2-amino-3-iodo-5-methylbenzoic acid | 320740-16-7

• 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: 2-amino-3-iodo-5-methylbenzoic acid
• CAS: 320740-16-7
• 化学式: C₈H₈INO₂
• 分子量: 277.062
• InChiKey: CRHJNSOLMOUGET-UHFFFAOYSA-N

物化性质

• 熔点：
  212 °C(Solv: acetic acid (64-19-7); ethanol (64-17-5))
• 沸点：
  370.6±42.0 °C(Predicted)
• 密度：
  1.943±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-3-iodo-5-methylbenzoic acid 在 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 29.0h， 生成 8-iodo-2,4-dimethoxy-6-methylquinazoline
  参考文献：
  名称：

  Toward a New Genetic System with Expanded Dimensions:  Size-Expanded Analogues of Deoxyadenosine and Thymidine

  摘要：

  We describe the design, preparation, and properties of two key building blocks of a size-expanded genetic system. Nucleoside analogues of the natural nucleosides dA and dT are reported in which the fusion of a benzo ring increases their size by ca. 2.4 Angstrom. The expanded dA analogue (dxA), having a tricyclic base, was first reported by Leonard nearly three decades ago. We describe a shortened and more efficient approach to this compound. The expanded dT analogue (dxT), a methylquinazolinedione C-glycoside, was previously unknown; we describe its preparation in eight steps from 5-methylanthranilic acid. The key glycoside bond formation employed Pd-mediated coupling of an aryl iodide precursor with a dihydrofuran derivative of deoxyribose. Both nucleosides are shown to be efficient fluorophores, emitting light in the blue-violet range. The base-protected phosphoramidite derivatives were prepared, and short oligonucleotides containing them were characterized. The two size-expanded nuclecisides are key components of a new four-base genetic system designed to form helical paired structures having a diameter greater than that of natural DNA. Elements of the design of this expanded genetic molecule, termed xDNA, are discussed, including the possibility of up to eight base pairs of information storage capability.

  DOI：

  10.1021/ja038384r
• 作为产物：
  描述：

  2-氨基-5-甲基苯甲酸 在 N-碘代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以93 %的产率得到2-amino-3-iodo-5-methylbenzoic acid
  参考文献：
  名称：

  [EN] 2-((1-(6-METHYL-4-OXO-3,4-DIHYDROQUINAZOLIN-8-YL)ETHYL)AMINO)BENZOIC ACID DERIVATIVES AND SIMILAR COMPOUNDS AS PI3K INHIBITORS FOR THE TREATMENT OF E.G. CANCER
  [FR] DÉRIVÉS D'ACIDE 2-((1-(6-MÉTHYL-4-OXO-3,4-DIHYDROQUINAZOLIN-8-YL)ÉTHYL)AMINO)BENZOÏQUE ET COMPOSÉS SIMILAIRES EN TANT QU'INHIBITEURS DE PI3K DANS LE TRAITEMENT PAR EXEMPLE DU CANCER

  摘要：

  The present invention relates to compounds of formula (I) preferred compounds are e.g. 2-((l-(4-oxo-3,4-dihydroquinazolin-8-yl)ethyl)amino)benzoic acid derivatives of formula (ll-A) an exemplary compound is e.g. 2-((l-(2-(isoindolin-2-yl)-6-methyl-4-oxo-3, 4-dihydroquinazolin-8-yl)ethyl)amino)benzoic acid (example 1) The present compounds are PI3K inhibitors for the treatment of cancer, CLOVES syndrome (congenital lipomatous overgrowth, syndrome) or PIK3CA-related overgrowth syndrome (PROS). Results of biological assays are provided.

  公开号：

  WO2024000401A1

文献信息

• HYDRAZIDE COMPOUND AND PESTICIDAL USE OF THE SAME
  申请人：Ikegami Hiroshi

  公开号：US20110071291A1

  公开（公告）日：2011-03-24

  A hydrazide compound represented by the formula (1): (wherein R 1 , R 2 , R 3 , R 4 , A 1 , A 2 , J, Q and n are defined in the specification) has excellent pesticidal activity.

  一个由公式（1）表示的腙酰肼化合物：（其中R1，R2，R3，R4，A1，A2，J，Q和n在说明书中定义）具有优异的杀虫活性。
• Hydrazide Compound and Pesticidal Use of the Same
  申请人：Ikegami Hiroshi

  公开号：US20090181956A1

  公开（公告）日：2009-07-16

  A hydrazide compound represented by the formula (1): has excellent pesticidal activity.

  一种由式（1）表示的腙酰肼类化合物具有出色的杀虫活性。
• Synthesis of polyfunctional indoles and related heterocycles mediated by cesium and potassium bases
  作者：Christopher Koradin、Wolfgang Dohle、Alain L Rodriguez、Bertram Schmid、Paul Knochel

  DOI：10.1016/s0040-4020(03)00073-5

  日期：2003.2

  A general preparation of 2-substituted indoles starting from functionalized 2-alkynylanilines has been developed. This base mediated reaction has also been used to synthesize the heterocyclic core of the marine alkaloid hinckdentine A. Furthermore the reaction was successfully adapted to the solid phase. Benzofurans and isoindolones could also be prepared with this method. (C) 2003 Elsevier Science Ltd. All rights reserved.
• The Synthesis of C2-Symmetric and Axially Chiral Compounds for Recognition and Catalysis
  作者：John Clews、Anthony D.M. Curtis、Hugh Malkin

  DOI：10.1016/s0040-4020(00)00803-6

  日期：2000.10

  Axially chiral amidines and guanidines. some possessing C-2-symmetry, have been targeted as potential chiral catalysts for reactions of alpha,beta -unsaturated carboxylic acids or esters. The key step in each synthesis required the coupling of two sterically demanding aromatic compounds to form atropisomeric biaryl species. (C) 2000 Elsevier Science Ltd. All rights reserved.
• US7867949B2
  申请人：——

  公开号：US7867949B2

  公开（公告）日：2011-01-11