3-Chlor-5-brom-1,2,4-triazol | 15777-55-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 3-Chlor-5-brom-1,2,4-triazol
• 英文别名: 5-Bromo-3-chloro-1,2,4-triazol；5(3)-Brom-3(5)-chlor-1,2,4-triazol；3-bromo-5-chloro-1H-[1,2,4]triazole；3-bromo-5-chloro-1H-1,2,4-triazole
• CAS: 15777-55-6
• 化学式: C₂HBrClN₃
• mdl: MFCD19103661
• 分子量: 182.407
• InChiKey: LYBWHBAOGXXXKE-UHFFFAOYSA-N

物化性质

• 熔点：
  191.5 °C
• 沸点：
  347.8±25.0 °C(Predicted)
• 密度：
  2?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3-Chlor-5-brom-1,2,4-triazol 、 4-(piperidin-4-yl)-4H-benzo[d]imidazo[1,5-a]imidazole 在 tris-(dibenzylideneacetone)dipalladium(0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 、 盐酸 作用下， 以 甲苯 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 4-(1-(5-bromo-4H-1,2,4-triazol-3-yl)piperidin-4-yl)-4H-benzo[d]imidazo[1,5-a]imidazole dihydrochloride
  参考文献：
  名称：

  IDO/TDO 이중 저해용 화합물 및 이를 포함하는 약학적 조성물

  摘要：

  本发明的化学式 (I) 所表示的三元环式衍生物，或其立体异构体，或药学上可接受的盐，具有对 IDO（吲哚胺-2,3-双加氧酶）和 TDO（色氨酸-2,3-双加氧酶）的双重抑制效果。包含这些物质的药物组合物可用于预防或治疗由 IDO 或 TDO 介导的疾病或障碍。

  公开号：

  KR20230155834A

文献信息

• First cross-coupling reactions on halogenated 1H-1,2,4-triazole nucleosides
  作者：Susanne Wille、Martin Hein、Ralf Miethchen

  DOI：10.1016/j.tet.2006.01.053

  日期：2006.4

  The halogenated 1H-1,2,4-triazole glycosides 6-10 were synthesized by BF3-activated glycosylation of 3(5)-chloro-1,2,4-triazole (2), 3,5-dichloro-1,2,4-triazole (3), 3,5-dibromo-1,2,4-triazole (4), and 3(5)-bromo-5(3)-chloro-1,2,4-triazole (5) with 1,2,3,4-tetra-O-pivaloyl-beta-D-xylopyranose (1). The beta-anomeric major products 3-chloro-1-(2,3,4-tri-O-pivaloyl-beta-D-xylopyranosyl)-1,2,4-triazole (6 beta), 3,5-dichloro-1-(2,3,4-tri-O-pivaloyl-beta-D-xylopyranosyl)-1,2,4-triazole (7 beta), and 3,5-dibromo-1-(2,3,4-tri-O-pivaloyl-beta-D-xylopyranosyl)1,2,4-triazole (8 beta) were used as starting materials for transition metal catalyzed C-C-coupling reactions. Arylations of the triazole ring of 7 beta, and 8 beta were successful in 5-position with phenylboronic acid, 4-vinylphenylboronic acid, and 4-methoxyphenylboronic acid, respectively, under Suzuki cross-coupling conditions (products 11-17). Moreover, a Cu-catalyzed perfluoroalkylation of 8 beta is reported with 1-iodo-perfluorohexane yielding 3-perfluorohexyl-1-(2,3,4-tri-0-pivaloyl-beta-D-xylopyranosyl)-1,2,4-triazole (18). Compound 18 was depivaloylated to the trihydroxy derivative 19. The copper-mediated reaction of 8 beta with Rupert's reagent gave the bis(3-bromo-1-(2,3,4-tri-0-pivaloyl-beta-D-xylopyranosyl)-1,2,4-triazol-5-yl) (20). beta 2006 Elsevier Ltd. All rights reserved.
• IDO/TDO 이중 저해용 화합물 및 이를 포함하는 약학적 조성물
  申请人：제일약품주식회사

  公开号：KR20230155834A

  公开（公告）日：2023-11-13

  본 발명의 화학식 (I)로 표시되는 삼환식 유도체, 또는 이의 입체이성질체 또는 약학적으로 허용가능한 염은 IDO 및 TDO의 이중 저해 효과를 가지며, 이를 포함하는 약학적 조성물은 IDO 또는 TDO에 의해 매개되는 질환 또는 장애를 예방 또는 치료에 사용될 수 있다.

  本发明的化学式 (I) 所表示的三元环式衍生物，或其立体异构体，或药学上可接受的盐，具有对 IDO（吲哚胺-2,3-双加氧酶）和 TDO（色氨酸-2,3-双加氧酶）的双重抑制效果。包含这些物质的药物组合物可用于预防或治疗由 IDO 或 TDO 介导的疾病或障碍。