N-氰基乙酰胺 | 5634-51-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-氰基乙酰胺
• 英文名称: acetylcyanamide
• 英文别名: N-cyanoacetamide；N-Acetylcyanamide；acetylcynamide；cyanoacetamide；N-cyano-acetamide
• CAS: 5634-51-5
• 化学式: C₃H₄N₂O
• 分子量: 84.0776
• InChiKey: BNZBMEIFAOYZEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-氰基乙酰胺 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 生成 5-甲基-3-氨基-4-氮杂异噁唑
  参考文献：
  名称：

  9H-Xanthene-9-carboxylic acid [1,2,4]oxadiazol-3-yl- and (2H-tetrazol-5-yl)-amides as potent, orally available mGlu1 receptor enhancers

  摘要：

  Small molecule mGluR1 enhancers based on the lead compound (9H-xanthene-9-carbonyl)-carbamic acid butyl ester derived from random-screening hit diphenylacetyl-carbamic acid ethyl ester were designed and synthesized as useful pharmacological tools for the study of the physiological roles mediated by mGlu1 receptors. The synthesis and the structure-activity relationship of this new class of positive allosteric modulators of mGlu1 receptors will be discussed in detail. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.135
• 作为产物：
  描述：

  sodium cyanamide 、 乙酸酐 在 乙醚 作用下， 生成 N-氰基乙酰胺
  参考文献：
  名称：

  Mertens, Journal fur praktische Chemie (Leipzig 1954), 1878, vol. <2>17, p. 24,27

  摘要：

  DOI：

文献信息

• Unprecedented Aromatic Homolytic Substitutions and Cyclization of AmideIminyl Radicals: Experimental and Theoretical Study
  作者：Aurore Beaume、Christine Courillon、Etienne Derat、Max Malacria

  DOI：10.1002/chem.200700884

  日期：2008.1.28

  a tin-free radical cascade cyclization process. Not only do amide-iminyl radicals lead to new tetracyclic heterocycles but these nitrogen-centered radical species also react in aromatic homolytic substitutions. Indeed, the amide-iminyl radical moiety unprecedentedly displaces methyl, methoxy, and fluorine radicals from an aromatic carbon atom. This seminal reaction in the field of radical chemistry

  酰胺亚胺基是N-酰基氰酰胺级联自由基环化中的通用有效中间体。它们很容易被烯烃或（杂）芳环捕获并环化为一系列带有吡咯并喹唑啉部分的新杂环化合物。为了说明这些化合物的合成重要性，通过锡-自由基级联环化过程实现了天然抗肿瘤化合物褪黑素A的全合成。不仅酰胺亚胺基会生成新的四环杂环，而且这些以氮为中心的自由基也会在芳族均溶取代反应中发生反应。实际上，酰胺-亚氨基基团部分前所未有地取代了芳族碳原子上的甲基，甲氧基和氟基团。
• [EN] TETRAHYDRONAPHTHYRIDINES AND AZA DERIVATIVES THEREOF AS HISTAMINE H3 RECEPTOR ANTAGONISTS<br/>[FR] TÉTRAHYDRONAPHTHYRIDINES ET SES DÉRIVÉS AZA À TITRE D'ANTAGONISTES DES RÉCEPTEURS D'HISTAMINE H3
  申请人：EVOTEC NEUROSCIENCES GMBH

  公开号：WO2009121812A1

  公开（公告）日：2009-10-08

  The invention relates to compounds of formula (I), wherein X1a, X1 to X5, Ra, Rb, n and R have the meaning as cited in the description and the claims. Said compounds are useful as Histamine H3 receptor antagonists. The invention also relates to pharmaceutical compositions, the preparation of such compounds as well as the production and use as medicament.

  该发明涉及式(I)的化合物，其中X1a，X1至X5，Ra，Rb，n和R的含义如描述和权利要求中所述。所述化合物可用作组胺H3受体拮抗剂。该发明还涉及药物组合物，以及制备此类化合物的方法，以及作为药物的生产和使用。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2009136191A1

  公开（公告）日：2009-11-12

  The invention relates to chemical compounds of formula (I): or pharmaceutically acceptable salts thereof which possess CSF-IR kinase inhibitory activity and are accordingly useful for their anti-cancer activity and thus in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of said chemical compounds, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments of use in the production of an anti-cancer effect in a warm-blooded animal such as man.

  该发明涉及化学式(I)的化合物或其药用可接受盐，具有CSF-IR激酶抑制活性，因此在抗癌活性方面具有用途，可用于人体或动物体的治疗方法。该发明还涉及制备所述化学化合物的方法，含有它们的药物组合物，以及它们在制备用于在诸如人类之类的恒温动物体中产生抗癌效果的药物的用途。
• 5-(Fluorodinitromethyl)-2<i>H</i>-tetrazole and its tetrazolates – Preparation and Characterization of New High Energy Compounds
  作者：Ralf Haiges、Karl O. Christe

  DOI：10.1039/c5dt00291e

  日期：——

  5-(Fluorodinitromethyl)-2H-tetrazole (HFDNTz) has been prepared by the cycloaddition reaction of HN₃ with F(NO₂)₂CCN, which in turn was prepared by aqueous fluorination of sodium dinitrocyanomethanide.

  5-(氟二硝基甲基)-2H-四唑（HFDNTz）是通过HN3与F(NO2)2CCN的环加成反应制备的，而F( )2CCN是通过水相氟化钠二硝基氰甲烷制备的。
• Synthesis and Structure-Activity Study of Protease Inhibitors. V. Chemical Modification of 6-Amidino-2-naphthyl 4-Guanidinobenzoate.
  作者：Toyoo NAKAYAMA、Seizo TAIRA、Masato IKEDA、Hiroshi ASHIZAWA、Minoru ODA、Katsumasa ARAKAWA、Setsuro FUJII

  DOI：10.1248/cpb.41.117

  日期：——

  By developing 6-amidino-2-naphthyl 4-guanidinobenzoate (I, FUT-175) as a basic structure, its various derivatives were synthesized and their inhibitory activities on trypsin, plasmin, kallikrein, thrombin, C1^- and C1s^- as well as on complement-mediated hemolysis were examined. The protective effect of these compounds on complement-mediated Forssman shock was also examined in guinea pigs. 6-Amidino-2-naphthyl 4-[(4, 5-dihydro-1H-imidazol-2-yl)amino]-benzoate (41, FUT-187) was found to be a suitable compound for oral administration with anti-complement activity superior to that of compound I.

  通过开发6-氨基脲基-2-萘基4-胍基苯甲酸（I，FUT-175）作为基本结构，合成了其多种衍生物，并测试了它们对胰蛋白酶、纤溶酶、激肽释放酶、凝血酶、C1^-和C1s^-的抑制活性，以及对补体介导的溶血作用的影响。还对这些化合物在豚鼠中对补体介导的Forssman休克的保护作用进行了研究。研究发现，6-氨基脲基-2-萘基4-[（4, 5-二氢-1H-咪唑-2-基）氨基]-苯甲酸（41，FUT-187）是一种适合口服给药的化合物，其抗补体活性优于化合物I。