2-(3-氯苯甲酰基)噻唑 | 845781-29-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(3-氯苯甲酰基)噻唑
• 英文名称: (3-chlorophenyl)(thiazol-2-yl)methanone
• 英文别名: 2-(3-Chlorobenzoyl)thiazole；(3-chlorophenyl)-(1,3-thiazol-2-yl)methanone
• CAS: 845781-29-5
• 化学式: C₁₀H₆ClNOS
• 分子量: 223.683
• InChiKey: XNRBLVKBZPPDPR-UHFFFAOYSA-N

物化性质

• 沸点：
  127°C 0,1mm

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 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：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  1-(4-溴苯甲基)吡咯烷 、 2-(3-氯苯甲酰基)噻唑 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以46%的产率得到(3-chlorophenyl)[4-(pyrrolidin-1-ylmethyl)phenyl](thiazol-2-yl)methanol
  参考文献：
  名称：

  WO2007/104696

  摘要：

  公开号：
• 作为产物：
  描述：

  2-醛基噻唑 、 (3-chlorophenyl)magnesium bromide 以 四氢呋喃 为溶剂， 反应 3.0h， 以93%的产率得到2-(3-氯苯甲酰基)噻唑
  参考文献：
  名称：

  Clotrimazole Scaffold as an Innovative Pharmacophore Towards Potent Antimalarial Agents: Design, Synthesis, and Biological and Structure–Activity Relationship Studies

  摘要：

  We describe herein the design, synthesis, biological evaluation, and structure-activity relationship (SAR) studies of an innovative class of antimalarial agents based on a polyaromatic pharmacophore structurally related to clotrimazole and easy to synthesize by low-cost synthetic procedures. SAR studies delineated a number of structural features able to modulate the in vitro and in vivo antimalarial activity. A selected set of antimalarials was further biologically investigated and displayed low in vitro toxicity on a panel of human and murine cell lines. In vitro, the novel compounds proved to be selective for free heme, as demonstrated in the beta-hematin inhibitory activity assay, and did not show inhibitory activity against 14-alpha-lanosterol demethylase (a fungal P450 cytochrome). Compounds 2, 4e, and 4n exhibited in vivo activity against P. chabaudi after oral administration and thus represent promising antimalarial agents for further preclinical development.

  DOI：

  10.1021/jm701247k

文献信息

• SPIROPIPERIDINE GLYCINAMIDE DERIVATIVES
  申请人：Bissantz Caterina

  公开号：US20080171759A1

  公开（公告）日：2008-07-17

  In particular, the present invention is concerned with compounds of the general formula (I) wherein X, Y and R 1 to R 10 are as described herein. The compounds are V1a receptor antagonists. The invention also relates to the manufacture of compounds of formula I, pharmaceutical compositions containing them and their use for the treatment of anxiety and depressive disorders and other diseases.

  具体而言，本发明涉及一般式（I）中的化合物，其中X、Y和R1至R10如本文所述。这些化合物是V1a受体拮抗剂。该发明还涉及制备一般式I的化合物、含有它们的药物组合物以及它们用于治疗焦虑和抑郁症等疾病的用途。
• DMAP-Catalyzed Regel-Type Direct C-2 (Hetero)Aroylation of Oxazoles and Thiazoles Derivatives with Acid Chlorides
  作者：Christophe Hoarau、Pierrik Lassalas、Francis Marsais

  DOI：10.1055/s-0033-1339858

  日期：——

  A Regel-type transition-metal-free direct C-2 aroylation of (benzo)oxazoles, (benzo)thiazoles and 1,3,4-oxadiazoles with acid chlorides catalyzed by N,N-dimethyl-4-aminopyridine (DMAP) is described. This methodology is effective with several aroyl and heteroaroyl chlorides affording the corresponding 2-ketoazoles in moderate to excellent yields.
• WO2007/104696
  申请人：——

  公开号：——

  公开（公告）日：——
• US7498339B2
  申请人：——

  公开号：US7498339B2

  公开（公告）日：2009-03-03
• [EN] ANTIMALARIAL AGENTS HAVING POLYAROMATIC STRUCTURE<br/>[FR] AGENTS ANTIMALARIAUX DE STRUCTURE POLYAROMATIQUE
  申请人：SIGMA TAU IND FARMACEUTI

  公开号：WO2007104696A1

  公开（公告）日：2007-09-20

  [EN] Antimalarial agents having a novel pharmacophore of formula (I) are herein described. These polycyclic compounds are able to inhibit chloroquine-sensitive and chloroquine-resistant strains ofPlasmodium falciparum (Pf). Furthermore, the synthesis of these compounds involves few steps from commercial products with low cost of production.
  [FR] La présente invention concerne des agents antimalariaux comportant un nouveau pharmacophore de formule (I). Ces composés polycycliques sont susceptibles d'inhiber les souches sensibles à la chloroquine et résistantes à la chloroquine de Plasmodium falciparum (Pf). En outre, la synthèse de ces composés est peu onéreuse et implique peu d'étapes à partir des produits commerciaux.