N-ethyl-N-(4-pyridinylmethyl)-2-propenamide | 105357-18-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-ethyl-N-(4-pyridinylmethyl)-2-propenamide
• 英文别名: N-Ethyl-N-pyridin-4-ylmethyl-acrylamide；N-ethyl-N-(pyridin-4-ylmethyl)prop-2-enamide
• CAS: 105357-18-4
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.245
• InChiKey: PPXUYUPJKLAMKL-UHFFFAOYSA-N

物化性质

• 沸点：
  375.4±25.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-ethyl-N-(4-pyridinylmethyl)-2-propenamide 、 2,6-二叔丁基-4-巯基苯酚 在 三乙胺 作用下， 生成 3-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-N-ethyl-N-(4-pyridinylmethyl)propanamide
  参考文献：
  名称：

  Acylaminoalkylpyridines ad use in treatment of inflammation and allergy

  摘要：

  本发明的化合物是由以下式表示的酰胺基烷基吡啶：其中：R.sub.1和R.sub.2是卤素、苯基、取代苯基和##STR2##基的相同或不同成员，其中n、m和p分别是1到8的整数，且n+m+p等于或小于10；X是硫、亚砜基或砜基；Alk.sub.1是1到6个碳原子的直链或支链低碳烷基，R.sub.3是低碳基，Alk.sub.2是1到4个碳原子的直链或支链烷基；R.sub.4选自氢、卤素、羟基、低烷基和低烷氧基的组成成员；以及其药用盐。本发明的化合物在治疗炎症、过敏和过敏反应以及其他免疫系统疾病方面具有用途。

  公开号：

  US04663333A1
• 作为产物：
  描述：

  N-(4-吡啶甲基)乙胺 、 丙烯酰氯 在 silica 作用下， 以 三乙胺 为溶剂， 生成 N-ethyl-N-(4-pyridinylmethyl)-2-propenamide
  参考文献：
  名称：

  Acylaminoalkylpyridineamides as inhibitors of metastasis

  摘要：

  本发明涉及一种通过向需要该治疗的动物施用由以下式表示的丙烯酰胺基吡啶酰胺来抑制动物肿瘤转移的方法：##STR1## 其中：R.sub.1和R.sub.2是卤素、苯基、取代苯基和##STR2##基团，其中n、m和p独立地为1到8的整数，且n+m+p小于或等于10；x为硫醇或亚砜基；Alk.sub.1为1到6个碳原子的直链或支链低级烷基，R.sub.3为氢或低级烷基，Alk.sub.2为1到4个碳原子的直链或支链烷基；R.sub.4选自氢、卤素、羟基、低级烷基和低级烷氧基的群；或其药学上可接受的盐，在有效量下抑制肿瘤转移。

  公开号：

  US05030642A1

文献信息

• Preparation and use of ortho-sulfonamido aryl hydroxamic acids as matrix
  申请人：American Cyanamid Company

  公开号：US05929097A1

  公开（公告）日：1999-07-27

  The present invention relates to the discovery of novel, low molecular weight, non-peptide inhibitors of matrix metalloproteinases (e.g. gelatinases, stromelysins and collagenases) and TNF-.alpha. converting enzyme (TACE, tumor necrosis factor-.alpha. converting enzyme) which are useful for the treatment of diseases in which these enzymes are implicated such as arthritis, tumor growth and metastasis, angiogenesis, tissue ulceration, abnormal wound healing, periodontal disease, bone disease, proteinuria, aneurysmal aortic disease, degenerative cartilage loss following traumatic joint injury, demyelinating diseases of the nervous system, graft rejection, cachexia, anorexia, inflammation, fever, insulin resistance, septic shock, congestive heart failure, inflammatory disease of the central nervous system, inflammatory bowel disease, HIV infection, age related macular degeneration, diabetic retinopathy, proliferative vitreoretinopathy, retinopathy of prematurity, ocular inflammation, keratoconus, Sjogren's syndrome, myopia, ocular tumors, ocular angiogenesis/neovascularization. The TACE and MMP inhibiting ortho-sulfonamido aryl hydroxamic acids of the present invention are represented by the formula ##STR1## where the hydroxamic acid moiety and the sulfonamido moiety are bonded to adjacent carbons on group A.

  本发明涉及新发现的低分子量、非肽类基质金属蛋白酶（例如明胶酶、溶基质素和胶原酶）和肿瘤坏死因子α转化酶（TACE，肿瘤坏死因子α转化酶）的抑制剂，这些抑制剂用于治疗与这些酶相关的疾病，如关节炎、肿瘤生长和转移、血管生成、组织溃疡、异常伤口愈合、牙周病、骨病、蛋白尿、动脉瘤性主动脉疾病、关节创伤后的退行性软骨损失、神经系统脱髓鞘疾病、移植物排斥、恶病质、厌食、炎症、发热、胰岛素抵抗、感染性休克、充血性心力衰竭、中枢神经系统炎症性疾病、炎症性肠病、HIV感染、与年龄相关的黄斑变性、糖尿病视网膜病变、增生性玻璃体视网膜病变、早产儿视网膜病变、眼内炎症、圆锥角膜、干燥综合症、近视、眼内肿瘤、眼内血管生成/新生血管。本发明的TACE和MMP抑制的邻磺酰胺基芳基羟肟酸由下式表示：##STR1##，其中羟肟酸基团和磺酰胺基团通过相邻的碳原子与A组连接。
• Acylaminoalkylpyridines ad use in treatment of inflammation and allergy
  申请人：G. D. Searle & Co.

  公开号：US04663333A1

  公开（公告）日：1987-05-05

  The compounds of this invention are acylaminoalkylpyridines representd by the formula ##STR1## wherein: R.sub.1 and R.sub.2 are the same or different members of the group consisting of halo, phenyl, substituted phenyl and a ##STR2## group wherein n, m and p are independently an integer of from 1 to 8 provided n+m+p is equal to or less than 10; X is thio, sulfinyl or sulfonyl; Alk.sub.1 is straight or branched chain lower alkylene of 1 to 6 carbon atoms, R.sub.3 is lower alkyl, Alk.sub.2 is straight or branched chain alkylene of 1 to 4 carbon atoms; R.sub.4 is selected from the group consisting of hydrogen, halo, hydroxy, lower alkyl and lower alkoxy; and the pharmaceutically acceptable salts thereof. The compounds of the present invention are useful in the treatment of inflammation, allergy and hypersensitivity reactions and other disorders of the immune system.

  本发明的化合物是由以下式表示的酰胺基烷基吡啶：其中：R.sub.1和R.sub.2是卤素、苯基、取代苯基和##STR2##基的相同或不同成员，其中n、m和p分别是1到8的整数，且n+m+p等于或小于10；X是硫、亚砜基或砜基；Alk.sub.1是1到6个碳原子的直链或支链低碳烷基，R.sub.3是低碳基，Alk.sub.2是1到4个碳原子的直链或支链烷基；R.sub.4选自氢、卤素、羟基、低烷基和低烷氧基的组成成员；以及其药用盐。本发明的化合物在治疗炎症、过敏和过敏反应以及其他免疫系统疾病方面具有用途。
• Novel aminoalkylpyrdineamides
  申请人：G.D. Searle & Co.

  公开号：EP0190683A2

  公开（公告）日：1986-08-13

  The compounds of this invention are aminoalkylpyridineamides represented by the formula wherein: R, and R2 are the same or different members of the group consisting of halo, phenyl, substituted phenyl and a group wherein n, m and p are independently an integer of from 1 to 8 provided n + m + p is equal to or less than 10; x is thio, sulfinyl or sulfonyl; Alk, is straight or branched chain lower alkylene of 1 to 6 carbon atoms, R3 is lower alkyl, Alk2 is straight or branched chain alkylene of 1 to 4 carbon atoms: R4 is selected from the group consisting of hydrogen, halo, hydroxy, lower alkyl and lower alkoxy; and the pharmaceutically acceptable salts thereof. The compounds of the present invention are useful in the treatment of inflammation, allergy and hypersensitivity reactions and other disorders of the immune system.

  本发明的化合物是由以下式子表示的氨基烷基吡啶酰胺 其中R和R2是由卤代物、苯基、取代苯基和一个基团组成的组中相同或不同的成员。 其中 n、m 和 p 独立地为 1 至 8 的整数，条件是 n + m + p 等于或小于 10；x 为硫代、亚磺酰基或磺酰基；Alk 为 1 至 6 个碳原子的直链或支链低级亚烷基，R3 为低级亚烷基，Alk2 为 1 至 4 个碳原子的直链或支链亚烷基：R4 选自氢、卤素、羟基、低级烷基和低级烷氧基组成的组，及其药学上可接受的盐。本发明的化合物可用于治疗炎症、过敏和超敏反应以及免疫系统的其他疾病。
• Acylaminoalkylpyridineamides as inhibitors of tumor metastasis
  申请人：G.D. Searle & Co.

  公开号：EP0372409A2

  公开（公告）日：1990-06-13

  The present invention relates to a method of inhibiting tumor metastasis in an animal by administering to an animal in need of such treatment an acylaminoalkylpyridineamides represented by the formula wherein: R₁ and R₂ are the same or different members of the group consisting of halo, phenyl, substituted phenyl and a group wherein n, m and p are independently an interger of from 1 to 8 provided n + m + p is equal to or less than 10; x is thio or sulfinyl; Alk₁ is straight or branched chain lower alkylene of 1 to 6 carbon atoms, R₃ is hydrogen or lower alkyl, Alk₂ is straight or branched chain alkylene of 1 to 4 carbon atoms; R₄ is selected from the group consisting of hydrogen, halo, hydroxy, lower alkyl and lower alkoxy; or a pharmaceutically acceptable salt thereof, in an amount effective to inhibit tumor metastasis.

  本发明涉及一种抑制动物肿瘤转移的方法，其方法是给需要这种治疗的动物施用由 式表示的酰氨基烷基吡啶酰胺类化合物 其中R₁和R₂是由卤素、苯基、取代苯基组成的组中相同或不同的成员 其中 n、m 和 p 独立地为 1 至 8 的整数，条件是 n + m + p 等于或小于 10；x 为硫代或亚磺酰基；烷₁ 为 1 至 6 个碳原子的直链或支链低级亚烷基，R₃ 为氢或低级亚烷基，烷₂ 为 1 至 4 个碳原子的直链或支链亚烷基；R₄选自氢、卤素、羟基、低级烷基和低级烷氧基组成的组；或其药学上可接受的盐，其用量对抑制肿瘤转移有效。
• THE PREPARATION AND USE OF ORTHO-SULFONAMIDO ARYL HYDROXAMIC ACIDS AS MATRIX METALLOPROTEINASE AND TACE INHIBITORS
  申请人：American Cyanamid Company

  公开号：EP0938471B1

  公开（公告）日：2001-12-12