methanesulfonic acid 1-methylhydrazide | 82490-87-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: methanesulfonic acid 1-methylhydrazide
• 英文别名: 2-methyl-2-methanesulfonyl hydrazine；N-methylmethanesulfonohydrazide
• CAS: 82490-87-7
• 化学式: C₂H₈N₂O₂S
• 分子量: 124.164
• InChiKey: ABTFCSFEAMEIGN-UHFFFAOYSA-N

物化性质

• 沸点：
  216.9±23.0 °C(Predicted)
• 密度：
  1.327±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methanesulfonic acid 1-methylhydrazide 、 甲基磺酰氯 在 吡啶 作用下， 以34%的产率得到N'-甲基-N'-甲基磺酰基甲烷磺酰肼
  参考文献：
  名称：

  1,2-Bis(sulfonyl)hydrazines. 3. Effects of structural modification on antineoplastic activity

  摘要：

  A series of 1,2-bis(sulfonyl)hydrazines was synthesized and evaluated for antineoplastic activity against the L1210 leukemia and the B16 melanoma. The most active agent to emerge from this study, 1,2-bis(methylsulfonyl)-1-methylhydrazine, produced a maximum % T/C for mice bearing the L1210 leukemia or the B16 melanoma of 340% and 278%, respectively. Two N-chloroethyl analogues, conceived as bifunctional alkylating agents, were also synthesized and evaluated for antineoplastic activity against the L1210 leukemia and the B16 melanoma. Although such a modification resulted in retention of antineoplastic activity against both tumor cell lines, it did not result in enhanced antineoplastic activity.

  DOI：

  10.1021/jm00394a040
• 作为产物：
  描述：

  甲基磺酰氯 、 甲基肼 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以19.3%的产率得到methanesulfonic acid 1-methylhydrazide
  参考文献：
  名称：

  3-(substituted phenyl)-5-(thienyl or furyl)-1, 2, 4-triazole compounds

  摘要：

  3-(取代苯基)-5-(噻吩或呋喃基)-1,2,4-三唑化合物可用作杀虫剂和杀螨剂。还提供了用于制备这些化合物的新合成方法和中间体，含有这些化合物的农药组合物，以及使用这些化合物控制昆虫和螨虫的方法。

  公开号：

  US06015826A1

文献信息

• Quinazolinedione sulfonamides: A novel class of competitive AMPA receptor antagonists with oral activity
  作者：Manuel Koller、Kurt Lingenhoehl、Markus Schmutz、Ivan-Toma Vranesic、Joerg Kallen、Yves P. Auberson、David A. Carcache、Henri Mattes、Silvio Ofner、David Orain、Stephan Urwyler

  DOI：10.1016/j.bmcl.2011.04.017

  日期：2011.6

  Quinazoline-2,4-diones with a sulfonamide group attached to the N(3) ring atom constitute a novel class of competitive AMPA receptor antagonists. One of the synthesized compounds, 28, shows nanomolar receptor affinity, whereas other examples of the series display oral anticonvulsant activity in animal models.

  带有与N（3）环原子相连的磺酰胺基的喹唑啉2,4-二酮构成一类新的竞争性AMPA受体拮抗剂。一种合成的化合物28显示出纳摩尔受体亲和力，而该系列的其他实例在动物模型中显示出口服抗惊厥活性。
• N-sulphonylformamidrazones; preparation and structure
  作者：P. Jakobsen、S. Treppendahl

  DOI：10.1016/0040-4020(82)80175-0

  日期：1982.1

  Potentially tautomeric N-sulphonylformamidrazones and models with fixed amide-hydrazone and hydrazide-imide structure have been prepared. The compounds with tautomeric possibilities have been shown to exist only in the amide-hydrazone form by 13C and 1H NMR spectroscopy. The same compounds exist as two rotamers in solution arising hindered rotation around the NCHN single bond.

  制备了潜在的互变异构N-磺酰基甲酰胺models和具有固定酰胺-和酰肼-酰亚胺结构的模型。通过13 C和1 H NMR光谱显示，具有互变异构可能性的化合物仅以酰胺-形式存在。相同的化合物以两个旋转异构体的形式存在于溶液中，导致绕NCH= N单键旋转受阻。
• ISOQUINOLINE DERIVATIVES
  申请人：Hoffmann-La Roche Inc.

  公开号：US20160046583A1

  公开（公告）日：2016-02-18

  The present invention relates to the use of compounds of general formula wherein R 1 is phenyl or pyridinyl, which are optionally substituted by halogen, cyano or lower alkyl substituted by halogen, or is dihydro-pyran-4-yl; R 2 is hydrogen or lower alkyl; R 3 is —(CHR) n -phenyl, optionally substituted by lower alkoxy or S(O) 2 -lower alkyl, or is heterocycloalkyl, optionally substituted by ═O and lower alkyl, or is —(CH 2 ) n -five or six membered heteroaryl, optionally substituted by lower alkyl, or is hydrogen, lower alkyl, lower alkyl substituted by halogen, lower alkyl substituted by hydroxy, —NR—S(O) 2 -lower alkyl, —(CH 2 ) n -cycloalkyl or —(CH 2 ) n —S(O) 2 -lower alkyl; or R 2 and R 3 form together with the N-atom to which they are attached a heterocycloalkyl ring, selected from the group consisting of 1,1-dioxo-thiomorpholinyl, morpholinyl, or pyrrolidinyl, optionally substituted by hydroxyl; R is hydrogen or lower alkyl; n is 0, 1 or 2; or to a pharmaceutically acceptable acid addition salt, to a racemic mixture or to its corresponding enantiomer and/or optical isomers thereof, for the treatment of schizophrenia, obsessive-compulsive personality disorder, depression, bipolar disorders, anxiety disorders, normal aging, epilepsy, retinal degeneration, traumatic brain injury, spinal cord injury, post-traumatic stress disorder, panic disorder, Parkinson's disease, dementia, Alzheimer's disease, mild cognitive impairment, chemotherapy-induced cognitive dysfunction (“chemobrain”), Down syndrome, autism spectrum disorders, hearing loss, tinnitus, spinocerebellar ataxia, amyotrophic lateral sclerosis, multiple sclerosis, Huntington's disease, stroke, and disturbances due to radiation therapy, chronic stress, optic neuropathy or macular degeneration, or abuse of neuro-active drugs, such as alcohol, opiates, methamphetamine, phencyclidine or cocaine.

  本发明涉及使用通式化合物，其中R1是苯基或吡啶基，可以通过卤素、氰基或受卤素取代的较低烷基取代，或者是二氢吡喃-4-基；R2是氢或较低烷基；R3是-（CHR）n-苯基，可以通过较低烷氧基或S（O）2-较低烷基取代，或者是杂环脂肪基，可以通过═O和较低烷基取代，或者是-（CH2）n-五或六元杂环芳基，可以通过较低烷基取代，或者是氢、较低烷基、受卤素取代的较低烷基、羟基取代的较低烷基、-NR-S（O）2-较低烷基、-（CH2）n-环烷基或-（CH2）n-S（O）2-较低烷基；或R2和R3与它们连接的N原子一起形成一个杂环脂肪基环，选择自由基团1,1-二氧代硫代吗啉基、吗啉基或吡咯烷基，可以通过羟基取代；R是氢或较低烷基；n是0、1或2；或其药学上可接受的酸盐、外消旋混合物或其对应的对映异构体，用于治疗精神分裂症、强迫性人格障碍、抑郁症、双相障碍、焦虑障碍、正常老化、癫痫、视网膜退化、创伤性脑损伤、脊髓损伤、创伤后应激障碍、惊恐障碍、帕金森病、痴呆症、阿尔茨海默病、轻度认知障碍、化疗诱导的认知功能障碍（“化疗脑”）、唐氏综合症、自闭症谱系障碍、听力损失、耳鸣、脊髓小脑性共济失调、肌萎缩性侧索硬化症、多发性硬化症、亨廷顿病、中风以及由放射治疗、慢性应激、视神经病变或黄斑变性、神经活性药物滥用，如酒精、鸦片类、甲基苯丙胺、苯环利定或可卡因引起的干扰。
• Experimental and theoretical studies on methanesulfonic acid 1-methylhydrazide: Antimicrobial activities of its sulfonyl hydrazone derivatives
  作者：Neslihan Özbek、Saliha Alyar、Nurcan Karacan

  DOI：10.1016/j.molstruc.2009.09.002

  日期：2009.12

  Methanesulfonic acid 1-methylhydrazide (msmh) and its sulfonyl hydrazone derivatives, salicylaldehyde-N-methylmethanesulfonylhydrazone (salmsmh) and 2-hydroxy-1-naphthaldehyde-N-methylmethanesulfonylhydrazone (nafmsmh) were synthesized and characterized by using FT-IR, H-1 NMR, C-13 NMR, LC-MS and elemental analysis Conformation analysis of msmh based on DFT/B3LYP/6-311G(d) method was performed. H-1 and C-13 shielding tensors of msmh for the most stable conformer were calculated with GIAO/DFT/B3LYP/6-311++G(2d, 2p) methods in vacuo, and various solvents such as DMSO, THF, acetonitrile, methanol and aqueous solution. The harmonic vibrational wavenumbers for the most stable conformer were calculated using at B3LYP/6-311G(d) level Antimicrobial activity of the compounds was also screened against Gram-positive bacteria (Staphylococcus aureus ATCC 25923. Bacillus cereus RSKK 863)and Gram-negative bacteria(Escherichia coli ATCC 11230, Salmonella enterititis ATCC 40376, Pseudomonos aeruginosa ATCC 28753) by both disc diffusion and micro dilution methods. (C) 2009 Elsevier B.V. All rights reserved
• JAKOBSEN, P.;TREPPENDAHL, S., TETRAHEDRON, 1982, 38, N 3, 369-372
  作者：JAKOBSEN, P.、TREPPENDAHL, S.

  DOI：——

  日期：——