低的烷酰基团），以及其羧基的盐，这些是具有抗球虫活性的新化合物，可以通过合成或部分通过栽培金黄链霉菌（Streptomyces auranticolor）获得。
• 1,4-NAPHTHOQUINONE DERIVATIVES AND USE THEREOF
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0047323A1

  公开（公告）日：1982-03-17

  1,4-naphthoquinone derivates represented by the following general formula: wherein R1 represents a hydrogen atom, a hydroxy group, a lower alkoxy group or an arylthio group, R2 represents a carboxy group, an esterified carboxy group or an amidated carboxy qroup or, when taken toqether, R1 and R2 form a group of represents a hydrogen atom or a lower alkyl group, R4 represents a lower alkyl group, R5 represents a hydrogen atom or a halogen atom, and R6 represents a hydrogen atom, a lower alkyl group or a lower alkanoyl group), and the salts of the carboxy group thereof, which are novel compounds having an anti-coccidium activity, and which can be obtained by synthesis or, partly, by cultivation of Streptomyces auranticolor.

  由以下通式代表的 1，4-萘醌衍生物： 其中 R1 代表氢原子、羟基、低级烷氧基或芳硫基； R2 代表羧基、酯化羧基或酰胺化羧基；或当 R1 和 R2 形成一个基团时，R1 代表氢原子或低级烷基； R4 代表低级烷基； R5 代表氢原子或卤原子。 代表氢原子或低级烷基，R4 代表低级烷基，R5 代表氢原子或卤原子，R6 代表氢原子、低级烷基或低级烷酰基）及其羧基的盐，它们是具有抗球虫活性的新型化合物，可通过合成或部分通过培养 Auranticolor 链霉菌获得。
• A new convergent synthesis of WS-5995-B, an anticoccidial antibiotic from Streptomyces auranticolor
  作者：Devi A. Rama、D.S. Iyengar、M. Pardhasaradhi

  DOI：10.1016/s0040-4020(01)86970-2

  日期：1994.2