4-ethoxy-2,2'-bipyrrole-5-carboxaldehyde | 170431-40-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-ethoxy-2,2'-bipyrrole-5-carboxaldehyde
• 英文别名: 4-ethoxy-1H,1'H-[2,2'-bipyrrole]-5-carbaldehyde；3-ethoxy-5-(1H-pyrrol-2-yl)-1H-pyrrole-2-carbaldehyde
• CAS: 170431-40-0
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: ZGIGYMRNXJJOKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-ethoxy-2,2'-bipyrrole-5-carboxaldehyde 、 2-undecylpyrrole 在 ammonium hydroxide 作用下， 以 盐酸 、 甲醇 、 乙酸乙酯 、 正戊烷 为溶剂， 生成 4-ethoxy-5-[(5-undecyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi-1H-pyrrole, hydrochloride
  参考文献：
  名称：

  Pyrrolydenemethyl-derivatives and process for their preparation

  摘要：

  揭示了具有免疫调节活性的新型和已知的5-(2H-吡咯-2-基)甲基-2,2'-联-1H-吡咯衍生物，其通式(I)及其药用可接受的盐。

  公开号：

  US05691334A1

文献信息

• 2,2'-bi-1H-pyrrole derivatives with immunosuppressant activity
  申请人：Pharmacia Italia S.p.A.

  公开号：EP1241162A1

  公开（公告）日：2002-09-18

  New and known 5-[(2H-pyrrol-2-ylidene)methyl]-2,2'-bi-1H-pyrrole derivatives, having immunomodulating activity and, represented by the following general formula (I) wherein, subject to a proviso, R1 represents hydrogen, phenyl, C1-C20 alkyl or C2-C20 alkenyl, wherein the alkyl and alkenyl groups may be unsubstituted or substituted by 1 to 3 substituents chosen independently from halogen, C1-C6 alkoxy, hydroxy, aryl and aryloxy; R2 represents hydrogen, C1-C6 alkyl, cyano, carboxy or (C1-C6 alkoxy) carbonyl; R3 represents halogen, hydroxy or C1-C11 alkoxy unsubstituted or substituted by phenyl; R4 represent hydrogen, C1-C6 alkyl or phenyl; each or R5 and R6 independently represents hydrogen, C2-C20 alkanoyl, C3-C20 alkenoyl, phenyl, C1-C20 alkyl or C2-C20 alkenyl, wherein the alkanoyl, alkenoyl, alkyl and the alkenyl groups may be unsubstituted or substituted by 1 to 3 substituents chosen independently from halogen, C1-C6 alkoxy, hydroxy, aryl, aryloxy, cyano, carboxy, (C1-C6 alkoxy)carbonyl, (C3-C4 alkenyl)carbamoyl, aralkylcarbamoyl, arylcarbamoyl and -CONRcRd in which each of Rc and Rd independently is hydrogen or C1-C6 alkyl or Rc arid Rd, taken together with the nitrogen atom to which they are linked, form a morpholino or piperidino ring; or two of R4, R5 and R6 taken together form a C4-C12 polymethylene chain, which can be unsubstituted or substituted by a C1-C12 alkyl, by a C2-C12 alkenyl or by a C1-C12 alkylidene group, wherein the alkyl, alkenyl and alkylidene groups may be in turn unsubstituted or substituted by a substituent chosen from halogen, C1-C6 alkoxy, hydroxy, cyano, carboxy, (C1-C6 alkoxy)carbonyl, aryloxy and aryl; the remaining one being hydrogen or C1-C12 alkyl; and the pharmaceutically acceptable salts thereof, are disclosed.

  具有免疫调节活性的新的和已知的 5-[(2H-吡咯-2-亚基)甲基]-2,2'-双-1H-吡咯衍生物，由以下通式(I)表示 其中，根据但书，R1 代表氢、苯基、C1-C20 烷基或 C2-C20 烯基，其中烷基和烯基可以未被取代或被 1 至 3 个独立选自卤素、C1-C6 烷氧基、羟基、芳基和芳氧基的取代基取代；R2 代表氢、C1-C6 烷基、氰基、羧基或（C1-C6 烷氧基）羰基；R3 代表卤素、羟基或未被取代或被苯基取代的 C1-C11 烷氧基；R4 代表氢、C1-C6 烷基或苯基；其中每个 Rc 和 Rd 独立地为氢或 C1-C6 烷基，或 Rc 和 Rd 与它们连接的氮原子一起形成吗啉环或哌啶环；或 R4、R5 和 R6 中的两个共同形成 C4-C12 聚亚甲基链，该链可以未被 C1-C12 烷基、C2-C12 烯基或 C1-C12 亚烷基取代，其中烷基、烯基和亚烷基可依次未被取代或被选自卤素、C1-C6 烷氧基、羟基、氰基、羧基、(C1-C6 烷氧基)羰基、芳氧基和芳基的取代基取代；余下的一个为氢或 C1-C12 烷基；及其药学上可接受的盐，均已公开。
• NOVEL 2,2'-BI-1H-PYRROLE DERIVATIVES WITH IMMUNOSUPPRESSANT ACTIVITY
  申请人：Pharmacia S.p.A.

  公开号：EP0686147A1

  公开（公告）日：1995-12-13
• US5691334A
  申请人：——

  公开号：US5691334A

  公开（公告）日：1997-11-25
• [EN] NOVEL 2,2'-BI-1H-PYRROLE DERIVATIVES WITH IMMUNOSUPPRESSANT ACTIVITY<br/>[FR] NOUVEAUX DERIVES 2,2'-BI-1H-PYRROLE POSSEDANT UNE ACTIVITE IMMUNOSUPPRESSIVE
  申请人：PHARMACIA S.P.A.

  公开号：WO1995017381A1

  公开（公告）日：1995-06-29

  (EN) New and known 5-[(2H-pyrrol-2-ylidene)methyl]-2,2'-bi-1H-pyrrole derivatives, having immunomodulating activity and, represented by general formula (I) wherein, subject to a proviso, R1 represents hydrogen, phenyl, C1-C20 alkyl or C2-C20 alkenyl, wherein the alkyl and alkenyl groups may be unsubstituted or substituted by 1 to 3 substituents chosen independently from halogen, C1-C6 alkoxy, hydroxy, aryl and aryloxy; R2 represents hydrogen, C1-C6 alkyl, cyano, carboxy or (C1-C6 alkoxy)carbonyl; R3 represents halogen, hydroxy or C1-C11 alkoxy unsubstituted or substituted by phenyl; R4 represents hydrogen, C1-C6 alkyl or phenyl; each or R5 and R6 independently represents hydrogen, C2-C20 alkanoyl, C3-C20 alkenoyl, phenyl, C1-C20 alkyl or C2-C20 alkenyl, wherein the alkanoyl, alkenoyl, alkyl and the alkenyl groups may be unsubstituted or substituted by 1 to 3 substituents chosen independently from halogen, C1-C6 alkoxy, hydroxy, aryl, aryloxy, cyano, carboxy, (C1-C6 alkoxy)carbonyl, (C3-C4 alkenyl)carbamoyl, aralkylcarbamoyl, arylcarbamoyl and -CONRcRd in which each of Rc and Rd independently is hydrogen or C1-C6 alkyl or Rc and Rd, taken together with the nitrogen atom to which they are linked, form a morpholino or piperidino ring; or two of R4, R5 and R6 taken together form a C4-C12 polymethylene chain, which can be unsubstituted or substituted by a C1-C12 alkyl, by a C2-C12 alkenyl or by a C1-C12 alkylidene group, wherein the alkyl, alkenyl and alkylidene groups may be in turn unsubstituted or substituted by a substituent chosen from halogen, C1-C6 alkoxy, hydroxy, cyano, carboxy, (C1-C6 alkoxy)carbonyl, aryloxy and aryl; the remaining one being hydrogen or C1-C12 alkyl; and the pharmaceutically acceptable salts thereof, are disclosed.(FR) De nouveaux dérivés et des dérivés connus de 5-[(2H-pyrrol-2-ylidène)méthyl]-2,2'-bi-1H-pyrrole, ainsi que leurs sels pharmacologiquement acceptables, ont une activité immunomodulatrice et sont représentés par la formule générale (I) dans laquelle, sous certaines conditions, R1 représente hydrogène, phényle, alcoyle C1-C20 ou alcényle C2-C20, les groupes alcoyle et alcényle pouvant être non substitués ou substitués par un à trois substituants choisis indépendamment parmi halogène, alcoxy C1-C6, hydroxy, aryle et aryloxy; R2 représente hydrogène, alcoyle C1-C6, cyano, carboxy ou (alcoxy C1-C6)carbonyle; R3 représente halogène, hydroxy ou alcoxy C1-C11, non substitué ou substitué par phényle; R4 représente hydrogène, alcoyle C1-C6 ou phényle; R5 et R6 représentent chacun indépendamment hydrogène, alcanoyle C2-C20, alcénoyle C3-C20, phényle, alcoyle C1-C20 ou alcényle C2-C20, ces groupes alcanoyle, alcénoyle, alcoyle et alcényle pouvant être non substitués ou substitués par un à trois substituants choisis indépendamment parmi halogène, alcoxy C1-C6, hydroxy, aryle, aryloxy, cyano, carboxy, (alcoxy C1-C6)carbonyle, (alcényle C3-C4)carbamoyle, aralcoylcarbamoyle, arylcarbamoyle et -CONRcRd où Rc et Rd représentent chacun indépendamment hydrogène ou alcoyle C1-C6, ou bien Rc et Rd, pris ensemble avec l'atome d'azote auquel ils sont liés, forment un noyau morpholino ou pipéridino; ou deux parmi R4, R5 et R6 pris ensemble forment une chaîne polyméthylène C4-C12, qui peut être non substituée ou substituée par un groupe alcoyle C1-C12, par un groupe alcényle C2-C12 ou par un groupe alcoylidène C1-C12, les groupes alcoyle, alcényle et alcoylidène pouvant être à leur tour non substitués ou substitués par un substituant choisi parmi halogène, alcoxy C1-C6, hydroxy, cyano, carboxy, (alcoxy C1-C6)carbonyle, aryloxy et aryle; celui restant parmi R4, R5 et R6 pouvant représenter hydrogène ou alcoyle C1-C12.
• Pyrrolydenemethyl-derivatives and process for their preparation
  申请人：Pharmacia & Upjohn S.p.A.

  公开号：US05691334A1

  公开（公告）日：1997-11-25

  New and known 5-\x9b(2H-pyrrol-2-ylidene)methyl!-2,2'-bi-1H-pyrrole derivatives, having immunomodulating activity and, represented by the general formula (I) and the pharmaceutically acceptable salts thereof, are disclosed.

  揭示了具有免疫调节活性的新型和已知的5-(2H-吡咯-2-基)甲基-2,2'-联-1H-吡咯衍生物，其通式(I)及其药用可接受的盐。