2-[(5,5-dimethyl-3-oxocyclohex-1-enyl)amino]-3,6-dimethyl-benzonitrile hydrochloride | 146341-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(5,5-dimethyl-3-oxocyclohex-1-enyl)amino]-3,6-dimethyl-benzonitrile hydrochloride
• 英文别名: 2-[(5,5-dimethyl-3-oxocyclohexen-1-yl)amino]-3,6-dimethylbenzonitrile;hydrochloride
• CAS: 146341-49-3
• 化学式: C₁₇H₂₀N₂O*ClH
• 分子量: 304.82
• InChiKey: HPVLIVXKBGHQFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-3,6-二甲基-苄腈 、 5,5-二甲基-1,3-环己二酮 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以10.5 g (87%)的产率得到2-[(5,5-dimethyl-3-oxocyclohex-1-enyl)amino]-3,6-dimethyl-benzonitrile hydrochloride
  参考文献：
  名称：

  9-aminoacridine derivatives possessing psychotropic, antiamnestic and

  摘要：

  “9-氨基蒽醌衍生物具有心理药理、抗遗忘和调节脂质的活性”。本文介绍了一种由9-氨基蒽醌推导出的新化合物，其通用式为：##STR1## 其中R=H或CH.sub.3，R.sup.1=H，CH.sub.3或Br，R.sup.2=H，CH.sub.3，R.sup.3=--C.sub.1 -C.sub.5烷基苯甲基，取代苯甲基或二乙氨基乙基，X=C=O或CHOH，Y=CH.sub.2或X+Y=CH=CH，以及它们与有机和无机酸的盐。目标化合物是通过用蒽醌基取代的氨基苯甲腈与二甲酮反应，然后通过中间体烯胺腈的环化反应制备相应的9-氨基-3,4-二氢蒽醌-1（2H）-酮得到的。化合物或其烷基化或芳基烷基化的9-氨基衍生物的还原反应会得到相应的烷醇，这些烷醇在脱水后会得到9-氨基-3,4-二氢蒽醌。在动物实验中，所述9-氨基蒽醌衍生物具有心理药理、抗遗忘和调节脂质的活性，并且与已知的参考药物相比，毒性较小。

  公开号：

  US05672707A1

文献信息

• DERIVATIVES OF 9-AMINOACRIDINE HAVING PSYCHOTROPIC, ANTIAMNESTIC AND LIPID REGULATING PROPERTIES
  申请人：VSESOJUZNY NAUCHNY TSENTR PO BEZOPASNOTI BIOLOGICHESKI ACTIVNYKH VESHCHESTV

  公开号：EP0633251A1

  公开（公告）日：1995-01-11

  New chemical compounds, derivatives of 9-aminoacridine of general formula (I) where R = H, CH₃; R¹ = H, CH₃, Br; R² = H, CH₃; R³ = alkyl-C₁-C₅, arylmethyl, diethylaminoethyl; X = C = O, CHOH; Y = CH₂; X + Y = CH = CH; and their salts with organic and non-organic acids. The desired compounds are obtained by interaction of substituted nitriles of antranyl acid with dimedone with subsequent cyclization of intermediate enaminonitriles into corresponding ketones of 9-aminoacridine after the reduction of which and of their derivatives alkylated or aralkylated on the 9-amino group, the corresponding alcohols are obtained, after hydration of which 9-amino-3,4-dihydroacridines are obtained. When experimented on animals, the said derivatives of 9-aminoacridine have shown psychotropic, antiamnestic and lipid regulating properties, as well as a lower toxicity in comparison with known preparations.

  新的化合物，是9-氨基蒽醌的衍生物，其通式为(I)，其中R = H、CH₃；R¹ = H、CH₃、Br；R² = H、CH₃；R³ = 烷基-C₁-C₅、芳基甲基、二乙氨基乙基；X = C = O、CHOH；Y = CH₂；X + Y = CH = CH；以及它们与有机和非有机酸的盐。所需化合物是通过将替代的蒽酰胺基酸腈与二甲酮反应，随后将中间体烯胺腈环化成相应的9-氨基蒽醌酮，还原后得到它们及其衍生物烷基化或芳基烷基化的相应醇，水合后得到9-氨基-3,4-二氢蒽醌。在动物实验中，所述9-氨基蒽醌的衍生物表现出精神药理、抗遗忘和调脂作用，并且与已知制剂相比毒性更低。
• US5672707A
  申请人：——

  公开号：US5672707A

  公开（公告）日：1997-09-30
• 9-aminoacridine derivatives possessing psychotropic, antiamnestic and
  申请人：Vserossiisky Nauchny Tsentr Po Bezopasnosti Biologicheski Aktivnykh

  公开号：US05672707A1

  公开（公告）日：1997-09-30

  "Derivatives of 9-aminoacridine characterized by psychothropic, antiamnestic and lipid-regulating activities". New chemical compounds derived of 9-aminoacridine with a general formula are presented: ##STR1## where R=H or CH.sub.3 R.sup.1 =H, CH.sub.3, or Br R.sup.2 =H, CH.sub.3 R.sup.3 =--C.sub.1 -C.sub.5 alkyl phenylmethyl, substituted phenylmethyl or diethylaminoethyl X=C=O, or CHOH, Y=CH.sub.2 or X+Y=CH=CH and their salts with organic and inorganic acids. The target compounds were obtained by a reaction of substituted nitriles of anthranilic acid with dimedone and subsequent cyclization of intermediate enaminonitriles to the corresponding 9-amino-3,4-dihydroacridine-1(2H)-ones. The reduction of the compounds or their alkylated or aralkylated at 9-aminogroupe derivatives results in corresponding alkanols, which on dehydratation give 9-amino-3,4-dihydroacridines. In animal experiments the derivatives of 9-aminoacridine in question showed psychothropic, antiamnestic and lipid-regulating activities and less toxicity as compared with known reference drugs.

  这段文字描述了以9-氨基蒽醌为原料合成的新型化合物，具有精神药理、抗失忆和调节脂质活性。这些化合物的一般化学式为：##STR1##其中R=H或CH.sub.3，R.sup.1=H、CH.sub.3或Br，R.sup.2=H或CH.sub.3，R.sup.3=--C.sub.1 -C.sub.5烷基苯甲基、取代苯甲基或二乙氨乙基，X=C=O或CHOH，Y=CH.sub.2或X+Y=CH=CH，以及它们与有机和无机酸的盐。这些目标化合物是通过用取代苯甲酰胺基丙酸腈与二甲酮反应，然后将中间体烯胺腈环化成相应的9-氨基-3,4-二氢蒽酮制得的。这些化合物或其烷基化或芳基烷基化的9-氨基衍生物的还原会得到相应的烷醇，这些烷醇在脱水后会形成9-氨基-3,4-二氢蒽酮。在动物实验中，这些9-氨基蒽醌衍生物表现出精神药理、抗失忆和调节脂质活性，并且与已知参考药物相比毒性更小。