2-methylbenzyloxycarbonyl chloride | 943592-13-0

• 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-methylbenzyloxycarbonyl chloride
• 英文别名: (2-methylphenyl)methyl carbonochloridate
• CAS: 943592-13-0
• 化学式: C₉H₉ClO₂
• mdl: MFCD25969365
• 分子量: 184.622
• InChiKey: ZONRLWCQDWMCAR-UHFFFAOYSA-N

物化性质

• 沸点：
  247.7±19.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,4R)-1-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-tert-butyl-4-(pyridin-4-ylmethoxy)piperidine-2-carboxamide 、 2-methylbenzyloxycarbonyl chloride 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (2-methylphenyl)methyl N-[(2S,3R)-4-[(2S,4R)-2-(tert-butylcarbamoyl)-4-(pyridin-4-ylmethoxy)piperidin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate
  参考文献：
  名称：

  2‘,6‘-Dimethylphenoxyacetyl:  A New Achiral High Affinity P₃-P₂ Ligand for Peptidomimetic-Based HIV Protease Inhibitors

  摘要：

  Starting from palinavir (1), our lead HIV protease inhibitor, we have discovered a new series of truncated analogues in which the P-3-P-2 quinaldic-valine portion of 1 was replaced by 2',6'-dimethylphenoxyacetyl. With EC50's in the 1-2 nM range, some of these compounds are among the most potent inhibitors of HIV replication in vitro, reported to date. One of the most promising members in this series (compound 27, BILA 2185 BS) exhibited a favorable overall pharmacokinetic profile, with 61% apparent oral bioavailability in rat. X-ray crystal structures and molecular modeling were used to rationalize the high potency resulting from incorporation of this structurally simple, achiral ligand into the P-3-P-2 position of hydroxyethylamine-based HIV protease inhibitors.

  DOI：

  10.1021/jm990336n
• 作为产物：
  描述：

  光气 、 邻甲基苄醇 以 甲苯 为溶剂， 反应 3.0h， 生成 2-methylbenzyloxycarbonyl chloride
  参考文献：
  名称：

  2‘,6‘-Dimethylphenoxyacetyl:  A New Achiral High Affinity P₃-P₂ Ligand for Peptidomimetic-Based HIV Protease Inhibitors

  摘要：

  Starting from palinavir (1), our lead HIV protease inhibitor, we have discovered a new series of truncated analogues in which the P-3-P-2 quinaldic-valine portion of 1 was replaced by 2',6'-dimethylphenoxyacetyl. With EC50's in the 1-2 nM range, some of these compounds are among the most potent inhibitors of HIV replication in vitro, reported to date. One of the most promising members in this series (compound 27, BILA 2185 BS) exhibited a favorable overall pharmacokinetic profile, with 61% apparent oral bioavailability in rat. X-ray crystal structures and molecular modeling were used to rationalize the high potency resulting from incorporation of this structurally simple, achiral ligand into the P-3-P-2 position of hydroxyethylamine-based HIV protease inhibitors.

  DOI：

  10.1021/jm990336n

文献信息

• Tyrosine derivatives and use
  申请人：Daiichi Seiyaku Co., Ltd.

  公开号：US04025644A1

  公开（公告）日：1977-05-24

  Compounds having the formula: ##STR1## wherein R.sub.1 is phenyl or cycloalkyl and the phenyl may have at least one substituent selected from the group consisting of lower alkyl, lower alkoxy, amino and nitro; R.sub.2 is hydrogen or lower alkyl; A is --CH.sub.2 O-- or --CH.sub.2 CH(O-lower alkyl)-; n is zero or 1 when R.sub.1 together with (A).sub.n is unsubstituted phenyl, R.sub.2 is lower alkyl; and R.sub.3 is hydrogen or lower alkoxy, have anti-ulcerousaction.

  具有以下结构式的化合物：##STR1## 其中 R.sub.1 是苯基或环烷基，苯基可能具有至少一种取代基，所选自较低烷基、较低烷氧基、氨基和硝基；R.sub.2 是氢或较低烷基；A 是--CH.sub.2 O--或--CH.sub.2 CH(O-较低烷基)-；当 R.sub.1 与 (A).sub.n 共同为未取代的苯基时，n 为零或1，R.sub.2 为较低烷基；而 R.sub.3 是氢或较低烷氧基，具有抗溃疡作用。
• Antagonists of the human CCR5 receptor as anti-HIV-1 agents. Part 4: synthesis and structure–Activity relationships for 1-[N-(Methyl)-N-(phenylsulfonyl)amino]-2-(phenyl)-4-(4-(N-(alkyl)-N-(benzyloxycarbonyl)amino)piperidin-1-yl)butanes
  作者：Paul E. Finke、Bryan Oates、Sander G. Mills、Malcolm MacCoss、Lorraine Malkowitz、Martin S. Springer、Sandra L. Gould、Julie A. DeMartino、Anthony Carella、Gwen Carver、Karen Holmes、Renee Danzeisen、Daria Hazuda、Joseph Kessler、Janet Lineberger、Michael Miller、William A. Schleif、Emilio A. Emini

  DOI：10.1016/s0960-894x(01)00492-9

  日期：2001.9

  (2S)-2-(3-Chlorophenyl)-1-[N-(methyl)-N-(phenylsulfonyl)amino]-4-[spiro(2,3-dihydrobenzthiophene-3,4 ' -piperidin-1 ' -yl)]butane S-oxide (lb) has been identified as a potent CCR5 antagonist having an IC50 = 10 nM. Herein, structure-activity relationship studies of non-spiro piperidines are described, which led to the discovery of 4-(N-(alkyl)-N-(benzyloxy-carbonyl)amino)piperidine derivatives (3-5) as potent CCR5 antagonists. (C) 2001 Elsevier Science Ltd. All rights reserved.

  (2S)-2-(3-氯苯基)-1-[N-(甲基)-N-(苯磺酰基)氨基]-4-[螺环(2,3-二氢苯并噻吩-3,4'-哌啶-1'-基)]丁烷 S-氧化物 (lb) 已被鉴定为一种强效的 CCR5 拮抗剂，其 IC50 = 10 nM。在此，描述了非螺环哌啶的结构-活性关系研究，这些研究导致了发现 4-(N-(烷基)-N-(苯甲酰氧基)氨基)哌啶衍生物 (3-5) 作为强效的 CCR5 拮抗剂。(C) 2001 Elsevier Science Ltd. 保留所有权利。
• [EN] DIAMINOCYCLOHEXANE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE DIAMINOCYCLOHEXANE ET LEURS UTILISATIONS
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2013012829A1

  公开（公告）日：2013-01-24

  The present invention provides compounds of Formula (I) or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are agonists, partial agonists and modulators of the NPY Y4 receptor and may be used for the treatment and prophylaxis of various diseases and conditions.

  本发明提供了Formula (I)的化合物或其立体异构体，或其药学上可接受的盐，其中所有变量均如本文所定义。这些化合物是NPY Y4受体的激动剂、部分激动剂和调节剂，可用于治疗和预防各种疾病和症状。
• Synthesis and Antifungal Activity of Some 6-tert-butyl-8-chloro-2, 3-dimethylquinolin-4-ol Derivatives against Pyricularia oryae
  作者：Yue-Ming Fang、Rui-Rui Zhang、Zhong-Hua Shen、Cheng-Xia Tan、Jian-Quan Weng、Tian-Ming Xu、Xing-Hai Liu、Hong-Ying Huang、Hong-Ke Wu

  DOI：10.2174/1570180815666180313121735

  日期：2018.12

  Background: A series of new 6-(tert-butyl)-8-chloro-2,3-dimethyl quinoline derivatives were designed and synthesized. Results: The primarily antifungal assay results indicated that all of them exhibited excellent protective efficacy (100%) against Pyricularia oryae at 100 ppm, except compound 2m (90%). Among them, the compound 2p (6-(tert-butyl)-8-chloro-2,3-dimethylquinolin-4-yl(2-chloro-5- (trif

  背景：设计并合成了一系列新的6-（叔丁基）-8-氯-2,3-二甲基喹啉衍生物。 结果：主要的抗真菌分析结果表明，除化合物2m（90％）外，所有化合物均在100 ppm时对稻瘟病菌表现出极好的保护效果（100％）。其中，化合物2p（6-（叔丁基）-8-氯-2,3-二甲基喹啉-4-基（2-氯-5-（三氟甲基）苄基）碳酸酯）对稻瘟病菌的杀真菌效果最高。 ，即使是10 ppm。 结论：构效关系表明，当苯环的2位被F或Cl取代时，该化合物对稻瘟病菌具有良好的抗真菌活性。
• Tyrosine derivatives and process for preparing the same
  申请人：Daiichi Seiyaku Co., Ltd.

  公开号：US04057629A1

  公开（公告）日：1977-11-08

  Compounds having the formula: ##STR1## wherein R.sub.1 is phenyl or cycloalkyl and the phenyl may have at least one substituent selected from the group consisting of lower alkyl, lower alkoxy, amino and nitro; R.sub.2 is hydrogen or lower alkyl; A is --CH.sub.2 O-- or --CH.sub.2 CH(O-lower alkyl)-; n is zero (0) or one (1); when R.sub.1 together with (A).sub.n is unsubstituted phenyl, R.sub.2 is lower alkyl; and R.sub.3 is hydrogen or lower alkoxy, have anti-ulcerousaction.

  化合物的化学式为：##STR1## 其中R.sub.1是苯基或环烷基，苯基可能具有至少一个选自下列群组的取代基，该群组包括低碳基，低氧基，氨基和硝基；R.sub.2是氢或低碳基；A是--CH.sub.2 O--或--CH.sub.2 CH(O-低碳基)-；n为零（0）或一（1）；当R.sub.1与（A).sub.n一起为未取代的苯基时，R.sub.2为低碳基；且R.sub.3为氢或低氧基，具有抗溃疡作用。