1-tert-butyl-5-isopropylpyrazole-3-carbaldehyde | 187401-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-tert-butyl-5-isopropylpyrazole-3-carbaldehyde
• 英文别名: 5-isopropyl-1-t-butylpyrazole-3-carbaldehyde；1-tert-butyl-5-propan-2-ylpyrazole-3-carbaldehyde
• CAS: 187401-43-0
• 化学式: C₁₁H₁₈N₂O
• 分子量: 194.277
• InChiKey: ZOZPQRVHNWNFNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-5-isopropylpyrazole-3-carbaldehyde 在 manganese(IV) oxide 、 ammonium acetate 、 3-苄基羟乙基甲基噻唑氯化锂 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.17h， 生成 4-[5-(1-tert-Butyl-5-isopropyl-1H-pyrazol-3-yl)-1H-pyrrol-2-yl]-benzoic acid methyl ester
  参考文献：
  名称：

  Novel retinoic acid receptor α agonists: syntheses and evaluation of pyrazole derivatives

  摘要：

  We have designed and synthesized a series of pyrazole derivatives as candidate retinoic acid receptor (RAR) agonists. One of them, 4-[5-(1, 5-diisopropyl-1H-3-pyrazolyl)-1H-2-pyrrolyl]benzoic acid (11b), which possesses a 2,5-disubstituted pyrrole moiety, showed selective transactivation activity for the RAR alpha receptor, and had highly potent cell-differentiating activity on HL-60 cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00066-4
• 作为产物：
  描述：

  1-甲氧基-5-甲基己烷-2,4-二酮 在 manganese(IV) oxide 、 三溴化硼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 1-tert-butyl-5-isopropylpyrazole-3-carbaldehyde
  参考文献：
  名称：

  Novel retinoic acid receptor α agonists: syntheses and evaluation of pyrazole derivatives

  摘要：

  We have designed and synthesized a series of pyrazole derivatives as candidate retinoic acid receptor (RAR) agonists. One of them, 4-[5-(1, 5-diisopropyl-1H-3-pyrazolyl)-1H-2-pyrrolyl]benzoic acid (11b), which possesses a 2,5-disubstituted pyrrole moiety, showed selective transactivation activity for the RAR alpha receptor, and had highly potent cell-differentiating activity on HL-60 cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00066-4

文献信息

• Mono-or polyenic carboxylic acid derivatives
  申请人：Eisai Co., Ltd.

  公开号：US05977125A1

  公开（公告）日：1999-11-02

  Compounds of the formula ##STR1## and compounds of the formula ##STR2## or their salts have the potent ability to bind to retinoic acid receptors thus useful in treating psoriasis and rheumatoid arthritis.

  公式为##STR1##的化合物和公式为##STR2##的化合物或它们的盐具有与视黄酸受体结合的强大能力，因此在治疗牛皮癣和类风湿性关节炎方面非常有用。
• Heterocycle-containing carboxylic acid derivative and drug containing
  申请人：Eisai Co., Ltd

  公开号：US05977108A1

  公开（公告）日：1999-11-02

  Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): ##STR1## wherein A represents, for example, a heteroaryl group which contains at least one nitrogen atom and may have a substituent, B represents, for example, a heteroarylene group, a --CONH-- group or a group represented by the formula --CR.sup.6 .dbd.CR.sup.7 -- in which R.sup.6 and R.sup.7 represents H, a lower alkyl group or the like, D represents an arylene group, a heteroarylene group or the like, n1 stands for 0 or 1, M represents, for example, a hydroxyl group or a lower alkoxy group; or a physiologically acceptable salt thereof. As a retinoic-related compound replacing retinoic acid, it permits the provision of a preventive and/or therapeutic for various diseases.

  描述了一种含杂环的羧酸衍生物，其化学式如下所示（I）：##STR1## 其中A代表例如含有至少一个氮原子并且可能具有取代基的杂芳基，B代表例如杂芳基、--CONH--基团或由化学式--CR.sup.6 .dbd.CR.sup.7--表示的基团，其中R.sup.6和R.sup.7代表H、较低的烷基基团或类似物，D代表芳基、杂芳基或类似物，n1代表0或1，M代表例如羟基或较低的烷氧基；或其生理上可接受的盐。作为替代维甲酸的一种类维甲酸相关化合物，它可以提供用于各种疾病的预防和/或治疗。
• Heterocycle-containing carboxylic acid derivative and drug containing the same
  申请人：Eisai Co. Ltd.

  公开号：US20020032202A1

  公开（公告）日：2002-03-14

  Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): 1 wherein A represents, for example, a heteroaryl group which contains at least one nitrogen atom and may have a substituent, B represents, for example, a heteroarylene group, a —CONH— group or a group represented by the formula —CR 6 ═CR 7 — in which R 6 and R 7 represents H, a lower alkyl group or the like, D represents an arylene group, a heteroarylene group or the like, n1 stands for 0 or 1, M represents, for example, a hydroxyl group or a lower alkoxy group; or a physiologically acceptable salt thereof. As a retinoic-related compound replacing retinoic acid, it permits the provision of a preventive and/or therapeutic for various diseases.

  描述了一种含有杂环的羧酸衍生物，其化学式如下（I）：1其中A代表含有至少一个氮原子和可能具有取代基的杂芳基团，B代表例如杂芳烷基团，—CONH—基团或由公式—CR6═CR7—所表示的基团，其中R6和R7代表H、低碳基团或类似物，D代表芳基团、杂芳基团或类似物，n1代表0或1，M代表例如羟基或低碳氧基团；或其生理上可接受的盐。作为替代视黄酸的视黄酸相关化合物，它可以提供预防和/或治疗各种疾病的方法。
• Heterocycl-containing carboxylic acid derivative and drug containing the same
  申请人：Eisai Co. Ltd.

  公开号：US20020103234A1

  公开（公告）日：2002-08-01

  Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): 1 wherein A represents, for example, a heteroaryl group which contains at least one nitrogen atom and may have a substituent, B represents, for example, a heteroarylene group, a —CONH— group or a group represented by the formula —CR 6 ═CR 7 — in which R 6 and R 7 represents H, a lower alkyl group or the like, D represents an arylene group, a heteroarylene group or the like, n1 stands for 0 or 1, M represents, for example, a hydroxyl group or a lower alkoxy group; or a physiologically acceptable salt thereof. As a retinoic-related compound replacing retinoic acid, it permits the provision of a preventive and/or therapeutic for various diseases.

  描述了一种含杂环的羧酸衍生物，其化学式为（I）：1，其中A代表例如至少含有一个氮原子并且可能具有取代基的杂芳基团，B代表例如杂芳烃基团，-CONH-基团或由式子-CR6═CR7-表示的基团，其中R6和R7代表H、低碳基或类似物，D代表芳烃基团、杂芳烃基团或类似物，n1代表0或1，M代表例如羟基或低碳氧基基团；或其生理上可接受的盐。作为替代视黄酸的视黄酸相关化合物，它可以提供预防和/或治疗各种疾病的方法。
• MONO- OR POLYENIC CARBOXYLIC ACID DERIVATIVE
  申请人：Eisai Co., Ltd.

  公开号：EP0790228A1

  公开（公告）日：1997-08-20

  To provide novel compounds relating to retinoid which can substitute for retinoic acid used for preventing and treating several diseases and having antagonism against retinoid. Heterocyclic compounds represented by the general formula (1-I) or physiologically acceptable salts thereof:         Z-(CR3=CR2)n-COOR1     (1-I) Compounds represented by the general formula (2-I) or physiologically acceptable salts thereof: The compounds according to the present invention exhibit extremely high ability to bind RARs and are effective for treating various kind of diseases such as abnormality in cornification and rheumatoid arthritis.

  提供与维甲酸有关的新型化合物，这些化合物可以替代用于预防和治疗多种疾病的维甲酸，并对维甲酸具有拮抗作用。 通式（1-I）代表的杂环化合物或其生理上可接受的盐类： Z-(CR3=CR2)n-COOR1 (1-I) 通式 (2-I) 所代表的化合物或其生理学上可接受的盐： 本发明的化合物具有极高的结合 RARs 的能力，可有效治疗各种疾病，如玉米粒化异常和类风湿性关节炎。