2-氟-4-甲氧基苄溴 | 54788-19-1

• 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-氟-4-甲氧基苄溴
• 中文别名: 2-氟-4-甲氧基溴苄；1-(溴甲基)-2-氟-4-甲氧基苯
• 英文名称: 2-fluoro-4-methoxybenzyl bromide
• 英文别名: 1-(Bromomethyl)-2-fluoro-4-methoxybenzene
• CAS: 54788-19-1
• 化学式: C₈H₈BrFO
• 分子量: 219.053
• InChiKey: MGGMXOCLNXDSEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  228.6±25.0 °C(Predicted)
• 密度：
  1.488±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 海关编码：
  2909309090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险品运输编号：
  3261
• 危险性描述：
  H314
• 储存条件：
  | 温度 | 存储条件 | | --- | --- | | 2-8°C | 在惰性气体中保存 |

反应信息

• 作为反应物：
  描述：

  2-氟-4-甲氧基苄溴 在 氢碘酸 、 lithium diisopropyl amide 作用下， 反应 2.17h， 生成 2-氟-L-酪氨酸
  参考文献：
  名称：

  Asymmetric synthesis of fluorinated l-tyrosine and

  摘要：

  A convenient asymmetric synthesis of (2S)-2-amino-3-(2-fluoro-5-hydroxyphenyl) propanoic acid, (2S)-2-amino-3-(4-fluoro-3-hydroxyphenyl) propanoic acid and (2S)-2-amino-3-(2-fluoro-4-hydroxyphenyl) propanoic acid is described. Key steps include the synthesis of the benzyl bromides, the alkylation of the glycine enolate derivative ((S)-Boc-BMI) and the hydrolysis of the alkylated Boc-BMI.

  DOI：

  10.1016/0022-1139(94)03085-e
• 作为产物：
  描述：

  3-氟-4-甲基苯甲醚 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 生成 2-氟-4-甲氧基苄溴
  参考文献：
  名称：

  Synthesis and microbiological activities of some monohalogenated analogs of tyrosine

  摘要：

  2-Chlorotyrosine and 2-bromotyrosine, as well as the previously reported 2-fluorotyrosine, were synthesized by hydrolysis of the condensation products from the appropriate benzyl bromide and ethyl acetamidomalonate and were compared with the corresponding 3-halotyrosines as growth inhibitors of Escherichia coli 9723, Streptococcus faecalis 8043 and Lactobacillus plantarum 8014. In contrast to the 2- and 3-fluorotyrosines which were equally effective as growth inhibitors, the 2-chloro- and 2-bromotyrosines were much more effective than the 3-chloro- and 3-bromotyrosines in inhibiting the growth of the three microorganisms. For each of the assay organisms, the growth inhibitions of all three 2-halotyrosines were reversed competitively in varying degrees by tyrosine.

  DOI：

  10.1021/jm00235a006

文献信息

• Inhibitors of hepatitis C virus RNA-dependent RNA polymerase, and compositions and treatments using the same
  申请人：Borchardt Allen

  公开号：US20050176701A1

  公开（公告）日：2005-08-11

  The invention relates to compounds of the formula 1 and to pharmaceutically acceptable salts, solvates, prodrugs and metabolites thereof, wherein W, Z, R 1 and R 2 , are as defined herein. The invention also relates to methods of treating Hepatitis C virus in mammals by administering the compounds of formula 1, and to pharmaceutical compositions for treating such disorders, which contain the compounds of formula 1. The invention also relates to methods of preparing the compounds of formula 1.

  这项发明涉及公式1的化合物，以及其药学上可接受的盐、溶剂化合物、前药和代谢物，其中W、Z、R1和R2如本文所定义。该发明还涉及通过给哺乳动物施用公式1的化合物来治疗丙型肝炎病毒的方法，以及用于治疗这类疾病的含有公式1化合物的药物组合物。该发明还涉及制备公式1化合物的方法。
• [(alkoxy)pyridinyl]amine compounds which are useful in the treatment of
  申请人：SmithKline Beecham Intercredit B.V.

  公开号：US05409943A1

  公开（公告）日：1995-04-25

  The present invention relates to N-pyridylamidine and N-pyridylguanidine derivatives of general formula (I) in which: Ar.sup.1 is an optionally substituted phenyl ring; Ar.sup.2 is an optionally substituted phenyl ring; R.sup.1 is hydrogen or C.sub.1-4 alkyl; R.sup.2 is hydrogen or C.sub.1-4 alkyl; R.sup.3 is hydrogen or C.sub.1-4 alkyl; R.sup.4 is hydrogen, halogen, C.sub.1-6 alkyl or C.sub.1-6 alkoxy; X is CH.sub.2 or NR.sup.5, and R.sup.5 is hydrogen or C.sub.1-4 alkyl, and the salts thereof, and their use in therapy as gastric acid secretion inhibitors.

  本发明涉及一般式(I)的N-吡啶基脒和N-吡啶基胍衍生物，其中：Ar.sup.1是可选择取代的苯环；Ar.sup.2是可选择取代的苯环；R.sup.1是氢或C.sub.1-4烷基；R.sup.2是氢或C.sub.1-4烷基；R.sup.3是氢或C.sub.1-4烷基；R.sup.4是氢，卤素，C.sub.1-6烷基或C.sub.1-6烷氧基；X是CH.sub.2或NR.sup.5，R.sup.5是氢或C.sub.1-4烷基，以及它们的盐，以及它们在治疗中作为胃酸分泌抑制剂的用途。
• Synthesis and structure–activity relationships of 1-benzylindane derivatives as selective agonists for estrogen receptor beta
  作者：Shigeru Yonekubo、Nobuhiko Fushimi、Takashi Miyagi、Osamu Nakanishi、Kenji Katsuno、Motoyasu Ozawa、Chiaki Handa、Noritaka Furuya、Hideyuki Muranaka

  DOI：10.1016/j.bmc.2016.09.047

  日期：2016.11

  selective ERβ ligands. In this study, we evaluated the selective ERβ agonistic activity of 1-(4-hydroxybenzyl)indan-5-ol 7a and studied structure–activity relationship (SAR) of its derivatives. Some functional groups improved the properties of 7a; introduction of a nitrile group on the indane-1-position resulted in higher selectivity for ERβ (12a), and further substitution with a fluoro or a methyl group

  雌激素受体β（ERβ）选择性激动剂被认为是治疗表达ERβ的组织中雌激素缺乏症状的有前途的候选者，并且没有患乳腺癌的风险，并且已有多种化合物被报道为ERβ选择性激动剂。其中，6-6双环含环结构（例如，异黄酮植物雌激素）被视为isobutestrol的环化类似物之一5b中，建议包括5-6双环也可以用作选择性ERβ配体，其他环化的支架。在这项研究中，我们评估了1-（4-羟基苄基）茚满-5-醇7a的选择性ERβ激动活性，并研究了其衍生物的构效关系（SAR）。一些官能团改善了7a的性能; 在茚满1位上引入腈基导致对ERβ的更高选择性（12a），并且进一步优选用氟或甲基取代侧基苯环（12b，d和e）。随后的12a手性拆分确定R - 12a具有优于S - 12a的轮廓。这可与有希望的选择性ERβ激动剂之一二芳基丙腈（DPN）5c相提并论，这表明这种基于茚满的支架具有提供更好的ERβ激动剂探针的潜力。
• Methylene versus carbonyl bridge in the structure of new tubulin polymerization inhibitors with tricyclic A-rings
  作者：Iuliana-Monica Moise、Elena Bîcu、Joëlle Dubois、Amaury Farce、Benoît Rigo、Alina Ghinet

  DOI：10.1016/j.bmc.2016.09.063

  日期：2016.11

  A ring in the structure of tubulin polymerization inhibitors. In our search to identify more potent inhibitors, a study of different isosteric tricyclic groups as new potential A rings was first realized and permitted to identify 1-azaphenothiazine and iminodibenzyl as favorable modulations providing compounds with improved activity against tubulin. An investigation of the methylene group as the connector

  在微管蛋白聚合抑制剂的结构中，吩噻嗪基已被确定为合适的A环。在寻找更有效的抑制剂的研究中，首次实现了对不同的立体三环基团作为新的潜在A环的研究，并允许将1-氮杂吩噻嗪和亚氨基二苄基鉴定为有利的调节方式，从而为化合物提供了改善的抗微管蛋白活性。对亚甲基作为A和B环之间的连接基的研究表明，当A单元是吩噻嗪，1-氮杂吩噻嗪或亚氨基二苄基类型时，“ CH 2 ”桥是可以耐受的，从而提高了生物效力。分子6 – 8和12与亲本phenstatin 2相比，在COLO 205结肠癌细胞系中显示出更高的生物活性。当前研究中最抗肿瘤的药物是吩噻嗪5，对黑素瘤MDA-MB-435细胞系的GI 50为25 nM。
• No-carrier-added asymmetric synthesis of α-methyl-α-amino acids labelled with fluorine-18
  作者：Philippe Damhaut、Christian Lemaire、Alain Plenevaux、Claude Brihaye、Léon Christiaens、Dominique Comar

  DOI：10.1016/s0040-4020(97)00265-2

  日期：1997.4

  been synthesized with high enantiomeric purity (ee > 97%). These new radiopharmaceuticals for Positron Emission Tomography (PET), potential inhibitors of enzymatic functions, were regiospecifically labelled by nucleophilic substitution on trimethylammoniumbenzaldehyde triflate precursors 9. The [18F]fluoro aromatic aldehydes 12 obtained were easily converted to the corresponding [18F]fluorobenzyl halides

  已经合成了具有高对映体纯度（ee> 97％）的各种[ 18 F]氟芳族α-甲基-1-氨基酸11。这些新的正电子发射断层扫描（PET），潜在的酶功能抑制剂的放射性药物在三甲基铵苯甲醛三氟甲磺酸前体9上通过亲核取代被区域特异性标记。所获得的[ 18 F]氟芳族醛12易于转化为相应的[ 18 F]氟苄基卤化物[ 13（X = I）]。（2S，5S）-1-叔丁基-Boc-2-叔丁基-3,5-二甲基-咪唑烷基-4-酮2的烯醇锂烷基化后在120分钟的合成时间之后，在HPLC纯化之后，将加合物裂解以得到各种[ 18 F]氟-α-甲基氨基酸类似物，其放射化学产率为10％（轰炸结束，EOB）。还制备了相应的[ 19 F]氟化氨基酸4和[ 19 F]氟中间体。