4-(2,3-Dichloro-4-formyl-phenoxy)-butyric acid | 16861-42-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2,3-Dichloro-4-formyl-phenoxy)-butyric acid
• 英文别名: 4-(2,3-Dichloro-4-formylphenoxy)butyric acid；4-(2,3-dichloro-4-formylphenoxy)butanoic acid
• CAS: 16861-42-0
• 化学式: C₁₁H₁₀Cl₂O₄
• 分子量: 277.104
• InChiKey: KJCKIDCFGOHRMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2,3-Dichloro-4-formyl-phenoxy)-butyric acid 、 硝基丙烷 生成 4-[2,3-Dichloro-4-((E)-2-nitro-but-1-enyl)-phenoxy]-butyric acid
  参考文献：
  名称：

  (Vinylaryloxy)acetic acids. A new class of diuretic agents. 3. [(2-Nitro-1-alkenyl)aryloxy]acetic acids

  摘要：

  A series of [(2-nitro-1-alkenyl)aryloxy]acetic acids was synthesized and tested in dogs for saluretic and diuretic activity. A number of these compounds exhibit a high order of activity on iv or po administration; representative of these is (E)-[2,3-dichloro-4-(2-nitropropenyl)phenoxy]acetic acid (5). The most highly active compounds are qualitatively similar in action to [2,3-dichloro-4-(2-methylenebutyryl)phenoxylacetic acid (ethacrynic acid) in causing a prompt increase in the excretion of water and of sodium and chloride ions in approximately equimolar amounts but are three to five times as potent. Potassium ion excretion is increased but less markedly than sodium excretion.

  DOI：

  10.1021/jm00228a009
• 作为产物：
  描述：

  2,3-二氯-4-羟基苯甲醛 、 4-溴丁酸乙酯 生成 4-(2,3-Dichloro-4-formyl-phenoxy)-butyric acid
  参考文献：
  名称：

  (Vinylaryloxy)acetic acids. A new class of diuretic agents. 3. [(2-Nitro-1-alkenyl)aryloxy]acetic acids

  摘要：

  A series of [(2-nitro-1-alkenyl)aryloxy]acetic acids was synthesized and tested in dogs for saluretic and diuretic activity. A number of these compounds exhibit a high order of activity on iv or po administration; representative of these is (E)-[2,3-dichloro-4-(2-nitropropenyl)phenoxy]acetic acid (5). The most highly active compounds are qualitatively similar in action to [2,3-dichloro-4-(2-methylenebutyryl)phenoxylacetic acid (ethacrynic acid) in causing a prompt increase in the excretion of water and of sodium and chloride ions in approximately equimolar amounts but are three to five times as potent. Potassium ion excretion is increased but less markedly than sodium excretion.

  DOI：

  10.1021/jm00228a009

文献信息

• Compounds useful in treating sickle cell anemia
  申请人：Merck & Co., Inc.

  公开号：US04751244A1

  公开（公告）日：1988-06-14

  The present invention is directed to compounds of the general formula I and pharmaceutically acceptable salts thereof: ##STR1## wherein: R.sup.1 =HO or HOOC(CH.sub.2).sub.x CHR.sup.2 NH--; R.sup.2 =H, lower alkyl, benzyl or --CH.sub.2 OH; x=0 or 1; A=--(CH.sub.2).sub.n -- or ##STR2## n=1 to 5; and Y=H, Cl or OCH.sub.3 Z=H or Cl m=0 or 1 R=lower alkyl; with the proviso that where R.sup.1 =OH, Y is H or Cl and m is 1, n is 4 or 5. The present invention is also directed to an antisickling pharmaceutical carrier and an antisickling agent of the general formula (I) (without the proviso) and pharmaceutically acceptable salts thereof.

  本发明涉及一般式I的化合物及其药学上可接受的盐：##STR1##其中：R.sup.1= HO或HOOC(CH.sub.2).sub.x CHR.sup.2 NH-; R.sup.2= H、较低的烷基、苄基或--CH.sub.2 OH; x=0或1; A=--(CH.sub.2).sub.n --或##STR2## n=1至5; Y=H、Cl或OCH.sub.3; Z=H或Cl; m=0或1; R=较低的烷基；但是，当R.sup.1 = OH，Y为H或Cl且m为1时，n为4或5。本发明还涉及一种抗镰变药物载体和一般式（I）（不带前提条件）的抗镰变剂及其药学上可接受的盐。
• SCHULTZ E. M.; BICKING J. B.; DEANA A. A.; GOULD N. P.; STROBAUGH T. P.; +, J. MED. CHEM. <JMCM-AR>, 1976, 19, NO 6, 783-787
  作者：SCHULTZ E. M.、 BICKING J. B.、 DEANA A. A.、 GOULD N. P.、 STROBAUGH T. P.、 +

  DOI：——

  日期：——
• ABRAHAM, DONALD J.;WOLTERSDORF, OTTO W.;CRAGOE, EDWARD J.
  作者：ABRAHAM, DONALD J.、WOLTERSDORF, OTTO W.、CRAGOE, EDWARD J.

  DOI：——

  日期：——
• US4751244A
  申请人：——

  公开号：US4751244A

  公开（公告）日：1988-06-14
• (Vinylaryloxy)acetic acids. A new class of diuretic agents. 3. [(2-Nitro-1-alkenyl)aryloxy]acetic acids
  作者：Everett M. Schultz、John B. Bicking、Albert A. Deana、Norman P. Gould、Terence P. Strobaugh、L. Sherman Watson、Edward J. Cragoe

  DOI：10.1021/jm00228a009

  日期：1976.6

  A series of [(2-nitro-1-alkenyl)aryloxy]acetic acids was synthesized and tested in dogs for saluretic and diuretic activity. A number of these compounds exhibit a high order of activity on iv or po administration; representative of these is (E)-[2,3-dichloro-4-(2-nitropropenyl)phenoxy]acetic acid (5). The most highly active compounds are qualitatively similar in action to [2,3-dichloro-4-(2-methylenebutyryl)phenoxylacetic acid (ethacrynic acid) in causing a prompt increase in the excretion of water and of sodium and chloride ions in approximately equimolar amounts but are three to five times as potent. Potassium ion excretion is increased but less markedly than sodium excretion.