1H-1,2,4-三唑-1-乙酸 | 28711-29-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1H-1,2,4-三唑-1-乙酸
• 中文别名: 1,2,4-噻唑-1-乙酸；1H-1,2,4-三唑-1-YL乙酸
• 英文名称: 2-(1H-1,2,4-triazol-1-yl)acetic acid
• 英文别名: 1H-1,2,4-triazol-1-ylacetic acid；1,2,4-triazole-1-acetic acid；2-(1,2,4-triazol-1-yl)acetic acid
• CAS: 28711-29-7
• 化学式: C₄H₅N₃O₂
• mdl: MFCD00036051
• 分子量: 127.103
• InChiKey: RXDBSQXFIWBJSR-UHFFFAOYSA-N

物化性质

• 熔点：
  201-205℃
• 沸点：
  376.9±44.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)
• 溶解度：
  DMSO（少量）、甲醇（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi,C
• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  1H-1,2,4-三唑-1-乙酸 在 磷酸 、 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 3.0h， 以32%的产率得到[1-Hydroxy-1-phosphono-2-(1,2,4-triazol-1-yl)ethyl]phosphonic acid
  参考文献：
  名称：

  Highly Potent Geminal Bisphosphonates. From Pamidronate Disodium (Aredia) to Zoledronic Acid (Zometa)

  摘要：

  Bisphosphonates (BP) are pyrophosphate analogues in which the oxygen in P-O-P has been replaced by a carbon, resulting in a metabolically stable P-C-P structure. Pamidronate (1b, Novartis), a second-generation BP, was the starting point for extensive SAR studies. Small changes of the structure of pamidronate lead to marked improvements of the inhibition of osteoclastic resorption potency. Alendronate (1c, MSD), with an extra methylene group in the N-alkyl chain, and olpadronate (1h, Gador), the N,N-dimethyl analogue, are about 10 times more potent than pamidronate. Extending one of the N-methyl groups of olpadronate to a pentyl substituent leads to ibandronate (1k, Roche, Boehringer-Mannheim), which is the most potent close analogue of pamidronate. Even slightly better antiresorptive potency is achieved with derivatives having a phenyl group linked via a short aliphatic tether of three to four atoms to nitrogen, the second substituent being preferentially a methyl group (e.g., 4g, 4j, 5d, or 5r). The most potent BPs are found in the series containing a heteroaromatic moiety (with at least one nitrogen atom), which is linked via a single methylene group to the geminal bisphosphonate unit. Zoledronic acid (6i), the most potent derivative, has an ED50 of 0.07 mg/kg in the TPTX in vivo assay after sc administration. It not only shows by far the highest therapeutic ratio when comparing resorption inhibition with undesired inhibition of bone mineralization but also exhibits superior renal tolerability. Zoledronic acid (6i) has thus been selected for clinical development under the registered trade name Zometa. The results of the clinical trials indicate that low doses are both efficacious and safe for the treatment of tumor-induced hypercalcemia, Paget's disease of bone, osteolytic metastases, and postmenopausal osteoporosis.

  DOI：

  10.1021/jm020819i
• 作为产物：
  描述：

  1H-1,2,4-三唑-1-基乙酸苄酯 在 palladium on activated charcoal 、 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、310.27 kPa 条件下， 反应 5.0h， 以75 g的产率得到1H-1,2,4-三唑-1-乙酸
  参考文献：
  名称：

  一种2-（1H-1,2,4-三氮唑-1-乙基）醋酸的合成方法

  摘要：

  本发明涉及一种2‑（1H‑1,2,4‑三氮唑‑1‑乙基）醋酸的合成方法，主要解决目前没有适合工业化合成方法的技术问题。本发明分两步，第一步，首先由化合物1和溴乙酸苄酯于溶剂乙腈中在碳酸铯的作用下反应得到化合物P1，第二步，化合物P1在乙酸的作用下氢化得到目标化合物2。反应式如下：。

  公开号：

  CN110183388A

文献信息

• Tetrahydropyrazolo[4,3- c ]pyridine derivatives as potent and peripherally selective cannabinoid-1 (CB1) receptor inverse agonists
  作者：Bin Zhu、Jay M. Matthews、Mingde Xia、Shawn Black、Cailin Chen、Cuifen Hou、Yin Liang、Yuting Tang、Mark J. Macielag

  DOI：10.1016/j.bmcl.2016.09.026

  日期：2016.11

  metabolic diseases without causing undesired CNS-mediated adverse effects. We identified a series of tetrahydropyrazolo[4,3-c]pyridine derivatives as potent and highly peripherally selective CB1 receptor inverse agonists. This discovery was achieved by introducing polar functional groups into the molecule, which increase the topological polar surface area and reduce its brain-penetrating ability.

  周围受限的CB1受体反向激动剂具有潜力，可作为治疗肥胖症和相关代谢疾病的有用疗法，而不会引起不良的CNS介导的不良反应。我们确定了一系列的四氢吡唑并[4,3- c ]吡啶衍生物作为有效的和高度外围选择性的CB1受体反向激动剂。该发现是通过将极性官能团引入分子而实现的，该官能团增加了拓扑极性表面积并降低了其对大脑的穿透能力。
• 一种含氟三唑喹喔啉类杀菌剂、制备方法及其 应用
  申请人：湖北文理学院

  公开号：CN109400588B

  公开（公告）日：2020-09-25

  本发明公开了一种含氟三唑喹喔啉类杀菌剂、制备方法及其应用，该喹喔啉类杀菌剂具有如式I所示结构：式I中，R基独立地选自氢、氟、氯、三氟甲基或甲基，R基的取代位置为苯环上四个未结合位点中的至少一个，该类杀菌剂以及包含上述杀菌剂的杀菌制剂可有效抑制稻瘟菌、指状青霉菌和意大利青霉菌的生长。
• Amino substituted dibenzothiophene derivatives for the treatment of disorders mediated by np y5 receptor
  申请人：——

  公开号：US20030225097A1

  公开（公告）日：2003-12-04

  Compounds of formula (I): 1 wherein: X is a group of formula (A) or (B): 2 and R 1 , R 2 , R 3 , R 4 , n, x, y and z are as defined within are described. Processes for their preparation and their use in the treatment of disorders mediated by the neuropeptide Y5 receptor in a warm-blooded animal, such as a human being are also described.

  式(I)的化合物： 其中： X是式(A)或(B)的基团： 而R1、R2、R3、R4、n、x、y和z的定义如所述。 还描述了它们的制备过程以及它们在治疗由神经肽Y5受体介导的疾病中的用途，如在温血动物，如人类中的用途。
• Combinatorial Synthesis of 3,5-Dimethylene Substituted 1,2,4-Triazoles
  作者：Scott S. Woodard、Kevin D. Jerome

  DOI：10.2174/138620711794474033

  日期：2011.2.1

  Combinatorial cyclizations of imidates and hydrazides with methylene linked R groups, generated from the corresponding nitriles and carboxylic acids, respectively, provided a large library of 3,5-dimethylene substituted 1,2,4- trizoles.

  通过相应的腈和羧酸分别生成的带有亚甲基连接R基团的咪达特和酰肼进行组合环化反应，提供了大量3,5-二亚甲基取代的1,2,4-三唑库。
• PROTEIN KINASE INHIBITORS
  申请人：Orion Corporation

  公开号：US20150011548A1

  公开（公告）日：2015-01-08

  A compound of formula (I), wherein R 3 , R 4 , G, B, M, and Z are as defined in the claims, and pharmaceutically acceptable salts thereof are disclosed. The compounds of formula (I) possess utility as FGFR inhibitors and are useful in the treatment of a condition, where FGFR kinase inhibition is desired, such as cancer.

  公式（I）的化合物中，其中R3、R4、G、B、M和Z如权利要求中所定义，并且其药学上可接受的盐已被披露。公式（I）的化合物具有作为FGFR抑制剂的效用，并且在需要FGFR激酶抑制的情况下，如癌症治疗中是有用的。