2-碘-3-甲氧基苯甲酸甲酯 | 35387-95-2

• 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-碘-3-甲氧基苯甲酸甲酯
• 英文名称: methyl-2-iodo-3-methoxybenzoate
• 英文别名: 2-iodo-3-methoxybenzoic acid methyl ester；methyl 2-iodo-3-methoxybenzoate；methyl 2-methoxy-6-iodobenzoate；2-iodo-3-methoxy-benzoic acid methyl ester；2-Jod-3-methoxy-benzoesaeure-methylester
• CAS: 35387-95-2
• 化学式: C₉H₉IO₃
• 分子量: 292.073
• InChiKey: ZMDGDPDSIRKQBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-碘-3-甲氧基苯甲酸甲酯 在 二异丁基氢化铝 、 三苯基膦 作用下， 以 正己烷 、 甲苯 、 乙腈 为溶剂， 反应 10.0h， 生成 (Z)-methyl 2-[7-methoxyisobenzofuran-1(3H)-ylidene]acetate
  参考文献：
  名称：

  Phosphine/Palladium-Catalyzed Syntheses of Alkylidene Phthalans, 3-Deoxyisoochracinic Acid, Isoochracinic Acid, and Isoochracinol

  摘要：

  In this study we used sequential catalysis-PPh3-catalyzed nucleophilic addition followed by Pd(0)-catalyzed Heck cyclization-to construct complex functionalized alkylidene phthalans rapidly, in high yields, and with good stereoselectivities (E/Z ratios of up to 1:22). The scope of this Michael-Heck reaction includes substrates bearing various substituents around the alkylidene phthalan backbone. Applying this efficient sequential catalysis, we accomplished concise total syntheses of 3-deoxyisoochacinic acid, isoochracinic acid, and isoochracinol.

  DOI：

  10.1021/ol301154f
• 作为产物：
  描述：

  3-甲氧基苯甲酸 在 disodium hydrogenphosphate 、 氯化亚砜 、 四甲基乙二胺 、 仲丁基锂 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 环己烷 、 乙腈 为溶剂， 反应 27.1h， 生成 2-碘-3-甲氧基苯甲酸甲酯
  参考文献：
  名称：

  Phosphine/Palladium-Catalyzed Syntheses of Alkylidene Phthalans, 3-Deoxyisoochracinic Acid, Isoochracinic Acid, and Isoochracinol

  摘要：

  In this study we used sequential catalysis-PPh3-catalyzed nucleophilic addition followed by Pd(0)-catalyzed Heck cyclization-to construct complex functionalized alkylidene phthalans rapidly, in high yields, and with good stereoselectivities (E/Z ratios of up to 1:22). The scope of this Michael-Heck reaction includes substrates bearing various substituents around the alkylidene phthalan backbone. Applying this efficient sequential catalysis, we accomplished concise total syntheses of 3-deoxyisoochacinic acid, isoochracinic acid, and isoochracinol.

  DOI：

  10.1021/ol301154f

文献信息

• Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment
  申请人：Merck & Co., Inc.

  公开号：US06207823B1

  公开（公告）日：2001-03-27

  The present invention relates to tricyclic carbapenem antibacterial agents in which the carbapenem nucleus is fused to a 6 membered carbocyclic ring. The compound is further substituted with various substituent groups including at least one cationic group. The compounds are represented by formula I: Pharmaceutical compositions and methods of use are also included.

  本发明涉及三环头孢菌素类抗菌剂，其中头孢菌素核与一个6元碳环并联。该化合物进一步被各种取代基取代，包括至少一个阳离子基团。这些化合物由式I表示。药物组合物和使用方法也包括在内。
• Light-Driven Rotary Molecular Motors on Gold Nanoparticles
  作者：Michael M. Pollard、Matthijs K. J. ter Wiel、Richard A. van Delden、Javier Vicario、Nagatoshi Koumura、Coenraad R. van den Brom、Auke Meetsma、Ben L. Feringa

  DOI：10.1002/chem.200800814

  日期：——

  We report the synthesis of unidirectional light-driven rotary molecular motors based on chiral overcrowded alkenes and their immobilisation on the surface of gold nanoparticles through two anchors. Using a combination of (1)H and (13)C NMR, UV/Vis and CD spectroscopy, we show that these motors preserve their photochemical and thermal behaviour after they have been attached to gold nanoparticles. Furthermore

  我们报告了基于手性过度拥挤的烯烃的单向光驱动旋转分子马达的合成及其通过两个锚固剂固定在金纳米颗粒的表面上。使用（1）H和（13）C NMR，UV / Vis和CD光谱的组合，我们显示了这些电机在附着到金纳米颗粒后仍保留了它们的光化学和热行为。此外，我们描述了（2）H-和（13）C标记的衍生物的合成，这些衍生物用于验证这些电机在溶液中以及接枝到金纳米粒子时的旋转循环的单向性。综上所述，这些数据支持以下结论：这些电动机在接枝到小（约2 nm）金纳米颗粒的表面时，保持其单向旋转周期。因此，
• Optimization of a Benzoylpiperidine Class Identifies a Highly Potent and Selective Reversible Monoacylglycerol Lipase (MAGL) Inhibitor
  作者：Carlotta Granchi、Margherita Lapillo、Sandra Glasmacher、Giulia Bononi、Cristina Licari、Giulio Poli、Maguie el Boustani、Isabella Caligiuri、Flavio Rizzolio、Jürg Gertsch、Marco Macchia、Filippo Minutolo、Tiziano Tuccinardi、Andrea Chicca

  DOI：10.1021/acs.jmedchem.8b01483

  日期：2019.2.28

  development of MAGL inhibitors has been greatly limited by the side effects associated with the prolonged MAGL inactivation. Importantly, it could be preferable to use reversible MAGL inhibitors in vivo, but nowadays only few reversible compounds have been developed. In the present study, structural optimization of a previously developed class of MAGL inhibitors led to the identification of compound 23

  单酰基甘油脂酶（MAGL）是降解内源性大麻素2-花生四烯酸甘油酯的酶，它涉及几个生理和病理学过程。MAGL的治疗潜力与包括癌症在内的多种疾病有关。MAGL抑制剂的发展受到与长时间MAGL失活相关的副作用的极大限制。重要的是，在体内使用可逆的MAGL抑制剂可能是优选的，但是如今仅开发了很少的可逆化合物。在本研究中，对先前开发的一类MAGL抑制剂的结构优化导致了化合物23的鉴定，该化合物被证明是一种非常有效的可逆MAGL抑制剂（IC50 = 80 nM），相对于MAGL的其他主要成分具有选择性内源性大麻素系统
• Phthalazinone derivatives
  申请人：KuDOS Pharmaceuticals Limited

  公开号：US20020183325A1

  公开（公告）日：2002-12-05

  A method of treatment of a disease of the human or animal body mediated by PARP comprising administering to such a subject a therapeutically effective amount of a compound of formula: 1 or an isomer, salt, solvate, chemically protected form, and prodrug thereof, wherein: A and B together represent an optionally substituted, fused aromatic ring; R C is represented by —L—R L , where L is of formula: —(CH 2 ) n1 —Q n2 —(CH 2 ) n3 — wherein n 1 , n 2 and n 3 are each selected from 0, 1, 2 and 3, the sum of n 1 , n 2 and n 3 is 1, 2 or 3 and Q is selected from O, S, NH, C(═O) or —CR 1 R 2 —, where R 1 and R 2 are independently selected from hydrogen, halogen or optionally substituted C 1-7 alkyl, or may together with the carbon atom to which they are attached form a C 3-7 cyclic alkyl group, which may be saturated (a C 3-7 cycloalkyl group) or unsaturated (a C 3-7 cycloalkenyl group), or one of R 1 and R 2 may be attached to an atom in R L to form an unsaturated C 3-7 cycloalkenyl group which comprises the carbon atoms to which R 1 and R 2 are attached in Q, —(CH 2 ) n3 — (if present) and part of R L ; and R L is optionally substituted C 5-20 aryl; and R N is selected from hydrogen, optionally substituted C 1-7 alkyl, C 3-20 heterocyclyl, and C 5-20 aryl, hydroxy, ether, nitro, amino, amido, thiol, thioether, sulfoxide and sulfone.

  一种通过PARP介导的治疗人体或动物体内疾病的方法，包括向该受体投与公式1的化合物的治疗有效量或其异构体、盐、溶剂化合物、化学保护形式和前药，其中：A和B一起表示一个可选择取代的、融合的芳香环；RC由—L—RL表示，其中L的公式为：—(CH2)n1—Qn2—(CH2)n3—其中n1、n2和n3分别选自0、1、2和3，n1、n2和n3的总和为1、2或3，Q选自O、S、NH、C(═O)或—CR1R2—，其中R1和R2分别选自氢、卤素或可选择取代的C1-7烷基，或者与它们连接的碳原子一起形成一个C3-7环烷基，它可以是饱和的（一个C3-7环烷基）或不饱和的（一个C3-7环烯基），或者R1和R2中的一个可以连接到RL中的一个原子，形成一个不饱和的C3-7环烯基，其中包括R1和R2连接在Q、—(CH2)n3—（如果存在）和RL的碳原子中；RL是可选择取代的C5-20芳基；RN选自氢、可选择取代的C1-7烷基、C3-20杂环烷基和C5-20芳基、羟基、醚、硝基、氨基、酰胺基、硫醇、硫醚、亚砜和砜。
• Iodine(<scp>iii</scp>)-mediated construction of the dibenzoxazepinone skeleton from 2-(aryloxy)benzamides through oxidative C–N formation
  作者：Xuliang Guo、Daisy Zhang-Negrerie、Yunfei Du

  DOI：10.1039/c5ra20258b

  日期：——

  Dibenzoxazepinone compounds were conveniently synthesized from 2-(aryloxy)benzamides through hypervalent iodine(iii)-mediated oxidative cyclization under mild reaction conditions.

  二苯并氧杂环庚酮化合物通过在温和反应条件下，利用高价碘（III）介导的氧化环化从2-(芳氧基)苯甲酰胺中方便地合成。