3-amino-4-benzoyl-5-methyl-2-phenyl-pyrrole | 56464-40-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-amino-4-benzoyl-5-methyl-2-phenyl-pyrrole
• 英文别名: (4-amino-2-methyl-5-phenyl-1H-pyrrol-3-yl)(phenyl)methanone；4-amino-3-benzoyl-2-methyl-5-phenylpyrrole；(4-amino-2-methyl-5-phenyl-pyrrol-3-yl)-phenyl-methanone；3-amino-4-benzoyl-5-methyl-2-phenylpyrrole；3-Amino-4-benzoyl-5-methyl-2-phenyl-pyrrol；(4-amino-2-methyl-5-phenyl-1H-pyrrol-3-yl)-phenylmethanone
• CAS: 56464-40-5
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: KYGFWQIOYBDYBN-UHFFFAOYSA-N

物化性质

• 沸点：
  493.6±45.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-amino-4-benzoyl-5-methyl-2-phenyl-pyrrole 在 氧气 、 亚甲兰 、 sodium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 17.0h， 生成 5-methoxy-6-methyl-2-phenylpyrimidin-4-yl phenyl ketone
  参考文献：
  名称：

  Tarzia, Giorgio; Panzone, Gianbattista; Zerilli, Luigi, Gazzetta Chimica Italiana, 1984, vol. 114, # 9/10, p. 431 - 436

  摘要：

  DOI：
• 作为产物：
  描述：

  2-amino-3-(1-iminoethyl)-1,4-diphenyl-2-buten-1,4-dione 生成 3-amino-4-benzoyl-5-methyl-2-phenyl-pyrrole
  参考文献：
  名称：

  TARZIA, G.;PANZONE, G.;RIPAMONTI, A., GAZZ. CHIM. ITAL., 1984, 114, N 5-6, 261-265

  摘要：

  DOI：

文献信息

• Pharmacologically active pyrrolodiazepines
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04022766A1

  公开（公告）日：1977-05-10

  Compounds of the following formula ##STR1## wherein R is hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec.-butyl or tert.-butyl; R.sub.1 is hydrogen, methyl, ethyl or phenyl; R.sub.2 is hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec.-butyl or tert.-butyl; R.sub.3 is hydrogen, methoxy, trifluoromethyl, chloro, bromo or fluoro; and R.sub.4 is methyl. The new compounds are useful as CNS depressants, anticonvulsants, anti-inflammatories and inhibitors of the enzymes which promote the synthesis of prostaglandins.

  以下化合物的化学式为 ##STR1## 其中R为氢，甲基，乙基，丙基，异丙基，丁基，异丁基，仲丁基或叔丁基；R.sub.1为氢，甲基，乙基或苯基；R.sub.2为氢，甲基，乙基，丙基，异丙基，丁基，异丁基，仲丁基或叔丁基；R.sub.3为氢，甲氧基，三氟甲基，氯，溴或氟；R.sub.4为甲基。这些新化合物可用作中枢神经系统抑制剂，抗惊厥剂，抗炎剂和促进前列腺素合成的酶的抑制剂。
• Pyrrolo[3,4-d]pyrimidines and methods for their preparation
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04010159A1

  公开（公告）日：1977-03-01

  Pyrrolo[3,4-d]pyrimidines of the following formula: ##STR1## wherein: R is hydrogen, (C.sub.1-4)alkyl, benzyl or chloro-substituted benzyl; R.sub.1 is hydrogen, (C.sub.1-4)alkyl, phenyl or phenyl substituted with methyl, ethyl, methoxy, hydroxy, chloro, fluoro or bromo; R.sub.2 is hydrogen, (C.sub.1-4)alkyl, phenyl or amino; R.sub.3 is hydrogen or (C.sub.1-4)alkyl; D is a divalent radical selected from the groups ##STR2## wherein the carbon atoms are linked to the carbon atom of the pyrrole nucleus and R.sub.4 represents hydroxy, (C.sub.1-4)alkyl or phenyl; and a salt thereof with a pharmaceutically-acceptable acid. The compounds are useful as antiinflammatories and as prostaglandin synthetase inhibitors.

  以下为Pyrrolo [3,4-d] pyrimidines的化学式：##STR1## 其中：R代表氢，（C.sub.1-4）烷基，苄基或氯代取代的苄基; R.sub.1代表氢，（C.sub.1-4）烷基，苯基或甲基，乙基，甲氧基，羟基，氯，氟或溴取代的苯基; R.sub.2代表氢，（C.sub.1-4）烷基，苯基或氨基; R.sub.3代表氢或（C.sub.1-4）烷基; D代表从以下组中选择的二价基团##STR2## 其中碳原子与吡咯核的碳原子相连，R.sub.4代表羟基，（C.sub.1-4）烷基或苯基; 以及其与药学上可接受的酸的盐。这些化合物可用作抗炎药和前列腺素合成酶抑制剂。
• Aminopyrrole derivatives
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04198502A1

  公开（公告）日：1980-04-15

  Pharmacologically-active aminopyrrole derivatives of the formula ##STR1## wherein: R is selected from hydrogen, (C.sub.1-4)alkyl, benzyl and chlorobenzyl; R.sub.1 is selected from hydrogen, (C.sub.1-4)alkyl, phenyl and phenyl substituted by a radical selected from methyl, ethyl, methoxy, ethoxy, benzyloxy, fluoro, chloro and bromo; R.sub.2 and R.sub.3 taken together, represent a benzylidene or a chlorobenzylidene radical; R.sub.4 is selected from (C.sub.2-4)alkanoyl; benzoyl, and benzoyl substituted by a radical selected from chloro, methoxy or ethoxy; R.sub.5 is selected from hydrogen, (C.sub.1-4)alkyl, or trifluoromethyl and a salt thereof with a pharmaceutically-acceptable acid. The compounds have anti-inflammatory and CNS-depressant utility. They are also useful as analgesics and antipyretics and display a very low degree of anti-ulcerogenic activity.

  公式为 ##STR1## 的药理活性氨基吡咯衍生物，其中：R选择氢，(C.sub.1-4)烷基，苯甲基和氯苯甲基；R.sub.1选择氢，(C.sub.1-4)烷基，苯基和苯基被甲基，乙基，甲氧基，乙氧基，苄氧基，氟，氯和溴中的一种基团取代；R.sub.2和R.sub.3一起表示苯甲亚甲基或氯苯甲亚甲基基团；R.sub.4选择(C.sub.2-4)烷酰基；苯甲酰基，以及被氯，甲氧基或乙氧基中的一种基团取代的苯甲酰基；R.sub.5选择氢，(C.sub.1-4)烷基或三氟甲基，并且与药学上可接受的酸盐一起使用。这些化合物具有抗炎和中枢神经系统抑制剂的效用。它们也用作镇痛剂和退烧药，并显示出非常低的抗溃疡活性。
• Synthesis and characterization of a peripherally restricted CB1 cannabinoid antagonist, URB447, that reduces feeding and body-weight gain in mice
  作者：Jesse LoVerme、Andrea Duranti、Andrea Tontini、Gilberto Spadoni、Marco Mor、Silvia Rivara、Nephi Stella、Cong Xu、Giorgio Tarzia、Daniele Piomelli

  DOI：10.1016/j.bmcl.2008.12.059

  日期：2009.2

  Cannabinoid CB1 receptor antagonists reduce body weight in rodents and humans, but their clinical utility as anti-obesity agents is limited by centrally mediated side effects. Here, we describe the first mixed CB1 antagonist/CB2 agonist, URB447 ([4-amino-1-(4-chlorobenzyl)-2-methyl-5-phenyl-1H-pyrrol-3-yl]( phenyl) methanone), which lowers food intake and body-weight gain in mice without entering the brain or antagonizing central CB1-dependent responses. URB447 may provide a useful pharmacological tool for investigating the cannabinoid system, and might serve as a starting point for developing clinically viable CB1 antagonists devoid of central side effects. (c) 2009 Elsevier Ltd. All rights reserved.
• Tarzia, Giorgio; Panzone, Gianbattista; Ripamonti, Ambrogio, Gazzetta Chimica Italiana, 1984, vol. 114, # 5/6, p. 261 - 266
  作者：Tarzia, Giorgio、Panzone, Gianbattista、Ripamonti, Ambrogio

  DOI：——

  日期：——