α, α-dinitroketone | 519163-39-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: α, α-dinitroketone
• 英文别名: nitro ketone；dinitromethanone
• CAS: 519163-39-4
• 化学式: CN₂O₅
• 分子量: 120.021
• InChiKey: QDYBCIWLGJMJGO-UHFFFAOYSA-N

物化性质

• 沸点：
  332.5±25.0 °C(Predicted)
• 密度：
  1.772±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  thiotryptophol 、 α, α-dinitroketone 、 1-硝基乙酮 在 trifluoroborane diethyl ether 、 三氟乙酸 水 、 碳酸氢钠 、 Brine 、 magnesium sulfate 、 氯仿 作用下， 以 苯 为溶剂， 反应 18.0h， 以gives the title compound, νmaxCHCl3 3450, 1550cm-1, nmr (CHCl3) δ1.68 (s, 3H), 2.84 (t, 2H), 4.10 (t, 2H)的产率得到1,3,4,9-tetrahydro-1-nitromethyl-1-methylpyrano<3,4-b>indole
  参考文献：
  名称：

  Pyranoindole derivatives, compositions and method of use

  摘要：

  本发明揭示了具有氨基(较低)烷基基团结合到吡喃[3,4-b]吲哚或硫代吡喃[3,4-b]吲哚核的1和9位置之一或两个位置上，或者具有该基团结合到吡喃[4,3-b]吲哚或硫代吡喃[4,3-b]吲哚核的1位置的吡喃吲哚和硫代吡喃吲哚衍生物。氨基(较低)烷基基团的氨基部分可以进一步被一个或两个较低的烷基基团取代或并入到一个杂环胺基团中。仅在1位置具有氨基(较低)烷基基团的衍生物在1位置进一步取代，并且可以在3、4、5、6、7、8和9位置可选地取代。仅在9位置具有氨基(较低)烷基基团的吡喃[3,4-b]吲哚或硫代吡喃[3,4-b]吲哚衍生物在1位置具有两个取代基，并且可以在3、4、5、6、7和8位置可选地取代；在1和9位置都具有氨基(较低)烷基基团的衍生物在1位置进一步取代，并且可以在3、4、5、6、7和8位置可选地取代。本发明的吡喃和硫代吡喃吲哚衍生物是有用的抗抑郁和抗溃疡剂。本发明还揭示了这些衍生物的制备和使用方法。

  公开号：

  US04066779A1

文献信息

• Substituted cyclic amines
  申请人：USV Pharmaceutical Corporation

  公开号：US04701461A1

  公开（公告）日：1987-10-20

  Compounds of the formulae: ##STR1## wherein, Z and Y are each alkylene or oxy-alkylene containing one to about five carbon atoms in the principal chain or said alkylene subtituted with OH, alkanoyloxy, alkoxy, mercapto or alkylmercapto; each of R.sub.1, R.sub.2 and R.sub.3 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino or acylamino; or R.sub.1 and R.sub.2, when taken together, form a methylenedioxy or --O--CO--O--; Ar is heteroaryl, cycloalkyl or ##STR2## wherein, R.sub.1, R.sub.2 and R.sub.3 are as herein described; and R is H, alkyl, cycloalkyl, aryl, aralkyl, alkenyl, alkynyl, carboalkoxy, or CONR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and ##STR3## wherein, each of R.sub.1 and R.sub.2 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbolkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; or R.sub.1 and R.sub.2, when taken together, form a methylenedioxy, or --O--CO--O--; R.sub.6 is H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino or acylamino; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and acid addition salts thereof have selective cardiotonic, antihypertensive and antiallergic activity.

  该化合物的公式为：##STR1## 其中，Z和Y分别是主链中含有一到约五个碳原子的烷基或氧烷基，或者是带有OH、烷酰氧、烷氧、巯基或烷基巯基的烷基；R1、R2和R3各自独立地是H、烷基、芳基、卤素、烷氧基、烯烃氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧基烷酯、羧酰胺、磺酰胺、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；或者当R1和R2在一起时，形成一个亚甲二氧基或--O--CO--O--；Ar是杂环芳基、环烷基或##STR2## 其中，R1、R2和R3如上所述；R是H、烷基、环烷基、芳基、芳基烷基、烯丙基、炔基、羧基烷酯或CONR4R5，其中R4和R5各自是H或烷基；每个碳氢基中的总碳原子数最多为10；和##STR3## 其中，R1和R2各自独立地是H、烷基、芳基、卤素、烷氧基、烯烃氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧基烷酯、羧酰胺、磺酰胺、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；或者当R1和R2在一起时，形成一个亚甲二氧基或--O--CO--O--；R6是H、烷基、芳基、卤素、烷氧基、烯烃氧基、烷基磺酰基、烷基巯基、氰基、羧基、羧基烷酯、羧酰胺、磺酰胺、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；每个碳氢基中的总碳原子数最多为10；以及其酸加成盐具有选择性的心力增强、降压和抗过敏活性。
• Method of using phenyl-alkylene-2-pyridyl derivatives to increase
  申请人：USV Pharmaceutical Corp.

  公开号：US04569941A1

  公开（公告）日：1986-02-11

  Compounds of the formulae: ##STR1## wherein, Z and Y are each alkylene or oxy-alkylene containing one to about five carbon atoms in the principal chain or said alkylene substituted with OH, alkanoyloxy, alkoxy, mercapto or alkylmercapto; each of R.sub.1, R.sub.2 and R.sub.3 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; or R.sub.1 and R.sub.2, when taken together, form a methylenedioxy or --O--CO--O--; Ar is heteroaryl, cycloalkyl or ##STR2## wherein, R.sub.1, R.sub.2 and R.sub.3 are as hereindescribed; and R is H, alkyl, cycloalkyl, aryl, aralkyl, alkenyl, alkynyl, carboalkoxy, or CONR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and ##STR3## wherein, each of R.sub.1 and R.sub.2 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; or R.sub.1 and R.sub.2, when taken together, form a methylenedioxy, or --O--CO--O--; R.sub.6 is H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino or acylamino; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and acid addition salts thereof have selective cardiotonic, antihypertensive and antiallergic activity.

  式为##STR1##的化合物，其中Z和Y分别为烷基或含有主链中约1至5个碳原子的氧烷基烷基，或者该烷基被OH、烷酰氧基、烷氧基、巯基或烷基巯基取代；R.sub.1、R.sub.2和R.sub.3中的每个独立地为H、烷基、芳基、卤素、烷氧基、烯基氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧酸烷酯、羧酰胺、磺酰胺、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；或者当R.sub.1和R.sub.2一起取时，形成一个亚甲基二氧基或--O--CO--O--；Ar为杂环芳基、环烷基或##STR2##其中，R.sub.1、R.sub.2和R.sub.3如上所述；R为H、烷基、环烷基、芳基、芳基烷基、烯基、炔基、羧酸烷酯或CONR.sub.4 R.sub.5，其中R.sub.4和R.sub.5中的每个都是H或烷基；每个烃基组中的总碳原子数最多为10；和##STR3##其中，R.sub.1和R.sub.2中的每个独立地为H、烷基、芳基、卤素、烷氧基、烯基氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧酸烷酯、羧酰胺、磺酰胺、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；或者当R.sub.1和R.sub.2一起取时，形成一个亚甲基二氧基或--O--CO--O--；R.sub.6为H、烷基、芳基、卤素、烷氧基、烯基氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧酸烷酯、羧酰胺、磺酰胺、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；每个烃基组中的总碳原子数最多为10；以及它们的酸加成盐具有选择性心力增强、降压和抗过敏活性。
• Pyrrolidines
  申请人：USV Pharmaceutical Corporation

  公开号：US04342692A1

  公开（公告）日：1982-08-03

  Compounds of the formulae: ##STR1## wherein, Z and Y are each alkylene containing one to about five carbon atoms in the principal chain or said alkylene substituted with OH, alkanoyloxy, alkoxy, mercapto or alkylmercapto; each of R.sub.1, R.sub.2 and R.sub.3 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; and R.sub.1 and R.sub.2, when taken together, form a methylenedioxy or --O--CO--O--; Ar is heteroaryl, cycloalkyl or ##STR2## wherein, R.sub.1, R.sub.2 and R.sub.3 are as hereindescribed; and R is H, alkyl, cycloalkyl, aryl, aralkyl, alkenyl, alkynyl, carboalkoxy, or CONR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and ##STR3## wherein, each of R.sub.1 and R.sub.2 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; and R.sub.1 and R.sub.2, when taken together, form a methylenedioxy, or --O--CO--O--; R.sub.6 is H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino or acylamino; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and acid addition salts thereof have selective cardiotonic, antihypertensive and antiallergic activity.

  化合物的公式为：##STR1## 其中，Z和Y各自是主链中含有一到约五个碳原子的烷基或含有OH，烷酰氧基，烷氧基，巯基或烷基巯基取代的烷基; R.sub.1，R.sub.2和R.sub.3各自独立地是H，烷基，芳基，卤素，烷氧基，烯丙氧基，烷基亚磺酰基，烷基磺酰基，烷基巯基，氰基，羧基，羧酸烷酯，羧酰胺，磺酰胺，三氟甲基，羟基，羟基烷基，酰氧基，烷基氨基，磺酰氨基或酰胺基; 当R.sub.1和R.sub.2在一起时，形成一个亚甲二氧基或--O--CO--O--; Ar是杂环芳基，环烷基或##STR2## 其中，R.sub.1，R.sub.2和R.sub.3如上所述; R是H，烷基，环烷基，芳基，芳基烷基，烯丙基，炔基，羧酸烷酯或CONR.sub.4 R.sub.5，其中R.sub.4和R.sub.5各自是H或烷基; 每个烃基中的碳原子总数最多为10; 以及##STR3## 其中，R.sub.1和R.sub.2各自独立地是H，烷基，芳基，卤素，烷氧基，烯丙氧基，烷基亚磺酰基，烷基磺酰基，烷基巯基，氰基，羧基，羧酸烷酯，羧酰胺，磺酰胺，三氟甲基，羟基，羟基烷基，酰氧基，烷基氨基，磺酰氨基或酰胺基; 当R.sub.1和R.sub.2在一起时，形成一个亚甲二氧基或--O--CO--O--; R.sub.6是H，烷基，芳基，卤素，烷氧基，烯丙氧基，烷基磺酰基，烷基巯基，氰基，羧基，羧酸烷酯，羧酰胺，磺酰胺，三氟甲基，羟基，羟基烷基，酰氧基，烷基氨基，磺酰氨基或酰胺基; 每个烃基中的碳原子总数最多为10; 和它们的酸加成盐具有选择性心力衰竭，抗高血压和抗过敏活性。
• Method of hypertensive treatment using phenyl-alkylene-2-pyridyl
  申请人：USV Pharmaceutical Corp.

  公开号：US04632929A1

  公开（公告）日：1986-12-30

  Compounds of the formulae: ##STR1## wherein, Z and Y are each alkylene or oxy-alkylene containing one to about five carbon atoms in the principal chain or said alkylene substituted with OH, alkanoyloxy, alkoxy, mercapto or alkylmercapto; each of R.sub.1, R.sub.2 and R.sub.3 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; or R.sub.1 and R.sub.2, when taken together, form a methylenedioxy or --O--CO--O--; Ar is heteroaryl, cycloalkyl or ##STR2## wherein, R.sub.1, R.sub.2 and R.sub.3 are as hereindescribed; and R is H, alkyl, cycloalkyl, aryl, aralkyl, alkenyl, alkynyl, carboalkoxy, or CONR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and ##STR3## wherein, each of R.sub.1 and R.sub.2 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; or R.sub.1 and R.sub.2, when taken together, form a methylenedioxy, or --O--CO--O--; R.sub.6 is H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino or acylamino; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and acid addition salts thereof have selective cardiotonic, antihypertensive and antiallergic activity.

  分子式为：##STR1## 其中，Z和Y分别为主链中含有1到约5个碳原子的烷基或氧烷基烷基，或者是含有OH，烷酰氧基，烷氧基，巯基或烷基巯基的取代的烷基；每个R1、R2和R3独立地为H、烷基、芳基、卤素、烷氧基、烯基氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧酸烷酯基、羧酰胺基、磺酰胺基、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；或者当R1和R2一起时，形成一个甲二氧基或--O--CO--O--；Ar为杂环芳基、环烷基或##STR2## 其中，R1、R2和R3如上所述；R为H、烷基、环烷基、芳基、芳基烷基、烯基、炔基、羧酸烷酯基或CONR4R5，其中R4和R5各自为H或烷基；其中每个烃基中碳原子的总数最多为10；并且##STR3## 其中，每个R1和R2独立地为H、烷基、芳基、卤素、烷氧基、烯基氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧酸烷酯基、羧酰胺基、磺酰胺基、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；或者当R1和R2一起时，形成一个甲二氧基或--O--CO--O--；R6为H、烷基、芳基、卤素、烷氧基、烯基氧基、烷基亚磺酰基、烷基磺酰基、烷基巯基、氰基、羧基、羧酸烷酯基、羧酰胺基、磺酰胺基、三氟甲基、羟基、羟基烷基、酰氧基、烷基氨基、磺酰氨基或酰胺基；其中每个烃基中碳原子的总数最多为10；并且其酸加成盐具有选择性心力增强、降压和抗过敏作用。
• Propanamines, their pharmacological properties and their application for
  申请人：Jouveinal S.A.

  公开号：US05143938A1

  公开（公告）日：1992-09-01

  A compound which is a propanamine of general formula (I) ##STR1## in which: R1 is a phenyl radical optionally mono-, di- or trisubstituted, or is a 5- or 6-membered monocyclic heteroaryl radical in which the single heteroatom is nitrogen, oxygen or sulfur, R2 is a lower alkyl radical, R3 and R4 are a hydrogen atom or a lower alkyl, lower alkenyl or lower cycloalkylalkyl radical, or, together with the nitrogen atom to which they are attached, form a saturated 5- to 6-membered heterocycle comprising only one heteroatom, R5 is a 5- to 7-membered cycloalkyl radical, a phenyl radical or a 5- or 6-membered monocyclic heteroaryl radical, and W represents a group .dbd.CH--QH, or a heterocycle .dbd.C[Q--(CH2)n--Q], or a group .dbd.C.dbd.Q, in which groups Q is an oxygen or sulfur atom, n has the value 2 or 3, W being .dbd.C.dbd.Q only when R3 and R4 are not both hydrogen, and their additions salts with pharmaceutically acceptable acids. A pharmaceutical composition comprising a compound of general formula (I) with the above definitions for the treatment of diarrheal states.

  化合物是一种通式（I）的丙胺基化合物 ##STR1## 其中：R1是苯基基团，可选择单取代、双取代或三取代，或是5-或6-成员的单环杂芳基基团，其中单个杂原子是氮、氧或硫，R2是较低的烷基基团，R3和R4是氢原子或较低的烷基、较低的烯基或较低的环烷基烷基基团，或与它们连接的氮原子一起形成仅包含一个杂原子的饱和的5-至6-成员杂环，R5是5-至7-成员的环烷基基团、苯基基团或5-或6-成员的单环杂芳基基团，W代表一个基团.dbd.CH--QH，或一个杂环.dbd.C[Q--(CH2)n--Q]，或一个基团.dbd.C.dbd.Q，其中基团Q是氧或硫原子，n的值为2或3，当R3和R4不同时为氢时，W仅为.dbd.C.dbd.Q，以及其与药学上可接受的酸形成的加合物。一种含有上述定义的通式（I）化合物的制剂，用于治疗腹泻状态。