4-[3-(4-羧基-2-甲氧基苯氧基)丙氧基]-3-甲氧基苯甲酸 | 3018-48-2

• 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: 4-[3-(4-羧基-2-甲氧基苯氧基)丙氧基]-3-甲氧基苯甲酸
• 英文名称: 1',3'-bis(4-carboxy-2-methoxyphenoxy)propane
• 英文别名: 4,4’-(propane-1,3-diylbis(oxy))bis(3-methoxybenzoic acid)；3,3'-dimethoxy-4,4'-propanediyldioxy-di-benzoic acid；3,3'-Dimethoxy-4,4'-propandiyldioxy-di-benzoesaeure；1,3-Bis-(4-carboxy-2-methoxy-phenoxy)-propan；Trimethylenglykol-bis-(2-methoxy-4-carboxy-phenylaether)；Trimethylen-divanillinsaeure；Benzoic acid, 4,4'-[1,3-propanediylbis(oxy)]bis[3-methoxy-；4-[3-(4-carboxy-2-methoxyphenoxy)propoxy]-3-methoxybenzoic acid
• CAS: 3018-48-2
• 化学式: C₁₉H₂₀O₈
• 分子量: 376.363
• InChiKey: ASLLOEOFFFNAHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  4-[3-(4-羧基-2-甲氧基苯氧基)丙氧基]-3-甲氧基苯甲酸 在 吡啶 、 草酰氯 、 TEA 、 potassium tert-butylate 、 硝酸 、 镍 、 氟化氢吡啶 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 肼 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 51.5h， 生成 1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-hydroxymethyl-4-methylidene-2,3-dihydropyrrole]
  参考文献：
  名称：

  C2-C3 / C2'-C3'-内不饱和吡咯并[2,1-c] [1,4]苯并二氮杂二聚体的第一个实例的合成。

  摘要：

  我们报道了通过新的有效途径合成的C2-C3 / C2'-C3'-内不饱和吡咯并[2,1-c] [1,4]苯并二氮杂（PBD）二聚体16的第一个例子-C 3-内-不饱和增强与A环连接的PBD二聚体的细胞毒性和DNA结合亲和力，但程度小于C 2 / C 2'-外-不饱和。这种新的途径已允许制备多克数量的相关临床候选药物1，并应导致结构上更多样化的PBD二聚体类似物。

  DOI：

  10.1016/s0960-894x(01)00560-1
• 作为产物：
  描述：

  1,3-bis(4-allyl-2-methoxyphenoxy)propane 在 potassium permanganate 作用下， 生成 4-[3-(4-羧基-2-甲氧基苯氧基)丙氧基]-3-甲氧基苯甲酸
  参考文献：
  名称：

  Are the favorable outcomes of splenectomy predictable inpatients with idiopathic thrombocytopenic purpura (ITP)?

  摘要：

  Background Historically, splenectomy has been an accepted procedure in the management of immune thrombocytopenic purpura (ITP). However, it is also true that the response to splenectomy in patients with ITP seems to be unpredictable. Therefore, the purpose of this study was to identify clinical variables that might predict a favorable response to splenectomy in patients with ITP.Methods: Data were collected retrospectively for 40 adult patients with ITP who underwent laparoscopic (LS) and open (OS) splenectomy at Emory University Hospital between 1992 and 1999. Demographics and outcomes were recorded. Age, sex, disease duration, comorbidities (ASA > 2), previous response to steroids and/or other medications, and preoperative platelet count were analyzed by univariate (t-test, Fisher's exact test) and multivariate statistical methods.Results: Of the 20 patients in each group, improved platelet counts were noted in 18 patients in the LS group and 20 patients (100%) in the OS group. Follow-up (16 +/- 3 months,) was obtained in 19 LS patients (95%) and 16 OS patients (80%), with 84% and 87.5% sustained response rates, respectively. After univariate analysis, two variables (age and disease duration) were found to be significantly related to the outcome of splenectomy (p < 0.01). However, after multiple logistic regression analysis, only disease duration (relative risk = 1.083; Cl, 1.004-1.167) was an independent prognostic factor for a sustained response to splenectomy.Conclusion: These results suggest that the response to splenectomy (laparoscopic and open) in patients with ITP cannot be adequately predicted on the basis of presplenectomy clinical variables. However, disease duration and patient age should be taken into consideration when selecting patients for splenectomy.

  DOI：

  10.1007/s00464-001-8154-2

文献信息

• Effect of linker length on DNA-binding affinity, cross-linking efficiency and cytotoxicity of C8-linked pyrrolobenzodiazepine dimers
  作者：D. Subhas Bose、Andrew S. Thompson、Melissa Smellie、Mark D. Berardini、John A. Hartley、Terence C. Jenkins、Stephen Neidle、David E. Thurston

  DOI：10.1039/c39920001518

  日期：——

  An efficient synthesis of a homologous series of C8-linked pyrrolobenzodiazepine dimers is reported; compounds with an odd number of methylenes (n= 3 or 5) in the linker show a higher affinity for DNA, enhanced cross-linking efficiency, and are more cytotoxic compared with compounds with either n= 4 or 6.

  报道了一种高效的C8连接吡咯并苯并二氮杂䓬二聚体的同系物合成方法；连接链中具有奇数个亚甲基（n=3或5）的化合物对DNA具有更高的亲和力，交叉连接效率增强，并且相比于n=4或6的化合物更具细胞毒性。
• Linear polyesters derived from vanillic acid
  作者：Louis H. Bock、James K. Anderson

  DOI：10.1002/pol.1955.120178607

  日期：1955.8

  Vanillic acid, which is potentially available from lignin, was converted to dibasic acids by etherifying the phenolic hydroxyl group with alkylene dihalides. The dibasic acids were esterified with ethylene glycol and condensed to linear polyesters. The polyesters were converted to fibers by melt spinning. The fibers could be stretched, preferably in a warm water bath, to give fibers with good tenacity

  香草酸可能从木质素中获得，通过用亚烷基二卤化物将酚羟基醚化，将其转化为二元酸。二元酸用乙二醇酯化并缩合成线性聚酯。通过熔融纺丝将聚酯转化为纤维。可以拉伸纤维，优选在温水浴中拉伸，以得到具有良好韧度和增加的结晶度的纤维，如双折射测量所示。由乙烯二香草酸获得的聚酯在 210°C 下熔化。但在 80°C 时软化并收缩。
• Synthesis of Sequence-Selective C8-Linked Pyrrolo[2,1-<i>c</i>][1,4]benzodiazepine DNA Interstrand Cross-Linking Agents
  作者：David E. Thurston、D. Subhas Bose、Andrew S. Thompson、Philip W. Howard、Alberto Leoni、Stephen J. Croker、Terrence C. Jenkins、Stephen Neidle、John A. Hartley、Laurence H. Hurley

  DOI：10.1021/jo951631s

  日期：1996.11.15

  An efficient convergent synthesis of a homologous series of C8-linked pyrrolobenzodiazepine dimers with remarkable DNA interstrand cross-linking activity and potent in vitro cytotoxicity is reported. The "amino thioacetal" cyclization procedure was used to produce the electrophilic DNA-interactive N10-C11 imine moiety during the final synthetic step. In order to construct the key A-ring fragments (9a-d)

  据报道，具有一系列显着的DNA链交联活性和强大的体外细胞毒性的C8连接的吡咯并苯并二氮杂二聚体同源系列的高效收敛合成。在最后的合成步骤中，使用“氨基硫缩醛”环化程序来生产亲电的DNA相互作用的N10-C11亚胺部分。为了构建关键的A环片段（9a-d），已开发了一种通用的收敛方法，以将两个单位的香草酸与不同长度的α，ω-二卤代烷烃连接起来，以提供所需的双（4-羧基-2） -甲氧基苯氧基）烷烃，同时避免形成单烷基化和双烷基化产物的混合物。
• [EN] BIO-BASED AROMATIC DIISOCYANATES FOR PREPARATION OF POLYURETHANES<br/>[FR] DIISOCYANATES AROMATIQUES D'ORIGINE BIOLOGIQUE POUR LA PRÉPARATION DE POLYURÉTHANES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2016103283A1

  公开（公告）日：2016-06-30

  The present invention provides bio-based aromatic diisocyanate of formula (I). [Formula should be inserted here] wherein X is –OCH3, Y is selected from -H or –OCH3, and m = 0-12. The present invention further provides a method for preparation of aromatic diisocyanate of formula (I) useful for preparation of polyurethane.

  本发明提供了化学式（I）的生物基芳香二异氰酸酯。其中X为-OCH3，Y从-H或-OCH3中选择，m=0-12。本发明还提供了一种制备化学式（I）的芳香二异氰酸酯的方法，用于制备聚氨酯。
• Pyrrolbenzodiazepines
  申请人：Spirogen Limited

  公开号：US07049311B1

  公开（公告）日：2006-05-23

  Compounds of formula (Ia) and (Ib) wherein A is CH2, or a single bond; R2 is selected from: R, OH, OR, CO2H, CO2R, COH, COR, SO2R, CN; R6, R7 and R9 are independently selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn; and R8 is selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn, where R is as defined above, or the compound is a dimer with each monomer being the same or different and being of formula (Ia) or (Ib), where the R8 groups of the monomers form together a bridge having the formula —X—R′—X— linking the monomers, where R′ is an alkylene chain containing from 3 to 12 carbon atoms, which chain may be interrupted by one or more hetero-atoms and/or aromatic rings and may contain one or more carbon—carbon double or triple bonds, and each X is independently selected from O, S, or N; except that in a compound of formula (Ia) when A is a single bond, then R2 is not CH═CH(CONH2) or CH═CH(CONMe2). Other related compounds are also disclosed

  化合物的公式(Ia)和(Ib)，其中A是CH2或单键；R2选自：R、OH、OR、CO2H、CO2R、COH、COR、SO2R、CN；R6、R7和R9独立地选自H、R、OH、OR、卤素、氨基、NHR、硝基、Me3Sn；而R8选自H、R、OH、OR、卤素、氨基、NHR、硝基、Me3Sn，其中R如上所定义，或者该化合物是二聚体，每个单体的公式都是(Ia)或(Ib)，其中单体的R8基团一起形成一个桥，其具有公式—X—R′—X—，连接单体，其中R′是含有3到12个碳原子的烷基链，该链可以被一个或多个杂原子和/或芳香环所中断，并且可以包含一个或多个碳-碳双键或三键，每个X独立地选自O、S或N；但是在化合物的公式(Ia)中，当A是单键时，R2不是CH═CH(CONH2)或CH═CH(CONMe2)。还公开了其他相关化合物。