2-叔丁基嘧啶-5-醇 | 85929-96-0

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-叔丁基嘧啶-5-醇
• 中文别名: 5-羟基-2-叔丁基-1,3-嘧啶
• 英文名称: 2-(1,1-dimethyl-ethyl)-5-hydroxypyrimidine
• 英文别名: 2-tert-butyl-5-hydroxypyrimidine；2-t-butyl-5-hydroxypyrimidine；2-tert-butylpyrimidin-5-ol；2-(1,1-dimethylethyl)-5-pyrimidinol；5-hydroxy-2-tert-butylpyrimidine；2-t-butyl-5-pyrimidinol
• CAS: 85929-96-0
• 化学式: C₈H₁₂N₂O
• mdl: MFCD10696943
• 分子量: 152.196
• InChiKey: JARZKOYAUVCWCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  126-129 °C
• 沸点：
  236.6±13.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-叔丁基嘧啶-5-醇 生成 (2-tert-butylpyrimidin-5-yl) ethyl 2,2,2-trifluoroethyl phosphate
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5,6-tetrahydro-2-tert-butyl-5-hydroxypyrimidine 在 manganese(IV) oxide 作用下， 以 叔丁醇 为溶剂， 反应 360.0h， 以41%的产率得到2-叔丁基嘧啶-5-醇
  参考文献：
  名称：

  A new preparation of 5-hydroxypyrimidines derived from carboxylic acids, epichlorohydrin, and ammonia

  摘要：

  DOI：

  10.1021/jo00054a045

文献信息

• Preparation of phosphoric acid derivatives and intermediates
  申请人：Bayer Aktiengesellschaft

  公开号：US05010193A1

  公开（公告）日：1991-04-23

  A process for the preparation of a compound of the formula ##STR1## in which R is hydrogen, alkoxy, alkylamino, dialkylamino or an optionally substituted radical from the group consisting of alkyl, cycloalkyl, aralkyl and aryl, R.sup.1 is an optionally substituted radical from the group consisting of alkyl, alkoxy, alkylthio, mono- or dialkylamino and phenyl, R.sup.2 is optionally substituted alkyl, and Y is oxygen or sulphur, comprising (a1) reacting a compound of the formula ##STR2## with ##STR3## or with R.sup.5 COOH in which R.sup.5 is R except for hydrogen, or equivalent, to produce ##STR4## oxidizing that compound or its salt to ##STR5## and phosphorylating. Several of the intermediates are new.

  制备公式##STR1##化合物的方法，其中R为氢、烷氧基、烷基氨基、二烷基氨基或从烷基、环烷基、芳基和芳基中选择性取代的基团，R.sup.1为从烷基、烷氧基、烷基硫基、单烷基或二烷基氨基和苯基中选择性取代的基团，R.sup.2为选择性取代的烷基，Y为氧或硫，包括(a1)将公式##STR2##的化合物与##STR3##或与R.sup.5 COOH反应，其中R.sup.5为除氢外的R或等效物，以产生##STR4##氧化该化合物或其盐至##STR5##并磷酸化。其中的几个中间体是新的。
• Discovery and Optimization of a Novel Series of <i>N</i>-Arylamide Oxadiazoles as Potent, Highly Selective and Orally Bioavailable Cannabinoid Receptor 2 (CB₂) Agonists
  作者：Yuan Cheng、Brian K. Albrecht、James Brown、John L. Buchanan、William H. Buckner、Erin F. DiMauro、Renee Emkey、Robert T. Fremeau、Jean-Christophe Harmange、Beth J. Hoffman、Liyue Huang、Ming Huang、Josie Han Lee、Fen-Fen Lin、Matthew W. Martin、Hung Q. Nguyen、Vinod F. Patel、Susan A. Tomlinson、Ryan D. White、Xiaoyang Xia、Stephen A. Hitchcock

  DOI：10.1021/jm800463f

  日期：2008.8.1

  describe the discovery of a novel class of oxadiazole derivatives from which potent and selective CB2 agonist leads were developed. Initial hit 7 was identified from a cannabinoid target-biased library generated by virtual screening of sample collections using a pharmacophore model in combination with a series of physicochemical filters. 7 was demonstrated to be a selective CB2 agonist (CB2 EC50 = 93

  CB2受体是止痛药和抗炎药的有吸引力的治疗靶标。在本文中，我们描述了发现一类新的恶二唑衍生物的发现，由此开发了有效的和选择性的CB2激动剂。通过使用药效团模型结合一系列物理化学过滤器对样品集合进行虚拟筛选，从大麻靶偏倚的文库中识别出最初的第7个匹配项。7被证明是选择性CB2激动剂（CB2 EC50 = 93 nM，Emax = 98％，CB1 EC50> 10 microM）。但是，该化合物在大鼠中表现出较差的溶解性和相对较高的清除率，导致口服生物利用度低。在本文中，我们报告了有关提高功效，理化性质和溶解度的7条途径的详细SAR研究。
• Process for the preparation of phosphoric acid derivatives and
  申请人：Bayer Aktiengesellschaft

  公开号：US04769458A1

  公开（公告）日：1988-09-06

  The process which comprises ##STR1## in which R represents hydrogen, alkoxy, alkylamino or dialkylamino or represents optionally substituted radicals from the series comprising alkyl, cycloalkyl and aryl, R.sup.1 represents optionally substituted radicals from the series comprising alkyl, alkoxy, alkylthio, mono- or dialkylamino and phenyl, R.sup.2 represents optionally substituted alkyl, R.sup.3 represents alkyl, alkoxy or aryl, X represents oxygen or sulphur, and Y represents halogen or a grouping --OCOR.sup.3. The intermediates do not have to be isolated. Some are new compounds.

  该过程包括##STR1##，其中R代表氢、烷氧基、烷基氨基或二烷基氨基，或代表从烷基、环烷基和芳基系列中选择性取代的基团，R.sup.1代表从烷基、烷氧基、烷硫基、单烷基或双烷基氨基和苯基系列中选择性取代的基团，R.sup.2代表选择性取代的烷基，R.sup.3代表烷基、烷氧基或芳基，X代表氧或硫，Y代表卤素或一个基团--OCOR.sup.3。这些中间体不需要被分离。其中一些是新化合物。
• Phosphorus esters of 5-pyrimidinols
  申请人：The Dow Chemical Co.

  公开号：US04429125A1

  公开（公告）日：1984-01-31

  Compounds of the formula: ##STR1## wherein R is hydrogen; alkyl of 1 to 8 carbons; alkylthiomethyl, alkylsulfinylmethyl or alkylsulfonylmethyl wherein alkyl contains 1 to 4 carbons; phenyl; phenylthio; alkylthio, alkylsulfinyl or alkylsulfonyl wherein alkyl contains 1 to 4 carbons; or alkylthio-ethylthio wherein alkyl contains 1 to 2 carbons; R' is hydrogen, methyl or alkylthio of 1 to 2 carbons; R" is hydrogen or methyl; X is oxygen or sulfur; R'" is alkyl of 1 to 2 carbons; and R"" is --OR'" or --S-alkyl of 1 to 4 carbons, are highly useful insecticides which are paricularly valuable when applied to the soil, but are also useful applied to foliage of crops or trees. Especially good control is obtained of corn rootworm, codling moth, thrips, leafhoppers, and nematodes. The compounds are conveniently applied in the form of a composition containing a pesticidal carrier such as an inert solvent or a finely divided inert solid in which case the composition is preferably granulated. An effective application rate is in the range of about 0.1 to about 5 pounds per acre when soil incorporated, and about 0.5 to about 2,000 ppm for foliar applications.

  该公式化合物为：##STR1## 其中R为氢；1至8个碳的烷基；烷基硫甲基，烷基亚砜基甲基或烷基砜基甲基，其中烷基含有1至4个碳；苯基；苯基硫；烷基硫，烷基亚砜基或烷基砜基，其中烷基含有1至4个碳；或烷基硫乙硫，其中烷基含有1至2个碳；R'为氢，甲基或1至2个碳的烷基硫；R"为氢或甲基；X为氧或硫；R'"为1至2个碳的烷基；R""为--OR'"或--S-1至4个碳的烷基，这些化合物是高效的杀虫剂，尤其在施用于土壤时具有重要价值，但也适用于作物或树木的叶面施用。特别适用于玉米根蠕虫、苹果蠹虫、蓟马、叶蝉和线虫的有效控制。这些化合物可以方便地以含有杀虫剂载体的形式施用，如惰性溶剂或细粉惰性固体，此时最好是制成颗粒状。有效的施用量范围约为每英亩0.1至5磅（土壤施用时），叶面施用约为0.5至2,000 ppm。
• Novel Heterocyclic Alkanol Derivatives
  申请人：NISING Carl Friedrich

  公开号：US20120108423A1

  公开（公告）日：2012-05-03

  The present invention relates to novel heterocyclic alkanol derivatives, to processes for preparing these compounds, to compositions comprising these compounds and to their use as biologically active compounds, in particular for controlling harmful microorganisms in crop protection and in the protection of materials and as plant growth regulators.

  本发明涉及新型杂环烷基醇衍生物，以及制备这些化合物的方法，包含这些化合物的组合物以及它们作为生物活性化合物的用途，特别是在作物保护和材料保护中控制有害微生物和作为植物生长调节剂。