3-n-butyl-6-chlorouracil | 34667-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-n-butyl-6-chlorouracil
• 英文别名: 3-butyl-6-chlorouracil；3-Butyl-6-chloruracil；3-butyl-6-chloro-1H-pyrimidine-2,4-dione；3-butyl-6-chloropyrimidine-2,4(1H,3H)-dione；6-chloro-3-n-butyluracil；3-butyl-6-chloro-1H-pyrimidine-2,4-dione
• CAS: 34667-69-1
• 化学式: C₈H₁₁ClN₂O₂
• 分子量: 202.641
• InChiKey: SAHVZUNPIVRKRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(三苯基甲基)-5-(4'-溴甲基联苯-2-基)四氮唑 、 3-n-butyl-6-chlorouracil 在 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-butyl-6-chloro-1-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Pyrimidinedione derivatives, their production and use

  摘要：

  化合物(I)的新型嘧啶二酮衍生物的结构式如下：其中R.sup.1为氢或可被取代的碳氢基；R.sup.2为氢、卤素、硝基、可选择取代的氨基、甲酰基或可被取代的碳氢基；R.sup.3为可被取代的碳氢基；R.sup.4为氢、卤素或硝基；R.sup.5为能形成负离子的残基或可转化为负离子的残基；X为直接键或含有一个氧、氮或硫原子的长度为一个原子的间隔物；Y为苯基团和苯基之间长度为两个或更少原子的直接键或间隔物；n为1或2的整数；其药学上可接受的盐具有强大的抗血管紧张素II活性和降压活性，因此可用作治疗循环系统疾病如高血压病、心脏病、中风等的治疗剂。

  公开号：

  US05162326A1

文献信息

• Pyrazolo[3,4-d]pyrimidine derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04824848A1

  公开（公告）日：1989-04-25

  Novel pyrazolo[3,4-d]pyrimidine derivatives represented by the general formula (I) ##STR1## wherein R.sup.1 is an aryl or heteroaryl group which may be substituted by one to three members selected from the class consisting of halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, N-C.sub.1-4 alkylamino, N,N-diC.sub.1-4 alkylamino, hydroxy, trifluoromethyl, carbamoyl, N-C.sub.1-4 alkylcarbamoyl and N,N-diC.sub.1-4 alkylcarbamoyl; R.sup.2 is C.sub.1-4 alkyl; R.sup.3 and R.sup.4 are independently hydrogen or C.sub.1-4 alkyl; R.sup.5 is hydrogen, C.sub.1-2 alkyl, C.sub.1-5 alkanoyl or C.sub.1-4 alkoxycarbonyl, the group R.sup.5 being attached at the 1- or 2-position of the pyrazole ring; X is C.sub.1-7 alkylene or a group of the formula: --(CH.sub.2).sub.m --Y--(CH.sub.2).sub.n -- wherein m is 2 or 3, n is an integer of 0 to 3, and Y is oxygen, sulfur, imino or N-C.sub.1-4 alkylimino; and the dotted line designates the presence of two double bonds in the pyrazole ring and their salts activate cerebral functions and metabolisms.

  新型吡唑并[3,4-d]嘧啶衍生物的一般公式(I)如下：其中R.sup.1是芳基或杂环芳基，可以被来自卤素、C.sub.1-4烷基、C.sub.1-4烷氧基、硝基、氨基、N-C.sub.1-4烷基氨基、N,N-二C.sub.1-4烷基氨基、羟基、三氟甲基、氨甲酰基、N-C.sub.1-4烷基氨甲酰基和N,N-二C.sub.1-4烷基氨甲酰基中的一到三个成员取代；R.sup.2是C.sub.1-4烷基；R.sup.3和R.sup.4独立地是氢或C.sub.1-4烷基；R.sup.5是氢、C.sub.1-2烷基、C.sub.1-5烷酰基或C.sub.1-4烷氧羰基，基团R.sup.5连接在吡唑环的1-或2-位置；X是C.sub.1-7烷基或式：--(CH.sub.2).sub.m --Y--(CH.sub.2).sub.n --其中m为2或3，n为0到3的整数，Y为氧、硫、亚胺或N-C.sub.1-4烷基亚胺；虚线表示吡唑环中存在两个双键及其盐激活脑功能和代谢。
• Fluorescent quenching detection reagents and methods
  申请人：Epoch Biosciences, Inc.

  公开号：US06699975B2

  公开（公告）日：2004-03-02

  Oligonucleotide-fluorophore-quencher conjugates wherein the fluorophore moiety has emission wavelengths in the range of about 300 to about 800 nm, and or where the quencher includes a substituted 4-(phenyldiazenyl)phenylamine structure provide improved signal to noise ratios and other advantageous characteristics in hybridization and related assays. The oligonucleotide-fluorophore-quencher conjugates can be synthesized by utilizing novel phosphoramidite reagents that incorporate the quencher moiety based on the substituted 4-(phenyidiazenyl)phenylamine structure, and or novel phosphoramidite reagents that incorporate a fluorophore moiety based on the substituted coumarin, substituted 7-hydroxy-3H-phenoxazin-3-one, or substituted 5,10-dihydro-10-[phenyl]pyrido[2,3-d;6,5-d′]dipyrimidine-2,4,6,8-(1H,3H,7H,9H,10H)-tetrone structure. Oligonucleotide-fluorophore-quencher-minor groove binder conjugates including a pyrrolo[4,5-e]indolin-7-yl}carbonyl) pyrrolo[4,5-e]indolin-7-yl]carbonyl}pyrrolo[4,5-e]indoline-7-carboxylate (DPI3) moiety as the minor groove binder and the substituted 4-(phenyldiazenyl)phenylamine moiety as the quencher, were synthesized and have substantially improved hybridization and signal to noise ratio properties.

  寡核苷酸-荧光素-猝灭剂共轭物，其中荧光素部分的发射波长在大约300到800纳米范围内，或者猝灭剂包括取代的4-(苯基重氮基)苯胺结构，在杂交和相关测定中提供了改善的信噪比和其他有利特性。这些寡核苷酸-荧光素-猝灭剂共轭物可以通过利用基于取代的4-(苯基重氮基)苯胺结构的新型磷酸酰胺试剂合成，或者利用基于取代香豆素、取代7-羟基-3H-苯并噁唑-3-酮或取代5,10-二氢-10-[苯基]吡啶[2,3-d;6,5-d']二嘧啶-2,4,6,8-(1H,3H,7H,9H,10H)-四酮结构的新型磷酸酰胺试剂合成。包括吡咯并[4,5-e]吲哚-7-基)吡咯并[4,5-e]吲哚-7-基)吡咯并[4,5-e]吲哚-7-羧酸酯(DPI3)部分作为次生沟结合剂和取代的4-(苯基重氮基)苯胺部分作为猝灭剂的寡核苷酸-荧光素-猝灭剂-次生沟结合剂共轭物已经合成，并具有显着改善的杂交和信噪比特性。
• Inhibitors of Bacillus subtilis DNA polymerase III. Influence of modifications in the pyrimidine ring of anilino- and (benzylamino)pyrimidines
  作者：Debra J. Trantolo、George E. Wright、Neal C. Brown

  DOI：10.1021/jm00155a016

  日期：1986.5

  examined in several series of N6-substituted 6-aminopyrimidines. The presence of alkyl groups as large as n-butyl in the 3-position of 6-(5-indanylamino)uracil had no effect on inhibitor-enzyme binding. Substituents in the 4-position of a series of 2-amino-6-(benzylamino)pyrimidines had complex effects: alkoxy and phenoxy derivatives were less active than the parent 4-oxo (isocytosine) compound, but alkylphenoxy

  在几个N6-取代的6-氨基嘧啶系列中，研究了对抑制枯草芽孢杆菌DNA聚合酶III的替代作用。在6-（5-茚满基氨基）尿嘧啶的3-位上存在与正丁基一样大的烷基对抑制剂-酶结合没有影响。一系列2-氨基-6-（苄氨基）嘧啶的4-位取代基具有复杂的作用：烷氧基和苯氧基衍生物的活性低于母体4-氧代（异胞嘧啶）化合物，而烷基苯氧基和卤代苯氧基衍生物的活性更高与4-苯氧基化合物本身相比，这表明在4-取代基和酶表面之间可以发生疏水结合，并且嘧啶环和pol III之间的空间可能代表了酶的活性位点。用甲基和乙基取代5-H大大降低了6-（苄氨基）-和6-对甲苯基尿嘧啶的抑制活性，但5-溴和5-碘类似物与母体化合物等价。这些结果表明，这些化合物的苯环必须以与嘧啶环平面垂直的构象存在，并且这种“活性构象”的电荷转移稳定性可能会补偿抑制剂中5个卤代基的空间位阻，酶复合物。
• Flavin Photocatalysts for Visible-Light [2+2] Cycloadditions: Structure, Reactivity and Reaction Mechanism
  作者：Viktor Mojr、Gabriela Pitrová、Karolína Straková、Dorota Prukała、Sabina Brazevic、Eva Svobodová、Irena Hoskovcová、Gotard Burdziński、Tomáš Slanina、Marek Sikorski、Radek Cibulka

  DOI：10.1002/cctc.201701490

  日期：2018.2.21

  flavin family were found to mediate the [2+2] photocycloaddition reaction. 3‐Butyl‐10‐methyl‐5‐deazaflavin (3 a) and 1‐butyl‐7,8‐dimethoxy‐3‐methylalloxazine (2 e), if irradiated by visible light, were shown to allow an efficient (Φ≈3–10 %) intramolecular cyclisation of various types of substrates including substituted styrene dienes and bis(aryl enones), considered as electron‐rich and electron‐poor

  发现黄素家族的新光催化剂介导[2 + 2]光环加成反应。3-丁基-10-甲基-5- deazaflavin（3）和1-丁基-7,8-二甲氧基-3- methylalloxazine（图2e）中，如果通过可见光照射时，显示出允许有效（Φ ≈3 –10％）分子内环化各种类型的底物，包括取代的苯乙烯二烯和双（芳基烯酮），分别被视为富电子底物和贫电子底物，而无需任何其他试剂。该方法的多功能性通过光敏肉桂基（E）-3-碘代烯丙基醚的环化反应得以证明。结构活性研究发现阿洛嗪2 e比7-单取代（R = Cl，Br和MeO）的四恶嗪活性更高。在脱氮黄素骨架上引入氯和溴原子并没有提高3 a的催化效率。详细的电化学和光谱研究说明了反应机理是通过黄素激发的三重态到二烯的能量转移以及随后的环化而进行的。
• Fluorescent quenching detecting reagents and methods
  申请人：Elitech Holding B.V.

  公开号：US07897736B2

  公开（公告）日：2011-03-01

  Oligonucleotide probes containing two labels are provided and are useful in hybridization assays. The probes can also contain a minor groove binding group.

  提供了含有两个标签的寡核苷酸探针，可用于杂交检测。这些探针还可以含有一个次级沟结合基团。