syn-benzoin phenylhydrazone | 574-07-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: syn-benzoin phenylhydrazone
• 英文别名: (E)-Benzoinphenylhydrazon；Z-benzoin phenylhydrazone；E-Benzoinphenylhydrazon；Benzoin phenylhydrazone；(2E)-1,2-diphenyl-2-(phenylhydrazinylidene)ethanol
• CAS: 574-07-2
• 化学式: C₂₀H₁₈N₂O
• 分子量: 302.376
• InChiKey: GHLACOQSAZQXFG-ZBJSNUHESA-N

物化性质

• 沸点：
  477.0±55.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  44.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  syn-benzoin phenylhydrazone 在 氘氧化钠 作用下， 生成 E-benzoin oxime-O-d2
  参考文献：
  名称：

  Stereochemical applications of mass spectrometry: 1—The utility of electron impact and chemical ionization mass spectrometry in the differentiation of stereoisomeric benzoin oximes and phenylhydrazones

  摘要：

  AbstractA study of the electron impact and chemical ionization (H2, CH4, and iso‐C4H10) mass spectra of stereoisomeric benzoin oximes and phenylhydrazones indicates that while the former can be distinguished only by their chemical ionization mass spectra the latter are readily distinguishable by both their electron impact and chemical ionization mass spectra. The electron impact mass spectra of the isomeric oximes are practically identical; however, the chemical ionization spectra show that the E isomer forms more stable [MH]+ and [MHH2O]+ ions than the Z isomer for which both the [MH]+ and [MHH2O]+ ions are relatively unstable. In electron impact the Z‐phenylhydrazone shows a lower [M]+˙ ion abundance and more facile loss of H2O than does the E isomer. This more facile H2O loss also is observed for the [MH]+ ion of the Z isomer under chemical ionization conditions.

  DOI：

  10.1002/oms.1210150508
• 作为产物：
  描述：

  anti-benzoin phenylhydrazone 以 甲醇 为溶剂， 生成 syn-benzoin phenylhydrazone
  参考文献：
  名称：

  Mueller, Uwe; Timpe, Hans-Joachim; Kuestermann, Ekkehardt, Zeitschrift fur Chemie, 1981, vol. 21, # 6, p. 224

  摘要：

  DOI：

文献信息

• [EN] 1,4,5-TRIPHENYL PYRAZOLYL COMPOUNDS FOR THE TREATMENT OF INFLAMMATION AND INFLAMMATION-RELATED DISORDERS<br/>[FR] COMPOSES DU 1,4,5-TRIPHENYLE PYRAZOLYLE DESTINES AU TRAITEMENT DES INFLAMMATIONS ET DES TROUBLES LIES AUX INFLAMMATIONS
  申请人：G.D. SEARLE & CO.

  公开号：WO1995015317A1

  公开（公告）日：1995-06-08

  (EN) A class of 1,4,5-triphenyl pyrazoles is described for the treatment of inflammation, including treatment of pain and disorders such as arthritis. Compounds of particular interest are of formula (II), wherein R1 is selected from the group hydrido, halo, alkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro, amino, N-monoalkylamino, N,N-dialkylamino, acylamino, acylaminoalkyl, haloalkyl, hydroxy and alkoxy; wherein R2 is selected from hydrido, alkyl, cyano and haloalkyl; wherein R3 is selected from the group hydrido, halo, alkyl, alkylthio, alkylsulfinyl, alkylsufonyl, nitro, amino, N-monoalkylamino, N,N-dialkylamino, acylamino, acylaminoalkyl, haloalkyl, hydroxy and alkoxy; and wherein R4 is alkyl or amino; or a pharmaceutically-acceptable salt thereof.(FR) La présente invention concerne une classe de 1,4,5-triphényle pyrazoles destinés au traitement des inflammations, y compris le traitement des douleurs et troubles tels que l'arthrite. Les composés présentant un intérêt tout particulier sont conformes à la formule générale (II), où R1 est sélectionné dans le groupe hydrido, halo, alkyle, alkylthio, alkylsulfinyle, alkylsulfonyle, nitro, amino, N-monoalkylamino, N,N-dialkylamino, acylamino, acylaminoalkyle, haloalkyle, hydroxy et alcoxy; où R2 est sélectionné dans le groupe hydrido, alkyle, cyano et aloalkyle; où R3 est sélectionné dans le groupe hydrido, halo, alkyle, alkylthio, alkylsulfinyle, alkylsulfonyle, nitro, amino, N-monoalkylamino, N,N-dialkylamino, acylamino, acylaminoalkyle, haloalkyle, hydroxy et alcoxy; et où R4 est alkyle ou amino; ou un des ses sels compatibles sur le plan pharmaceutique.

  以下是一段英文文本的中文翻译： *(EN) 一种1,4,5-三苯杂二噁唑类化合物的类群被描述为用于治疗炎症，包括治疗痛觉和类风湿关节炎等炎症性疾病。特别感兴趣的是以下化合物的公式(II)，其中R1被选自hydrido、halo、alkyl、alkylthio、alkylsulfinyl、alkylsulfonyl、nitro、amino、N-monoalkylamino、N,N-dialkylamino、acylamino、acylamino-alkyl、haloalkyl、hydroxy和alkoxy；R2被选自hydrido、alkyl、cyano和haloalkyl；R3被选自hydrido、halo、alkyl、alkylthio、alkylsulfinyl、alkylsulfonyl、nitro、amino、N-monoalkylamino、N,N-dialkylamino、acylamino、acylamino-alkyl、haloalkyl、hydroxy和alkoxy；而R4为甲基或氨基；或其 pharmaceutically-acceptable 盐。*(FR) 本发明涉及一类 1,4,5-三苯杂二噁唑化合物，用于炎症治疗，包括治疗疼痛和类风湿关节炎等相关炎症性疾病。特别值得注意的是，符合以下一般式（II）的化合物，其中，R1被选自hydrido、halo、alkyl、alkylthio、alkylsulfinyl、alkylsulfonyl、nitro、amino、 N-monoalkylamino、N,N-dialkylamino、acylamino、acylamino-alkyl、haloalkyl、hydroxy和alkoxy；R2被选自hydrido、alkyl、cyano和haloalkyl；R3被选自hydrido、halo、alkyl、alkylthio、alkylsulfinyl、alkylsulfonyl、nitro、amino、 N-monoalkylamino、N,N-dialkylamino、acylamino、acylamino-alkyl、haloalkyl、hydroxy和alkoxy；其中，R4为甲基或氨基；或其 pharmaceutically-acceptable 盐。
• Effect of metal ions in organic synthesis. 6. Reactivity of the azo ene system of phenylazostilbene in the presence of copper and iron ions
  作者：Orazio Attanasi、Paolo Battistoni、Gabriele Fava

  DOI：10.1021/jo00315a043

  日期：1981.1
• Gnichtel, Horst; Brockmanns, Manfred; Salem, Widah I., Liebigs Annalen der Chemie, 1989, p. 589 - 592
  作者：Gnichtel, Horst、Brockmanns, Manfred、Salem, Widah I.、Luger, Peter

  DOI：——

  日期：——
• 1,4,5-TRIPHENYL PYRAZOLYL COMPOUNDS FOR THE TREATMENT OF INFLAMMATION AND INFLAMMATION-RELATED DISORDERS
  申请人：G.D. SEARLE & CO.

  公开号：EP0731794A1

  公开（公告）日：1996-09-18
• US5401765A
  申请人：——

  公开号：US5401765A

  公开（公告）日：1995-03-28