摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词

3-methyl-1H-pyrazole-1-carboxamidine hydrochloride

中文名称
——
中文别名
——
英文名称
3-methyl-1H-pyrazole-1-carboxamidine hydrochloride
英文别名
3-methyl-1H-pyrazol-1-carboxyimideamide hydrochloride;3-methyl-1H-pyrazol-1-carboximidamide hydrochloride;3-methyl-1H-pyrazole-1-carboximidamidehydrochloride;3-methylpyrazole-1-carboximidamide;hydrochloride
3-methyl-1H-pyrazole-1-carboxamidine hydrochloride化学式
CAS
——
化学式
C5H8N4*ClH
mdl
——
分子量
160.606
InChiKey
CVOIMBTUYYFLNK-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    0.35
  • 重原子数:
    10
  • 可旋转键数:
    1
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.2
  • 拓扑面积:
    67.7
  • 氢给体数:
    3
  • 氢受体数:
    2

反应信息

  • 作为反应物:
    描述:
    1-甲氧基(全氟基-2-甲基-1-丙烯)3-methyl-1H-pyrazole-1-carboxamidine hydrochlorideN,N-二异丙基乙胺双(三氟甲基磺酰基)酰亚胺钾 作用下, 以 四氢呋喃 为溶剂, 以67 %的产率得到6-fluoro-4-methoxy-2-(3-methyl-1-pyrazolyl)-5-(trifluoromethyl)pyrimidine
    参考文献:
    名称:
    US2022/402893
    摘要:
    公开号:
  • 作为产物:
    描述:
    3-甲基吡唑氰胺盐酸 作用下, 以 1,4-二氧六环 为溶剂, 反应 2.0h, 生成 3-methyl-1H-pyrazole-1-carboxamidine hydrochloride
    参考文献:
    名称:
    Inhibition of nitric oxide synthase with pyrazole-1-carboxamidine and related compounds
    摘要:
    Guanidines, amidines, S-alkylisothioureas, and other compounds containing the amidine function (-C(=H)NH2) have been described as inhibitors of the generation of nitric oxide (NO) by NO synthase (NOS). Here we report on the inhibition of the activity of NOS isoforms by compounds in which the amidine function is attached to a nitrogen of 1,2-diazo heterocycles to form N-carboxamidines and related compounds. 1H-Pyrazole 1-carboxamidine HCl (PCA) inhibited the activity of purified inducible NOS (iNOS), endothelial NOS (eNOS), and neuronal NOS (nNOS) isoforms to a similar extent (IC50 = 0.2 mu M). 3-Methyl-PCA and 4-methyl-PCA showed reduced potencies, but a preference for iNOS [IC50 = 5 and 2.4 mu M, respectively; cf. N-G-methyl-L-arginine (NMA) IC50 = 6 mu M]. Inhibition of purified iNOS by PCAs could be reversed completely by excess L-arginine, while their inhibition of NO production by stimulated RAW macrophages could be reversed by transfer to a drug-free medium. This suggests a competitive mode of inhibition. PCA caused potent concentration-dependent inhibition of the acetylcholine-induced, endothelium-dependent relaxations of precontracted rat thoracic aorta (IC50 = 30 mu M). 4-Methyl-PCA inhibited the relaxations only at greater than or equal to 300 mu M. In contrast, 4-methyl-PCA was more effective than both PCA and NMA in restoring the ex vivo contractility of aortic rings taken from lipopolysaccharide-treated rats. PCA and NMA, but not 4-methyl-PCA, caused marked increases in mean arterial pressure when administered i.v. to anesthetized rats. In conclusion, PCA and related compounds caused potent inhibition of NOS. Substitution of the pyrazole ring reduced potency, but improved selectivity towards iNOS as exemplified by 4-methyl-PCA. (C) 1997 Elsevier Science Inc.
    DOI:
    10.1016/s0006-2952(97)00196-2
点击查看最新优质反应信息

文献信息

  • Inhibition of nitric oxide synthase with pyrazole-1-carboxamidine and related compounds
    作者:Garry J. Southan、Douglas Gauld、Andrew Lubeskie、Basilia Zingarelli、Salvatore Cuzzocrea、Andrew L. Salzman、Csaba Szabó、Donald J. Wolff
    DOI:10.1016/s0006-2952(97)00196-2
    日期:1997.8
    Guanidines, amidines, S-alkylisothioureas, and other compounds containing the amidine function (-C(=H)NH2) have been described as inhibitors of the generation of nitric oxide (NO) by NO synthase (NOS). Here we report on the inhibition of the activity of NOS isoforms by compounds in which the amidine function is attached to a nitrogen of 1,2-diazo heterocycles to form N-carboxamidines and related compounds. 1H-Pyrazole 1-carboxamidine HCl (PCA) inhibited the activity of purified inducible NOS (iNOS), endothelial NOS (eNOS), and neuronal NOS (nNOS) isoforms to a similar extent (IC50 = 0.2 mu M). 3-Methyl-PCA and 4-methyl-PCA showed reduced potencies, but a preference for iNOS [IC50 = 5 and 2.4 mu M, respectively; cf. N-G-methyl-L-arginine (NMA) IC50 = 6 mu M]. Inhibition of purified iNOS by PCAs could be reversed completely by excess L-arginine, while their inhibition of NO production by stimulated RAW macrophages could be reversed by transfer to a drug-free medium. This suggests a competitive mode of inhibition. PCA caused potent concentration-dependent inhibition of the acetylcholine-induced, endothelium-dependent relaxations of precontracted rat thoracic aorta (IC50 = 30 mu M). 4-Methyl-PCA inhibited the relaxations only at greater than or equal to 300 mu M. In contrast, 4-methyl-PCA was more effective than both PCA and NMA in restoring the ex vivo contractility of aortic rings taken from lipopolysaccharide-treated rats. PCA and NMA, but not 4-methyl-PCA, caused marked increases in mean arterial pressure when administered i.v. to anesthetized rats. In conclusion, PCA and related compounds caused potent inhibition of NOS. Substitution of the pyrazole ring reduced potency, but improved selectivity towards iNOS as exemplified by 4-methyl-PCA. (C) 1997 Elsevier Science Inc.
  • 1H-Pyrazole-1-carboxamidines: new inhibitors of nitric oxide synthase
    作者:Younghee Lee、Pavel Martásek、Linda J Roman、Richard B Silverman
    DOI:10.1016/s0960-894x(00)00573-4
    日期:2000.12
    1H-Pyrazole-1-carboxamidines were prepared as potential inhibitors of the three isozymes of nitric oxide synthase. All of the compounds were found to be competitive inhibitors of all three isoforms. The most selective compound prepared was 1H-pyrazole-N-(3-aminomethylanilino)- 1-carboxamidine (14), which is 100-fold selective for nNOS over eNOS with a K-i value of 2 muM. (C) 2000 Elsevier Science Ltd. All rights reserved.
  • US2022/402893
    申请人:——
    公开号:——
    公开(公告)日:——
查看更多

同类化合物

伊莫拉明 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-六氢-6,11,11-三甲基-2-(2,3,4,5,6-五氟苯基)-6,9-甲基-4H-[1,2,4]三唑[3,4-c][1,4]苯并恶嗪四氟硼酸酯 (5-氨基-1,3,4-噻二唑-2-基)甲醇 齐墩果-2,12-二烯[2,3-d]异恶唑-28-酸 黄曲霉毒素H1 高效液相卡套柱 非昔硝唑 非布索坦杂质Z19 非布索坦杂质T 非布索坦杂质K 非布索坦杂质E 非布索坦杂质67 非布索坦杂质65 非布索坦杂质64 非布索坦杂质61 非布索坦代谢物67M-4 非布索坦代谢物67M-2 非布索坦代谢物 67M-1 非布索坦-D9 非布索坦 非唑拉明 雷西纳德杂质H 雷西纳德 阿西司特 阿莫奈韦 阿米苯唑 阿米特罗13C2,15N2 阿瑞匹坦杂质 阿格列扎 阿扎司特 阿尔吡登 阿塔鲁伦中间体 阿培利司N-1 阿哌沙班杂质26 阿哌沙班杂质15 阿可替尼 阿作莫兰 阿佐塞米 镁(2+)(Z)-4'-羟基-3'-甲氧基肉桂酸酯 锌1,2-二甲基咪唑二氯化物 铵2-(4-氯苯基)苯并恶唑-5-丙酸盐 铬酸钠[-氯-3-[(5-二氢-3-甲基-5-氧代-1-苯基-1H-吡唑-4-基)偶氮]-2-羟基苯磺酸基][4-[(3,5-二氯-2-羟基苯 铁(2+)乙二酸酯-3-甲氧基苯胺(1:1:2) 钠5-苯基-4,5-二氢吡唑-1-羧酸酯 钠3-[2-(2-壬基-4,5-二氢-1H-咪唑-1-基)乙氧基]丙酸酯 钠3-(2H-苯并三唑-2-基)-5-仲-丁基-4-羟基苯磺酸酯 钠(2R,4aR,6R,7R,7aS)-6-(2-溴-9-氧代-6-苯基-4,9-二氢-3H-咪唑并[1,2-a]嘌呤-3-基)-7-羟基四氢-4H-呋喃并[3,2-D][1,3,2]二氧杂环己膦烷e-2-硫醇2-氧化物 野麦枯 野燕枯 醋甲唑胺