N,N-diallylacetamide | 6296-61-3

• 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
• 英文名称: N,N-diallylacetamide
• 英文别名: N,N'-diallylacetamide；N,N-diallylethanamide；N-acetyldiallylamine；N,N-diallyl-acetamide；N,N-bis(prop-2-en-1-yl)acetamide；N,N-bis(prop-2-enyl)acetamide
• CAS: 6296-61-3
• 化学式: C₈H₁₃NO
• mdl: MFCD00457706
• 分子量: 139.197
• InChiKey: BGQJNGISTPIALH-UHFFFAOYSA-N

物化性质

• 熔点：
  84 °C
• 沸点：
  54-55 °C(Press: 1 Torr)
• 密度：
  0.897±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-diallylacetamide 在 aluminum (III) chloride 、 tris-(dibenzylideneacetone)dipalladium(0) 、 lithium aluminium tetrahydride 、 氢气 、 sodium acetate 作用下， 以 四氢呋喃 、 苯甲腈 为溶剂， 反应 13.5h， 生成 阿尔维林
  参考文献：
  名称：

  Construction of 3-arylpropylamines using Heck arylations. The total synthesis of cinacalcet hydrochloride, alverine, and tolpropamine

  摘要：

  New synthetic routes toward the commercial drugs cinacalcet hydrochloride, alverine, and tolpropamine were developed using a Heck-Matsuda arylation as the key-step. Several reaction conditions were evaluated for the Heck-Matsuda reaction using allylamine derivatives and arenediazonium salts. For cinacalcet hydrochloride, N-formylamide provided the best result, furnishing the synthetic target in a very high overall yield (75% over five steps). For alverine, the best results were obtained using a double Heck-Matsuda strategy, providing alverine in an excellent overall yield (69%) from N-acetyl diallylamine in three steps. Tolpropamine was synthesized in a 46% yield over five steps using an efficient reductive Heck-Matsuda arylation between p-bromo-methylcinnamate with 3-chloro tolyldiazonium salt, generating the beta,beta-diaryl propionate that was converted to tolpropamine. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.014
• 作为产物：
  描述：

  二烯丙基胺盐酸盐 在 乙酸酐 作用下， 以 吡啶 、 水 为溶剂， 生成 N,N-diallylacetamide
  参考文献：
  名称：

  Derivatives of 13-deoxycarminomycin

  摘要：

  从以下公式所代表的蒽环素化合物组中选择的一种蒽环素化合物（13-去氧卡米诺霉素），其中R1是一个羟基，R2代表一个氢原子或一个羟基，R3是一个氢原子，R4代表以下组中的一种（a）至（d），如果R2是羟基，则R4不是（d）。

  公开号：

  US04888418A1

文献信息

• [EN] LARGE CONDUCTANCE CALCIUM-ACTIVATED K CHANNEL OPENER<br/>[FR] ELEMENT D'OUVERTURE DE CANAL K, ACTIVE PAR DU CALCIUM, A CONDUCTANCE ELEVEE
  申请人：TANABE SEIYAKU CO

  公开号：WO2004035570A1

  公开（公告）日：2004-04-29

  There are disclosed a large conductance calcium-activated K channel opener comprising a compound of the formula (I): wherein ring A is a 5-membered heterocyclic ring containing any one of O, N or S, which ring may be substituted by R4, R1 is aryl, heterocyclic or heterocycle-substituted carbonyl; R2 is hydrogen, halogen, carboxy, amino, alkyl, alkoxycarbonyl, alkenyl or cycloalkyl; R3 is aryl, heterocyclic or alkyl; and R4 is hydrogen or alkyl, each of substituents may be substituted, or a pharmaceutically acceptable salt thereof as an active ingredient.

  公开了一种大导电性钙激活K通道开放剂，包括式(I)的化合物，其中环A是一个5元杂环环，含有O、N或S中的任意一个，该环可以被R4取代，R1是芳基、杂环或杂环取代的羰基；R2是氢、卤素、羧基、氨基、烷基、烷氧基羰基、烯基或环烷基；R3是芳基、杂环或烷基；R4是氢或烷基，每个取代基均可被取代，或其药学上可接受的盐作为活性成分。
• [EN] ALKYL-AND DI-SUBSTITUTED AMIDO-BENZYL SULFONAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS SULFONAMIDES AMIDO-BENZYLIQUES SUBSTITUÉS PAR UN GROUPE ALKYLE ET DISUBSTITUÉS
  申请人：GENENTECH INC

  公开号：WO2013130943A1

  公开（公告）日：2013-09-06

  The present invention relates to certain alkyl- and di-substituted amido-benzyl sulfonamide compounds, pharmaceutical compositions comprising such compounds, and to methods of treatment of NAMPT-mediated disorders, such as diabetes, rheumatoid arthritis, atherosclerosis, sepsis, inflammation and cancers comprising administering a theraputically effective amount of the amido-benzyl sulfonamide compound to a subject in need of treatment.

  本发明涉及某些烷基和二取代的酰胺基苯基磺酰胺化合物，包括这些化合物的药物组合物，以及治疗NAMPT介导的疾病的方法，如糖尿病、类风湿性关节炎、动脉粥样硬化、败血症、炎症和癌症，包括向需要治疗的受试者施用治疗有效量的酰胺基苯基磺酰胺化合物。
• Aryl- and heteroaryl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin
  申请人：Molino F. Bruce

  公开号：US20060052378A1

  公开（公告）日：2006-03-09

  The compounds of the present invention are represented by the chemical structure found in Formula (I): wherein: the carbon atom designated * is in the R or S configuration; and X is a fused bicyclic carbocycle or heterocycle selected from the group consisting of benzofuranyl, benzo[b]thiophenyl, benzoisothiazolyl, benzoisoxazolyl, indazolyl, indolyl, isoindolyl, indolizinyl, benzoimidazolyl, benzooxazolyl, benzothiazolyl, benzotriazolyl, imidazo[1,2-a]pyridinyl, pyrazolo[1,5-a]pyridinyl, [1,2,4]triazolo[4,3-a]pyridinyl, thieno[2,3-b]pyridinyl, thieno[3,2-b]pyridinyl, 1H-pyrrolo[2,3-b]pyridinyl, indenyl, indanyl, dihydrobenzocycloheptenyl, tetrahydrobenzocycloheptenyl, dihydrobenzothiophenyl, dihydrobenzofuranyl, indolinyl, naphthyl, tetrahydronaphthyl, quinolinyl, isoquinolinyl, 4H-quinolizinyl, 9aH-quinolizinyl, quinazolinyl, cinnolinyl, phthalazinyl, quinoxalinyl, benzo[1,2,3]triazinyl, benzo[1,2,4]triazinyl, 2H-chromenyl, 4H-chromenyl, and a fused bicyclic carbocycle or fused bicyclic heterocycle optionally substituted with substituents (1 to 4 in number) as defined in R 14 ; with R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 14 defined herein.

  本发明的化合物由以下式中的化学结构表示（I）： 其中： 指定为*的碳原子处于R或S构型；X是从苯并呋喃基、苯并噻吩基、苯并异噻唑基、苯并异噁唑基、吲哚基、吲哚基、异吲哚基、吲哚啉基、苯并咪唑基、苯并噁唑基、苯并噻唑基、苯并三唑基、咪唑并[1,2-a]吡啶基、吡唑并[1,5-a]吡啶基、[1,2,4]三唑并[4,3-a]吡啶基、噻吩并[2,3-b]吡啶基、噻吩并[3,2-b]吡啶基、1H-吡咯并[2,3-b]吡啶基、茚基、茚基、二氢苯并环庚烯基、四氢苯并环庚烯基、二氢苯并噻吩基、二氢苯并呋喃基、吲啉基、萘基、四氢萘基、喹啉基、异喹啉基、4H-喹啉基、9aH-喹啉基、喹唑啉基、喜啉基、邻苯二嗪基、喹啉基、苯并[1,2,3]三嗪基、苯并[1,2,4]三嗪基、2H-香豆素基、4H-香豆素基或者是一个可选地用取代基（1至4个）取代的螺联苯环或螺联杂环的螺联双环碳环或螺联双环杂环； 其中R1、R2、R3、R4、R5、R6、R7、R8和R14在此处定义。
• Sequential pericyclic reactions of cyclopentadienone with nonconjugated dienes. Intramolecular cycloaddition reactivity of the decarbonylated primary cycloadducts and X-ray structure of DDA adduct
  作者：Masashi Eto、Takashi Aoki、Kazunobu Harano

  DOI：10.1016/s0040-4020(01)89346-7

  日期：1994.1

  reacted readily with 2c-k to give [4+2]π cycloadducts (3c-k) that spontaneously lost carbon monoxide to afford the dihydrohexadiene derivatives (4), some of which underwent intramolecular cycloaddition reaction to give the double Diels-Alder reaction (DDA) cycloadducts (5). The structures of 4 and 5 were determined from spectral data. The intramolecular cycloaddition reactivity of 4 are discussed on the

  研究了2-氧代-1,3-双（乙氧羰基）-2 H-环戊[ a ] ac（1b）与非共轭二烯（2c-k）的环化反应。环戊二烯酮（1b）与2c-k容易反应，生成[4 + 2]π环加合物（3c-k），自发损失一氧化碳，得到二氢己二烯衍生物（4），其中一些经过分子内环加成反应得到双Diels-Alder反应（DDA）环加合物（5）。由光谱数据确定4和5的结构。分子内环加成反应性基于MNDO-PM3计算的过渡状态讨论图4。通过单晶X射线分析确定了由1和二苯并[ a，c ]环辛二烯形成的DDA环加合物的结构，表明由于键合相互作用，存在中等的键伸长。将观察到的数据与从MM和MO计算得到的结构中得出的数据进行比较。
• 1,1-Diacyloxy-1-phenylmethanes as versatile N-acylating agents for amines
  作者：Robert. S.L. Chapman、Joshua. D. Tibbetts、Steven. D. Bull

  DOI：10.1016/j.tet.2018.05.044

  日期：2018.9

  1,1-Diacyloxy-1-phenylmethanes and 1-pivaloxy-1-acyloxy-1-phenylmethanes have been used as bench stable N-acylating reagents for primary and secondary amines and anilines under solvent-free conditions to afford their corresponding amides in good yield.

  1,1-二酰氧基-1-苯基甲烷和1-新戊氧基-1-酰氧基-1-苯基甲烷已被用作无溶剂条件下的伯，仲胺和苯胺的稳定的N-酰化试剂，以得到良好的相应酰胺屈服。