cis-2-carbamoyl-3-phenyl-3,3a,4,5-tetrahydro-2H-benzindazole | 96814-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: cis-2-carbamoyl-3-phenyl-3,3a,4,5-tetrahydro-2H-benzindazole
• 英文别名: rac-(3S,3aS)-3-phenyl-3,3a,4,5-tetrahydro-2H-benzo[g]indazole-2-carboxamide；cis-2-carbamoyl-3-phenyl-3,3a,4,5-tetrahydro-2H-benz[g]indazole；(3R,3aR)-3-phenyl-3,3a,4,5-tetrahydrobenzo[g]indazole-2-carboxamide
• CAS: 96814-45-8；96814-46-9
• 化学式: C₁₈H₁₇N₃O
• 分子量: 291.352
• InChiKey: KAWVQCBEAFKMSA-RDJZCZTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-Phenyl-3,3a,4,5-tetrahydro-benzo[g]indazole-2-carboxylic acid amide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以45%的产率得到cis-2-carbamoyl-3-phenyl-3,3a,4,5-tetrahydro-2H-benzindazole
  参考文献：
  名称：

  Isomerization of substituted tricyclic 4,5-dihydropyrazoles

  摘要：

  The acid and base catalyzed isomerization of some tricyclic 2-pyrazolines with N-Carbamoyl-, N-thiocarbamoyl- and N-phenyl substituents was investigated. Starting from cis or trans 3-H, 3a-H diastereomers, equilibrium mixtures of cis and tl ans diastereomers were prepared which were separated and subsequently studied by H-1 NMR and C-13 NMR spectroscopy. A mechanism for the isomerization of the pyrazolines is suggested, supported by a deuterium exchange at C-3a.

  DOI：

  10.1007/bf00807038

文献信息

• Synthesis, structure and antimicrobial evaluation of new 3,3a,4,5-tetrahydro-2H-benzo[g]indazol-2-yl-thiazol-4(5H)-ones
  作者：Deepika Gautam、R.P. Chaudhary

  DOI：10.1016/j.saa.2014.06.134

  日期：2015.1

  The reaction of semicarbazide or thiosemicarbazide with 2-arylidene-1-tetralones under alkaline condition affords 3,3a,4,5-tetrahydro-2H-benzo[g]indazole-2-carbo(thio)amides as a mixture of cis and trans diastereoisomers of 3-H and 3a-H. The synthesis of new indazolyl-thiazol-4(5H)-ones from the condensation of cis isomer and α-halo acids is reported. A DFT study along with X-ray single crystal data

  的氨基脲或氨基硫脲与在碱性条件下，得到的3,3a 2-亚芳基-1-四氢萘酮，4,5-四氢-2反应ħ -苯并[克]吲唑-2-羰（硫代）酰胺作为混合物的顺式和3-H和3a-H的反式非对映异构体。报道了由顺式异构体和α-卤代酸的缩合反应合成新的吲唑基-噻唑-4（5 H）-酮。介绍了DFT研究以及代表性化合物的X射线单晶数据。筛选了所有八个新合成的吲唑基-噻唑-4（5 H）-的抗菌和抗真菌活性，某些化合物显示出令人鼓舞的活性。
• Lorand, Tamas; Szabo, Dezsoe; Foeldesi, Andras, Journal of the Chemical Society. Perkin transactions I, 1985, p. 481 - 486
  作者：Lorand, Tamas、Szabo, Dezsoe、Foeldesi, Andras、Parkanyi, Laszlo、Kalman, Alajos、Neszmelyi, Andras

  DOI：——

  日期：——
• Szoelloesy, Aron; Toth, Gabor; Lorand, Tamas, Journal of the Chemical Society. Perkin transactions II, 1991, # 4, p. 489 - 493
  作者：Szoelloesy, Aron、Toth, Gabor、Lorand, Tamas、Konya, Tibor、Aradi, Ferenc、Levai, Albert

  DOI：——

  日期：——
• SZOLLOSY, ARON;TOTH, GABOR;LORAND, TAMAS;KONYA, TIBOR;ARADI, FERENC;LEVAI+, J. CHEM. SOC. PERKIN TRANS. PT 2,(1991) N, C. 489-493
  作者：SZOLLOSY, ARON、TOTH, GABOR、LORAND, TAMAS、KONYA, TIBOR、ARADI, FERENC、LEVAI+

  DOI：——

  日期：——
• LORAND, T.;SZABO, D.;FOELDESI, A.;PARKANYI, L.;KALMAN, A.;NESZMELYI, A., J. CHEM. SOC. PERKIN TRANS., 1985, N 3, 481-486
  作者：LORAND, T.、SZABO, D.、FOELDESI, A.、PARKANYI, L.、KALMAN, A.、NESZMELYI, A.

  DOI：——

  日期：——