3-p-Tolyl-1,2,4-triazin | 24108-46-1

• 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: 3-p-Tolyl-1,2,4-triazin
• 英文别名: 3-(4-Methylphenyl)-1,2,4-triazine
• CAS: 24108-46-1
• 化学式: C₁₀H₉N₃
• 分子量: 171.202
• InChiKey: OBEAHHKNTMTJIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-p-Tolyl-1,2,4-triazin 在 过氧化氢苯甲酰 作用下， 以 二氯甲烷 为溶剂， 反应 43.0h， 生成 Acetic acid 1-p-tolyl-6,7-dihydro-5H-[2]pyrindin-5-yl ester
  参考文献：
  名称：

  Cycloaddition Reactions with Azabenzenes, XVIII. Synthesis of [2]Pyrindines

  摘要：

  The reaction of 1,2,4-triazines (1) and 1-cyclopentenylpyrrolidine (2) afforded 6,7-dihydro-5H-[2]-pyrindines (3) in good yields. Oxidation of 3 to the N-oxides (4), reaction of 4 with acetic anhydride to 5-acetoxy-6,7-dihydro-5H-[2]pyrindines (5) and elimination of acetic acid afforded [2]pyrindines (7). 2-Methyl-2H-[2]pyrindines (9) were also prepared.

  DOI：

  10.3987/com-92-s(t)109
• 作为产物：
  描述：

  3-(4-methylphenyl)-1,2,4-triazin-6-amine 在 亚硝酸异戊酯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以49 mg的产率得到3-p-Tolyl-1,2,4-triazin
  参考文献：
  名称：

  1,2,4-Triazines Are Versatile Bioorthogonal Reagents

  摘要：

  A new class of bioorthogonal reagents, 1,2,4-triazines, is described. These scaffolds are Stable in biological media and capable of robust reactivity with trans-cyclooctene (TCO). The enhanced stability of the triazine scaffold enabled its direct use in recombinant protein production. The triazine-TCO reaction can also be used in tandem with other bioorthogonal cycloaddition reactions. These features fill current voids in the bioorthogonal toolkit.

  DOI：

  10.1021/jacs.5b05100

文献信息

• [EN] MODULATORS OF THE PROSTACYCLIN (PGI2) RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO<br/>[FR] MODULATEURS DU RÉCEPTEUR DE PROSTACYCLINE (PGI2) UTILES POUR LE TRAITEMENT DE TROUBLES ASSOCIÉS À CELUI-CI
  申请人：ARENA PHARM INC

  公开号：WO2010077275A1

  公开（公告）日：2010-07-08

  Cyclohexane derivatives of Formula Ia and pharmaceutical compositions thereof that modulate the activity of the PGI2 receptor. Compounds of the present invention and pharmaceutical compositions thereof are directed to methods useful in the treatment of: pulmonary arterial hypertension (PAH) and related disorders; platelet aggregation; coronary artery disease; myocardial infarction; transient ischemic attack; angina; stroke; ischemia-reperfusion injury; restenosis; atrial fibrillation; blood clot formation in an angioplasty or coronary bypass surgery individual or in an individual suffering from atrial fibrillation; atherosclerosis; atherothrombosis; asthma or a symptom thereof; a diabetic-related disorder such as diabetic peripheral neuropathy, diabetic nephropathy or diabetic retinopathy; glaucoma or other disease of the eye with abnormal intraocular pressure; hypertension; inflammation; psoriasis; psoriatic arthritis; rheumatoid arthritis; Crohn's disease; transplant rejection; multiple sclerosis; systemic lupus erythematosus (SLE); ulcerative colitis; ischemia-reperfusion injury; restenosis; atherosclerosis; acne; type 1 diabetes; type 2 diabetes; sepsis; and chronic obstructive pulmonary disorder (COPD).

  环己烷衍生物的公式Ia和调节PGI2受体活性的药物组合物。本发明的化合物和药物组合物适用于治疗以下疾病：肺动脉高压（PAH）及相关疾病；血小板聚集；冠心病；心肌梗死；短暂性脑缺血发作；心绞痛；中风；缺血再灌注损伤；再狭窄；房颤；在血管成形术或冠状动脉搭桥手术个体或房颤患者中形成血栓；动脉粥样硬化；动脉血栓形成；哮喘或其症状；糖尿病相关疾病，如糖尿病周围神经病变、糖尿病肾病或糖尿病视网膜病变；青光眼或其他眼内压异常的眼病；高血压；炎症；银屑病；银屑病关节炎；类风湿性关节炎；克罗恩病；移植排斥；多发性硬化症；系统性红斑狼疮（SLE）；溃疡性结肠炎；缺血再灌注损伤；再狭窄；动脉粥样硬化；痤疮；1型糖尿病；2型糖尿病；败血症；慢性阻塞性肺病（COPD）。
• Annelation of the thiazole ring to 1,2,4-triazines by tandem A_N—A_Nor S_N^H—S_N^Hreactions
  作者：N. N. Mochul"skaya、A. A. Andreiko、M. I. Kodess、E. B. Vasil"eva、V. I. Filyakova、A. T. Gubaidullin、I. A. Litvinov、O. G. Sinyashin、G. G. Aleksandrov、V. N. Charushin

  DOI：10.1023/b:rucb.0000042287.32992.54

  日期：2004.6

  The reactions of 3-aryl-1,2,4-triazines with aromatic thioamides and 4-arylthiosemicarbazides in acetic anhydride at room temperature afforded cyclic products of the tandem nucleophilic addition reactions, viz., tetrahydrothiazolo[4,5-e]-annelated 1,2,4-triazines, in good yields. The latter underwent aromatization in the presence of potassium permanganate.
• Tandem AN–AN reactions in the synthesis of tetrahydrothiazolo[4,5-e][1,2,4]triazines
  作者：Nataliya N. Mochulskaya、Pavel A. Slepukhin、Valery N. Charushin、Mikhail I. Kodess

  DOI：10.1016/j.mencom.2016.09.002

  日期：2016.9

  Reaction of 3-aryl-1,2,4-triazines with S,N-dinucleophilic N-(het)arylthioureas in acetic anhydride at room temperature affords the cyclization products, tetrahydrothiazolo[4,5-e][1,2,4]triazines in good yields. The structure of the heterocyclic system thus formed was confirmed by X-ray diffraction analysis.
• MODULATORS OF THE PROSTACYCLIN (PGI2) RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO
  申请人：Arena Pharmaceuticals, Inc.

  公开号：EP2370413A1

  公开（公告）日：2011-10-05
• Cycloaddition Reactions with Azabenzenes, XVIII. Synthesis of [2]Pyrindines
  作者：Hans Neunhoeffer、Hans Neuhoeffer、Bernd Philipp、Brigit Schildhauer、Ralf Eckrich、Uwe Krichbaum

  DOI：10.3987/com-92-s(t)109

  日期：——

  The reaction of 1,2,4-triazines (1) and 1-cyclopentenylpyrrolidine (2) afforded 6,7-dihydro-5H-[2]-pyrindines (3) in good yields. Oxidation of 3 to the N-oxides (4), reaction of 4 with acetic anhydride to 5-acetoxy-6,7-dihydro-5H-[2]pyrindines (5) and elimination of acetic acid afforded [2]pyrindines (7). 2-Methyl-2H-[2]pyrindines (9) were also prepared.