1-chloromethoxy-2-methyl-2-nitro-propane | 57039-05-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-chloromethoxy-2-methyl-2-nitro-propane
• 英文别名: Chlormethyl-(β-nitro-isobutyl)-aether；1-Chlormethoxy-2-methyl-2-nitro-propan；1-chloromethoxy-2-methyl-2-nitropropane；1-(Chloromethoxy)-2-methyl-2-nitropropane
• CAS: 57039-05-1
• 化学式: C₅H₁₀ClNO₃
• 分子量: 167.592
• InChiKey: HCHDLUGLCNKDQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-chloromethoxy-2-methyl-2-nitro-propane 在 甲醇 、 镍 作用下， 50.0~60.0 ℃ 、6.86 MPa 条件下， 生成 2-methoxymethoxy-1,1-dimethyl-ethylamine
  参考文献：
  名称：

  Hodge, Journal of the American Chemical Society, 1948, vol. 70, p. 2007

  摘要：

  DOI：
• 作为产物：
  描述：

  三聚甲醛 、 2-甲基-2-硝基-1-丙醇 在 盐酸 作用下， 以 苯 为溶剂， 反应 2.5h， 以71%的产率得到1-chloromethoxy-2-methyl-2-nitro-propane
  参考文献：
  名称：

  Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 4. Effect of various side-chain substituents on therapeutic activity against anticholinesterase intoxication

  摘要：

  A series of quaternary salt derivatives of 2-[(hydroxyimino)methyl]-1-methylimidazole incorporating various side chains bearing ether, silyl, nitrile, ester, halogen, nitro, sulfone, amino, or aminosulfonyl substituents was prepared and evaluated in vivo for the treatment of anticholinesterase intoxication. Test results in the mouse revealed that the type and location of the side-chain substituent both have a significant influence on the toxicity and antidotal effectiveness of the compounds. Some of the more active examples represent the most potent therapeutics to date against intoxication by the powerful cholinesterase inhibitors soman and tabun. Significantly, the antidotal effectiveness of the compounds was not dependent on the inhibiting agent nor was there any correlation between in vivo efficacy and in vitro reactivation of ethyl (4-nitrophenyl)methylphosphonate inhibited human acetylcholinesterase. These observations suggested that the main mode of antidotal protection by the compounds is something other than enzyme reactivation.

  DOI：

  10.1021/jm00108a019

文献信息

• Aldoxime-substituted imidazolium derivatives useful in the treatment of
  申请人：SRI International

  公开号：US04925856A1

  公开（公告）日：1990-05-15

  A therapeutically effective class of low toxicity aldoxime-substituted functionalized imidazolium compounds and compositions is disclosed which is effective in the treatment of living species poisoned by organophosphorus chemicals which inactivate the enzyme acetylcholinesterase. In vivo administration of therapeutically effective amounts of these aldoxime-substituted imidazolium derivatives has been found to save mammals having inhibited acetylcholinesterase due to injection with lethal dosages of Soman.

  本发明揭示了一种治疗效果良好、低毒性的醛肟取代的官能化咪唑化合物和组合物，对于被有机磷化学物质中毒的生物有治疗作用，这些化合物能够有效地治疗乙酰胆碱酯酶失活引起的生物体中毒。在体内给予这些醛肟取代的咪唑化合物的治疗有效剂量已被发现能够挽救因注射致命剂量的索曼而导致乙酰胆碱酯酶受抑制的哺乳动物。
• Some Chloromethyl Ethers of Nitro Alcohols and the Preparation of Mixed Acetals from Them
  作者：E. B. Hodge

  DOI：10.1021/ja01186a008

  日期：1948.6
• GOFF, DANE A.;KOOLPE, GARY A.;KELSON, ANDREW B.;VU, HUYNH M.;TAYLOR, DORR+, J. MED. CHEM., 34,(1991) N, C. 1363-1366
  作者：GOFF, DANE A.、KOOLPE, GARY A.、KELSON, ANDREW B.、VU, HUYNH M.、TAYLOR, DORR+

  DOI：——

  日期：——
• US4925856A
  申请人：——

  公开号：US4925856A

  公开（公告）日：1990-05-15
• Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 4. Effect of various side-chain substituents on therapeutic activity against anticholinesterase intoxication
  作者：Dane A. Goff、Gary A. Koolpe、Andrew B. Kelson、Huynh M. Vu、Dorris L. Taylor、Clifford D. Bedford、Ralph N. Harris、H. A. Mussalam、Irwin Koplovitz

  DOI：10.1021/jm00108a019

  日期：1991.4

  A series of quaternary salt derivatives of 2-[(hydroxyimino)methyl]-1-methylimidazole incorporating various side chains bearing ether, silyl, nitrile, ester, halogen, nitro, sulfone, amino, or aminosulfonyl substituents was prepared and evaluated in vivo for the treatment of anticholinesterase intoxication. Test results in the mouse revealed that the type and location of the side-chain substituent both have a significant influence on the toxicity and antidotal effectiveness of the compounds. Some of the more active examples represent the most potent therapeutics to date against intoxication by the powerful cholinesterase inhibitors soman and tabun. Significantly, the antidotal effectiveness of the compounds was not dependent on the inhibiting agent nor was there any correlation between in vivo efficacy and in vitro reactivation of ethyl (4-nitrophenyl)methylphosphonate inhibited human acetylcholinesterase. These observations suggested that the main mode of antidotal protection by the compounds is something other than enzyme reactivation.