phenyltetrazole thiol | 708980-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: phenyltetrazole thiol
• 英文别名: 5-Phenyl-mercaptotetrazole；5-phenyl-1-sulfanyltetrazole
• CAS: 708980-46-5
• 化学式: C₇H₆N₄S
• 分子量: 178.217
• InChiKey: CRELSFHXXVCUIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl ((3R,6S)-6-(iodomethyl)tetrahydro-2H-pyran-3-yl)carbamate 、 phenyltetrazole thiol 在 hexaammonium heptamolybdate tetrahydrate 、 双氧水 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 4.0h， 生成 tert-butyl ((3R,6S)-6-(((1-phenyl-1H-tetrazol-5-yl)sulfonyl)-methyl)tetrahydro-2H-pyran-3-yl)carbamate
  参考文献：
  名称：

  Design, Synthesis, and Characterization of Novel Tetrahydropyran-Based Bacterial Topoisomerase Inhibitors with Potent Anti-Gram-Positive Activity

  摘要：

  There is an urgent need for new antibacterial drugs that are effective against infections caused by multidrug-resistant pathogens. Novel nonfluoroquinolone inhibitors of bacterial type II topoisomerases (DNA gyrase and topoisomerase IV) have the potential to become such drugs because they display potent antibacterial activity and exhibit no target-mediated cross-resistance with fluoroquinolones. Bacterial topoisomerase inhibitors that are built on a tetrahydropyran ring linked to a bicyclic aromatic moiety through a syn-diol linker show potent anti-Gram-positive activity, covering isolates with clinically relevant resistance phenotypes. For instance, analog 49c was found to be a dual DNA gyrase topoisomerase IV inhibitor, with broad antibacterial activity and low propensity for spontaneous resistance development, but suffered from high hERG K channel block. On the other hand, analog 49e displayed lower hERG K channel block while retaining potent in vitro antibacterial activity and acceptable frequency for resistance development. Furthermore, analog 49e showed moderate clearance in rat and promising in vivo efficacy against Staphylococcus aureus in a murine infection model.

  DOI：

  10.1021/jm400963y

文献信息

• [EN] A LITHOGRAPHIC PRINTING PLATE PRECURSOR<br/>[FR] PRÉCURSEUR DE PLAQUE D'IMPRESSION LITHOGRAPHIQUE
  申请人：AGFA NV

  公开号：WO2018192932A1

  公开（公告）日：2018-10-25

  A negative-working lithographic printing plate precursor is disclosed including (i) a support having a hydrophilic surface or which is provided with a hydrophilic layer, and (ii) a coating including a photopolymerisable layer including a photoinitiator and a polymerizable compound, characterised in that the photoinitiator includes at least one structural moiety including an oligo- or poly (alkyleneglycol).

  揭示了一种负作用的平版印刷版前体，包括（i）具有亲水表面或覆有亲水层的支撑体，以及（ii）包括光聚合层的涂层，其中光聚合层包括光引发剂和可聚合化合物，其特征在于光引发剂包括至少一个结构基团，其中包括寡聚或聚（烷基二醇）。
• A Synthesis of an Ionomycin Calcium Complex
  作者：Zhanghua Gao、Yingfa Li、John P. Cooksey、Thomas N. Snaddon、Stefan Schunk、Eddy M. E. Viseux、Stephen M. McAteer、Philip J. Kocienski

  DOI：10.1002/anie.200901608

  日期：2009.6.22

  Caught in the middle: The ionomycin calcium complex (see structure; O red, Ca green) was the target of an approach featuring the efficient asymmetric synthesis of an allene by a copper(I)‐mediated anti‐selective SN2′ reaction, a highly stereoselective gold(III)‐catalyzed cycloisomerization of an α‐hydroxyallene, and a Rh‐catalyzed rearrangement of an α‐diazo‐β‐hydroxyketone.

  陷入中间：离子霉素钙络合物（见结构； O红，Ca绿）是通过铜（I）介导的抗选择性S N 2'反应有效地不对称合成丙二烯的方法的目标，高度立体选择性的金（III）催化α-羟基丙烯的环异构化，以及Rh-催化的α-重氮β-羟基酮的重排。
• New Piperidine Antibiotics
  申请人：HUBSCHWERLEN Christian

  公开号：US20070173532A1

  公开（公告）日：2007-07-26

  The invention relates to novel, antibacterially active piperidine derivatives of the formula wherein one of U and V represents N, the other represents N or CH; M represents CH 2 CH 2 , CH═CH, CH(OH)CH(OH), CH(OH)CH 2 , CH(NH 2 )CH 2 , COCH 2 or OCH 2 ; R 1 represents alkyl, haloalkyl, alkoxy, haloalkoxy, halogen or cyano; R 2 represents hydrogen or halogen; R 3 represents carboxy, carboxamido, alkylaminocarbonyl, hydroxy, aminocarbonyloxy, 2-tetrazolyl or 3-methyl-1,2,4-oxadiazol-5-yl; R 4 represents alkyl, (C 1 -C 4 )alkoxy-(C 1 -C 4 )alkyl, haloalkyl, alkenyl, arylalkyl, aryl-S(O) m -alkyl, heteroarylalkyl, heteroarylaminocarbonylalkyl, heteroaryl-S(O) m -alkyl, CH 2 —CH═CH-aryl or cycloalkyl-S(O) m -alkyl; n is an integer from 0 to 3; and m is 0 or 2.

  该发明涉及一种新的具有抗菌活性的哌啶衍生物，其化学式如下： 其中U和V中的一个代表N，另一个代表N或CH； M代表 ，CH═CH，CH(OH)CH(OH)，CH(OH)CH2，CH(NH2) ，CO 或O ； R1代表烷基，卤代烷基，烷氧基，卤代烷氧基，卤素或氰基； R2代表氢或卤素； R3代表羧基，羧胺基，烷基氨基甲酰基，羟基，氨基甲酰氧基，2-四唑基或3-甲基-1,2,4-噁二唑-5-基； R4代表烷基，(C1-C4)烷氧基-(C1-C4)烷基，卤代烷基，烯基，芳基烷基，芳基-S(O)m-烷基，杂环芳基烷基，杂环芳基氨基甲酰基烷基，杂环芳基-S(O)m-烷基， —CH═CH-芳基或环烷基-S(O)m-烷基；n为0到3的整数；m为0或2。
• [EN] NEW PIPERIDINE ANTIBIOTICS<br/>[FR] NOUVEAUX ANTIBIOTIQUES DE PIPERIDINE
  申请人：ACTELION PERCUREX AG

  公开号：WO2006038172A1

  公开（公告）日：2006-04-13

  The invention relates to novel, antibacterially active piperidine derivatives of the formula (I) wherein one of U and V represents N, the other represents N or CH; M represents CH2CH2, CH=CH, CH(OH)CH(OH), CH(OH)CH2, CH(NH2)CH2, COCH2 or OCH2; R1 represents alkyl, haloalkyl, alkoxy, haloalkoxy, halogen or cyano; R2 represents hydrogen or halogen; R3 represents carboxy, carboxamido, alkylaminocarbonyl, hydroxy, aminocarbonyloxy, 2-tetrazolyl or 3-methyl-1,2,4-oxadiazol-5-yl; R4 represents alkyl, (C1-C4)alkoxy-(C1-C4)alkyl, haloalkyl, alkenyl, arylalkyl, aryl-S(O)m-­alkyl, heteroarylalkyl, heteroarylaminocarbonylalkyl, heteroaryl-S(O)m-alkyl, CH2-CH=CH­aryl or cycloalkyl-S(O)m-alkyl; n is an integer from 0 to 3; and m is 0o r2.

  这项发明涉及一种新颖的具有抗菌活性的哌啶衍生物，其化学式为（I），其中U和V中的一个代表N，另一个代表N或CH；M代表 ，CH=CH，CH(OH)CH(OH)，CH(OH)CH2，CH(NH2) ，CO 或O ；R1代表烷基，卤代烷基，烷氧基，卤代烷氧基，卤素或氰基；R2代表氢或卤素；R3代表羧基，羧胺基，烷基氨基甲酰基，羟基，氨基甲酰氧基，2-四唑基或3-甲基-1,2,4-噁二唑-5-基；R4代表烷基，（C1-C4）烷氧基-(C1-C4）烷基，卤代烷基，烯烃基，芳基烷基，芳基-S(O)m-烷基，杂环芳基烷基，杂环芳基氨基甲酰基烷基，杂环芳基-S(O)m-烷基， -CH=CH芳基或环烷基-S(O)m-烷基；n为0至3的整数；m为0或2。
• A highly selective Bi(OTf)3 mediated fragmentation-contraction of δ-ortholactones. A facile route to functionalized γ-lactones
  作者：Kate L. Baddeley、Matthew J. Cook

  DOI：10.1016/j.tet.2018.04.055

  日期：2018.9

  providing functionalized γ-lactones as a single isomeric product following the ring contraction. Mechanistic studies indicate the reaction is mediated by triflic acid liberated from Bi(OTf)3 in a slow and controlled manner providing excellent chemo and regioselectivity. We propose the triflic acid acts as both a proton and a nucleophile source with triflate anion mediating the fragmentation process.

  已经开发了一种由吡喃基原内酯形成γ-内酯的非常选择性的方法，该方法通过片段化-乙酸盐迁移-环收缩过程发生。该反应对官能团的耐受性非常高，在环收缩后，其提供的功能化γ-内酯为单一异构体产物。机理研究表明，该反应由Bi（OTf）3释放的三氟甲磺酸介导，反应缓慢且可控，具有出色的化学和区域选择性。我们提出三氟甲磺酸既可作为质子又可作为亲核试剂，三氟甲磺酸根阴离子可介导碎裂过程。