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2-(氯甲基)-5-苯基吡啶 | 146775-28-2

中文名称
2-(氯甲基)-5-苯基吡啶
中文别名
——
英文名称
2-(chloromethyl)-5-phenylpyridine
英文别名
5-phenylpyridin-2-ylmethyl chloride;5-phenyl-2-picolyl chloride
2-(氯甲基)-5-苯基吡啶化学式
CAS
146775-28-2
化学式
C12H10ClN
mdl
——
分子量
203.671
InChiKey
YJFTUIPJJBKOQG-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):
    2.9
  • 重原子数:
    14
  • 可旋转键数:
    2
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.08
  • 拓扑面积:
    12.9
  • 氢给体数:
    0
  • 氢受体数:
    1

安全信息

  • 包装等级:
    III
  • 危险类别:
    8
  • 危险性防范说明:
    P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338+P310,P332+P313,P362,P403+P233,P405,P501
  • 危险品运输编号:
    1759
  • 危险性描述:
    H315,H318,H335
  • 储存条件:
    存储条件:2-8°C,干燥

SDS

SDS:787ce500ad183a7e6c8790660e190a0d
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上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    2-(氯甲基)-5-苯基吡啶 在 sodium sulfite 作用下, 以 为溶剂, 反应 12.0h, 以97%的产率得到(5-phenylpyridin-2-yl)methanesulfonic acid sodium salt
    参考文献:
    名称:
    Inhibition of 1-Deoxy-d-Xylulose-5-Phosphate Reductoisomerase by Lipophilic Phosphonates: SAR, QSAR, and Crystallographic Studies
    摘要:
    1-Deoxy-D-xylulose-5-phosphate reductoisomerase (DXR) is a novel target for developing new antibacterial (including antituberculosis) and antimalaria drugs. Forty-one lipophilic phosphonates, representing a new class of DXR inhibitors, were synthesized, among which 5-phenylpyridin-2-ylmethylphosphonic acid possesses the most activity against E. coli DXR (EcDXR) with a K-i of 420 nM. Structure-activity relationships (SAR) are discussed, which can be rationalized using our EcDXR:inhibitor structures, and a predictive quantitative SAR (QSAR) model is also developed. Since inhibition studies of DXR from Mycobacterium tuberculosis (MtDXR) have not been performed well, 48 EcDXR inhibitors with a broad chemical diversity were found, however, to generally exhibit considerably reduced activity against MtDXR. The crystal structure of a, MtDXR:inhibitor complex reveals the flexible loop containing the residues 198-208 has no strong interactions with the 3,4-dichlorophenyl group of the inhibitor, representing a structural basis for the reduced activity. Overall, these results provide implications in the future design and development of potent DXR inhibitors.
    DOI:
    10.1021/jm200363d
  • 作为产物:
    描述:
    参考文献:
    名称:
    Substituted thiopyrano[2,3,4-c,d]indoles as potent, selective, and orally active inhibitors of 5-lipoxygenase. Synthesis and biological evaluation of L-691,816
    摘要:
    Thiopyrano[2,3,4-c,d]indoles are a new class of 5-lipoxygenase (5-LO) inhibitors. SAR studies have demonstrated that the thiopyran ring, the 5-phenylpyridine substituent, and an acidic functional group on a four-carbon C-2 side chain are all required for optimal inhibitor potency. In contrast, the indolic nitrogen may be substituted with a variety of lipophilic groups. As a result of the SAR investigation, 44 (L-691,816; 5-[3-[1-(4-chlorobenzyl)-4-methyl-6-[(5-phenylpyridin-2-yl)methoxy]-4,5-dihydro-1H-thiopyrano[2,3,4-c,d]indol-2-yl]-2,2-dimethylpropyl]-1H-tetrazole) has been identified as a potent inhibitor of the 5-LO reaction both in vitro and in a range of in vivo models. Compound 44 inhibits 5-HPETE production by both rat and human 5-LO and LTB4 synthesis in human PMN leukocytes (IC50s 16,75, and 10 nM, respectively). The mechanism of inhibition of 5-LO activity by compound 44 appears to involve the formation of a reversible deadend complex with the enzyme and does not involve reduction of the nonheme iron of 5-LO. Compound 44 is highly selective for 5-LO when compared to the inhibition of human FLAP, porcine 12-LO, and also ram seminal vesicle cyclooxygenase. In addition, 44 is orally active in a rat pleurisy model (inhibition of LTB4, ED50 = 1.9 mg/kg; 8 h pretreatment) as well as in the hyperreactive rat model of antigen-induced dyspnea (ED50 = 0.1 mg/kg;2-h pretreatment). Excellent functional activity was also observed in both the conscious allergic monkey and sheep models of asthma. In the latter case, the functional activity observed correlated with the inhibition of urinary LTE4 excretion.
    DOI:
    10.1021/jm00071a008
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文献信息

  • Aryl thiopyrano[2,3,4-C,D]indoles as inhibitors of leukotriene
    申请人:Merck Frosst Canada, Inc.
    公开号:US05314900A1
    公开(公告)日:1994-05-24
    Compounds having the formula I: ##STR1## are inhibitors of 5-lipoxygenase and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, psoriasis, uveitis, and allograft rejection and in preventing the formation of atherosclerotic plaques.
    具有I式化合物的化合物:##STR1##是5-脂氧合酶的抑制剂和白细胞三烯生物合成的抑制剂。这些化合物可用作抗哮喘、抗过敏、抗炎和细胞保护剂。它们还有助于治疗心绞痛、脑血管痉挛、肾小球肾炎、肝炎、内毒素血症、银屑病、葡萄膜炎和异体移植排斥,并预防动脉粥样硬化斑块的形成。
  • [EN] URIDINE NUCLEOSIDE DERIVATIVES, COMPOSITIONS AND METHODS OF USE<br/>[FR] DÉRIVÉS D'URIDINE NUCLÉOSIDE, COMPOSITIONS ET PROCÉDÉS D'UTILISATION
    申请人:UNIV TUFTS
    公开号:WO2018058148A1
    公开(公告)日:2018-03-29
    This disclosure relates to uridine nucleoside derivatives, compositions comprising therapeutically effective amounts of those nucleoside derivatives and methods of using those nucleoside derivatives or compositions in treating disorders that are responsive to compounds, such as agonists, of P2Y6 receptor, e.g., neuronal disorders, including neurodegenerative disorders (e.g., Alzheimer's disease, Parkinson's disease) and traumatic CNS injury, pain, Down Syndrome (DS), glaucoma and inflammatory conditions.
    这项披露涉及尿苷核苷衍生物,包含治疗有效量的这些核苷衍生物的组合物,以及使用这些核苷衍生物或组合物治疗对P2Y6受体的化合物(如激动剂)具有反应的疾病的方法,例如神经疾病,包括神经退行性疾病(如阿尔茨海默病、帕金森病)和创伤性中枢神经系统损伤、疼痛、唐氏综合症(DS)、青光眼和炎症性疾病。
  • Thiopyrano[2,3,4-c,d]indoles as inhibitors of leukotriene biosynthesis
    申请人:Merck Frosst Canada, Inc.
    公开号:US05202321A1
    公开(公告)日:1993-04-13
    Compounds having the formula I: ##STR1## are inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, psoriasis, uveitis and allograft rejection and in preventing the formation of atherosclerotic plaques.
    具有公式I的化合物:##STR1## 是白三烯生物合成的抑制剂。这些化合物可用作抗哮喘、抗过敏、抗炎和细胞保护剂。它们还可用于治疗心绞痛、脑血管痉挛、肾小球肾炎、肝炎、内毒素血症、牛皮癣、葡萄膜炎和移植排斥,并预防动脉粥样硬化斑块的形成。
  • [EN] NOVEL NK-3 RECEPTOR SELECTIVE ANTAGONIST COMPOUNDS, PHARMACEUTICAL COMPOSITION AND METHODS FOR USE IN NK-3 RECEPTORS MEDIATED DISORDERS<br/>[FR] NOUVEAUX COMPOSÉS ANTAGONISTES SÉLECTIFS DU RÉCEPTEUR NK-3, COMPOSITION PHARMACEUTIQUE ET MÉTHODES POUR UNE UTILISATION DANS DES TROUBLES À MÉDIATION PAR DES RÉCEPTEURS NK-3
    申请人:EUROSCREEN SA
    公开号:WO2011121137A1
    公开(公告)日:2011-10-06
    The present invention is directed to novel compounds of formula I and their use as therapeutic compounds.
    本发明涉及公式I的新化合物及其作为治疗化合物的用途。
  • Aryl thiopyrano[4,3,2-cd]indoles as inhibitors of leukotriene
    申请人:Merck & Co., Inc.
    公开号:US05314898A1
    公开(公告)日:1994-05-24
    Compounds having the formula I: ##STR1## are inhibitors of the 5-lipoxygenase enzyme and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, psoriasis, uveitis, and allograft rejection and in preventing the formation of atherosclerotic plaques.
    具有I公式的化合物:## STR1 ## 是5-脂氧酶酶抑制剂和白三烯生物合成抑制剂。这些化合物可用作抗哮喘,抗过敏,抗炎和细胞保护剂。它们还可用于治疗心绞痛,脑痉挛,肾小球肾炎,肝炎,内毒素血症,银屑病,葡萄膜炎和移植排斥,并预防动脉粥样硬化斑块的形成。
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