2-nitroacetaldehyde oxime | 5653-21-4

• 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: 2-nitroacetaldehyde oxime
• 英文别名: (E)-2-nitroacetaldehyde oxime；2-nitroacetaldoxime；methazonic acid；nitroacetaldehyde (E)-oxime；syn-2-Nitroacetaldoxim；(E)-methazonic acid；Acetaldehyde, nitro-, oxime；(NE)-N-(2-nitroethylidene)hydroxylamine
• CAS: 5653-21-4
• 化学式: C₂H₄N₂O₃
• 分子量: 104.065
• InChiKey: FYFYCAVDUPOEOO-HNQUOIGGSA-N

物化性质

• 熔点：
  79.5°C
• 沸点：
  195.15°C (rough estimate)
• 密度：
  1.6710 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  2-nitroacetaldehyde oxime 在 氯化亚砜 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以58%的产率得到硝基乙腈
  参考文献：
  名称：

  Structural studies on bioactive compounds. 4. A structure-antitumor activity study on analogs of N-methylformamide

  摘要：

  A series of derivatives of N-methylformamide (NMF), an experimental antitumor agent, has been prepared, having the general formula R3C(X)NR1R2 where R1 = H, CH3, CD3, CH2CF3, CH2CH2Cl, cyclopropyl, C2H5, CH2OH, CH2OR, CH2N(CH3)2; R2 = H, CH3; R3 = H, CF3, CCl3, CH3, Ph, NHCH3, N(CH3)2; and X = O, S, NH. A further short series of "push-pull" olefins of the general formula R1R2C = CHNR3R4 has been synthesized where R1 = H, CH3 and R2 = H, NO2, CN, CHO, CH3 and R3 = H and R4 = H, CH3, morpholino. These compounds have been tested for activity against the M5076 ovarian sarcoma and the TLX5 lymphoma in mice. NMF was by far the most potent agent of both series with activity against both tumors. Some other compounds showed weak activity, but there is a rigorous structural requirement for activity and most analogues were inactive. Certain members of the series exist as equilibrium mixtures of rotamers about the amide or pro-amide bonds as shown by NMR.

  DOI：

  10.1021/jm00156a024
• 作为产物：
  描述：

  硝基甲烷 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 2-nitroacetaldehyde oxime
  参考文献：
  名称：

  Discovery of N-(2,4-Di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (VX-770, Ivacaftor), a Potent and Orally Bioavailable CFTR Potentiator

  摘要：

  Quinolinone-3-carboxamide 1, a novel CFTR potentiator, was discovered using high-throughput screening in NIH-3T3 cells expressing the F508del-CFTR mutation. Extensive medicinal chemistry and iterative structure-activity relationship (SAR) studies to evaluate potency, selectivity, and pharmacokinetic properties resulted in the identification of N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (VX-770, 48, ivacaftor), an investigational drug candidate approved by the FDA for the treatment of CF patients 6 years of age and older carrying the G551D mutation.

  DOI：

  10.1021/jm5012808

文献信息

• Quinoline derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05254565A1

  公开（公告）日：1993-10-19

  Quinoline derivatives of the formula: ##STR1## , wherein R is hydrogen, alkyl or aralkyl; m and n are 0 or 1, and each of rings A, B and C can have substituents, which are useful as inhibitors for acyl-CoA:Cholesterolacyltransferase.

  喹啉衍生物的公式为：##STR1##，其中R是氢、烷基或芳烷基；m和n是0或1，且环A、B和C的每一个都可以有取代基，这些取代基作为酰基辅酶A：胆固醇酰基转移酶抑制剂是有用的。
• Benzo[f]naphthyridine derivatives, their preparation and compositions containing them
  申请人：——

  公开号：US20020137741A1

  公开（公告）日：2002-09-26

  Benzo[f]naphthyridine derivatives of formula (I): 1 benzo[f]naphthyridine derivatives and benzo[f]naphthyridine esters of formula (IVa): 2 aminoquinoline derivatives of formula (X): 3 processes for preparing such compounds; and compositions comprising them.

  苯并［ｆ］萘啉衍生物的化学式（I）：1苯并［ｆ］萘啉衍生物和苯并［ｆ］萘啉酯的化学式（IVa）；2氨基喹啉衍生物的化学式（X）；3制备这些化合物的方法；以及包含它们的组合物。
• 1,2,3-triazole insecticides
  申请人：Schering Agrochemicals Limited

  公开号：US05064844A1

  公开（公告）日：1991-11-12

  Compounds of formula I ##STR1## and N-oxides thereof, in which Ar is aryl; R.sup.1 and R.sup.2 are the same or different and are hydrogen, alkyl, alkenyl or alkynyl, each of which is optionally substituted, aryl, heterocyclyl, cyano, halogen, nitro, XR.sup.3, S(O).sub.2 NR.sup.4 R.sup.5, CHO and functional derivatives thereof, NR.sup.4 R.sup.5 or CYNR.sup.4 R.sup.5 ; R.sup.3 is hydrogen or optionally substituted alkyl or alkenyl; R.sup.4 and R.sup.5 are the same or different and are hydrogen, optionally substituted alkyl, acyl or aryl, or together with the nitrogen to which they are attached, form a 5 to 7 membered ring which can contain other hetero atoms; X is O, S, S(O).sub.n, OSO.sub.2, YCO or COO; Y is O or S; and n is 1 or 2; have pesticidal activity and especially insecticidal and acaricidal activity. Many of the compounds are novel.

  化学式I的化合物及其N-氧化物，其中Ar是芳基；R.sup.1和R.sup.2相同或不同，可以是氢、烷基、烯基或炔基，每个都可以是可选择取代的芳基、杂环基、氰基、卤素、硝基、XR.sup.3、S(O).sub.2 NR.sup.4 R.sup.5、CHO及其它功能衍生物、NR.sup.4 R.sup.5或CYNR.sup.4 R.sup.5；R.sup.3是氢或可选择取代的烷基或烯基；R.sup.4和R.sup.5相同或不同，可以是氢、可选择取代的烷基、酰基或芳基，或者与它们连接的氮一起形成一个含有其他杂原子的5到7元环；X是O、S、S(O).sub.n、OSO.sub.2、YCO或COO；Y是O或S；n是1或2；具有杀虫活性，尤其是杀虫和杀螨活性。其中许多化合物是新颖的。
• Process for the preparation of 2-phenyl-4-hydroxy-1,2,3-triazole-1-oxides
  申请人：Ciba-Geigy Corporation

  公开号：US04079063A1

  公开（公告）日：1978-03-14

  Process for the preparation of 2-phenyl-4-hydroxy-1,2,3-triazole-1-oxides of the formula ##STR1## from oxime-hydrazones of the formula ##STR2## in which formulae R stands for an unsubstituted or substituted phenyl group.

  用公式为##STR2##的肟肼酮化合物制备公式为##STR1##的2-苯基-4-羟基-1,2,3-三唑-1-氧化物的过程，其中公式中R代表未取代或取代的苯基基团。
• Tawada Hiroyuki, Harcourt Myles, Kawamura Noriaki, Kajino Masahiro, Ishik+, J. Med. Chem, 37 (1994) N 13, S 2079-2084
  作者：Tawada Hiroyuki, Harcourt Myles, Kawamura Noriaki, Kajino Masahiro, Ishik+

  DOI：——

  日期：——