3-butoxy-4-aminocyclobutene-1,2-dione | 120096-85-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-butoxy-4-aminocyclobutene-1,2-dione
• 英文别名: 3-amino-4-butoxy-3-cyclobutene-1,2-dione；3-amino-4-n-butoxy-3-cyclobutene-1,2-dione；1-amino-2-butoxy-1-cyclobutene-3,4-dione；4-amino-3-butoxycyclobut-3-ene-1,2-dione；4-amino-3-[but-1-oxy]cyclobut-3-ene-1,2-dione；3-amino-4-butoxycyclobut-3-ene-1,2-dione
• CAS: 120096-85-7
• 化学式: C₈H₁₁NO₃
• 分子量: 169.18
• InChiKey: KORMWDWAMSITGR-UHFFFAOYSA-N

物化性质

• 沸点：
  280.6±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-butoxy-4-aminocyclobutene-1,2-dione 生成 3-amino-4-[3-(pyridin-4-yl)anilino]-3-cyclobutene-1,2-dione
  参考文献：
  名称：

  Method for treating neoplasia with amino or pyridylamino cyclobutene derivatives

  摘要：

  通过将受影响的细胞暴露于氨基或吡啶基氨基环丁烷衍生物，抑制肿瘤，尤其是癌症和癌前病变的方法。

  公开号：

  US06211220B1
• 作为产物：
  描述：

  ammonium hydroxide 、 方酸二正丁酯 在 ice water 、 正己烷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.15h， 以to give 3.26 g of the title compound的产率得到3-butoxy-4-aminocyclobutene-1,2-dione
  参考文献：
  名称：

  Chemical intermediates and process

  摘要：

  本发明涉及新的中间体，其化学式为##STR1##其中R.sup.1为氢或低碳基，R为##STR2## --CH.sub.2 OH或--CH.sub.2 X，其中X为传统的离去基团，Y为低碳基，并且其在某些组织胺H.sub.2-拮抗剂的制备过程中的应用。

  公开号：

  US04927968A1

文献信息

• Chiral squaric prolinols: a new type of ligand for the asymmetric reduction of prochiral ketones by borane
  作者：Ji Zhang、Hai-Bing Zhou、Shou-Mao Lü、Mei-Ming Luo、Ru-Gang Xie、Michael C.K. Choi、Zhong-Yuan Zhou、Albert S.C. Chan、Teng-Kuei Yang

  DOI：10.1016/s0957-4166(01)00333-0

  日期：2001.7

  prolinol ligands, having N, S substituents at C(3) of the squaric ring were synthesized and applied to the asymmetric borane reduction of prochiral ketones via an in situ formed chiral boron heterocycle, affording secondary alcohols with high yields and excellent enantiomeric excesses (up to 99%). The crystal structure of 5a was obtained and the mechanism of the catalytic asymmetric reduction is also

  合成了一系列在手性环的C（3）上具有N，S取代基的手性双官能方型脯氨醇配体，并将其应用于通过原位形成的手性硼杂环的不对称硼烷还原手性酮的硼烷，从而提供了高收率的仲醇和出色的对映体过量（高达99％）。获得了5a的晶体结构，并探讨了催化不对称还原的机理。
• Synthesis and biological activity of 3-substituted imidazo[1,2-a]pyridines as antiulcer agents
  作者：John E. Starrett、Thomas A. Montzka、Alfred R. Crosswell、Robert L. Cavanagh

  DOI：10.1021/jm00129a028

  日期：1989.9

  New imidazo[1,2-a]pyridines substituted at the 3-position have been synthesized as potential antisecretory and cytoprotective antiulcer agents. The synthetic routes began with cyclization of aminopyridines 5a,b and chloro ketones 6a,b to give imidazo[1,2-a]pyridines 7-9. The side chain at the 3-position was elaborated to give primary amines 12a-c, which were treated with either butoxyaminocyclobutenedione

  已经合成了在3位上取代的新咪唑并[1,2-a]吡啶，作为潜在的抗分泌和细胞保护性抗溃疡药。合成途径开始于氨基吡啶5a，b和氯酮6a，b的环化，得到咪唑并[1,2-a]吡啶7-9。精制3-位的侧链，得到伯胺12a-c，分别用丁氧基氨基环丁二酮13或甲氧基氨基噻二唑1-氧化物（15）处理，分别得到14a，b和16a-c。在两步法中将噻二唑1-氧化物16a-c转化为噻二唑19a-c，该过程包括在16a-c中挤出亚砜，得到二亚胺化物17a-c，随后将其用硫代双邻苯二甲酰亚胺（18）处理。这些化合物在胃瘘大鼠模型中均未显示出明显的抗分泌活性，但是有几个在EtOH和HCl模型中均显示出良好的细胞保护特性。8-（苄氧基）-3- [1-[[2-[（4-氨基-1,2,5-噻二唑-3-基）氨基]乙基]硫代]乙基] -2-甲基咪唑[1,2- a]吡啶（19c）具有与SCH-28080（4）相当的细胞保护活性。
• Squarylium dyes, and processes and intermediates for the preparation
  申请人：Polaroid Corporation

  公开号：US05354873A1

  公开（公告）日：1994-10-11

  Squarylium compounds of the formula: ##STR1## (in which Q.sup.1 and Q.sup.2 are each a chromophoric group having an aromatic unsaturated system conjugated with the squarylium ring and such that in the compounds of formulae Q.sup.1 CH.sub.2 R.sup.1 and Q.sup.2 CH.sub.2 R.sup.2 the methylene hydrogens are active hydrogens, R.sup.1 and R.sup.2 are each independently a hydrogen atom or an aliphatic or cycloaliphatic group, and R.sup.3 and R.sup.4 are each independently a hydrogen atom, or an acyl, aliphatic, cycloaliphatic, aromatic or heterocyclic group, subject to the proviso that one of R.sup.3 and R.sup.4 may be an amino or substituted amino group, or one of R.sup.3 and R.sup.4 is a hydrogen atom and the other is an organosulfonyl group, or R.sup.3 and R.sup.4 together with the intervening nitrogen atom form a nitrogenous heterocyclic ring) are useful as near infra-red absorbers. The presence of the amino group on the squarylium ring enables minor changes in absorption wavelength to be achieved by modifications of this group, and also allows functional groups to be incorporated into the dye without changing the chromophoric groups.

  Squarylium化合物的化学式为：##STR1##（其中Q.sup.1和Q.sup.2均为具有芳香不饱和共轭系统的色团，与squarylium环共轭，并且在化合物Q.sup.1 CH.sub.2 R.sup.1和Q.sup.2 CH.sub.2 R.sup.2的化学式中，亚甲基氢是活性氢，R.sup.1和R.sup.2各自独立地为氢原子或脂肪或环脂肪基，R.sup.3和R.sup.4各自独立地为氢原子，或酰基，脂肪，环脂肪，芳香或杂环基，但有条件的是R.sup.3和R.sup.4中的一个可以是氨基或取代氨基，或R.sup.3和R.sup.4中的一个是氢原子，另一个是有机磺酰基，或R.sup.3和R.sup.4与介于其间的氮原子一起形成氮杂环)，可用作近红外吸收剂。Squarylium环上氨基基团的存在使得通过对该基团进行修饰可以实现吸收波长的微小变化，并且还允许在不改变色团的情况下将功能基团并入染料中。
• Processes for the preparation of squarylium dyes
  申请人：Polaroid Corporation

  公开号：US05656750A1

  公开（公告）日：1997-08-12

  Squarylium compounds of the formula: ##STR1## (in which Q.sup.1 and Q.sup.2 are each a chromophoric group having an aromatic unsaturated system conjugated with the squarylium ring and such that in the compounds of formulae Q.sup.1 CH.sub.2 R.sup.1 and Q.sup.2 CH.sub.2 R.sup.2 the methylene hydrogens are active hydrogens, R.sup.1 and R.sup.2 are each independently a hydrogen atom or an aliphatic or cycloaliphatic group, and R.sup.3 and R.sup.4 are each independently a hydrogen atom, or an acyl, aliphatic, cycloaliphatic, aromatic or heterocyclic group, subject to the proviso that one of R.sup.3 and R.sup.4 may be an amino or substituted amino group, or one of R.sup.3 and R.sup.4 is a hydrogen atom and the other is an organosulfonyl group, or R.sup.3 and R.sup.4 together with the intervening nitrogen atom form a nitrogenous heterocyclic ring) are useful as near infra-red absorbers. The presence of the amino group on the squarylium ring enables minor changes in absorption wavelength to be achieved by modifications of this group, and also allows functional groups to be incorporated into the dye without changing the chromophoric groups.

  化学式为：##STR1## 的Squarylium化合物是近红外吸收剂。其中Q.sup.1和Q.sup.2是具有与squarylium环共轭的芳香不饱和系统的色团，使得在化合物Q.sup.1 CH.sub.2 R.sup.1和Q.sup.2 CH.sub.2 R.sup.2中，亚甲基氢是活性氢，R.sup.1和R.sup.2分别是氢原子或脂肪族或环状脂肪族基团，R.sup.3和R.sup.4各自独立地是氢原子，或酰基，脂肪族，环状脂肪族，芳香或杂环基团，但需注意其中一个R.sup.3和R.sup.4可能是氨基或取代氨基基团，或其中一个R.sup.3和R.sup.4是氢原子，另一个是有机磺酰基团，或R.sup.3和R.sup.4与介于其间的氮原子共同形成氮杂环环。在squarylium环上存在氨基基团，使得可以通过对该基团的修饰实现吸收波长的微小变化，并且还允许在不改变色团的情况下将功能基团并入染料中。
• STARRETT, JOHN E.;, MONTZKA THOMAS A.;CROSSWELL, ALFRED R.;CAVANAGH, ROBE+, J. MED. CHEM., 32,(1989) N, C. 2204-2210
  作者：STARRETT, JOHN E.、, MONTZKA THOMAS A.、CROSSWELL, ALFRED R.、CAVANAGH, ROBE+

  DOI：——

  日期：——