(E)-2-甲基-3-[4-(吡啶-3-基甲基)苯基]丙-2-烯酸 | 75987-08-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: (E)-2-甲基-3-[4-(吡啶-3-基甲基)苯基]丙-2-烯酸
• 英文名称: (E)-3-<4-(3-pyridylmethyl)phenyl>-2-methylacrylic acid
• 英文别名: (E)-2-Methyl-3-(4-(3-pyridinylmethyl)phenyl)-2-propenoic acid；(E)-2-methyl-3-[4-(pyridin-3-ylmethyl)phenyl]acrylic acid；(E)-2-methyl-3-[4-(3-pyridylmethyl)phenyl]acrylic acid；2-Methyl-3-(4-(3-pyridinylmethyl)phenyl)-2-propenoic acid；(E)-2-methyl-3-[4-(pyridin-3-ylmethyl)phenyl]prop-2-enoic acid
• CAS: 75987-08-5
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: XMXMKWBRPQAPEB-FMIVXFBMSA-N

物化性质

• 沸点：
  437.9±30.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  (E)-2-甲基-3-[4-(吡啶-3-基甲基)苯基]丙-2-烯酸 生成 (E)-2-methyl-3-[4-(pyridin-3-ylmethyl)phenyl]acrylic acid mesylate
  参考文献：
  名称：

  TANOUCHI, TADAO;KAWAMURA, MASANORI;HAVASHI, MASAKI

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯甲基吡啶盐酸盐 在 盐酸 、 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.17h， 生成 (E)-2-甲基-3-[4-(吡啶-3-基甲基)苯基]丙-2-烯酸
  参考文献：
  名称：

  Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives

  摘要：

  The enzyme thromboxane (TX) synthetase is inhibited by pyridine. The beta-substituted pyridine derivatives showed higher inhibitory potency than the gamma-substituted ones having the same side chain. Among the beta-substituted derivatives containing the omega-carboxyalkyl group, the compounds with 6-8 carbon atoms in the side chain were especially effective. The derivatives holding the phenylene group in the side chain exhibited much higher inhibitory activity than those of the alkylene type. Among them, (E)-3-[4-(3-pyridylmethyl)phenyl]-2-methylacrylic acid hydrochloride (5a) had the highest potency (IC50 = 3 x 10(-9) M). The beta-substituted pyridine derivatives and 1-substituted imidazole derivatives which had the same side chain showed almost the same potency. The beta-substituted pyridine derivatives do not inhibit arachidonic acid cyclooxygenase or prostaglandin I2 synthetase, two other enzymes of the arachidonic cascade.

  DOI：

  10.1021/jm00142a006

文献信息

• Pyridine derivatives
  申请人：Ono Pharmaceutical Co., Ltd.,

  公开号：US04271170A1

  公开（公告）日：1981-06-02

  The pyridine derivatives of the general formula: ##STR1## [wherein A represents an alkylene group containing from 1 to 5 carbon atoms unsubstituted or substituted by a hydroxy group, B represents a single bond, or an oxygen or sulphur atom, or an alkylene group containing from 1 to 5 carbon atoms, D represents a single bond, or an alkylene group containing from 1 to 5 carbon atoms, R represents a grouping of the formula: ##STR2## (in which R.sup.6 represents a hydrogen atom, or an alkyl group containing from 1 to 4 carbon atoms), Z represents a single bond, or an ethynylene group, or a grouping of the formula: ##STR3## in which R.sup.2 represents a hydrogen atom, or an alkyl group containing from 1 to 4 carbon atoms, R.sup.3 represents a hydrogen, bromine or chlorine atom, or an alkyl group containing from 1 to 4 carbom atoms; the symbol represents a single or double bond, the carbon atom attached to R.sup.2 binds to B, and the carbon atom attached to R.sup.3 binds to D, R.sup.1 represents a hydroxy group, or a grouping of the formula: --COOR.sup.4 or --COSR.sup.4, in which R.sup.4 represents a hydrogen atom, or an alkyl group containing from 1 to 12 carbon atoms, or an aralkyl group containing from 7 to 13 carbon atoms, or a cycloalkyl group containing from 4 to 7 carbon atoms unsubstituted or substituted by at least one alkyl group containing from 1 to 4 carbon atoms, or a phenyl unsubstituted or substituted by at least one halogen atom, trifluoromethyl group, alkyl or alkoxy or alkylthio group containing from 1 to 4 carbon atoms, nitro or phenyl group, R.sup.5 represents a hydrogen atom, or an alkyl group containing from 1 to 4 carbon atoms, with the proviso that, when B represents an oxygen or sulphur atom, Z represents a single bond and D represents an alkylene group containing from 1 to 5 carbon atoms], and non-toxic acid addition salts thereof and, when R.sup.1 represents a carboxy or thiocarboxy group, non-toxic salts thereof, possess a strong inhibitory activity on thromboxane synthetase from rabbit platelet microsomes, and are useful as therapeutically active agents in the prevention or treatment of inflammation, hypertension, thrombus, cerebral apoplexy, asthma, myocardial infarction, cardiostenosis, cerebral infarction and acute cardiac death.

  通式为：##STR1##的吡啶衍生物[其中A代表含有1至5个碳原子的未取代或取代羟基的烷基，B代表单键，或氧或硫原子，或含有1至5个碳原子的烷基，D代表单键，或含有1至5个碳原子的烷基，R代表公式：##STR2##（其中R.sup.6代表氢原子，或含有1至4个碳原子的烷基），Z代表单键，或乙炔基，或公式：##STR3##（其中R.sup.2代表氢原子，或含有1至4个碳原子的烷基，R.sup.3代表氢、溴或氯原子，或含有1至4个碳原子的烷基；符号代表单键或双键，附在R.sup.2上的碳原子结合在B上，附在R.sup.3上的碳原子结合在D上，R.sup.1代表羟基，或公式：--COOR.sup.4或--COSR.sup.4（其中R.sup.4代表氢原子，或含有1至12个碳原子的烷基，或含有7至13个碳原子的芳基烷基，或含有4至7个碳原子未取代或取代至少一个含有1至4个碳原子的烷基的环烷基，或未取代或取代至少一个卤原子、三氟甲基基团、含有1至4个碳原子的烷基或烷氧基或烷硫基团、硝基或苯基的苯基），R.sup.5代表氢原子，或含有1至4个碳原子的烷基，但是当B代表氧或硫原子，Z代表单键，D代表含有1至5个碳原子的烷基时，则有所限制]及其非毒性酸加合物和当R.sup.1代表羧基或硫代羧基时，其非毒性盐，具有强烈的抑制兔血小板微粒体中的血栓素合成酶的活性，并可作为治疗性活性剂，在预防或治疗炎症、高血压、血栓、脑中风、哮喘、心肌梗死、心脏瓣膜狭窄、脑梗死和急性心脏死亡方面有用。
• Omega-[(hetero)alkyl]benz[cd]indol-2-amines
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0230035A2

  公开（公告）日：1987-07-29

  Omega-[(hetero)alkyl]benz[cd]indol-2-amines useful in inhibition of thromboxane synthetase and in treatment of hypertension in warm-blooded animals are disclosed.

  公开了可用于抑制血栓素合成酶和治疗温血动物高血压的ω-[（杂）烷基]苯并[cd]吲哚-2-胺。
• Method for the improvement of cyclosporine therapy
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0300675A2

  公开（公告）日：1989-01-25

  The present invention relates to a method for improving cyclosporine therapy, in particular a method for limiting cyclosporine induced nephrotoxicity which comprises the adjunct administration in a mammal of an effective amount of cyclosporine and an effective amount of an antithromboxane A₂ agent.

  本发明涉及一种改善环孢素治疗的方法，特别是一种限制环孢素诱导的肾毒性的方法，该方法包括在哺乳动物体内辅助施用有效量的环孢素和有效量的抗黄体生成素 A₂剂。
• TANOUCHI, TADAO;KAWAMURA, MASANORI;HAVASHI, MASAKI
  作者：TANOUCHI, TADAO、KAWAMURA, MASANORI、HAVASHI, MASAKI

  DOI：——

  日期：——
• JPS58216126A
  申请人：——

  公开号：JPS58216126A

  公开（公告）日：1983-12-15