2-苯甲酰基-3-(二甲基氨基)丙烯腈 | 52200-09-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-苯甲酰基-3-(二甲基氨基)丙烯腈
• 中文别名: 2-[(二甲基氨基)亚甲基]-3-氧代-3-苯丙腈
• 英文名称: 2-benzoyl-3-(dimethylamino)-2-propenenitrile
• 英文别名: 2-cyano-3-dimethylamino-1-phenylprop-2-enone；2-benzoyl-3-(dimethylamino)acrylonitrile；3-dimethylamino-2-benzoylpropenenitrile；2-benzoyl-3-dimethylaminoacrylonitrile；(E)-2-benzoyl-3-(dimethylamino)acrylonitrile；2-benzoyl-3-(dimethylamino)prop-2-enenitrile
• CAS: 52200-09-6
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: ZHLDDWYMGDGHRL-UHFFFAOYSA-N

物化性质

• 熔点：
  128-129℃
• 沸点：
  396℃
• 密度：
  1.106
• 闪点：
  193℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  2-苯甲酰基-3-(二甲基氨基)丙烯腈 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以30%的产率得到(5-氨基-1H-吡唑-4-基)(苯基)甲酮
  参考文献：
  名称：

  Cyanoacetophenone as a Synthon for 1,4,5-Substituted Pyrazoles

  摘要：

  DOI：

  10.1007/pl00010132
• 作为产物：
  描述：

  苯甲酸甲酯 在 sodium hydride 作用下， 以 二甲基亚砜 、 甲苯 、 mineral oil 为溶剂， 反应 0.43h， 生成 2-苯甲酰基-3-(二甲基氨基)丙烯腈
  参考文献：
  名称：

  New trisubstituted cyanopyrazoles and cyanoscorpionates

  摘要：

  New syntheses are reported to give pyrazoles with cyano substituents at the 4-position of the pyrazole ring and ethyl or isopropyl substituents at the 3-position, as well as pyrazoles with cyano substituents at the 4-position and alkyl/aryl/bromo substituents at both the 3-and 5-positions. Synthesis of scorpionates using tetradecane as a high-boiling solvent has been shown to be more efficient than the melt method and has led to new scorpionates using the newly synthesized pyrazoles. An unexpected complex is isolated in which the Ni(cyclam)2(+) moiety crystallizes with two cyanoscorpionates as counterions, without binding of the scorpionate ligands to the Ni atom. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.12.016

文献信息

• SUBSTITUTED DIAMINOPYRIMIDYL COMPOUNDS, COMPOSITIONS THEREOF, AND METHODS OF TREATMENT THEREWITH
  申请人：Signal Pharmaceuticals, LLC

  公开号：US20150175557A1

  公开（公告）日：2015-06-25

  Provided herein are diaminopyrimidyl Compounds having the following structures: wherein X, L, R 1 , and R 2 are as defined herein, compositions comprising an effective amount of a Diaminopyrimidyl Compound, and methods for treating or preventing PKC-theta-mediated disorders, or a condition treatable or preventable by inhibition of a kinase, for example, PKC-theta.

  本文提供具有以下结构的二氨基嘧啶化合物： 其中X、L、R1和R2如本文所定义，包含有效量二氨基嘧啶化合物的组合物，以及用于治疗或预防PKC-theta介导的疾病或通过抑制激酶（例如PKC-theta）可治疗或预防的疾病的方法。
• [EN] GAMMA SECRETASE MODULATERS<br/>[FR] MODULATEURS DE GAMMA-SECRÉTASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011092272A1

  公开（公告）日：2011-08-04

  The invention relates to compounds of formula ( I ) wherein R1/R1' are independently from each other hydrogen, halogen, lower alkoxy or cyano; R2 is lower alkyl, halogen, lower alkoxy, lower alkyl substituted by halogen, lower alkoxy substituted by halogen, lower alkyl substituted by OR, =0, -C(O)O-lower alkyl, -C(O)NH-lower alkyl, cyano, CH2-O-lower alkyl, cycloalkyl, NRR'or is -O-(CH2)o-phenyl optionally substituted by halogen, or is -(CH2)o-phenyl optionally substituted by one, two or three substituents, selected from halogen, -(CH2)o-cyano, lower alkyl, lower alkyl substituted by halogen, lower alkyl substituted by hydroxy, C(O)H, -CH2-NH2-, -CH2-NH-C(O)O-lower alkyl, -CH2-NH-C(O)-lower alkyl, -CH2-NH-lower alkyl, -CH2-NH-S(O)2-lower alkyl, lower alkoxy or by lower alkoxy substituted by halogen, or is -(CH2)o-cycloalkyl, or is -(CH2)o-heterocycloalkyl which is optionally substituted by halogen, CF3, lower alkyl, -CH2CN, -C(O)-lower alkyl, -C(O)O-lower alkyl or S(O)2-lower alkyl, or is heteroaryl selected from the group consisting of furanyl, pyrazinyl, pyridinyl, benzooxazolyl or benzoimidazolyl which are optionally substituted by lower alkyl, or is 4-methyl-3,4-dihydro-2H-benzo[l,4]oxazine R and R' are independently from each other hydrogen or lower alkyl, and o is 0 or 1; R3 may occur once or twice and is lower alkyl; A is Formula a), b), c), d), e), f), h), i), j) and Formula k); R2' is hydrogen, lower alkyl, lower alkyl substituted by halogen, C(O)-lower alkyl, S(O)2-lower alkyl or phenyl optionally substituted by halogen; hetaryl is a 5 or 6 membered N, S or O-containing heteroaryl group; n is O, 1, 2 or 3; if n is 2 or 3, R2 may be the same or not; or to pharmaceutically active acid addition salts thereof. The present compounds of formula ( I ) are modulators for amyloid beta and thus, they may be useful for the treatment or prevention of a disease associated with the deposition of β-amyloid in the brain, in particular Alzheimer's disease, and other diseases such as cerebral amyloid angiopathy, hereditary cerebral hemorrhage with amyloidosis, Dutch-type (HCHWA-D), multi- infarct dementia, dementia pugilistica and Down syndrome.

  该发明涉及以下式（I）的化合物，其中R1/R1'分别独立地为氢、卤素、较低的烷氧基或氰基；R2为较低的烷基、卤素、较低的烷氧基、卤素取代的较低烷基、卤素取代的较低烷氧基、取代的较低烷基OR、=0、-C(O)O-较低烷基、-C(O)NH-较低烷基、氰基、CH2-O-较低烷基、环烷基、NRR'或为-O-(CH2)o-苯基，可选择地取代为卤素，或为-(CH2)o-苯基，可选择地取代为一个、两个或三个取代基，选自卤素、-(CH2)o-氰基、较低烷基、卤素取代的较低烷基、羟基取代的较低烷基、C(O)H、-CH2-NH2-、-CH2-NH-C(O)O-较低烷基、-CH2-NH-C(O)-较低烷基、-CH2-NH-较低烷基、-CH2-NH-S(O)2-较低烷基、较低烷氧基或取代的较低烷氧基，或为-(CH2)o-环烷基，或为-(CH2)o-杂环烷基，可选择地取代为卤素、CF3、较低烷基、-CH2CN、-C(O)-较低烷基、-C(O)O-较低烷基或S(O)2-较低烷基，或为杂芳基，选自呋喃基、吡嗪基、吡啶基、苯并噁唑基或苯并咪唑基，可选择地取代为较低烷基，或为4-甲基-3,4-二氢-2H-苯并[l,4]噁啉，R和R'分别独立地为氢或较低烷基，o为0或1；R3可能出现一次或两次，为较低烷基；A为式a)、b)、c)、d)、e)、f)、h)、i)、j)和式k)；R2'为氢、较低烷基、卤素取代的较低烷基、C(O)-较低烷基、S(O)2-较低烷基或可选择地取代为卤素的苯基；hetaryl为5或6成员的含氮、硫或氧的杂芳基；n为O、1、2或3；如果n为2或3，R2可能相同也可能不同；或其药用活性酸盐。该式（I）的化合物是淀粉样蛋白β的调节剂，因此，它们可能对与大脑中β-淀粉样蛋白沉积相关的疾病的治疗或预防有用，特别是阿尔茨海默病，以及其他疾病，如脑淀粉样血管病、遗传性淀粉样脑出血症，荷兰型（HCHWA-D），多梗死性痴呆、拳击性痴呆和唐氏综合征。
• GAMMA SECRETASE MODULATORS
  申请人：Baumann Karlheinz

  公开号：US20110190269A1

  公开（公告）日：2011-08-04

  The invention relates to compounds of formula wherein R 1 , R 1′ , R 2 , R 3 , n, A, and hetaryl are defined herein or to pharmaceutically active acid addition salts thereof. The present compounds of formula I are modulators for amyloid beta and thus, they may be useful for the treatment or prevention of a disease associated with the deposition of β-amyloid in the brain, in particular Alzheimer's disease, and other diseases such as cerebral amyloid angiopathy, hereditary cerebral hemorrhage with amyloidosis, Dutch-type (HCHWA-D), multi-infarct dementia, dementia pugilistica and Down syndrome.

  该发明涉及以下式的化合物 其中R 1 ，R 1′ ，R 2 ，R 3 ，n，A和hetaryl在此处定义，或其药用活性酸盐。式I的这些化合物是淀粉样蛋白β的调节剂，因此它们可能对与大脑中β-淀粉样蛋白沉积相关的疾病的治疗或预防有用，特别是阿尔茨海默病，以及其他疾病，如脑淀粉样血管病，遗传性脑出血伴有淀粉样变性，荷兰型（HCHWA-D），多梗死性痴呆，拳击性痴呆和唐氏综合征。
• Synthesis of Some New 6,8-Disubstituted 7,8-Dihydropyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidines and 6,7,8-Trisubstituted Pyrimido[2,3:4,3]Pyrazolo[1,5-a]Pyrimidine Derivatives
  作者：Yuh-Wen Ho、Chia-Tseng Yao

  DOI：10.1002/jccs.200300043

  日期：2003.4

  3,4-d]pyrimidine 5, which can react with appropriate Mannich base derivatives 13a-c and chalcones 27a,b to yield the corresponding 6,8-disubstituted 7,8-dihydropyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidines 15a-c and 30a,b, respectively. On the other hand, the 6,7,8-trisubstituted pyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidine derivatives 8a-g, 20a-e, 36 and 38 were obtained by treatment of compound 5 with

  5-cyano-1,6-dihydro-4-methyl-2-phenyl-6-thioxopyrimidine 4 与过量 85% 的水合肼环化得到 3-amino-4-methyl-6-phenylpyrazolo[3,4-d ]嘧啶 5，可与适当的曼尼希碱衍生物 13a-c 和查耳酮 27a,b 反应生成相应的 6,8-二取代 7,8-二氢嘧啶并[2,3:4,3]吡唑并[1,5-a ]嘧啶分别为 15a-c 和 30a,b。另一方面，通过化合物处理得到6,7,8-三取代嘧啶并[2,3:4,3]吡唑并[1,5-a]嘧啶衍生物8a-g、20a-e、36和38。在酸性条件下，分别与适当的 1,3-二酮 6a-g、3-二甲基氨基-1-（取代）丙-2-烯酮 18a-e、3-氨基巴豆腈 3 和乙氧基亚甲基丙二腈 37 对图 5 进行了分析。
• Silver(I) Ion-Mediated Desulfurization-Condensation of Thiocarbonyl Compounds with Several Nucleophiles
  作者：Isao Shibuya、Yoichi Taguchi、Tohru Tsuchiya、Akihiro Oishi、Eisaku Katoh

  DOI：10.1246/bcsj.67.3048

  日期：1994.11

  desulfurization-condensation reaction was investigated in the presence of silver(I) salt for several kinds of thiocarbonyl compounds with nucleophiles. Such thiocarbonyl compounds as 4,4′-bis(dimethylamino)thiobenzophenone, ethylene trithiocarbonate, and N-(thiobenzoyl)morpholine react with malononitrile or other active methylene compounds in the presence of silver trifluoroacetate to afford the corresponding

  在银(I)盐存在下研究了几种硫代羰基化合物与亲核试剂的脱硫缩合反应。4,4'-双(二甲氨基)噻二苯甲酮、亚乙基三硫代碳酸酯和N-(硫代苯甲酰基)吗啉等硫代羰基化合物在三氟乙酸银存在下与丙二腈或其他活性亚甲基化合物反应，生成相应的烯烃化合物和硫化银。硫代羰基化合物与一些其他亲核试剂（如苯胺衍生物和乙二醇）的这种反应也得到了亚胺和 1,3-二氧戊环衍生物。