四氢硫代吡喃-3-甲醛 | 61571-06-0

• 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 - 噻烷
• 中文名称: 四氢硫代吡喃-3-甲醛
• 英文名称: tetrahydrothiopyran-3-carbaldehyde
• 英文别名: 3-formyltetrahydrothiopyran；tetrahydrothiopyran-3-carboaldehyde；3-tetrahydrothiopyran carbaldehyde；3-tetrahydrothiopyranal；tetrahydro-2H-thiopyran-3-carbaldehyde；Tetrahydrothiopyran-3-carboxaldehyde；thiane-3-carbaldehyde
• CAS: 61571-06-0
• 化学式: C₆H₁₀OS
• mdl: MFCD03789634
• 分子量: 130.211
• InChiKey: QWFSMJVKLCAOEB-UHFFFAOYSA-N

物化性质

• 沸点：
  115-118 °C(Press: 12-15 Torr)
• 密度：
  1.157±0.06 g/cm3(Predicted)
• LogP：
  1.44 at 25℃ and pH8.15-8.55
• 表面张力：
  72.2mN/m at 1g/L and 20℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S45,S53,S61
• 危险类别码：
  R52/53,R41,R61
• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  四氢硫代吡喃-3-甲醛 在 三氟甲磺酸三甲基硅酯 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 生成 ethyl 5-bromo-3-((1,1-dioxo-tetrahydro-2H-thiopyran-3-yl)methyl)-1H-indole-7-carboxylate
  参考文献：
  名称：

  WO2008/118724

  摘要：

  公开号：
• 作为产物：
  描述：

  5,6-二氢-2H-硫代吡喃-3-羧醛 在 Raney-Ni 作用下， 以 乙酸乙酯 为溶剂， 120.0 ℃ 、1.0 MPa 条件下， 反应 6.0h， 以95%的产率得到四氢硫代吡喃-3-甲醛
  参考文献：
  名称：

  3-甲酰四氢噻喃化合物的制备方法

  摘要：

  本发明公开3‑甲酰四氢噻喃化合物的制备方法，涉及有机合成技术领域，本发明包括以下步骤：(1)将硫化钠与式II所示2‑(2‑溴乙基)‑1,3‑二恶烷加热回流反应得到式III所示双(3,3‑二甲氧基丙基)硫烷；(2)在酸性条件下，将步骤(1)中的双(3,3‑二甲氧基丙基)硫烷与硫酸进行加热回流成环反应即得到式IV所示3‑甲酰‑5,6‑二氢噻喃；(3)在催化剂存在下，式IV所示3‑甲酰‑5,6‑二氢噻喃在高压下催化得到式I所示3‑甲酰四氢噻喃化合物。本发明的优点为：原料易得，操作简单，最高产率可达92％。

  公开号：

  CN113024506B

文献信息

• [EN] PYRAZOLE CARBOXAMIDE COMPOUNDS, COMPOSITIONS AND METHODS OF USE<br/>[FR] COMPOSÉS PYRAZOLE CARBOXAMIDES, COMPOSITIONS ET PROCÉDÉS D'UTILISATION
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014023258A1

  公开（公告）日：2014-02-13

  Provided herein are compounds of formula (AA): N N H HN O N N R R 6 A (R a ) p, (AA) stereoisomers or a pharmaceutically acceptable salt thereof, wherein A, R a, p, R and R 6 are defined herein, compositions including the compounds and methods of manufacturing and using the compounds for the treatment of diseases.

  本文提供了以下式（AA）的化合物：N N H HN O N N R R 6 A（R a）p，（AA）立体异构体或其药学上可接受的盐，其中A、R a、p、R和R 6在此处有定义，包括这些化合物的组合物以及用于治疗疾病的制备和使用这些化合物的方法。
• Herbicidal tetrahydro(thio)pyran-2,4-dione derivatives
  申请人：BASF Aktiengesellschaft

  公开号：US04842638A1

  公开（公告）日：1989-06-27

  Tetrahydro(thio)pyran-2,4-dione derivatives of the formula ##STR1## where R.sup.1 is hydrogen, a cation, alkylcarbonyl, C.sub.2 -C.sub.10 -alkenylcarbonyl, or benzoyl which is unsubstituted or substituted by alkyl, R.sup.2 is alkyl, R.sup.3 is a non-aromatic, unsubstituted or alkyl-substituted heterocyclic compound of 5 to 7 ring members and having at most one double bond in the heterocyclic ring, X is oxygen or sulfur, and Z is oxygen or the radical NO--R.sup.4, R.sup.4 denoting alkyl, alkenyl, alkynyl, haloalkyl, hal oalkenyl, alkoxyalkyl or the radical CH.sub.2 --R.sup.5, where R.sup.5 is a he terocyclic compound of 5 ring members and containing from 1 to 3 hetero-atoms and from 0 to 2 double bonds and bearing either no substituents or one or two substituents selected from the group consisting of alkyl, alkoxy, halogen, trifluoromethyl, alkoxymethyl, alkylthiomethyl and vinyl, or R.sup.5 is phenyl which is unsubstituted or bears from one to three substituents selected from the group consisting of alkyl, alkoxy, halogen, trifluoromethyl, nitro and dialkylamino, and their use for combating unwanted plant growth and for regulating plant growth.

  Tetrahydro(thio)pyran-2,4-dione的衍生物的化学式为##STR1##其中R.sup.1是氢、阳离子、烷基羰基、C.sub.2-C.sub.10-烯基羰基或苯甲酰，未取代或取代的取代基为烷基; R.sup.2是烷基; R.sup.3是非芳香族的、未取代或烷基取代的杂环化合物，环中有5至7个环成员，且在杂环环中最多有一个双键; X是氧或硫; Z是氧或基团NO--R.sup.4，R.sup.4表示烷基、烯基、炔基、卤代烷基、卤代烯基、烷氧基烷基或基团CH.sub.2--R.sup.5，其中R.sup.5是具有5个环成员的杂环化合物，含有1至3个杂原子和0至2个双键，并且没有取代基，或一个或两个取代基选自烷基、烷氧基、卤素、三氟甲基、烷氧基甲基、硫代甲基和乙烯基的群，或R.sup.5是未取代的苯基，或带有一个至三个取代基，取代基选自烷基、烷氧基、卤素、三氟甲基、硝基和二烷基氨基，以及它们用于抑制植物生长和调节植物生长。
• Method for the synthesis of .alpha. .beta.-unsaturated ketones
  申请人：Nippon Soda Co., Ltd.

  公开号：US05484949A1

  公开（公告）日：1996-01-16

  The present invention relates to a method for the synthesis of .alpha., .beta.-unsaturated ketones which comprises, in the method for the synthesis of .alpha., .beta.-unsaturated ketones represented by general formula ##STR1## reacting aldehydes represented by general formula R.sup.1 CHO (where R.sup.1 is as defined above) with alkali metal salt of acetoacetic acid represented by general formula ##STR2## (where M.sup..sym. is an alkali metal ion), in the presence as a catalyst of 3-azabicyclo[3,2,2]nonane, a cyclic secondary amine represented by general formula (1) ##STR3## a cyclic secondary amine represented by general formula (2) ##STR4## (where, l is 1 or more and up to 6, a ring with N is a 6-membered, 7-membered or 8-membered ring, the two neighbors of N are methylene, R.sup.3 is a lower alkyl group, its substitution position is at a carbon atom other than two those adjacent to N, and ##STR5## is an alicyclic group or a phenol group), or a secondary amine represented by general formula (3) CH.sub.3 NHCH.sub.2 R.sup.4 (3) in a mixuture solvent of water and water-insoluble organic solvent, while keeping the pH constant with mineral acid, and by adjusting an amount of water.

  本发明涉及一种合成α，β-不饱和酮的方法，包括以下步骤：在一种由通式##STR1##表示的α，β-不饱和酮的合成方法中，将由通式R.sup.1CHO（其中R.sup.1如上所定义）表示的醛与由通式##STR2##（其中M.sup..sym.是一种碱金属离子）表示的乙酰乙酸盐的碱金属盐在3-azabicyclo[3,2,2]nonane存在下反应，3-azabicyclo[3,2,2]nonane是一种由通式（1）##STR3##表示的环状二级胺，或者由通式（2）##STR4##表示的环状二级胺，或者由通式（3）CH.sub.3NHCH.sub.2R.sup.4（3）表示的二级胺作为催化剂，在水和水不溶性有机溶剂的混合溶剂中，在矿酸的pH值恒定的情况下，通过调整水的量来完成反应。
• Preparation of 3-formyltetrahydrothiopyrans
  申请人：BASF Aktiengesellschaft

  公开号：US04629799A1

  公开（公告）日：1986-12-16

  3-Formyltetrahydrothiopyrans are prepared by hydrogenating a 3-formyl-5,6-dihydro-2H-thiopyran in the presence of a catalyst containing nickel, cobalt, platinum, copper and/or silver; if necessary, the 3-formyl-5,6-dihydro-2H-thiopyrans are prepared by converting bis-(.beta.-formylethyl) sulfides and/or 3-formyl-4-hydroxytetrahydrothiopyrans in the presence of an acidic catalyst, and, if required, these bis-(.beta.-formylethyl) sulfides and/or 3-formyl-4-hydroxytetrahydrothiopyrans are prepared by reacting an acrolein with hydrogen sulfide (a) in the presence of a basic catalyst and of methylene chloride, aromatic hydrocarbons and/or 1,1,2-trichloroethane as solvents, and/or (b) in the presence of a carboxamide. The compounds obtainable by the process according to the invention are useful starting materials for the preparation of dyes, drugs and pesticides.

  通过在含有镍、钴、铂、铜和/或银的催化剂存在下，氢化3-甲醛基-5,6-二氢-2H-硫杂环戊烷制备3-甲醛基四氢硫杂环戊烷。必要时，在酸性催化剂存在下，通过转化双-(β-甲酰乙基)硫化物和/或3-甲醛基-4-羟基四氢硫杂环戊烷制备3-甲醛基-5,6-二氢-2H-硫杂环戊烷。如果需要，这些双-(β-甲酰乙基)硫化物和/或3-甲醛基-4-羟基四氢硫杂环戊烷可以通过在碱性催化剂和氯甲烷、芳香烃和/或1,1,2-三氯乙烷作为溶剂存在下，反应丙烯醛和氢硫化物(a)，和/或在羧酰胺存在下反应制备。根据本发明所述的方法获得的化合物是制备染料、药物和农药的有用起始材料。
• INDOLE CARBOXAMIDES AS IKK2 INHIBITORS
  申请人：Boehm Jeffrey Charles

  公开号：US20120040958A1

  公开（公告）日：2012-02-16

  The invention is directed to novel indole carboxamide compounds. Specifically, the invention is directed to compounds according to formula (I): wherein R1, R2, R3, R4, and m are as defined herein. The compounds of the invention are inhibitors of IKK2 and can be useful in the treatment of disorders associated with inappropriate IKK2 (also known as IKKβ) activity, such as rheumatoid arthritis, asthma, rhinitis, and COPD (chronic obstructive pulmonary disease). Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting IKK2 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  本发明涉及新型吲哚羧酰胺化合物。具体而言，本发明涉及符合式(I)的化合物：其中R1、R2、R3、R4和m的定义如本文所述。本发明的化合物是IKK2的抑制剂，可用于治疗与不适当的IKK2（也称为IKKβ）活性相关的疾病，如类风湿性关节炎、哮喘、鼻炎和COPD（慢性阻塞性肺疾病）。因此，本发明进一步涉及包含本发明化合物的制药组合物。本发明还涉及使用本发明化合物或包含本发明化合物的制药组合物来抑制IKK2活性和治疗与之相关的疾病的方法。