1-丙基-1H-苯并咪唑-2-磺酸 | 300707-15-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 1-丙基-1H-苯并咪唑-2-磺酸
• 英文名称: 1-propyl-1H-benzimidazole-2-sulfonic acid
• 英文别名: 1-propylbenzimidazole-2-sulfonic acid
• CAS: 300707-15-7
• 化学式: C₁₀H₁₂N₂O₃S
• mdl: MFCD00964523
• 分子量: 240.283
• InChiKey: FWKRDYUGOORJQT-UHFFFAOYSA-N

物化性质

• 溶解度：
  >36 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-丙基-1H-苯并咪唑-2-磺酸 在 ammonium hydroxide 作用下， 生成 1-丙基-1H-苯并咪唑-2-胺
  参考文献：
  名称：

  Synthesis, characterization and cytotoxicity of some novel 1,3-disubstituted-2,3-dihydro-2-iminobenzimidazoles

  摘要：

  Some new 1,3-disubstituted-2,3-dihydro-2-iminobenzimidazoles were synthesized using 1-(un) substituted-2-aminobenzimidazoles as precursors in order to determine their cytotoxicity. The structures of the compounds were confirmed by IR, H-1 NMR, C-13 NMR and elemental analysis.Compounds 4, 7-11 and 13-14 were evaluated for their cytotoxical effect on two cancer cell lines: human colorectal cancer cell line HT-29, breast cancer cells MDA-MB-231 and as well as normal spleen cells. The distinctly marked antiproliferative activity of 1,3-bis(3-phenylpropyl-1)-1,3-dihydro-2H-benzimidazol-2-imine hydro bromide 7, N-(aminopropyl)-2-(3-{2-[(aminopropyl)-amino]-2-oxoethyl}-2-imino-2,3-dihydro-1H-benzimidazol-1-yl)acetamide 9 and 1,3-bis[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2,3-dihydro-2H-benzimidazol-2-imine 11 against human colorectal cancer cell line HT-29 was ascertained and the calculated IC50 were 926, 0.56 and 0.013 nM respectively. Compounds 4, 9, 10 and 13 exhibited relative high cytotoxic activity against MDA-MB-231 cells. The calculated IC50 values were in the range 0.123-1.65 nM. All tested compounds excluding compound 1,3-bis[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2,3-dihydro-2H-benzimidazol-2-imine (11) revealed proliferative activities to normal spleen cells. The computed EC50 values varied from 0.05 to 16.91 nM. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.061
• 作为产物：
  描述：

  1-丙基-1,3-二氢-2H-苯并咪唑-2-硫酮 在 sodium hydroxide 、 potassium permanganate 作用下， 反应 0.5h， 生成 1-丙基-1H-苯并咪唑-2-磺酸
  参考文献：
  名称：

  Synthesis and antitrichinellosis activity of some bis(benzimidazol-2-yl)amines

  摘要：

  Novel bis(benzimidazol-2-yl)a mines were synthesized using two methods and studied for antitrichinellosis activity. DFT calculations were performed in order to determine the geometry of molecules. All derivatives of 2-aminobenzimidazole exhibited higher activity in vitro against Trichinella spiralis larvae in regard to the activity of albendazole, moreover compounds 4f-i manifested antitrichinellosis effect, which surpassed five times the activity of albendazole. The in vivo screening of intestinal phase of the T spiralis revealed 100% effectiveness of compounds 4g-i at oral dosages of 50 and 100 mg/kg mw, while albendazole possesses 100% efficacy only at a dose of 100 mg/kg mw. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.06.017

文献信息

• Methods for treating neurodegenerative disorders
  申请人：Alzheon, Inc.

  公开号：US11077095B2

  公开（公告）日：2021-08-03

  Methods of treating a disease characterized by amyloid aggregates are provided herein.

  本文提供了治疗以淀粉样蛋白聚集体为特征的疾病的方法。
• Synthesis and pharmacological activity of certain 2,3-dihydroimadazo[1,2-a]benzimidazoles and intermediates formed in their synthesis
  作者：V. A. Anisimova、M. V. Levchenko、G. V. Kovalev、A. A. Spasov、G. P. Dudchenko、S. G. Antonyan、N. V. Bessudnova、R. E. Libinzon

  DOI：10.1007/bf01146184

  日期：1987.3
• ——
  作者：V. A. Anisimova、M. M. Osipova、A. A. Spasov、A. F. Turchaeva、G. P. Dudchenko、N. P. Larionov、S. G. Kovalev

  DOI：10.1023/a:1021888520874

  日期：——
• ANISIMOVA V. A.; LEVCHENKO M. V.; KOVALEV G. V.; SPASOV A. A.; DUBCHENKO +, XIM.-FARMATS. ZH., 21,(1987) N 3, 313-319
  作者：ANISIMOVA V. A.、 LEVCHENKO M. V.、 KOVALEV G. V.、 SPASOV A. A.、 DUBCHENKO +

  DOI：——

  日期：——
• Synthesis, characterization and cytotoxicity of some novel 1,3-disubstituted-2,3-dihydro-2-iminobenzimidazoles
  作者：Anelia Ts. Mavrova、Diana Wesselinova、Nikolay Vassilev、Jordan A. Tsenov

  DOI：10.1016/j.ejmech.2011.04.061

  日期：2011.8

  Some new 1,3-disubstituted-2,3-dihydro-2-iminobenzimidazoles were synthesized using 1-(un) substituted-2-aminobenzimidazoles as precursors in order to determine their cytotoxicity. The structures of the compounds were confirmed by IR, H-1 NMR, C-13 NMR and elemental analysis.Compounds 4, 7-11 and 13-14 were evaluated for their cytotoxical effect on two cancer cell lines: human colorectal cancer cell line HT-29, breast cancer cells MDA-MB-231 and as well as normal spleen cells. The distinctly marked antiproliferative activity of 1,3-bis(3-phenylpropyl-1)-1,3-dihydro-2H-benzimidazol-2-imine hydro bromide 7, N-(aminopropyl)-2-(3-2-[(aminopropyl)-amino]-2-oxoethyl}-2-imino-2,3-dihydro-1H-benzimidazol-1-yl)acetamide 9 and 1,3-bis[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2,3-dihydro-2H-benzimidazol-2-imine 11 against human colorectal cancer cell line HT-29 was ascertained and the calculated IC50 were 926, 0.56 and 0.013 nM respectively. Compounds 4, 9, 10 and 13 exhibited relative high cytotoxic activity against MDA-MB-231 cells. The calculated IC50 values were in the range 0.123-1.65 nM. All tested compounds excluding compound 1,3-bis[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2,3-dihydro-2H-benzimidazol-2-imine (11) revealed proliferative activities to normal spleen cells. The computed EC50 values varied from 0.05 to 16.91 nM. (C) 2011 Elsevier Masson SAS. All rights reserved.