4-羟基-2-甲基苯甲腈 | 14143-26-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-羟基-2-甲基苯甲腈
• 中文别名: 2-甲基-4-羟基苯腈；4-羟基-2-甲基苯腈
• 英文名称: 4-hydroxy-2-methylbenzonitrile
• CAS: 14143-26-1
• 化学式: C₈H₇NO
• mdl: MFCD16997502
• 分子量: 133.15
• InChiKey: PNQUZYVEQUGPPO-UHFFFAOYSA-N

物化性质

• 沸点：
  297.4±28.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P261,P273,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335,H412
• 储存条件：
  | 2-8°C |

反应信息

• 作为反应物：
  描述：

  4-羟基-2-甲基苯甲腈 在 羟胺 作用下， 以 乙醇 、 水 为溶剂， 反应 16.0h， 以89%的产率得到(Z)-N',4-dihydroxy-2-methylbenzimidamide
  参考文献：
  名称：

  3-Aryl-1,2,4-oxadiazole Derivatives Active Against Human Rhinovirus

  摘要：

  The human rhinovirus (hRV) is the causative agent of the common cold that often aggravates respiratory complications in patients with asthma or chronic obstructive pulmonary disease. The high rate of mutations and variety of serotypes are limiting the development of anti-hRV drugs, which emphasizes the need for the discovery of novel lead compounds. Previously, we identified antiviral compound 1 that we used here as the starting material for developing a novel compound series with high efficacy against hRV-A and -B. Improved metabolic stability was achieved by substituting an ester moiety with a 1,2,4-oxadiazole group. Specifically, compound 3k exhibited a high efficacy against hRV-B14, hRV-A21, and hRV-A71, with EC50 values of 66.0, 22.0, and 3.7 nM, respectively, and a relevant hepatic stability (59.6 and 40.7% compound remaining after 30 min in rat and human liver microsomes, respectively). An in vivo study demonstrated that 3k possessed a desirable pharmacokinetic profile with low systemic clearance (0.158 L.h(-1).Kg(-1)) and modest oral bioavailability (27.8%). Hence, 3k appears to be an interesting candidate for the development of antiviral lead compounds.

  DOI：

  10.1021/acsmedchemlett.8b00134
• 作为产物：
  描述：

  4-溴-2-甲基苯腈 在 甲酸 、 氧气 、 三乙胺 、 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以53%的产率得到4-羟基-2-甲基苯甲腈
  参考文献：
  名称：

  （杂）芳基卤化物与分子氧的协同光催化铜羟基化反应

  摘要：

  在室温下用O 2光氧化还原介导的铜催化（杂）芳基卤化物（包括氯化物，溴化物和碘化物）的铜催化羟基化作用。初步的机理研究表明，没有芳基铜中间体，并且芳基自由基也参与了该程序。18个O标记实验证实了羟基氧原子起源于分子氧。

  DOI：

  10.1021/acs.orglett.7b03840

文献信息

• [EN] COMPOUNDS AND METHODS<br/>[FR] COMPOSÉS ET MÉTHODES
  申请人：TEMPERO PHARMACEUTICALS INC

  公开号：WO2013019682A1

  公开（公告）日：2013-02-07

  The present invention relates to novel retinoid-related orphan receptor gamma (RORγ) modulators and their use in the treatment of diseases mediated by RORy.

  本发明涉及新型视黄醛酸相关孤儿受体γ（RORγ）调节剂及其在治疗由RORγ介导的疾病中的应用。
• 1-Alkyl-2-(phenoxymethyl)-5-nitro-imidazoles and process for their
  申请人：Hoechst Aktiengesellschaft

  公开号：US04031232A1

  公开（公告）日：1977-06-21

  1-Alkyl-2-(phenoxymethyl)-5-nitro-imidazoles are described as well as a process for their manufacture. The compounds are active against trichomonads and amoebae and are especially suitable for the treatment of Fluor genitalis.

  1-烷基-2-(苯氧甲基)-5-硝基咪唑类化合物的制备方法被描述，这些化合物对滴虫和阿米巴活性，并且特别适用于治疗阴道滴虫病。
• NOVEL PYRIMIDINE DERIVATIVES
  申请人：Bolli Martin

  公开号：US20100234346A1

  公开（公告）日：2010-09-16

  The invention relates to novel pyrimidine derivatives, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunomodulating agents. Formula (I) wherein A represents Formula (II), Formula (III), Formula (IV), Formula (V), Formula (VI), Formula (VII), Formula (VIII) or Formula (IX)

  这项发明涉及新型嘧啶衍生物，它们的制备以及它们作为药用活性化合物的用途。这些化合物特别作为免疫调节剂。公式（I）其中A代表公式（II）、公式（III）、公式（IV）、公式（V）、公式（VI）、公式（VII）、公式（VIII）或公式（IX）。
• Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water
  作者：Liu Yang、Zhiyan Huang、Gang Li、Wei Zhang、Rui Cao、Chao Wang、Jianliang Xiao、Dong Xue

  DOI：10.1002/anie.201710698

  日期：2018.2.12

  A highly effective hydroxylation reaction of aryl halides with water under synergistic organophotoredox and nickel catalysis is reported. The OH group of the resulting phenols originates from water, following deprotonation facilitated by an intramolecular base group on the ligand. Significantly, aryl bromides as well as less reactive aryl chlorides served as effective substrates to afford phenols with

  报道了在协同的有机光氧化还原和镍催化下，芳基卤化物与水的高效羟基化反应。在配体上的分子内碱基促进去质子化之后，所得酚的OH基团起源于水。重要的是，芳基溴化物和反应性较低的芳基氯用作有效的底物，以提供具有广泛官能团的酚。不需要强大的无机碱或昂贵的贵金属催化剂，该方法可用于有效制备各种酚，并使多官能药学上相关的芳基卤化物羟基化。
• [EN] COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES<br/>[FR] COMPOSÉS, SELS CORRESPONDANTS ET MÉTHODES POUR LE TRAITEMENT DE MALADIES
  申请人：ACADIA PHARM INC

  公开号：WO2019040107A1

  公开（公告）日：2019-02-28

  The present disclosure relates to compounds according to Formula (I), useful for treating diseases.

  本公开涉及按照式（I）的化合物，用于治疗疾病。