1-(1H-吡唑-3-基)-2-咪唑烷酮 | 785834-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 1-(1H-吡唑-3-基)-2-咪唑烷酮
• 英文名称: 1-(1H-pyrazol-3-yl)-2-imidazolidinone
• 英文别名: 1-(1H-pyrazol-3-yl)imidazolidin-2-one；1-(1H-pyrazol-5-yl)imidazolidin-2-one
• CAS: 785834-47-1
• 化学式: C₆H₈N₄O
• 分子量: 152.156
• InChiKey: LWBUPBMJCRARCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1H-吡唑-3-基)-2-咪唑烷酮 生成
  参考文献：
  名称：

  Organic Process Research and Development. 2010, 14, 895-901

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(2-chloroethyl)-3-({[(2-chloroethyl)amino]carbonyl}amino)-1H-pyrazole-1-carboxamide 在 potassium tert-butylate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 1-(1H-吡唑-3-基)-2-咪唑烷酮
  参考文献：
  名称：

  含有2,3-二氢-1 H-吡咯并[2,3- b ]吡啶部分的新型CRF-1拮抗剂的生产路线的确定。

  摘要：

  案例研究合成新型的CRF-1拮抗剂，其中包含2,3-二氢-1 H-吡咯并[2,3- b ]吡啶部分。越来越有效的合成路线的发展使三个候选物同时发展。确定了一条生产路线，并在中试规模上成功展示了制备100千克CRF-1拮抗剂GW876008的方法。

  DOI：

  10.1021/op100147h
• 作为试剂：
  描述：

  1-(1H-吡唑-3-基)-2-咪唑烷酮 、 4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine 在 1-(1H-吡唑-3-基)-2-咪唑烷酮 作用下， 以53的产率得到Emicerfont
  参考文献：
  名称：

  J. Med. Chem. 2008, 51, 7370-7379

  摘要：

  DOI：

文献信息

• [EN] CONDENSED N-HETEROCYCLIC COMPOUNDS AND THEIR USE AS CRF RECEPTOR ANTAGONISTS<br/>[FR] COMPOSES N-HETEROCYCLIQUES CONDENSES ET LEUR UTILISATION COMME ANTAGONISTES DU RECEPTEUR CRF
  申请人：SB PHARMCO INC

  公开号：WO2004094419A1

  公开（公告）日：2004-11-04

  The present invention provides compounds of formula (I) including stereoisomers, prodrugs and pharmaceutically acceptable salts or solvates thereof (Formula (I)) wherein the dashed line may represent a double bond; R is aryl or heteroaryl, each of which may be substituted by 1 to 4 groups J selected from: halogen, C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C2-C6 .alkenyl, ,C2-C6 -alkynyl,-halo-C1=C6 -aIkoxy,-=C(O)RZ,-nitro, -hydroxy, =NR3R4i cyano, and or a group Z; R, is hydrogen, C3-C7 cycloalkyl, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C2-C6 alkenyl, C2-C6 alkynyl, halo C1-C6 alkyl, halo C1-C6 alkoxy, halogen, NR3R4or cyano; D, G is -C- optionally substituted; A is -C- optionally substituted; X is carbon or-nitrogen; Y is nitrogen or -C- optionally substituted; W is a 4-8 carbocyclic membered ring, which may be saturated or may contain one to three double bonds,, and in which: - one carbon atom is replaced by a carbonyl or S(O)m; and - one to four carbon atoms may optionally be replaced by oxygen, nitrogen or NR14, S(O)m, carbonyl, and such ring may be further substituted by I to 8 substituents; Z is a 5-6 membered heterocycle or a phenyl, which may be substituted by I to 8 substituents; m is an integer from 0 to 2, to processes for their preparation, to pharmaceutical compositions containing them and to their use in the treatment of conditions mediated by corticotropin-releasing factor (CRF).

  本发明提供了化合物的公式(I)，包括立体异构体、前药和其药学上可接受的盐或溶剂（公式(I)），其中虚线可能表示双键；R是芳基或杂环芳基，每个都可以由1到4个J组成，所选自：卤素、C1-C6烷基、C1-C6烷氧基、卤代C1-C6烷基、C2-C6烯基、C2-C6炔基、卤代C1=C6烷氧基、=C(O)RZ、硝基、羟基、=NR3R4i氰基，或Z组；R是氢、C3-C7环烷基、C1-C6烷基、C1-C6烷氧基、C1-C6硫代烷基、C2-C6烯基、C2-C6炔基、卤代C1-C6烷基、卤代C1-C6烷氧基、卤素、NR3R4或氰基；D，G是可选取代的-C-；A是可选取代的-C-；X是碳或氮；Y是氮或可选取代的-C-；W是一个4-8碳环成员环，可以饱和或含有一到三个双键，其中：-一个碳原子被羰基或S(O)m取代；和-一到四个碳原子可以选择性地被氧、氮或NR14、S(O)m、羰基取代，这样的环可能进一步由1到8个取代基取代；Z是一个5-6成员杂环或苯基，可以由1到8个取代基取代；m是一个从0到2的整数，用于它们的制备方法，含有它们的药物组合物以及它们在治疗由促肾上腺皮质激素释放因子（CRF）介导的疾病中的用途。
• Organic compounds
  申请人：Beattie David

  公开号：US20100035898A1

  公开（公告）日：2010-02-11

  There are described cyclohexyl amide derivatives useful as corticotropin releasing factor (CRF 1 ) receptor antagonists.

  描述了环己基酰胺衍生物，可用作促肾上腺皮质激素释放因子（CRF1）受体拮抗剂。
• [EN] CONDENSED N-HETEROCYCLIC COMPOUNDS AND THEIR USE AS CRF RECEPTOR ANTAGONISTS<br/>[FR] DERIVES BICYCLIQUES, LEUR PREPARATION, COMPOSITIONS PHARMACEUTIQUES LES CONTENANT ET LEUR USAGE THERAPEUTIQUE
  申请人：SB PHARMCO INC

  公开号：WO2004094420A1

  公开（公告）日：2004-11-04

  The present invention provides compounds of formula (I) including stereoisomers, prodrugs and pharmaceutically acceptable salts or solvates thereof (Formula (I)) wherein the dashed line may represent a double bond; R is aryl or heteroaryl, each of which may be substituted by 1 to 4 groups J selected from: halogen, C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C2-C6 lkenyl, C2-C6 alkynyl, halo C1-C6 alkoxy, -C(O)R2, nitro, hydroxy, -NR3R4, cyano and or a group Z; R1 is hydrogen, C3-C7 cycloalkyl, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C2-C6 alkenyl, C2-C6 alkynyl, halo C1-C6 alkyl, halo Cl­-C6 alkoxy, halogen, NR3R4 or cyano; D, G is.-C- optionally substituted; X is carbon or nitrogen; Y is nitrogen or -C- optionally substituted; W is a 4-8 membered ring, which may be saturated or may contain one to three double bonds, and in which: - one carbon atom is replaced by a carbonyl or S(O)m; and - one to four carbon atoms may optionally be replaced by oxygen, nitrogen or NR12, S(O)m, carbonyl, and such ring may be further substituted by 1 to 8 substituents; Z is a 5-6 membered heterocycle, which may be substituted by 1 to 8 R5 groups or a phenyl ring, which may be substituted by 1 to 4 substituents; m is an integer from 0 to 2. to processes for their preparation, to pharmaceutical compositions containing them and to their use in the treatment of conditions mediated by corticotropin-releasing factor (CRF).

  本发明提供了式（I）的化合物，包括立体异构体、前药和其药学上可接受的盐或溶剂化物（式（I））其中虚线可以表示双键；R是芳基或杂环芳基，每个基团可以被1-4个J基团所取代，所述J基团选择自：卤素、C1-C6烷基、C1-C6烷氧基、卤代C1-C6烷基、C2-C6烯基、C2-C6炔基、卤代C1-C6烷氧基、-C（O）R2、硝基、羟基、-NR3R4、氰基或Z基团；R1是氢、C3-C7环烷基、C1-C6烷基、C1-C6烷氧基、C1-C6硫代烷基、C2-C6烯基、C2-C6炔基、卤代C1-C6烷基、卤代Cl-C6烷氧基、卤素、NR3R4或氰基；D、G是可选取代的-C-；X是碳或氮；Y是氮或可选取代的-C-；W是4-8成员环，可以饱和或含有1-3个双键，其中：-一个碳原子被羰基或S（O）m取代；-一个到四个碳原子可以选择性地被氧、氮或NR12、S（O）m、羰基取代，该环可能进一步被1-8个取代基所取代；Z是5-6成员杂环，可以被1-8个R5基团所取代或苯环，可以被1-4个取代基所取代；m是0到2的整数。本发明还涉及其制备方法、含有它们的制药组合物以及它们在治疗由促肾上腺皮质激素释放因子（CRF）介导的疾病中的用途。
• Condensed n-heterocyclic compounds and their use as crf receptor antagonists
  申请人：Andreotti Daniele

  公开号：US20070004708A1

  公开（公告）日：2007-01-04

  The present invention provides compounds of formula (I) including stereoisomers, prodrugs and pharmaceutically acceptable salts or solvates thereof (Formula (I)) wherein the dashed line may represent a double bond; R is aryl or heteroaryl, each of which may be substituted by 1 to 4 groups J selected from: halogen, C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C2-C6 lkenyl, C2-C6 alkynyl, halo C1-C6 alkoxy, —C(O)R 2 , nitro, hydroxy, —NR 3 R 4 , cyano and or a group Z; R 1 is hydrogen, C3-C7 cycloalkyl, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C2-C6 alkenyl, C2-C6 alkynyl, halo C1-C6 alkyl, halo C1-C6 alkoxy, halogen, NR 3 R 4 or cyano; D, G is —C— optionally substituted; X is carbon or nitrogen; Y is nitrogen or —C— optionally substituted; W is a 4-8 membered ring, which may be saturated or may contain one to three double bonds, and in which:—one carbon atom is replaced by a carbonyl or S(O) m ; and—one to four carbon atoms may optionally be replaced by oxygen, nitrogen or NR 12 , S(O) m , carbonyl, and such ring may be further substituted by 1 to 8 substituents; Z is a 5-6 membered heterocycle, which may be substituted by 1 to 8 R 5 groups or a phenyl ring, which may be substituted by 1 to 4 substituents; m is an integer from 0 to 2. to processes for their preparation, to pharmaceutical compositions containing them and to their use in the treatment of conditions mediated by corticotropin-releasing factor (CRF).

  本发明提供了式(I)的化合物，包括立体异构体、前药和其药学上可接受的盐或溶剂合物（式(I)），其中虚线可表示双键；R为芳基或杂环芳基，每个都可以被1到4个J基团替代，所述J基团选自：卤素、C1-C6烷基、C1-C6烷氧基、卤代C1-C6烷基、C2-C6烯基、C2-C6炔基、卤代C1-C6烷氧基、—C(O)R2、硝基、羟基、—NR3R4、氰基或Z基；R1为氢、C3-C7环烷基、C1-C6烷基、C1-C6烷氧基、C1-C6硫代烷基、C2-C6烯基、C2-C6炔基、卤代C1-C6烷基、卤代C1-C6烷氧基、卤素、NR3R4或氰基；D、G为可选取代的—C—；X为碳或氮；Y为氮或可选取代的—C—；W为4-8个成员的环，可以饱和或含有1-3个双键，在其中：—一个碳原子被羰基或S（O）m所取代；—1-4个碳原子可以被氧、氮或NR12、S（O）m、羰基所取代，并且该环可以进一步被1-8个取代基所取代；Z为5-6个成员的杂环，可以被1-8个R5基团或苯环所取代，该苯环可以被1-4个取代基所取代；m为0-2的整数。本发明还提供了制备这些化合物的方法，以及含有它们的药物组合物，并用于治疗由促肾上腺皮质激素释放因子（CRF）介导的疾病。
• Process for Preparing Bicyclic Compounds
  申请人：Bacchi Sergio

  公开号：US20080312444A1

  公开（公告）日：2008-12-18

  The present invention relates to a novel process for preparing compounds of formula (IA), which are potent and specific antagonists of corticotropin-releasing factor (CRF) receptors, from intermediate compounds of formula (I), by a coupling reaction catalysed by copper.

  本发明涉及一种新型制备式（IA）化合物的方法，该化合物是促肾上腺皮质激素释放因子（CRF）受体的有效和特异性拮抗剂，该方法通过铜催化的偶联反应从式（I）的中间体化合物制备得到。