5-硝基-2-苯基嘧啶 | 68906-00-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 5-硝基-2-苯基嘧啶
• 英文名称: 5-nitro-2-phenylpyrimidine
• 英文别名: 2-phenyl-5-nitropyrimidine
• CAS: 68906-00-3
• 化学式: C₁₀H₇N₃O₂
• mdl: MFCD00697480
• 分子量: 201.184
• InChiKey: GXRWVLAMQREVBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-硝基-2-苯基嘧啶 在 1,4-二氧六环 、 镍 作用下， 生成 bis-(2-phenyl-pyrimidin-5-yl)-diazene-N-oxide
  参考文献：
  名称：

  New Compounds-2,2'-Diphenyl-5,5'-azoxypyrimidine

  摘要：

  DOI：

  10.1021/ja01167a601
• 作为产物：
  描述：

  5-nitro-1,2,3-triazine 、 苯甲脒 以 乙腈 为溶剂， 反应 0.17h， 以98%的产率得到5-硝基-2-苯基嘧啶
  参考文献：
  名称：

  5-硝基1,2,3-三嗪的合成，表征和快速环加成

  摘要：

  报道了5-硝基1,2,3-三嗪（3）的合成，表征和环加成反应的研究。的缺电子的性质3只允许快速环加成与各种富电子亲双烯体，包括脒，烯胺，烯醇醚，ynamines和烯酮缩醛在高至中等产率的。1与3和an之间的代表性环加成反应的1 H NMR研究显示出显着的反应速率和效率（1 mM，<60 s，CD 3 CN，23°C，> 95％）。

  DOI：

  10.1021/acs.orglett.8b00825

文献信息

• Formation of anilines from 5-nitro-2-phenylpyrimidine, amines, and acetone
  作者：S. P. Gromov

  DOI：10.1007/bf01558075

  日期：1994.6

  The reaction of 5-nitro-2-phenylpyrimidine with aliphatic amines and acetone gaveN-substituted 4-nitroanilines. In addition, 2-methyl-5-nitropyridine was also obtained from ethylamine.

  5-硝基-2-苯基嘧啶与脂肪胺和丙酮反应得到N-取代的4-硝基苯胺。此外，还从乙胺中得到了2-甲基-5-硝基吡啶。
• Novel benzimidazole derivatives
  申请人：Otake Norikazu

  公开号：US20060205750A1

  公开（公告）日：2006-09-14

  The present invention relates to a compound of the formula (I): (wherein A, B , C and D are independently nitrogen or optionally substituted methine; E is nitrogen, methine or hydroxy substituted methine; n is 0 or 1; T, U, V and W are independently nitrogen or optionally substituted methine; X is —N(SO 2 R 4 )—, —N(COR 5 )— or —CO—; Y is —C(R 6 )(R 7 )—, —O— or —N(R 8 )—, provided that the compound (I) when E is nitrogen, n is 0, X is —CO—, and Y is —O— is excluded) and the like, which are useful as an agent for the treatment of various diseases related to NPY, for example cardiovascular disorders such as angina, acute or congestive heart failure, myocardial infarction, hypertension, nephropathy, electrolyte abnormality, vasospasm, arteriosclerosis, etc., central nervous system disorders such as bulimia, depression, anxiety, seizure, epilepsy, dementia, pain, alcoholism, drug withdrawal, circadian rhythm disorders, schizophrenia, memory impairment, sleep disorders, cognitive impairment, etc., metabolic diseases such as obesity, diabetes, hormone abnormality, hypercholesterolemia, hyperlipidemia, gout, fatty liver, etc., genital or reproductive disorders such as infertility, preterm labor, sexual dysfunction, etc., gastro-intestinal disorders, respiratory disorder, inflammatory diseases or glaucoma, and the like, also for example, atherosclerosis, hypogonadism, hyperandrogenism, polycystic ovary syndrome (Pickwickian syndrome), hirsutism, gastro-intestinal motility disorder, obesity-related gastro-esophageal reflux, obesity hypoventilation, sleep apnea, inflammation, systemic inflammation of the vasculature, osteoarthritis, insulin resistance, bronchoconstriction, alcohol preference, metabolic syndrome, Alzheimer's disease, cardiac hypertrophy, left ventricular hypertrophy, hypertriglyceridemia, low HDL cholesterol, cardiovascular disorders such as coronary heart disease (CHD), cerebrovascular disease, stroke, peripheral vascular disease, sudden death, gallbladder diseases, cancer (breast, endometrial, colon), breathlessness, hyperuricemia, impaired fertility, low back pain, or increased anesthetic risk, and the like.

  本发明涉及一种式(I)的化合物：其中A、B、C和D分别独立表示氮或可选取代的甲烷基；E表示氮、甲烷基或羟基取代的甲烷基；n为0或1；T、U、V和W分别独立表示氮或可选取代的甲烷基；X为—N（SO2R4）—、—N（COR5）—或—CO—；Y为—C（R6）（R7）—、—O—或—N（R8）—，但当化合物（I）中E为氮，n为0，X为—CO—，Y为—O—时，该化合物被排除在外。此外，该化合物及其类似物可用作治疗与NPY相关的各种疾病的药物，例如心血管疾病如心绞痛、急性或充血性心力衰竭、心肌梗死、高血压、肾病、电解质异常、血管痉挛、动脉硬化等；中枢神经系统疾病如贪食症、抑郁症、焦虑症、癫痫、痴呆、疼痛、酗酒、戒断症状、生物钟紊乱、精神分裂症、记忆力减退、睡眠障碍、认知障碍等；代谢性疾病如肥胖症、糖尿病、激素异常、高胆固醇血症、高脂血症、痛风、脂肪肝等；生殖系统疾病如不孕症、早产、性功能障碍等；胃肠道疾病、呼吸系统疾病、炎症性疾病或青光眼等；例如动脉粥样硬化、性腺功能减退、高雄激素血症、多囊卵巢综合症（皮克威克综合症）、多毛症、胃肠道运动障碍、肥胖相关的胃食管反流、肥胖低通气综合症、睡眠呼吸暂停、炎症、血管系统全身性炎症、骨关节炎、胰岛素抵抗、支气管收缩、酒精偏好、代谢综合症、阿尔茨海默病、心脏肥大、左心室肥大、高三酰甘油血症、低高密度脂蛋白胆固醇、心血管疾病如冠心病、脑血管疾病、中风、周围血管疾病、猝死、胆囊疾病、癌症（乳腺、子宫内膜、结肠）、呼吸困难、高尿酸血症、生育能力下降、腰痛或麻醉风险增加等。
• NOVEL BENZIMIDAZOLE DERIVATIVES
  申请人：OTAKE NORIKAZU

  公开号：US20100048600A1

  公开（公告）日：2010-02-25

  The present invention relates to a compound of the formula (I): (wherein A, B , C and D are independently nitrogen or optionally substituted methine; E is nitrogen, methine or hydroxy substituted methine; n is 0 or 1; T, U, V and W are independently nitrogen or optionally substituted methine; X is —N(SO 2 R 4 )—, —N(COR 5 )— or —CO—; Y is —C(R 6 )(R 7 )—, —O— or —N(R 8 )—, provided that the compound (I) when E is nitrogen, n is 0, X is —CO—, and Y is —O— is excluded) and the like, which are useful as an agent for the treatment of various diseases related to NPY, for example cardiovascular disorders such as angina, acute or congestive heart failure, myocardial infarction, hypertension, nephropathy, electrolyte abnormality, vasospasm, arteriosclerosis, etc., central nervous system disorders such as bulimia, depression, anxiety, seizure, epilepsy, dementia, pain, alcoholism, drug withdrawal, circadian rhythm disorders, schizophrenia, memory impairment, sleep disorders, cognitive impairment, etc., metabolic diseases such as obesity, diabetes, hormone abnormality, hypercholesterolemia, hyperlipidemia, gout, fatty liver, etc., genital or reproductive disorders such as infertility, preterm labor, sexual dysfunction, etc., gastro-intestinal disorders, respiratory disorder, inflammatory diseases or glaucoma, and the like, also for example, atherosclerosis, hypogonadism, hyperandrogenism, polycystic ovary syndrome (Pickwickian syndrome), hirsutism, gastro-intestinal motility disorder, obesity-related gastro-esophageal reflux, obesity hypoventilation, sleep apnea, inflammation, systemic inflammation of the vasculature, osteoarthritis, insulin resistance, bronchoconstriction, alcohol preference, metabolic syndrome, Alzheimer's disease, cardiac hypertrophy, left ventricular hypertrophy, hypertriglyceridemia, low HDL cholesterol, cardiovascular disorders such as coronary heart disease (CHD), cerebrovascular disease, stroke, peripheral vascular disease, sudden death, gallbladder diseases, cancer (breast, endometrial, colon), breathlessness, hyperuricemia, impaired fertility, low back pain, or increased anesthetic risk, and the like.

  本发明涉及一种式（I）的化合物：其中A、B、C和D独立地表示氮或可选取代的亚甲基；E表示氮、亚甲基或羟基取代的亚甲基；n为0或1；T、U、V和W独立地表示氮或可选取代的亚甲基；X为-N（SO2R4）-、-N（COR5）-或-CO-；Y为-C（R6）（R7）-、-O-或-N（R8）-，但当E为氮，n为0，X为-CO-，且Y为-O-时，化合物（I）被排除。此类化合物可用作治疗与NPY相关的各种疾病的药物，例如心血管疾病（如心绞痛、急性或充血性心力衰竭、心肌梗死、高血压、肾病、电解质异常、血管痉挛、动脉硬化等）、中枢神经系统疾病（如暴食症、抑郁症、焦虑症、癫痫、老年痴呆、疼痛、酗酒、戒毒、昼夜节律紊乱、精神分裂症、记忆障碍、睡眠障碍、认知障碍等）、代谢性疾病（如肥胖症、糖尿病、激素异常、高胆固醇血症、高脂血症、痛风、脂肪肝等）、生殖系统或生殖障碍（如不孕症、早产、性功能障碍等）、胃肠道疾病、呼吸系统疾病、炎症性疾病或青光眼等，例如动脉粥样硬化、性腺功能减退、高雄激素症、多囊卵巢综合征（匹克威克综合征）、多毛症、胃肠道运动障碍、肥胖相关胃食管反流、肥胖低通气综合征、睡眠呼吸暂停、炎症、血管系统全身性炎症、骨关节炎、胰岛素抵抗、支气管收缩、酒精偏好、代谢综合征、阿尔茨海默病、心脏肥大、左心室肥大、高三酰甘油血症、低高密度脂蛋白胆固醇、心血管疾病如冠心病、脑血管疾病、中风、外周血管疾病、猝死、胆囊疾病、癌症（乳腺、子宫内膜、结肠）、气短、高尿酸血症、生育能力受损、腰痛或麻醉风险增加等。
• Benzimidazole derivatives
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：US07803807B2

  公开（公告）日：2010-09-28

  The present invention relates to compounds of Formula (I) wherein A, B and C are independently methine, said methine being optionally substituted; D is nitrogen; T, U, V and W are independently methine or nitrogen, said methine being optionally substituted and least two of T, U, V and W are said methine groups; X is —N(SO2R4)—, N(COR5)— or —CO—; Y is C(R6)(R7)—, —O— or —N(R8) and a pharmaceutically acceptable salt, ester or N-oxide derivative thereof.

  本发明涉及式（I）化合物，其中A、B和C独立地为甲基，所述甲基可选地被取代；D为氮；T、U、V和W独立地为甲基或氮，所述甲基可选地被取代，其中至少两个T、U、V和W为所述甲基基团；X为—N（SO2R4）—、N（COR5）—或—CO—；Y为C（R6）（R7）—、—O—或—N（R8），以及其药学上可接受的盐，酯或N-氧化物衍生物。
• [EN] NOVEL BENZIMIDAZOLE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE BENZIMIDAZOLE
  申请人：BANYU PHARMA CO LTD

  公开号：WO2004002986A3

  公开（公告）日：2004-04-22