1-methyl-3,4,5-triphenyl-1H-pyrazole | 33314-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-methyl-3,4,5-triphenyl-1H-pyrazole
• 英文别名: 1-methyl-3,4,5-triphenylpyrazole；1-methyl-3,4,5-triphenyl-1H-pyrazole；1-Methyl-3,4,5-triphenyl-1H-pyrazol；1-Methyl-3,4,5-triphenylpyrazol
• CAS: 33314-38-4
• 化学式: C₂₂H₁₈N₂
• 分子量: 310.398
• InChiKey: GYWFEKDLCYRHPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(phenylsulfonyl)benzohydrazonoyl chloride 在 三氯化铝 作用下， 以 四氢呋喃 、 乙醚 、 邻二氯苯 为溶剂， 反应 0.5h， 生成 1-methyl-3,4,5-triphenyl-1H-pyrazole
  参考文献：
  名称：

  N-Methyl-N-(phenylsulfonyl)benzohydrazonoyl Chloride as a Potential Intermediate for Nitrogen-heterocycles. Preparation of 1-Methyl-3-phenyl-1H-1,2,4-triazoles and -pyrazoles

  摘要：

  在氯化铝存在下，N-甲基-N-(苯磺酰基)苯甲酰基氯与腈类和乙炔类发生反应，得到了 3,5-二取代的 1-甲基-1H-1,2,4-三唑和吡唑，收率从良好到中等。酸性氯化物与 N-甲基-N-（苯磺酰基）苯甲酰胺腙的反应也生成了三唑，苯甲酰胺腙是由肼酰氯和氨生成的。

  DOI：

  10.1246/bcsj.56.545

文献信息

• 3,4,5-Triphenylpyrazoles
  作者：A. M. Comrie

  DOI：10.1039/j39710002807

  日期：——

  Benzoin reacts with hydrazine hydrochloride in ethanol to give benzil, benzil azine, deoxybenzoin, benzaldehyde, benzonitrile, benzoic acid, ethyl benzoate, desylamine hydrochloride, 3,4,5-triphenylpyrazole, and 3,4,5,6-tetraphenylpyridazine and their hydrochlorides. A mechanism is proposed to account for some of the products, and some reactions of 3,4,5-triphenylpyrazole are described.

  苯偶姻与盐酸肼在乙醇中反应生成苯甲腈，苯甲嗪，脱氧苯偶姻，苯甲醛，苯甲腈，苯甲酸，苯甲酸乙酯，去甲胺盐酸盐，3,4,5-三苯并吡唑和3,4,5,6-四苯并哒嗪及其盐酸盐。提出了一种机制来解释某些产物，并描述了3,4,5-三苯基吡唑的一些反应。
• 2,3-Dihydro-6-nitroimidazo[2,1-b]oxazoles
  申请人：Tsubouchi Hidetsugu

  公开号：US20060094767A1

  公开（公告）日：2006-05-04

  The present invention provides a 2,3-dihydro-6-nitroimidazo[2,1-b]oxazole compound represented by the following general formula: wherein R 1 represents a hydrogen atom or C1-C6 alkyl group, n represents an integer of 0 to 6, R 2 represents a group —OR 3 or the like, and R 3 represents a hydrogen atom, C1-C6 alkyl group or the like, or R 1 and —(CH 2 ) n R 2 may bind to each other together with carbon atoms adjacent thereto through nitrogen atoms so as to form a spiro ring represented by the general formula (H): wherein R 41 is hydrogen, C1-C6 alkyl group or the like. The present compound has an excellent bactericidal action against Mycobacterium tuberculosis , multi-drug-resistant Mycobacterium tuberculosis , and atypical acid-fast bacteria.

  本发明提供了一种2,3-二氢-6-硝基咪唑并[2,1-b]噁唑化合物，其通式如下：其中，R1代表氢原子或C1-C6烷基，n代表0到6的整数，R2代表—OR3或类似的基团，R3代表氢原子、C1-C6烷基或类似的基团，或者R1和—(CH2)nR2可以通过相邻的碳原子通过氮原子结合在一起形成一个螺环，其通式为（H）：其中，R41为氢、C1-C6烷基或类似的基团。该化合物对结核分枝杆菌、多药耐药结核分枝杆菌和非典型酸性快速细菌具有优异的杀菌作用。
• 2,3-DIHYDRO-6-NITROIMIDAZO 2,1-b OXAZOLES
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP1555267A1

  公开（公告）日：2005-07-20

  The present invention provides a 2,3-dihydro-6-nitroimidazo[2,1-b]oxazole compound represented by the following general formula: wherein R1 represents a hydrogen atom or C1-C6 alkyl group, n represents an integer of 0 to 6, R2 represents a group -OR3 or the like, and R3 represents a hydrogen atom, C1-C6 alkyl group or the like, or R1 and -(CH2)nR2 may bind to each other together with carbon atoms adjacent thereto through nitrogen atoms so as to form a spiro ring represented by the general formula (H): wherein R41 is hydrogen, C1-C6 alkyl group or the like. The present compound has an excellent bactericidal action against Mycobacterium tuberculosis, multi-drug-resistant Mycobacterium tuberculosis, and a typical acid-fast bacteria.

  本发明提供了由以下通式代表的 2，3-二氢-6-硝基咪唑并[2，1-b]恶唑化合物： 其中R1代表氢原子或C1-C6烷基，n代表0至6的整数，R2代表基团-OR3或类似基团，R3代表氢原子、C1-C6烷基或类似基团，或者R1和-(CH2)nR2可以通过氮原子与相邻的碳原子相互结合，从而形成通式(H)代表的螺环： 其中 R41 为氢、C1-C6 烷基或类似基团。本化合物对结核分枝杆菌、多重耐药结核分枝杆菌和典型的耐酸细菌有很好的杀菌作用。
• 2,3-dihydro-6-nitroimidazo[2,1-b]oxazoles compound
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP2570418A2

  公开（公告）日：2013-03-20

  The present invention provides a 2,3-dihydro-6-nitroimidazo[2,1-b]oxazole compound represented by the following general formula: wherein R1 represents a hydrogen atom or C1-C6 alkyl group, n represents an integer of 0 to 6, R2 represents a group -OR3 or the like, and R3 represents a hydrogen atom, C1-C6 alkyl group or the like, or R1 and -(CH2)nR2 may bind to each other together with carbon atoms adjacent thereto through nitrogen atoms so as to form a spiro ring represented by the general formula (H): wherein R41 is hydrogen, C1-C6 alkyl group or the like. The present compound has an excellent bactericidal action against Mycobacterium tuberculosis, multi-drug-resistant Mycobacterium tuberculosis, and atypical acid-fast bacteria.

  本发明提供了一种由以下通式表示的 2,3-二氢-6-硝基咪唑并[2,1-b]恶唑化合物： 其中R1代表氢原子或C1-C6烷基，n代表0至6的整数，R2代表基团-OR3或类似基团，R3代表氢原子、C1-C6烷基或类似基团，或者R1和-(CH2)nR2可以通过氮原子与相邻的碳原子相互结合，从而形成通式(H)代表的螺环： 其中 R41 为氢、C1-C6 烷基或类似基团。本化合物对结核分枝杆菌、多重耐药结核分枝杆菌和非典型耐酸菌有很好的杀菌作用。
• Thermal and acid-catalyzed transformations of 3H-pyrazoles obtained from diphenyldiazomethane and methyl phenylpropiolate
  作者：A. A. Fedorov、Sh. E. Duisenbaev、V. V. Razin、M. A. Kuznetsov、E. Linden

  DOI：10.1134/s1070428007020145

  日期：2007.2

  Reaction of diphenyldiazomethane with methyl phenylpropiolate in diethyl ether alongside the expected methyl triphenyl-3H-pyrazole-4- and -5-carboxylates (I and II) (38 and 24%) gave rise also to 8% of methyl 3,5-diphenyl- 1-(1-ethoxyethyl)-1H-pyrazole-4-carboxylate. The main thermolysis product obtained from 4-methoxycarbonyl derivative I was methyl 1,3,5-triphenyl-1H-pyrazole-4-carboxylate, whereas from regioisomer II formed predominantly methyl 4,4,5-triphenyl-4H-pyrazole-3-carboxylate and 1-methoxycarbonyl-2,3,3-triphenylcyclopropene that was a minor product of 3H-pyrazole I thermolysis. Addition of concn. H2SO4 to the solutions of methyl triphenyl-3H-pyrazole-4- and -5-carboxylates in AcOH resulted in fast regioselective isomerization of the 3H-pyrazole derivatives into the corresponding 4H-pyrazoles.