2-(4'-methoxy-biphenyl-4-ylsulfanyl)-acetic acid | 253303-68-3

• 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-(4'-methoxy-biphenyl-4-ylsulfanyl)-acetic acid
• 英文别名: 2-[4-(4-methoxyphenyl)phenyl]sulfanylacetic acid
• CAS: 253303-68-3
• 化学式: C₁₅H₁₄O₃S
• 分子量: 274.34
• InChiKey: HSONSKTYIUNGKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4'-methoxy-biphenyl-4-ylsulfanyl)-acetic acid 在 sodium hydroxide 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 16.17h， 生成 2-(4'-methoxybiphenyl-4-sulfonyl)acetic acid sodium salt
  参考文献：
  名称：

  Discovery of Small-Molecule Inhibitors of the ATPase Activity of Human Papillomavirus E1 Helicase

  摘要：

  The Boehringer Ingelheim compound collection was screened for inhibitors of the ATPase activity of human papillomavirus El helicase to develop antiviral agents that inhibit human papillomavirus (HPV) DNA replication. This screen led to the discovery of (biphenyl-4-sulfonyl)acetic acid 1, which inhibits the ATPase activity of HPV type 6 E1 helicase with a low micromolar IC50 value. A hit-to-lead exercise rapidly converted 1 into a low nanomolar lead series.

  DOI：

  10.1021/jm034206x
• 作为产物：
  描述：

  (4'-Methoxy-biphenyl-4-ylsulfanyl)-acetic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 2-(4'-methoxy-biphenyl-4-ylsulfanyl)-acetic acid
  参考文献：
  名称：

  Discovery of Small-Molecule Inhibitors of the ATPase Activity of Human Papillomavirus E1 Helicase

  摘要：

  The Boehringer Ingelheim compound collection was screened for inhibitors of the ATPase activity of human papillomavirus El helicase to develop antiviral agents that inhibit human papillomavirus (HPV) DNA replication. This screen led to the discovery of (biphenyl-4-sulfonyl)acetic acid 1, which inhibits the ATPase activity of HPV type 6 E1 helicase with a low micromolar IC50 value. A hit-to-lead exercise rapidly converted 1 into a low nanomolar lead series.

  DOI：

  10.1021/jm034206x

文献信息

• Propenyl cephalosporin derivatives and process for the manufacture thereof
  申请人：Basilea Pharmaceutica AG

  公开号：US06583133B1

  公开（公告）日：2003-06-24

  Disclosed are cephalosporin derivatives of the general formula wherein R is an organic residue with a molecular weight not exceeding 400 bonded to the adjacent sulphur atom via carbon and consisting of carbon, hydrogen, and optional oxygen, sulfur, nitrogen and/or halogen atoms; R1 is hydrogen, lower alkyl or phenyl; and A is a secondary, tertiary or quaternary nitrogen atom bound directly to the propenyl group and being substituted by an organic residue with a molecular weight not exceeding 400 and consisting of carbon, hydrogen, and optional oxygen, sulfur, nitrogen and/or halogen atoms, as well as readily hydrolyzable esters thereof, pharmaceutically acceptable salts of said compounds and hydrates of the compounds of formula I and of their esters and salts.

  揭示了一般式为的头孢菌素衍生物 其中R是一个有机残基，其分子量不超过400，通过碳与相邻的硫原子结合，由碳、氢和可选的氧、硫、氮和/或卤素原子组成；R1是氢、较低的烷基或苯基；A是一个次要、三级或季铵氮原子，直接与丙烯基团结合，并被一个分子量不超过400的有机残基取代，由碳、氢和可选的氧、硫、氮和/或卤素原子组成， 以及其易水解的酯、所述化合物的药用可接受盐和一般式I的化合物及其酯和盐的水合物。
• PROPENYL CEPHALOSPORIN DERIVATIVES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1090013A1

  公开（公告）日：2001-04-11
• US6583133B1
  申请人：——

  公开号：US6583133B1

  公开（公告）日：2003-06-24
• [EN] PROPENYL CEPHALOSPORIN DERIVATIVES<br/>[FR] DERIUES DE CEPHALOSPORINE DE PROPENYLE
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：WO1999067255A1

  公开（公告）日：1999-12-29

  (EN) Disclosed are cephalosporin derivatives of general formula (I) wherein R is an organic residue with a molecular weight not exceeding 400 bonded to the adjacent sulphur atom via carbon and consisting of carbon, hydrogen, and optional oxygen, sulfur, nitrogen and/or halogen atoms; R1 is hydrogen, lower alkyl or phenyl; and A is a secondary, tertiary or quaternary nitrogen atom bound directly to the propenyl group and being substituted by an organic residue with a molecular weight not exceeding 400 and consisting of carbon, hydrogen, and optional oxygen, sulfur, nitrogen and/or halogen atoms, as well as readily hydrolyzable esters thereof, pharmaceutically acceptable salts of said compounds and hydrates of the compounds of formula (I) and of their esters and salts. Also disclosed is a process for their manufacture, intermediates useful therein, medicaments containing the end products and use of the latter for the treatment and prophylaxis of infectious diseases or for the manufacture of the medicaments.(FR) L'invention concerne des dérivés de céphalosporine de formule générale (I), dans laquelle R représente un reste organique dont la masse moléculaire ne dépasse pas 400, ce reste étant lié à l'atome de soufre adjacent par le carbone et renfermant des atomes de carbone, d'hydrogène, et éventuellement d'oxygène, de soufre, d'azote, et/ou d'halogène; R1 représente hydrogène, alkyle inférieur, ou phényle; et A représente un atome d'azote secondaire, tertiaire, ou quaternaire, directement attaché au groupe propényle, substitué par un reste organique dont la masse moléculaire ne dépasse pas 400, ce reste renfermant des atomes de carbone, d'hydrogène, et éventuellement d'oxygène, de soufre, d'azote, et/ou d'halogène. L'invention concerne également des esters rapidement hydrolysables et des sels pharmaceutiquement acceptables de ces dérivés, ainsi que des hydrates de ces dérivés de formule I et des esters et des sels de ceux-ci. Cette invention concerne également un procédé de fabrication de ces dérivés, ainsi que les produits intermédiaires pouvant être utilisés au cours de ce procédé, les médicaments contenant les produits finaux desdits dérivés, et l'utilisation de ces produits finaux pour traiter et prévenir les maladies infectieuses, ou pour fabriquer des médicaments.
• Discovery of Small-Molecule Inhibitors of the ATPase Activity of Human Papillomavirus E1 Helicase
  作者：Anne-Marie Faucher、Peter W. White、Christian Brochu、Chantal Grand-Maître、Jean Rancourt、Gulrez Fazal

  DOI：10.1021/jm034206x

  日期：2004.1.1

  The Boehringer Ingelheim compound collection was screened for inhibitors of the ATPase activity of human papillomavirus El helicase to develop antiviral agents that inhibit human papillomavirus (HPV) DNA replication. This screen led to the discovery of (biphenyl-4-sulfonyl)acetic acid 1, which inhibits the ATPase activity of HPV type 6 E1 helicase with a low micromolar IC50 value. A hit-to-lead exercise rapidly converted 1 into a low nanomolar lead series.