2-碘-1,4-双(三氟甲基)苯 | 328-92-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-碘-1,4-双(三氟甲基)苯
• 英文名称: 2-iodo-1,4-bis-(trifluoromethyl)-benzene
• 英文别名: 2,5-bis(trifluoromethyl)-1-iodobenzene；1,4-bis(trifluoromethyl)-2-iodobenzene；2-Jod-1,4-bis-trifluormethyl-benzol；2,5-bis(trifluoromethyl) iodobenzene；2-Iodo-1,4-bis(trifluoromethyl)benzene
• CAS: 328-92-7
• 化学式: C₈H₃F₆I
• mdl: MFCD03788557
• 分子量: 340.007
• InChiKey: CZSSTAYSWOBTOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  89-92 °C
• 密度：
  1.904±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2903999090
• 危险性防范说明：
  P210,P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P332+P313,P337+P313,P362,P370+P378,P403+P233,P403+P235,P405,P501
• 危险性描述：
  H315,H319,H335,H227

反应信息

• 作为反应物：
  描述：

  2-碘-1,4-双(三氟甲基)苯 在 铜 作用下， 生成 2,5,2',5'-tetrakis-trifluoromethyl-biphenyl
  参考文献：
  名称：

  Tetrakis-(trifluoromethyl)-biphenyls

  摘要：

  DOI：

  10.1021/ja01116a025
• 作为产物：
  描述：

  对二三氟甲苯 在 盐酸 、 硫酸 、 硝酸 、 焦硫酸 、 sodium iodide 、 tin(ll) chloride 、 sodium nitrite 作用下， 反应 2.0h， 生成 2-碘-1,4-双(三氟甲基)苯
  参考文献：
  名称：

  Tetrakis-(trifluoromethyl)-biphenyls

  摘要：

  DOI：

  10.1021/ja01116a025

文献信息

• [EN] PROCESS FOR THE SYNTHESIS OF (5a,17ß)-N-[(2,5-BIS(TRIFLUOROMETHYL)-PHENYL]-3-OXO-4-AZA-5-ANDROST-1-ENE-17-CARBOXAMIDE<br/>[FR] PROCÉDÉ DE SYNTHÈSE DU (5?,17?)-N-[(2,5-BIS(TRIFLUOROMÉTHYL)-PHÉNYL]-3-OXO-4-AZA-5-ANDROST-1-ÈNE-17-CARBOXAMIDE
  申请人：RICHTER GEDEON NYRT

  公开号：WO2013001322A1

  公开（公告）日：2013-01-03

  The synthesis consists of reaction steps as follows: oxidizing the α,β-unsaturated ketone system of ring "A" of pregn-4-ene-3,20-dion- of formula (II) with sodium metaperiodate in tert-butanol in the presence of potassium permanganate and alkali metal carbonate, reacting the obtained 3,5-seco acid with an ester of chloroformic acid in the presence of tertier organic base below 0°C, reacting the obtained new compound after isolation or without isolation with ammonia or ammonium acetate, cyclization of the resulting carboxamides with an acid, cathalytic hydrogenating the obtained ene lactame, and oxidizing the side chain at position 17 of the obtained pregnane compound with an alkali metal hypobromide in aqueous dioxane below 10°C. Thereafter on one hand the obtained (5α,17β)-3-oxo-4-aza-5-androstane-17-carboxylic acid is reacted with chloroformic acid ester, the obtained new compound is reacted with 2,5-bis(trifluoromethyl)-aniline in the presence of a Lewis acid, the obtained amide is reacted with trimethyl chlorosilane in inert atmosphere in the presence of Ν,Ν,Ν',Ν'-tetramethyl-ethylendiamine, then en excess iodine is added to the reaction mixture and the product of the iodination reaction is crystallized from acetonitrile, then the obtained 2-iodo-3-oxo-4-aza-17β-carboxamide is reacted with potassium tert-butylate to furnish final product. On the other hand, (5α,17β)-3-oxo-4-aza-5-androstane-17-carboxylic acid is transformed into methylester by known method, this latter is transformed into methyl (2α,5α,17β)-2-iodo-3-oxo-4-aza-5-androstane-17-carboxylate according to known method, the obtained compound is reacted with potassium-tert-butylate, the obtained (5α,17β)-3-oxo-4-aza-5-androst-1-ene-17-carboxylic acid is reacted with an ester of chloroformic acid, then the obtained new compound is coupled with 2,5-bis(trifluoromethyl)-aniline in the presence of a Lewis acid catalyst to gain final product.

  合成包括以下反应步骤：在三氢甲苯醇中存在高锰酸钾和碱金属碳酸盐的情况下，氧化孕甾-4-烯-3,20-二酮环“A”的α，β-不饱和酮系统，用亚碘酸钠，将得到的3,5-内酰胺与氯甲酸酯在0°C以下的温度下在三级有机碱的存在下反应，将得到的新化合物在隔离或不隔离的情况下与氨或乙酸铵反应，将得到的羧酰胺与酸环化，催化氢化得到的烯内酯胺，用水合二氧六环中的碱性次溴酸盐氧化得到的孕烷化合物17位侧链。然后，一方面得到的(5α,17β)-3-氧代-4-氮代-5-雄烷-17-羧酸与氯甲酸酯反应，得到的新化合物与2,5-双(三氟甲基)-苯胺在Lewis酸的存在下反应，得到的酰胺在惰性气氛中与三甲基氯硅烷在Ν，Ν，Ν'，Ν'-四甲基-乙二胺的存在下反应，然后向反应混合物中加入过量碘，并从乙腈中结晶得到碘化反应的产物，然后得到的2-碘代-3-氧代-4-氮代-17β-羧酰胺与叔丁基钾反应以得到最终产物。另一方面，(5α,17β)-3-氧代-4-氮代-5-雄烷-17-羧酸通过已知方法转化为甲酯，这后者通过已知方法转化为甲基(2α,5α,17β)-2-碘代-3-氧代-4-氮代-5-雄烷-17-羧酸酯，得到的化合物与叔丁基钾反应，得到的(5α,17β)-3-氧代-4-氮代-5-雄-1-烯-17-羧酸与氯甲酸酯反应，然后得到的新化合物在Lewis酸催化剂的存在下与2,5-双(三氟甲基)-苯胺偶联以获得最终产物。
• [EN] AZASTEROIDS FOR TREATMENT OF TUBERCULOSIS<br/>[FR] COMPOSITION POUR LE TRAITEMENT DE LA TUBERCULOSE
  申请人：UNIV NEW YORK STATE RES FOUND

  公开号：WO2017190034A1

  公开（公告）日：2017-11-02

  The present invention provides a compound having the structure: formula (I), for use in combinatoin with an anti-tuberculosis drug for treating a subject infected with M. tuberculosis.

  本发明提供了一种具有结构：式（I）的化合物，用于与抗结核药物结合，用于治疗感染结核分枝杆菌的受试者。
• [EN] TRICYCLIC COMPOUNDS AS mPGES-1 INHIBITORS<br/>[FR] COMPOSÉS TRICYCLIQUES EN TANT QU'INHIBITEURS DE MPGES-1
  申请人：GLENMARK PHARMACEUTICALS SA

  公开号：WO2012110860A1

  公开（公告）日：2012-08-23

  The present invention relates to tricyclic compounds of formula (I) or pharmaceutically acceptable salt thereof as mPGES-1 inhibitors. These compounds are inhibitors of the microsomal prostaglandin E synthase- 1 (mPGES-1) enzyme and are therefore useful in the treatment of pain and/or inflammation from a variety of diseases or conditions, such as asthama, osteoarthritis, rheumatoid arthritis, acute or chronic pain and neurodegenerative diseases. (I).

  本发明涉及式(I)的三环化合物或其药用可接受的盐，作为mPGES-1抑制剂。这些化合物是微粒体前列腺素E合成酶-1（mPGES-1）酶的抑制剂，因此在治疗各种疾病或症状引起的疼痛和/或炎症方面具有用处，如哮喘、骨关节炎、类风湿性关节炎、急性或慢性疼痛和神经退行性疾病。
• Synthesis and Solid-State Polymerization of<i>ω</i>-(4-Aryl-1,3-butadiynyl) Substituted 1-Alkanol and Alkanoic Acid
  作者：Shuji Okada、Hiro Matsuda、Masaaki Otsuka、Hachiro Nakanishi、Masao Kato

  DOI：10.1246/bcsj.67.483

  日期：1994.2

  The amphiphilic diacetylenes with directly-bound aromatic substituents, i. e. 27-aryl-24,26-heptacosadiyn-1-ols and -diynoic acids, were synthesized and the solid-state polymerization of these compounds upon γ-ray and UV irradiation was investigated. More than half of the compounds synthesized are polymerizable because the packing effect of the methylene chains makes the diacetylene moieties align into polymerizable stack. It is found that the bulkiness of hydrophilic and hydrophobic ends was an impotant factor for the polymerizability of this series of compounds.

  含有直接连接芳香取代基的两性二炔化合物，即27-芳基-24,26-七十炔-1-醇和-二炔酸，已被合成，并研究了这些化合物在γ射线和紫外线照射下的固态聚合。合成的化合物中超过一半是可聚合的，因为亚甲基链的堆积效应使得二炔基团排列成可聚合的堆叠。研究发现，亲水性和疏水性末端的体积是影响这一系列化合物聚合性的重要因素。
• Synthesis of benzo[h]quinoline-based neutral pentacoordinate organosilicon complexes
  作者：Yuichiro Tokoro、Hyeonuk Yeo、Kazuo Tanaka、Yoshiki Chujo

  DOI：10.1039/c2cc34440h

  日期：——

  Reactions of 10-benzo[h]quinolyllithium with a series of organosilanes led to the formation of neutral pentacoordinate complexes. The diethynyl-substituted complex was able to be converted to di(arylethynyl)-substituted ones by the Sonogashira–Hagihara coupling reaction. Electronegative substituents shortened N–Si distances and enhanced fluorescence intensity from the complexes.

  10-苯并[h]喹啉锂与一系列有机硅烷的反应生成了中性五配位络合物。通过 Sonogashira-Hagihara 偶联反应，二乙炔基取代的络合物可以转化为二芳基乙炔基取代的络合物。负电性取代基缩短了 N-Si 距离，增强了配合物的荧光强度。