2-糠酸甲酯 | 611-80-3

• 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-糠酸甲酯
• 英文名称: 3,3'-dihydroxybenzophenone
• 英文别名: 3,3'-dihydroxy-benzophenone；3,3'-Dihydroxy-benzophenon；bis(3-hydroxyphenyl)-methanone；bis(3-hydroxyphenyl)methanone
• CAS: 611-80-3
• 化学式: C₁₃H₁₀O₃
• 分子量: 214.221
• InChiKey: JHTLNCNCXLCNFN-UHFFFAOYSA-N

物化性质

• 沸点：
  451.3±30.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)
• 熔点：
  170 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-糠酸甲酯 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以85%的产率得到bis-(3-hydroxyphenyl)methanol
  参考文献：
  名称：

  来曲唑模板中的手性芳香酶和双重芳香酶-甾族硫酸酯酶抑制剂：合成，绝对构型和体外活性。

  摘要：

  为了探索芳香酶的抑制作用并拓宽双重芳香酶-硫酸酯酶抑制剂（DASIs）的结构多样性，我们将甾族硫酸酯酶（STS）抑制药效团引入了来曲唑。制备带有或不具有相邻取代基的双氨基磺酸盐或单氨基磺酸盐的来曲唑衍生物。最有效的非手性和外消旋芳香酶抑制剂为40（IC 50 = 3.0 nM）。通过手性HPLC分离其酚类前体39，并使用振动和电子圆二色性与预测光谱的计算相结合来确定每种对映体的绝对构型。在两种对映异构体中，（R）-苯酚（39a）是最有效的芳香化酶抑制剂（IC 50 = 0.6 nM，与来曲唑相当），而（S）-氨基磺酸盐（40b）最有效地抑制STS（IC 50 = 553 nM）。

  DOI：

  10.1021/jm800168s
• 作为产物：
  描述：

  3,3'-二硝基二苯甲酮 在 盐酸 、 tin(ll) chloride 、 sodium nitrite 、 硫酸 、 水 作用下， 以 水 为溶剂， 反应 7.0h， 以33%的产率得到2-糠酸甲酯
  参考文献：
  名称：

  Synthesis, in vitro and in vivo activity of benzophenone-based inhibitors of steroid sulfatase

  摘要：

  Steroid sulfatase (STS) is all important new therapeutic target in oncology. Attempts to design nonsteroidal STS inhibitors, because of the oestrogenicity of the original lead oestrone 3-O-sulfamate in rodents, have led to the discovery of benzophenone-4,4'-O,O-bis-sulfamate (BENZOMATE, 3). The nonfused bicyclic BENZOMATE is a highly potent STS inhibitor in vitro, inhibiting STS activity in intact MCF-7 breast cancer cells by >70% at 0.1 muM and in placental microsomes by >98% at 10 mum. When MCF-7 cells were pre-treated with 3 at 1 muM and then washed to remove unbound inhibitor, the initial 94% inhibition was reduced to 89% suggesting that 3, like other sulfamate-based STS inhibitors, inhibits the enzyme irreversibly. This agent also inhibits rat liver STS activity by 84% and 93% respectively 24 h after a single dose of 1 or 10 mg/kg, demonstrating that BENZOMATE possesses similar in Vivo potency to the established potent nonsteroidal inhibitor 667COUMATE. Several modifications were made to BENZOMATE structurally and effects on in vitro activity were examined. These structure-activity relationship studies show that its carbonyl and bis-sulfamate groups are pivotal for activity, although conformational flexibility is not required. Two rigid anthraquinone-based sulfamate derivatives however showed inhibitory activity significantly better than BENZOMATE in the MCF-7 cell assay. BENZOMATE and related analogues therefore represent all important class of non-steroidal STS inhibitor and lead compounds for future drug design. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.02.040

文献信息

• Method and compositions for identifying anti-HIV therapeutic compounds
  申请人：Arimilli N. Murty

  公开号：US20050239054A1

  公开（公告）日：2005-10-27

  Methods are provided for identifying anti-HIV therapeutic compounds substituted with carboxyl ester or phosphonate ester groups. Libraries of such compounds are screened optionally using the novel enzyme GS-7340 Ester Hydrolase. Compositions and methods relating to GS-7340 Ester Hydrolase also are provided.

  提供了一种识别含有羧酸酯或磷酸酯基团取代的抗HIV治疗化合物的方法。可以选择使用新型酶GS-7340酯水解酶对这类化合物库进行筛选。还提供了与GS-7340酯水解酶相关的组合物和方法。
• New synthetic routes to tilorone dihydrochloride and some of its analogs
  作者：Helen M. Burke、Madeleine M. Joullie

  DOI：10.1021/jm00208a016

  日期：1978.10

  New synthetic routes to the orally active, interferon-inducing antiviral agent tilorone dihydrochloride, 2,7-bis-[(diethylamino)ethoxy]fluoren-9-one dihydrochloride (1a), were developed. The routes involved the preparation and solvolysis of tetrazonium fluoroborate salts of 2,7-diaminofluoren-9-one. Nonplanar (1b), 9-sulfone (1c), and fluorene (1d) analogues of tilorone dihydrochloride were also prepared

  已开发出新的合成途径，以合成口服活性的，可诱导干扰素的抗病毒剂，盐酸替洛龙，2,7-双-[（（二乙基氨基）乙氧基]芴-9-二氢呋喃酮（1a）。路线涉及2,7-二氨基芴-9-one的氟硼酸四唑盐的制备和溶剂化。还制备了盐酸替洛龙的非平面（1b），9-砜（1c）和芴（1d）类似物。评价化合物1b和1c的干扰素诱导。
• [EN] SULFAMIC ACID ESTER COMPOUNDS USEFUL IN THE INHIBITION OF SEROID SULPHATASE ACTIVITY AND AROMATASE ACTIVITY<br/>[FR] COMPOSES D'ESTER D'ACIDE SULFAMIQUE UTILISES POUR INHIBER L'ACTIVITE DE LA STEROIDE SULFATASE ET L'ACTIVITE DE L'AROMATASE
  申请人：STERIX LTD

  公开号：WO2005115996A1

  公开（公告）日：2005-12-08

  There is provided a compound of Formula (III) or Formula (IV), wherein A is selected from H, OH, halogen and hydrocarbyl D, E and F are each independently of each other an optional linker group; P, Q and R are independently of each other a ring system, wherein R4 and R5 are independently selected from H, alkyl, cycloalkyl, alkenyl, acyl and aryl, or combinations thereof, or together represent alkylene, wherein the or each alkyl or cycloalkyl or alkenyl or optionally contain one or more hetero atoms or groups.

  提供一种化合物，其化学式为（III）或（IV），其中A从H、OH、卤素和烃基中选择，D、E和F分别是可选的连接基团；P、Q和R分别是独立的环系统，其中R4和R5从H、烷基、环烷基、烯烃基、酰基和芳基中独立选择，或者它们的组合，或者一起代表烷基，其中每个烷基或环烷基或烯烃基或可选地含有一个或多个杂原子或基团。
• ACETYLENE COMPOUND, SALT THEREOF, CONDENSATE THEREOF, AND COMPOSITION THEREOF
  申请人：Fujifilm Corporation

  公开号：EP2202220A1

  公开（公告）日：2010-06-30

  [Problem to be Solved] To provide an acetylene compound having a structure in which a unit having an amino group and a unit having an ethynyl group are bonded via a linking group, the acetylene compound being introducable to a polymer having thermal resistance. [Means for Solving the Problem] An acetylene compound represented by the following Formula (1) and a salt thereof: wherein in Formula (1), X represents a single bond or a divalent linking group; A represents a hydrocarbon group, a heteroaromatic ring or a heteroalicyclic compound; B represents a hydrocarbon group, a heteroaromatic ring, a heteroalicyclic compound or a single bond; R1 represents a hydrogen atom, a hydrocarbon group, a heteroaromatic ring, a heteroalicyclic compound or a silyl group; R4 represents a hydrogen atom or a group that can be a substituent of an amino group; and m, n and a each independently represent an integer of 1 or greater.

  解决的问题是提供一种乙炔化合物，其结构中含有通过连接基团连接的具有氨基团和乙炔基团的单元，该乙炔化合物可引入到具有热阻抗的聚合物中。解决问题的方法是通过以下式（1）表示的乙炔化合物及其盐：其中在式（1）中，X代表单键或二价连接基团；A代表烃基团、杂环芳香环或杂环脂环化合物；B代表烃基团、杂环芳香环、杂环脂环化合物或单键；R1代表氢原子、烃基团、杂环芳香环、杂环脂环化合物或硅基团；R4代表氢原子或可作为氨基团的取代基团；m、n和a分别独立表示大于或等于1的整数。
• Polyarylene, Process For Producing The Same, Solid Polyelectrolyte, And Proton-Conductive Film
  申请人：Yamakawa Yoshitaka

  公开号：US20080015389A1

  公开（公告）日：2008-01-17

  A polyarylene having a structural unit shown by the following formula (1) is disclosed. wherein X and Y indicate a divalent organic group or a single bond, Z shows an oxygen atom or a sulfur atom, R represents at least one atom or group selected from the group consisting of a hydrogen atom, a fluorine atom, an alkyl group, and a fluorine-substituted alkyl group, a is an integer of 1 to 20, n is an integer of 1 to 5, and p is an integer of 1 to 10.

  披氏芳烃具有以下公式（1）所示的结构单元，其中X和Y表示二价有机基团或单键，Z表示氧原子或硫原子，R代表至少选择自氢原子、氟原子、烷基团和氟代烷基团组成的一种原子或基团，a为1至20之间的整数，n为1至5之间的整数，p为1至10之间的整数。