N,N'-di[(2-furanyl)methylidene](2-furanyl)methanediamine | 494-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: N,N'-di[(2-furanyl)methylidene](2-furanyl)methanediamine
• 英文别名: hydrofuramide；(E)-1-(furan-2-yl)-N-[furan-2-yl-[(E)-furan-2-ylmethylideneamino]methyl]methanimine
• CAS: 494-47-3
• 化学式: C₁₅H₁₂N₂O₃
• 分子量: 268.272
• InChiKey: CYGDSXFTXXFMNI-OTYYAQKOSA-N

物化性质

• 熔点：
  117°
• 沸点：
  bp ~250° with decompn
• 密度：
  1.1992 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N'-di[(2-furanyl)methylidene](2-furanyl)methanediamine 以 溶剂黄146 、 异丙醇 为溶剂， 生成 5,6-tetramethylene-2-furyl-1,2,3,4-tetrahydropyridine-3,3,4,4-tetracarbonitrile
  参考文献：
  名称：

  Reaction of 4-oxoalkane-1,1,2,2-tetracarbonitriles with 1,3,5-trlaryl-2,4-diaza-1,4-pentadienes

  摘要：

  DOI：

  10.1007/bf01169234
• 作为产物：
  描述：

  2-(azidomethyl)furan 400.0~450.0 ℃ 、1.33 Pa 条件下， 以78%的产率得到N,N'-di[(2-furanyl)methylidene](2-furanyl)methanediamine
  参考文献：
  名称：

  闪蒸真空热解芳基甲基叠氮化物合成N，N-二（芳基亚甲基）芳基甲烷二胺

  摘要：

  闪蒸真空热解芳基甲基叠氮化物7a - d得到高产率（76-92％）的2,4-二氮杂戊二烯5a - d。的热环化5A - d得到顺-imidazolines 1A - d，进一步加热或Swern氧化1A - d给脱氢产物，咪唑2A - d。

  DOI：

  10.1016/j.tet.2004.06.082

文献信息

• Deoxy taxols
  申请人：Bristol-Myers Squibb Company

  公开号：US05478854A1

  公开（公告）日：1995-12-26

  ##STR1## in which R.sup.1 is --COR.sup.z in which R.sup.z is RO-- or R; R.sup.g is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, or a radical of the formula --W--R.sup.x in which W is a bond, C.sub.2-6 alkenediyl, or --(CH.sub.2).sub.t --, in which t is one to six; and R.sup.x is naphthyl, phenyl, or heteroaryl, and furthermore R.sup.x can be optionally substituted with one to three same or different C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen or --CF.sub.3 groups; R.sup.2 is --OCOR, H, OH, --OR, --OSO.sub.2 R, --OCONR.sup.o R, --OCONHR, --OCOO(CH.sub.2).sub.t R, or --OCOOR; and R and R.sup.o are independently C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.3-6 cycloalkyl, C.sub.2-6 alkynyl, or phenyl, optionally substituted with one to three same or different C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen or --CF.sub.3 groups. Further provided by this invention are pharmaceutical formulations and intermediates for the the preparation of deoxy taxols of formula I. A method of treating mammalian tumors using a compound of formula I is also provided.

  R.sup.1为--COR.sup.z，其中R.sup.z为RO--或R；R.sup.g为C.sub.1-6烷基，C.sub.2-6烯基，C.sub.2-6炔基，C.sub.3-6环烷基，或具有--W--R.sup.x的基团，其中W为键，C.sub.2-6烯二基，或--(CH.sub.2).sub.t--，其中t为1至6；而R.sup.x为萘基，苯基，或杂环烷基，并且进一步R.sup.x可以选择性地用一个到三个相同或不同的C.sub.1-6烷基，C.sub.1-6烷氧基，卤素或--CF.sub.3基团取代；R.sup.2为--OCOR，H，OH，--OR，--OSO.sub.2 R，--OCONR.sup.o R，--OCONHR，--OCOO(CH.sub.2).sub.t R，或--OCOOR；而R和R.sup.o独立地为C.sub.1-6烷基，C.sub.2-6烯基，C.sub.3-6环烷基，C.sub.2-6炔基，或苯基，可以选择性地用一个到三个相同或不同的C.sub.1-6烷基，C.sub.1-6烷氧基，卤素或--CF.sub.3基团取代。本发明还提供了制备式I的脱氧紫杉醇的药物配方和中间体。还提供了一种使用式I化合物治疗哺乳动物肿瘤的方法。
• Fluoro taxols
  申请人：Bristol-Myers Squibb Company

  公开号：US05294637A1

  公开（公告）日：1994-03-15

  This invention relates to a fluorinated taxol of formula I ##STR1## in which R.sup.1 is --COR.sup.z in which R.sup.z is RO-- or R; R.sup.g is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, or a radical of the formula --W--R.sup.x in which W is a bond, C.sub.2-6 alkenediyl, or --(CH.sub.2).sub.t --, in which t is one to six; and R.sup.x is naphthyl, furyl, thienyl or phenyl, and furthermore R.sup.x can be optionally substituted with one to three same or different C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen or --CF.sub.3 groups; R.sup.2 is --OCOR, H, OH, --OR, --OSO.sub.2 R, --OCONR.sup.o R, --OCONHR, --OCOO(CH.sub.2).sub.t R, or --OCOOR; and R and R.sup.o are independently C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.3-6 cycloalkyl, C.sub.2-6 alkynyl, or phenyl, optionally substituted with one to three same or different C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen or --CF.sub.3 groups. Further provided by this invention are pharmaceutical formulations and useful intermediates for the fluorinated taxols of formula I. A method of treating mammalian tumors using a compound of formula I is also provided.

  本发明涉及一种化学式为I的氟化紫杉醇，其中R.sup.1是--COR.sup.z，其中R.sup.z为RO--或R；R.sup.g为C.sub.1-6烷基，C.sub.2-6烯基，C.sub.2-6炔基，C.sub.3-6环烷基，或具有--W--R.sup.x的基团，其中W是键，C.sub.2-6烯二基，或--(CH.sub.2).sub.t--，其中t为1至6；R.sup.x为萘基，呋喃基，噻吩基或苯基，此外R.sup.x还可以选择地用一个至三个相同或不同的C.sub.1-6烷基，C.sub.1-6烷氧基，卤素或--CF.sub.3基团取代；R.sup.2为--OCOR，H，OH，--OR，--OSO.sub.2 R，--OCONR.sup.o R，--OCONHR，--OCOO(CH.sub.2).sub.t R，或--OCOOR；R和R.sup.o分别为C.sub.1-6烷基，C.sub.2-6烯基，C.sub.3-6环烷基，C.sub.2-6炔基，或苯基，可选地用一个至三个相同或不同的C.sub.1-6烷基，C.sub.1-6烷氧基，卤素或--CF.sub.3基团取代。此外，本发明还提供了该化学式I的氟化紫杉醇的药物制剂和有用的中间体。同时也提供了使用化学式I化合物治疗哺乳动物肿瘤的方法。
• Microwave-Assisted Rapid andSelective Synthesis of<i>cis</i>- and<i>trans</i>-2,4,5-Triarylimidazolinesfrom Aromatic Aldehydes
  作者：Takeshi Toru、Hitoshi Uchida、Hirofumi Tanikoshi、Shuichi Nakamura、Paidi Yella Reddy

  DOI：10.1055/s-2003-39906

  日期：——

  Microwave irradiation of a mixture of aromatic aldehydes and hexamethyldisilazane in the presence of a solid catalyst such as alumina afforded methanediamines which were efficiently converted to either cis- or trans-2,4,5-triarylimidazolines depending on the base used. A one-pot selective synthesis of cis- and transimidazolines from aromatic aldehydes was achieved under microwave irradiation.

  在固体催化剂（如氧化铝）存在下对芳香醛和六甲基二硅氮烷的混合物进行微波照射，得到甲二胺，根据所使用的碱，该甲二胺可有效转化为顺式或反式 2,4,5-三芳基咪唑啉。在微波辐射下实现了从芳香醛中一锅选择性合成顺式和反式咪唑啉。
• A mild and highly efficient protocol for the one-pot synthesis of primary α-amino phosphonates under solvent-free conditions
  作者：Najmedin Azizi、Fatemeh Rajabi、Mohammad R. Saidi

  DOI：10.1016/j.tetlet.2004.10.092

  日期：2004.12

  Under solvent-free reaction conditions and in the presence of solid LiClO4 a novel and mild protocol for the one-pot, three-component synthesis of primary α-amino phosphonates from an aldehyde, hexamethyldisilazane and a trialkyl phosphite is described giving high yields and having short reaction times. The same products are obtained in very low yields, when the three-component reaction is carried

  描述了在无溶剂反应条件下和存在固体LiClO 4的情况下，一种新颖且温和的方案，可从醛，六甲基二硅氮烷和亚磷酸三烷基酯一锅三组分合成伯α-氨基膦酸酯，具有很高的收率和反应时间短。当三组分反应在微波辐射下并且在不存在固体LiClO 4的情况下进行时，以非常低的收率获得相同的产物。还描述了一些制备的1-芳基-N，N′-双（亚芳基）甲烷二胺的实例。
• 6,7-epoxy paclitaxels
  申请人：Bristol-Myers Squibb Company

  公开号：US05395850A1

  公开（公告）日：1995-03-07

  The present invention provides paclitaxel derivatives of formula I ##STR1## in which R.sup.1 is --COR.sup.z, in which R.sup.z is RR.sup.o N--, RHN--, RO-- or R; R.sup.2 is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, or a radical of the formula --W--R.sup.x in which W is a bond, C.sub.2-6 alkenediyl, or --(CH.sub.2).sub.t --, in which t is one to six; and R.sup.x is naphthyl, phenyl, or heteroaryl, and furthermore R.sup.x can be optionally substituted with one to three same or different C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen or --CF.sub.3 groups; R and R.sup.o are independently C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.3-6 cycloalkyl, C.sub.2-6 alkynyl, or phenyl, optionally substituted with one to three same or different C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen or --CF.sub.3 groups. Also provided by this invention are pharmaceutical formulations (compositions) and a method of treating mammalian tumors with a compound of formula I.

  本发明提供了公式I的紫杉醇衍生物##STR1##其中R.sup.1是--COR.sup.z，其中R.sup.z是RR.sup.o N--，RHN--，RO--或R; R.sup.2是C.sub.1-6烷基，C.sub.2-6烯基，C.sub.2-6炔基，C.sub.3-6环烷基，或公式--W--R.sup.x的基团，其中W是键，C.sub.2-6烯丙基，或--(CH.sub.2).sub.t--，其中t为1至6; R.sup.x是萘基，苯基或杂环基，并且此外，R.sup.x可以选择性地用一个到三个相同或不同的C.sub.1-6烷基，C.sub.1-6烷氧基，卤素或--CF.sub.3基团置换; R和R.sup.o是独立的C.sub.1-6烷基，C.sub.2-6烯基，C.sub.3-6环烷基，C.sub.2-6炔基或苯基，可以选择性地用一个到三个相同或不同的C.sub.1-6烷基，C.sub.1-6烷氧基，卤素或--CF.sub.3基团置换。此外，本发明还提供了药物配方（组成）和使用公式I的化合物治疗哺乳动物肿瘤的方法。