5-硝基-1H-咪唑-4-羧醛 | 81246-34-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-硝基-1H-咪唑-4-羧醛
• 中文别名: 5-硝基-1H-咪唑-4-甲醛
• 英文名称: 4-formyl-5-nitroimidazole
• 英文别名: 5(4)-nitroimidazole-4(5)-carboxaldehyde；5-nitro-1H-imidazole-4-carbaldehyde；5-Nitro-1H-imidazole-4-carbaldehyde
• CAS: 81246-34-6
• 化学式: C₄H₃N₃O₃
• mdl: MFCD09743898
• 分子量: 141.086
• InChiKey: HVGCOWLYQUZAIM-UHFFFAOYSA-N

物化性质

• 熔点：
  213-215℃ (chloroform ethanol )
• 沸点：
  503.2±35.0 °C(Predicted)
• 密度：
  1.669±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933290090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  5-硝基-1H-咪唑-4-羧醛 、 碘甲烷 生成 1-甲基-5-硝基-1H-咪唑-4-甲醛
  参考文献：
  名称：

  BOCHWIC, B.;FRANKOWSKI, A.;KURNATOWSKA, A.;KUSWIK, G.;LIPLAWY, M.;SELIGA,+

  摘要：

  DOI：
• 作为产物：
  描述：

  (9CI)-5-硝基-1H-咪唑-4-甲醇 在 manganese(IV) oxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以40%的产率得到5-硝基-1H-咪唑-4-羧醛
  参考文献：
  名称：

  Bochwic, Boleslaw; Frankowski, Andrzej; Kuswik, Gabriela, Polish Journal of Chemistry, 1981, vol. 55, # 5, p. 1055 - 1061

  摘要：

  DOI：

文献信息

• [EN] 2,4,6,7-TETRAHYDRO-PYRAZOLO[4,3-D]PYRIMIDIN-5-ONE DERIVATIVES AND RELATED COMPOUNDS AS C5A RECEPTOR MODULATORS FOR TREATING VASCULITIS AND INFLAMMATORY DISEASES<br/>[FR] DÉRIVÉS DE 2,4,6,7-TÉTRAHYDRO-PYRAZOLO[4,3-D]PYRIMIDIN-5-ONE ET COMPOSÉS APPARENTÉS EN TANT QUE MODULATEURS DU RÉCEPTEUR C5A POUR LE TRAITEMENT DE LA VASCULARITE ET DE MALADIES INFLAMMATOIRES
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2019137927A1

  公开（公告）日：2019-07-18

  The present invention relates to derivatives of formula (I) wherein Ring A, X, Y, Z, RA, R1, R2, R3 and R4 are The present invention discloses derivatives of formula (I), wherein Ring A, X, Y, Z, RA, R1, R2, R3 and R4 are as described in the description, and in particular e.g. 2,4,6,7-tetrahydro-pyrazolo[4,3- d]pyrimidin-5-one derivatives and related compounds, their preparation, pharmaceutically acceptable salts thereof, their use as pharmaceuticals, pharmaceutical compositions containing one or more compounds of formula (I), and especially their use as C5a receptor modulators for treating e.g. vasculitis and inflammatory diseases.

  本发明涉及式(I)的衍生物，其中环A、X、Y、Z、RA、R1、R2、R3和R4如描述中所述。本发明公开了式(I)的衍生物，其中环A、X、Y、Z、RA、R1、R2、R3和R4如描述中所述，特别是例如2,4,6,7-四氢吡唑并[4,3-d]嘧啶-5-酮衍生物及相关化合物，它们的制备，其药学上可接受的盐，它们作为药物的用途，含有式(I)一个或多个化合物的药物组合物，特别是它们作为C5a受体调节剂用于治疗例如血管炎和炎症性疾病。
• Mass spectrometry of imidazole-4(5)-carboxaldehyde and some 1-methyl and nitro derivatives
  作者：Arturo Cert、Pedro Delgado-Cobos、Mariana Trujillo Pérez-Lanzac

  DOI：10.1002/oms.1210210810

  日期：1986.8

  AbstractThe mass spectra of imidazole‐4(5)‐carboxaldehyde, its two 1‐methyl derivatives, 4(5)‐nitroimidazole, 5(4)‐nitroimidazole‐4(5)‐carboxaldehyde and 1‐methyl‐5‐nitroimidazole‐4‐carboxaldehyde are presented and discussed in comparison with those of other imidazole‐carboxaldehydes and nitroimidazoles earlier reported. The imidazole‐carboxaldehydes and their 1‐methyl derivatives exhibit the characteristic fragmentation of aromatic aldehydes, and differences between the isomers can be observed. The nitroimidazoles show the fragmentation typical of aromatic nitrocompounds. In the o‐nitroimidazole‐carboxaldehydes, the typical losses of aldehydes do not occur, but primary ortho effects between the formyl and nitro groups give rise to important fragmentation routes. In their 1‐methyl derivatives, the presence of the methyl group adjacent to the nitro group originates additional double and secondary ortho effects. For some of these transformations, fragmentation mechanisms are proposed.
• Synthesis of 4(5)-nitroimidazole-5(4)-carboxaldehyde by oxidative elimination of a nitrate ester
  作者：David C. J. Wu、Clair J. Cheer、Raymond P. Panzica、Elie Abushanab

  DOI：10.1021/jo00134a029

  日期：1982.6
• BOCHWIC, B.;FRANKOWSKI, A.;KUSWIK, G.;SELIGA, C., POL. J. CHEM., 1981, 55, N 5, 1055-1061
  作者：BOCHWIC, B.、FRANKOWSKI, A.、KUSWIK, G.、SELIGA, C.

  DOI：——

  日期：——
• BOCHWIC, B.;FRANKOWSKI, A.;KURNATOWSKA, A.;KUSWIK, G.;LIPLAWY, M.;SELIGA,+
  作者：BOCHWIC, B.、FRANKOWSKI, A.、KURNATOWSKA, A.、KUSWIK, G.、LIPLAWY, M.、SELIGA,+

  DOI：——

  日期：——