2'-phenyl-2-bromoacetophenone | 61236-14-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-phenyl-2-bromoacetophenone
• 英文别名: 1-[1,1'-biphenyl]-2-yl-2-bromoethanone；2-bromoacetyl-biphenyl；1-biphenyl-2-yl-2-bromo-ethanone；1-([1,1'-Biphenyl]-2-yl)-2-bromoethan-1-one；2-bromo-1-(2-phenylphenyl)ethanone
• CAS: 61236-14-4
• 化学式: C₁₄H₁₁BrO
• 分子量: 275.145
• InChiKey: UOMDLCVGPUNXQV-UHFFFAOYSA-N

物化性质

• 沸点：
  381.1±25.0 °C(Predicted)
• 密度：
  1.379±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2'-phenyl-2-bromoacetophenone 在 sodium tetrahydroborate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-Imidazol-1-yl-1-(2-phenylphenyl)ethanol
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(.omega.-phenyl-.omega.-hydroxyalkyl)imidazoles

  摘要：

  A novel series of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles was synthesized and evaluated for anticonvulsant activity in mice against maximal electroshock induced seizures. Some of the compounds showed an activity comparable to or better than phenytoin and phenobarbital. The N-[beta-[4-(beta-phenylethyl)phenyl]-beta-hydroxyethyl]imidazole (38) was selected for further studies; preclinical toxicology and additional efficacy evaluations are in progress. Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00138a017
• 作为产物：
  描述：

  苯硼酸 在 palladium diacetate 、 sodium carbonate 、 三苯基膦 、 copper(ll) bromide 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 8.25h， 生成 2'-phenyl-2-bromoacetophenone
  参考文献：
  名称：

  CuBr₂-Mediated One-Pot Synthesis of Sulfonyl 9-Fluorenylidenes

  摘要：

  In this article, a high-yield method for the synthesis of sulfonyl 9-fluorenylidenes is described, which consists of a one-pot straightforward three-step synthetic route, including (i) CuBr2-mediated alpha-bromination of o-arylacetophenone, (ii) sequential nucleophilic substitution of the resulting alpha-bromo o-arylacetophenone with sodium sulfinate (RSO2Na), and (iii) the CuBr2-mediated intramolecular Friedel-Crafts cyclizative dehydration. A plausible mechanism is proposed and discussed. This protocol provides a highly effective regio- and stereoselective annulation via the formation of one carbon-carbon (C-C) bond and one carbon-sulfur (C-S) bond.

  DOI：

  10.1021/acs.joc.0c00035

文献信息

• Base-Induced One-Pot Preparation of N- or P-Substituted Alkynes
  作者：Yang Zhang、Yanqin Zhang、Jing Xiao、Zhihong Peng、Wanrong Dong、Delie An

  DOI：10.1002/ejoc.201501092

  日期：2015.12

  An efficient method for the formation of C(sp)–N or C(sp)–P bonds is described. The facile transformation proceeds under mild conditions (0 or –20 °C) in a one-pot manner, and does not require transition-metal catalysts. The base-induced protocol exhibits good functional group tolerance (up to 44 examples) and high efficiency (up to 94 % yield) towards rare heteroatom-substituted acetylenes (N or P)

  描述了一种形成 C(sp)-N 或 C(sp)-P 键的有效方法。该转化过程在温和条件（0 或 –20 °C）下以一锅法进行，不需要过渡金属催化剂。碱基诱导方案对稀有杂原子取代的乙炔（N 或 P）表现出良好的官能团耐受性（多达 44 个实例）和高效率（高达 94% 的产率）。此外，所提出的机制得到了关键中间体的隔离的支持。
• 7,8,9,10-Tetrahydropyrrolo[2,1-a]isoquinolines in the search for new indolizine derivatives
  作者：Mino R. Caira、Marcel Mirel Popa、Constantin Draghici、Loredana Barbu、Denisa Dumitrescu、Florea Dumitrascu

  DOI：10.1016/j.tetlet.2014.08.054

  日期：2014.10

  8,9,10-Tetrahydropyrrolo[2,1-a]isoquinolines were obtained by 1,3-dipolar cycloaddition reactions of their corresponding N-ylides with olefinic (acrylonitrile) and symmetrical or non-symmetrical acetylenic dipolarophiles (methyl/ethyl propiolate, dimethyl acetylenedicarboxylate). Also, stable 5,6,7,8-tetrahydroisoquinolinium dicyanomethylide was isolated and characterized by X-ray diffraction analysis

  通过其相应的N-基团与烯烃（丙烯腈）和对称或非对称炔属双极性亲和剂（甲基/乙基）的1,3-偶极环加成反应获得7,8,9,10-四氢吡咯并[2,1- a ]异喹啉丙酸酯，乙炔基二羧酸二甲酯）。另外，分离出稳定的5,6,7,8-四氢异喹啉二氰基甲基化物并通过X射线衍射分析表征。
• [EN] 5-HT2B RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DU RECEPTEUR 5-HT2B
  申请人：PHARMAGENE LAB LTD

  公开号：WO2005012263A1

  公开（公告）日：2005-02-10

  Compounds of formulae: (I), (II), (IIIa), (IIIb), (IVa) and (IVb): or a pharmaceutically acceptable salt thereof, for use as pharmaceuticals, in particular for the treatment of a condition alleviated by antagonism of a 5-HT2B receptor.

  化合物的分子式：（I）、（II）、（IIIa）、（IIIb）、（IVa）和（IVb）：或其药用可接受的盐，用作药物，特别用于治疗通过拮抗5-HT2B受体缓解的病症。
• Cat-1 inhibitors, pharmaceutical compositions and methods of use
  申请人：Hoffman-La Roche Inc.

  公开号：US05344843A1

  公开（公告）日：1994-09-06

  The invention relates to compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.2 ' X, Y, Z, A, B, Q and n are as described herein. Their pharmaceutically acceptable salts, and when appropriate, enantiomers, racemates, diastereomers or mixtures thereof or geometric isomer or mixtures thereof, and pharmaceutically acceptable salts thereof. The compounds of formula I inhibit enzyme carnitine acyltransferase 1 (CAT-1) and are therefore useful in the prevention of injury to ischemic tissue, and can limit infarct size, improve cardiac function and prevent arrhythmias during and following a myocardial infarction.

  该发明涉及以下式的化合物：##STR1## 其中R.sub.1、R.sub.2、R.sub.2'、X、Y、Z、A、B、Q和n如本文所述。它们的药学上可接受的盐，必要时，对映体、拉克酸盐、异构体或其混合物或几何异构体或其混合物，以及其药学上可接受的盐。式I的化合物抑制酶肉碱酰转移酶1（CAT-1），因此在预防缺血组织损伤方面非常有用，并且可以限制梗死面积，改善心脏功能，并在心肌梗死期间和随后防止心律失常。
• Imidazole derivatives
  申请人：Recordati S.A.

  公开号：US04275071A1

  公开（公告）日：1981-06-23

  Imidazole derivatives of the formula I and pharmaceutically acceptable acid addition salts thereof are provided: ##STR1## In the formula, R.sub.4 1- or 2-naphthyl, optionally substituted with Cl, Br, or I; 1,2,3,4-tetrahydro-6-naphthyl; 3-duryl, optionally 6-substituted by Cl, Br, I, NO.sub.2, CH.sub.3 or benzyl; mesityl, phenyl 2-, 3- or 4-substituted by OH, NH.sub.2, NO.sub.2, CH.sub.3 CONH, phenyl, phenoxy, cyclohexyl, phenylthio, benzylthio, C.sub.1 -C.sub.6 alkyl or C.sub.1 C.sub.6 alkylthio; 4-bibenzylyl; 3,4-dihydroxyphenyl, n=0, 1 or 2 and (a) R=H, alkyl having 1 to 6 carbon atoms or phenyl R.sub.1 =H, alkyl having 1 to 6 carbon atoms or phenyl one of R.sub.2 and R.sub.3 =H the other of R.sub.2 and R.sub.3 =H, OH, benzoyloxy, C.sub.2 -C.sub.7 alkanoyloxy, N-(C.sub.1 -C.sub.6 alkyl)-carbamoyloxy, N,N-[di-(C.sub.1 C.sub.6)alkyl]-carbamoyloxy, but if R.sub.2 =R.sub.3 =H then R=R.sub.1 =H, or (b) R=H, C.sub.1 -C.sub.6 alkyl, phenyl R.sub.1 =H, C.sub.1 -C.sub.6 alkyl, phenyl R.sub.2 +R.sub.3 =O, or ##STR2## The compounds of formula I are anti-convulsivants.

  提供公式I的咪唑衍生物及其药用可接受的酸盐：##STR1## 在该公式中，R.sub.4为1-或2-萘基，可选地用Cl、Br或I取代；1,2,3,4-四氢-6-萘基；3-二烯基，可选地用Cl、Br、I、NO.sub.2、CH.sub.3或苄取代；甲苯基、苯基2-、3-或4-取代为OH、NH.sub.2、NO.sub.2、CH.sub.3 CONH、苯基、苯氧基、环己基、苯硫基、苄硫基、C.sub.1 -C.sub.6烷基或C.sub.1 -C.sub.6硫代基；4-联苄基；3,4-二羟基苯基，n=0、1或2以及（a）R=H、具有1至6个碳原子的烷基或苯基R.sub.1=H、具有1至6个碳原子的烷基或苯基R.sub.2和R.sub.3中的一个=H另一个=H、OH、苯甲酰氧基、C.sub.2 -C.sub.7烷酰氧基、N-(C.sub.1 -C.sub.6烷基)-氨基甲酰氧基、N,N-[二-(C.sub.1 -C.sub.6)烷基]-氨基甲酰氧基，但如果R.sub.2=R.sub.3=H，则R=R.sub.1=H，或（b）R=H、C.sub.1 -C.sub.6烷基、苯基R.sub.1=H、C.sub.1 -C.sub.6烷基、苯基R.sub.2+R.sub.3=O，或##STR2## 公式I的化合物为抗抽搐剂。