O-mono-methyl-phenanthrene-9,10-catechol | 13935-34-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: O-mono-methyl-phenanthrene-9,10-catechol
• 英文别名: Methyl-(10-hydroxy-phenanthryl-(9))-aether；10-Hydroxy-9-methoxy-phenanthren；10-Methoxy-[9]phenanthrol；Phenanthrenhydrochinon-monomethylaether；9-Oxy-10-methoxy-phenanthren；Phenanthrenhydrochinon-monomethylether；10-Methoxyphenanthren-9-ol
• CAS: 13935-34-7
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: HBLRHRRUZOKUTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-mono-methyl-phenanthrene-9,10-catechol 在 human recombinant sulfotransferase 1A₁ 、 6-氨基-9-[3,4-二羟基-5-[(羟基-磺基氧基-磷酰)氧基甲基]四氢呋喃-2-基]-嘌呤 、 magnesium chloride 、 1,4-二巯基-2,3-丁二醇 、 alamethicin 作用下， 以 aq. phosphate buffer 为溶剂， 反应 1.0h， 生成 C₁₅H₁₂O₅S
  参考文献：
  名称：

  Metabolism of a Representative Oxygenated Polycyclic Aromatic Hydrocarbon (PAH) Phenanthrene-9,10-quinone in Human Hepatoma (HepG2) Cells

  摘要：

  Exposure to polycyclic aromatic hydrocarbons (PAHs) in the food chain is the major human health hazard associated with the Deepwater Horizon oil spill. Phenanthrene is a representative PAH present in crude oil, and it undergoes biological transformation, photooxidation, and chemical oxidation to produce its signature oxygenated derivative, phenanthrene-9,10-quinone. We report the downstream metabolic fate of phenanthrene-9,10-quinone in HepG2 cells. The structures of the metabolites were identified by HPLC-UV-fluorescence detection and LC-MS/MS. O-mono-Glucuronosyl-phenanthrene-9,10-catechol was identified, as reported previously. A novel bis-conjugate, O-mono-methyl-O-mono-sulfonated-phenanthrene-9,10-catechol,was discovered for the first time, and evidence for both of its precursor mono conjugates was obtained. The identities of these four metabolites were unequivocally validated by comparison to authentic enzymatically synthesized standards. Evidence was also obtained for a minor metabolic pathway of phenanthrene-9,10-quinone involving bis-hydroxylation followed by O-mono-sulfonation. The identification of 9,10-catechol conjugates supports metabolic detoxification of phenanthrene-9,10-quinone through interception of redox cycling by UGT, COMT, and SULT isozymes and indicates the possible use of phenanthrene-9,10-catechol conjugates as biomarkers of human exposure to oxygenated PAH.

  DOI：

  10.1021/tx500031p
• 作为产物：
  描述：

  α-methoxycarbonyldiphenylmethyl cation 生成 O-mono-methyl-phenanthrene-9,10-catechol
  参考文献：
  名称：

  OHWADA, TOMOHIKO;SHUDO, KOICHI, J. AMER. CHEM. SOC., 110,(1988) N 6, 1862-1870

  摘要：

  DOI：

文献信息

• PHOTOBASE GENERATOR
  申请人：SAN-APRO LTD.

  公开号：US20160009737A1

  公开（公告）日：2016-01-14

  There is provided a photobase generator and a photosensitive resin composition containing the photobase generator. The photobase generator includes an ammonium salt represented by general formula (1). In formula (1), R 1 to R 4 independently represent an alkyl group having 1 to 18 carbon atoms or Ar, wherein at least one of R 1 to R 4 represents Ar; Ar represents an aryl group having 6 to 14 carbon atoms (excluding carbon atoms contained in a substituent as mentioned below), wherein some of hydrogen atoms in the aryl group may be independently substituted by an alkyl group having 1 to 18 carbon atoms or the like; Y + represents an ammonio group represented by general formula (2) or (3); and E represents a hydrogen atom or a group represented by general formula (5).

  提供了一种光碱基发生剂和含有该光碱基发生剂的光敏树脂组合物。光碱基发生剂包括由通式（1）表示的铵盐。在通式（1）中，R1至R4分别代表具有1至18个碳原子的烷基基团或Ar，其中至少有一个R1至R4代表Ar；Ar代表具有6至14个碳原子的芳基团（不包括下文所述取代基中的碳原子），芳基团中的一些氢原子可以独立地被具有1至18个碳原子的烷基基团或类似物所取代；Y+表示由通式（2）或（3）表示的铵基团；E表示氢原子或由通式（5）表示的基团。
• SULFONIUM SALT, HEAT- OR PHOTO-ACID GENERATOR, HEAT- OR PHOTO-CURABLE COMPOSITION, AND CURED PRODUCT THEREOF
  申请人：SAN APRO LTD.

  公开号：US20190284134A1

  公开（公告）日：2019-09-19

  The sulfonium salt does not contain a toxic metal and exhibits higher cationic polymerization performance and crosslinking performance than a tetrakis(pentafluorophenyl)borate salt. The heat- or photo-acid generator contains the sulfonium salt. The sulfonium salt is formed of a sulfonium cation selected from a group represented by general formulas (1), (9), (10) and (11) described below and a gallate anion represented by formula (a). The heat- or photo-acid generator contains the sulfonium salt. The heat- or energy ray-curable composition contains the acid generator and a cationically polymerizable compound. A cured product can be obtained by curing the same.

  硫铵盐不含有毒金属，表现出比四(五氟苯基)硼酸盐更高的阳离子聚合性能和交联性能。热或光酸发生剂含有硫铵盐。硫铵盐由下面描述的通用公式(1)、(9)、(10)和(11)所代表的一组硫铵阳离子和由公式(a)代表的镓酸根阴离子形成。热或光酸发生剂含有硫铵盐。热或能量射线固化组合物含有酸发生剂和阳离子聚合性化合物。通过固化可以获得固化产品。
• SULFONIUM SALT, PHOTOACID GENERATOR, PHOTOCURABLE COMPOSITION, AND CURED PRODUCT THEREOF
  申请人：SAN-APRO LTD.

  公开号：US20190300476A1

  公开（公告）日：2019-10-03

  A sulfonium salt is formed of a sulfonium cation selected from a group indicated by general formulas (1), (2), and (3) and a gallate anion represented by formula (a). A photoacid generator is characterized in that said sulfonium salt is contained therein. An energy-ray curable composition contains the acid generator and a cationic polymerizable compound. A cured product is formed by curing these substances.

  一种磺胺盐由通式（1）、（2）和（3）所示的一组磺胺阳离子以及由式（a）表示的没食子酸根阴离子组成。一种光酸发生剂的特征在于其中含有该磺胺盐。一种能量射线固化组合物包含该酸发生剂和一个阳离子可聚合化合物。通过固化这些物质形成一个固化产物。
• SULFONIUM SALT, PHOTOACID GENERATOR, CURABLE COMPOSITION, AND RESIST COMPOSITION
  申请人：SAN-APRO LTD.

  公开号：US20210147352A1

  公开（公告）日：2021-05-20

  The sulfonium salt has high photosensitivity to i-rays and high compatibility with cationically polymerizable compounds such as epoxy compounds, and is excellent storage stability in formulations containing such compounds. The sulfonium salt is represented by general formula (1). In formula (1), R represents an alkyl group or an aryl group; substituents, R1 to R5, each independently represent an alkyl group, a hydroxy group, an alkoxy group, an aryl group, an aryloxy group, a hydroxy(poly)alkyleneoxy group, or a halogen atom; R6 to R9 each independently represent an alkyl group, an aryl group, or a hydrogen atom; m 1 to m 5 each represent the number of occurrences of each of R1 to R5, m 1 and m 4 represent an integer of 0 to 3, m 2 and m 5 represent an integer of 0 to 4, m 3 represents an integer of 0 to 5, and X − represents a monovalent polyatomic anion.

  砜盐对紫外线具有很高的光敏性，与环氧化合物等阳离子聚合物化合物具有很高的相容性，并且在含有这些化合物的配方中具有优异的储存稳定性。砜盐的通用式表示为（1）。在式（1）中，R代表烷基或芳基；取代基R1至R5分别独立地代表烷基、羟基、烷氧基、芳基、芳氧基、羟基(聚)烷氧基或卤素原子；R6至R9分别独立地代表烷基、芳基或氢原子；m1至m5分别代表R1至R5的出现次数，m1和m4表示0到3的整数，m2和m5表示0到4的整数，m3表示0到5的整数，X−表示一价多原子阴离子。
• CURABLE COMPOSITION AND CURED ARTICLE USING SAME
  申请人：SAN-APRO LTD.

  公开号：US20180329297A1

  公开（公告）日：2018-11-15

  The heat- or energy ray-curable composition for members contains an onium gallate salt having a specific structure. The invention is a heat- or energy ray-curable composition comprising a cationic polymerizable compound and an acid generator containing an onium gallate salt represented by general formula (1). In formula (1), R 1 -R 4 are each independently an alkyl group having 1 to 18 carbon atoms or Ar; however, at least one is Ar; Ar is an aryl group having 6 to 14 carbon atoms (not including the number of carbon atoms in the following substituents); some of the hydrogen atoms in the aryl group may be substituted by alkyl groups having 1 to 18 carbon atoms or the like; E represents an element of valence n of group 15 to group 17 (IUPAC notation); n is an integer of 1-3; and R 5 is an organic group bonded to E.

  该成员的热固化或能量光固化组合物包含具有特定结构的酚酸盐。该发明是一种热固化或能量光固化组合物，包括阳离子可聚合化合物和含有由通式（1）表示的酚酸盐的酸发生剂。在通式（1）中，R1-R4分别是具有1至18个碳原子的烷基基团或Ar；但至少有一个是Ar；Ar是具有6至14个碳原子的芳基团（不包括以下取代基中的碳原子数）；芳基团中的一些氢原子可以被具有1至18个碳原子的烷基基团或类似物所取代；E表示15族到17族（IUPAC符号）的n价元素；n是1-3的整数；R5是与E结合的有机基团。