6-chloro-3-((3,4-dioxo-2-(pentan-3-ylamino)cyclobut-1-en-1-yl)amino)-2-hydroxy-N-methoxy-N-methylbenzenesulfonamide | 1206894-99-6

• 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: 6-chloro-3-((3,4-dioxo-2-(pentan-3-ylamino)cyclobut-1-en-1-yl)amino)-2-hydroxy-N-methoxy-N-methylbenzenesulfonamide
• 英文别名: 6-chloro-3-[2-(1-ethylpropylamino)-3,4-dioxo-cyclobut-1-enylamino]-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide；6-Chloro-3-[2-(1-ethyl-propylamino)-3,4-dioxo-cyclobut-1-enylamino]-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide；6-chloro-3-[[3,4-dioxo-2-(pentan-3-ylamino)cyclobuten-1-yl]amino]-2-hydroxy-N-methoxy-N-methylbenzenesulfonamide
• CAS: 1206894-99-6
• 化学式: C₁₇H₂₂ClN₃O₆S
• 分子量: 431.897
• InChiKey: HZMAFSFOEIRHAL-UHFFFAOYSA-N

物化性质

• 沸点：
  533.7±60.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  6-chloro-3-((3,4-dioxo-2-(pentan-3-ylamino)cyclobut-1-en-1-yl)amino)-2-hydroxy-N-methoxy-N-methylbenzenesulfonamide 、 胆碱 以 甲醇 为溶剂， 反应 1.75h， 以25.4 kg的产率得到6-chloro-3-[2-(1-ethyl-propylamino)-3,4-dioxo-cyclobut-1-enylamino]-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide choline salt
  参考文献：
  名称：

  [EN] CHOLINE SALT OF AN ANTI - INFLAMMATORY SUBSTITUTED CYCLOBUTENEDIONE COMPOUND
  [FR] SEL DE CHOLINE D'UN COMPOSÉ ANTI-INFLAMMATOIRE À BASE DE CYCLOBUTÈNEDIONE SUBSTITUÉ

  摘要：

  6-氯-3-[2-(1-乙基-丙基氨基)-3,4-二氧杂环丁-1-烯基氨基]-2-羟基-N-甲氧基-N-甲基苯磺酰胺胆碱，固体药物组合物和口服剂型，包含该化合物，并使用这些组合物和口服剂型治疗患有炎症、阻塞性或过敏性疾病的人的方法。

  公开号：

  WO2013030803A1
• 作为产物：
  描述：

  3-amino-6-chloro-2-hydroxy-N-methoxy-N-methylbenzene-1-sulfonamide 以 四氢呋喃 、 乙醇 为溶剂， 反应 6.0h， 生成 6-chloro-3-((3,4-dioxo-2-(pentan-3-ylamino)cyclobut-1-en-1-yl)amino)-2-hydroxy-N-methoxy-N-methylbenzenesulfonamide
  参考文献：
  名称：

  Early Process Development of a Squaramide-Based CXCR2 Receptor Antagonist

  摘要：

  The synthesis of a CXCR2 antagonist is presented, highlighting the process changes made from research synthesis to clinical supply. The target compound is the choline salt of a nonsymmetrical squaramide, and the modifications to the synthetic route which have effect on chemical purity are discussed with reference to the isolated byproducts. Although drug substance quality was shown to increase following optimization of the linear sequence, an alternative one-pot, convergent sequence was introduced, which makes dual use of choline hydroxide as both base and salt-forming agent. The overall benefits of the strategic change is discussed in terms of overall yield and economy.

  DOI：

  10.1021/acs.oprd.5b00072

文献信息

• Inhibitors of nedd8-activating enzyme
  申请人：IP Gesellschaft für Management mbH

  公开号：EP2764866A1

  公开（公告）日：2014-08-13

  The invention relates to an administration unit comprising crystalline form I of (1 S,2S,4R)-4-[(6-[(1R,2S)-5-chloro-2methoxy-2,3-dihydro-1H-inden-1-yl]amino}pyrimidin-4-yl)oxy]-2-hydroxycyclopentyl}methyl sulfamate (I-216) hydrochloride salt and to a packaging comprising the administration unit according to the invention.

  该发明涉及一种包含晶型I的(1S,2S,4R)-4-[(6-[(1R,2S)-5-氯-2甲氧基-2,3-二氢-1H-茚-1-基]氨基}嘧啶-4-基)氧基]-2-羟基环戊基}甲基磺酰胺(I-216)盐酸盐的管理单元，以及包括该管理单元的包装。
• ORGANIC COMPOUNDS
  申请人：Baettig Urs

  公开号：US20100029670A1

  公开（公告）日：2010-02-04

  The present invention relates to compounds of formula (I) wherein X, R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein, which are useful for treating diseases which respond to CXCR2 receptor mediators. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  本发明涉及以下式（I）的化合物 其中X，R1，R2，R3，R4和R5如本文所定义，这些化合物对于治疗对CXCR2受体介质有响应的疾病是有用的。还描述了含有这些化合物的药物组合物以及制备这些化合物的方法。
• [EN] CXCR-2 INHIBITORS FOR TREATING CRYSTAL ARTHROPATHY DISORDERS<br/>[FR] INHIBITEURS DU CXCR-2 PERMETTANT DE TRAITER DES TROUBLES ASSOCIÉS À UNE ARTHROPATHIE CRISTALLINE
  申请人：ARDEA BIOSCIENCES INC

  公开号：WO2017156270A1

  公开（公告）日：2017-09-14

  N-(2-((2,3-difluorobenzyl)thio)-6-(((2R,3S)-3,4-dihydroxybutan-2-yl)oxy)pyrimidin-4-yl)azetidine-1-sulfonamide (compound 3) and N-(6-(((2R,3S)-3,4-dihydroxy butan-2-yl)oxy)-2-((4-fluoro benzyl)thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide(compound 4) are known chemokine modulators and are therefore useful in the treatment of diseases/conditions in which modulation of chemokine receptor activity is beneficial. In particular, provided herein are compositions and methods for the treatment and prevention of gout.

  N-(2-((2,3-二氟苄基)硫基)-6-(((2R,3S)-3,4-二羟基丁-2-基)氧基)嘧啶-4-基)氮杂环丙磺酰胺（化合物3）和N-(6-(((2R,3S)-3,4-二羟基丁-2-基)氧基)-2-((4-氟苄基)硫基)嘧啶-4-基)-3-甲基氮杂环丙磺酰胺（化合物4）是已知的化学调节剂，因此在调节趋化因子受体活性有益的疾病/症状的治疗中很有用。特别提供了用于痛风的治疗和预防的组合物和方法。
• Squaramide derivatives as CXCR2 antagonist
  申请人：Novartis AG

  公开号：US08288588B2

  公开（公告）日：2012-10-16

  The present invention relates to compounds of formula (I) wherein X, R1, R2, R3, R4 and R5 are as defined herein, which are useful for treating diseases which respond to CXCR2 receptor mediators. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  本发明涉及式（I）的化合物，其中X，R1，R2，R3，R4和R5如本文所定义，这些化合物对于治疗对CXCR2受体介质有反应的疾病是有用的。还描述了包含这些化合物的制药组合物以及制备这些化合物的过程。
• SQUARAMIDE DERIVATIVES AS CXCR2 ANTAGONIST
  申请人：Baettig Urs

  公开号：US20110251205A1

  公开（公告）日：2011-10-13

  The present invention relates to compounds of formula (I) wherein X, R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein, which are useful for treating diseases which respond to CXCR2 receptor mediators. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  本发明涉及式(I)化合物，其中X、R1、R2、R3、R4和R5如本文所定义，该化合物可用于治疗对CXCR2受体介质有响应的疾病。还描述了含有该化合物的药物组合物以及制备该化合物的方法。