1,5-二苯基三唑-4-羧酸 | 4900-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1,5-二苯基三唑-4-羧酸
• 中文别名: 1,5-二苯基-1H-1H-1,2,3-三氮唑-4-羧酸
• 英文名称: 1,5-diphenyl-1,2,3-triazole-4-carboxylic acid
• 英文别名: WECC-0015626；1,5-Diphenyl-1,2,3-triazol-4-carbonsaeure；1,5-diphenyl-1H-1,2,3-triazole-4-carboxylic acid；1,5-Diphenyl-1H-[1,2,3]triazol-4-carbonsaeure；1,5-diphenyltriazole-4-carboxylic acid
• CAS: 4900-34-9
• 化学式: C₁₅H₁₁N₃O₂
• mdl: MFCD01861419
• 分子量: 265.271
• InChiKey: URYUNSOJJJAMLS-UHFFFAOYSA-N

物化性质

• 熔点：
  183 °C (polymorph)
• 沸点：
  489.1±37.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,5-二苯基三唑-4-羧酸 在 sulfur tetrafluoride 作用下， 以 水 为溶剂， 反应 15.0h， 生成 1,5-diphenyl-4-(trifluoromethyl)-1,2,3-triazole
  参考文献：
  名称：

  Kobayashi, Yoshiro; Yamashita, Toshinori; Takahashi, Katsuhiro, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 11, p. 4402 - 4409

  摘要：

  DOI：
• 作为产物：
  描述：

  1,5-diphenyl-1H-1,2,3-triazole-4-carbonitrile 在 盐酸 、 水 作用下， 反应 10.0h， 生成 1,5-二苯基三唑-4-羧酸
  参考文献：
  名称：

  Reactions of 2-benzylidenemalononitrile and 2-nitro-3-phenylacrylonitrile with aryl azides

  摘要：

  Reactions of 2-benzylidenemalononitrile and 2-nitro-3-phenylacrylonitrile with aryl azides in diethyl ether at room temperature gave mixtures of regioisomeric 1(3)-aryl-5-phenyl-4,5-dihydro-1(3)H-1,2,3-triazole-4,4-dicarbonitriles and 1-aryl-5(4)-phenyl-1H-1,2,3-triazole-5(4)-carbonitriles, respectively. 2-Benzylidenemalononitrile reacted with the same arylazides on heating in boiling chloroform to produce 1-aryl-2-phenylaziridine-2,2-dicarbonitriles.

  DOI：

  10.1134/s107042801104018x

文献信息

• Inhibitors of P2X3
  申请人：Brotherton-Pleiss E. Christine

  公开号：US20070037974A1

  公开（公告）日：2007-02-15

  Compounds of formula 1 are modulators of P2X3 useful for the treatment of pain and genito-urinary, gastrointestinal, and respiratory disorders: wherein R 1 is —C(═S)CH 3 , pyridyl, pyrimidinyl, pyrazinyl, thiazolyl, furyl, furylcarbonyl, acetyl, or carbamoyl; R 2a and R 2b are independently H, methyl, or ethyl; R 3 is H or methyl; Y is a bond, —(CR 4 R 5 ) n — or —CR 4 ═CR 5 —; wherein R 4 and R 5 are each independently H or methyl and n is 1 or 2; X is N or CH; A is phenyl, 5-membered heterocyclyl, or 6-membered heterocyclyl; R 6 , R 7 and R 8 are each independently H, halo, lower alkyl, cycloalkyl, alkylthio, alkylthio-lower alkyl, alkylsulfonyl-lower alkyl, di(lower alkyl)amino-lower alkyl, morpholinyl-lower alkyl, 4-methyl-piperazinyl-methyl, trifluoromethyl, pyridyl, tetrazolyl, thiophenyl, phenyl, biphenyl, or benzyl (where thiophenyl, phenyl and benzyl are substituted with 0-3 lower alkyl, halo, sulfonamido, trifluoromethyl, lower alkoxy or lower alkylthio) or R 6 and R 7 together form a 5-membered or 6-membered carbocyclic or heterocyclic ring substituted with 0-3 substituents selected from the group consisting of lower alkyl, lower alkoxy, oxo, halo, thiophenyl-lower alkyl, phenyl, benzyl (where phenyl and benzyl are substituted with 0-3 lower alkyl, halo, sulfonamido, trifluoro-methyl, lower alkoxy, lower alkylthio, amino-lower alkyl, lower alkylamino-lower alkyl, or di(lower alkyl)amino-lower alkyl); and pharmaceutically acceptable salts thereof; wherein when R 1 is pyrimidin-2-yl, X is N, Y is a bond and A is oxazol-5-yl the carbon atom at position 4 in said oxazol-5-yl is not substituted by propyl when the carbon atom at position 2 in said oxazol-5-yl is substituted by substituted phenyl and the carbon atom at position 4 in said oxazol-5-yl is not substituted by phenyl when the carbon atom at position 2 is substituted by unsubstituted or substituted phenyl.

  式1的化合物是P2X3的调节剂，用于治疗疼痛和泌尿生殖、胃肠和呼吸系统疾病： 其中 R 1 为—C(═S)CH 3 ，吡啶基，嘧啶基，吡嗪基，噻唑基，呋喃基，呋喃甲酰基，乙酰基或氨基甲酰基；R 2a 和R 2b 独立地为H，甲基或乙基；R 3 为H或甲基；Y为键，—(CR 4 R 5 ) n —或—CR 4 ═CR 5 —；其中R 4 和R 5 各自独立地为H或甲基，n为1或2；X为N或CH；A为苯基，5-成员杂环基或6-成员杂环基；R 6 ，R 7 和R 8 各自独立地为H，卤素，低碳基，环烷基，烷基硫醚，烷基硫醚-低碳基，烷基磺酰基-低碳基，二(低碳基)氨基-低碳基，吗啉基-低碳基，4-甲基哌嗪基-甲基，三氟甲基，吡啶基，四唑基，噻吩基，苯基，联苯基或苄基（其中噻吩基，苯基和苄基被0-3个低碳基，卤素，磺酰胺基，三氟甲基，低烷氧基或低烷硫基取代）或R 6 和R 7 一起形成一个被0-3个取自由低碳基，低烷氧基，氧代基，卤素，噻吩基-低碳基，苯基，苄基（其中苯基和苄基被0-3个低碳基，卤素，磺酰胺基，三氟甲基，低烷氧基，低烷硫基，氨基-低碳基，烷基氨基-低碳基或二(低碳基)氨基-低碳基取代）的5-成员或6-成员碳环或杂环取代环；及其药学上可接受的盐；其中当R 1 为嘧啶-2-基时，X为N，Y为键，A为噁唑-5-基时，所述噁唑-5-基中位置4的碳原子在所述噁唑-5-基中位置2的碳原子被取代的苯基取代时不被丙基取代，且所述噁唑-5-基中位置4的碳原子在位置2被取代的苯基取代时不被苯基取代。
• Direct Synthesis of 1,5-Disubstituted-4-magnesio-1,2,3-triazoles, Revisited
  作者：Antoni Krasiński、Valery V. Fokin、K. Barry Sharpless

  DOI：10.1021/ol0499203

  日期：2004.4.1

  [GRAPHICS]After revisiting earlier works reporting the regioselective synthesis of 1,5-disubstituted-1,2,3-triazoles via the addition of bromomagnesium acetylides to azides, much improved yields of the products were obtained for a wide array of azides and alkynes. The intermediates of that reaction can be trapped with different electrophiles to regioselectively form 1,4,5-trisubstituted 1,2,3-triazoles.
• Michael; Luehn; Higbee, American Chemical Journal, 1898, vol. 20, p. 380
  作者：Michael、Luehn、Higbee

  DOI：——

  日期：——
• Dimroth, Chemische Berichte, 1902, vol. 35, p. 4049
  作者：Dimroth

  DOI：——

  日期：——
• KOBAYASHI, YOSHIRO;YAMASHITA, TOSHINORI;TAKAHASHI, KATSUHIRO;KURODA, HISA+, CHEM. AND PHARM. BULL., 1984, 32, N 11, 4402-4409
  作者：KOBAYASHI, YOSHIRO、YAMASHITA, TOSHINORI、TAKAHASHI, KATSUHIRO、KURODA, HISA+

  DOI：——

  日期：——