戊烷二酰胺 | 3424-60-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 戊烷二酰胺
• 中文别名: 戊二酰胺
• 英文名称: pentanediamide
• 英文别名: Pentandiamid；glutaramide；Glutaramid；propane-1,3-biscarboxamide；Glutarsaeure-diamid
• CAS: 3424-60-0
• 化学式: C₅H₁₀N₂O₂
• mdl: MFCD00297145
• 分子量: 130.147
• InChiKey: RCCYSVYHULFYHE-UHFFFAOYSA-N

物化性质

• 熔点：
  167-168 °C(Solv: ethanol (64-17-5))
• 沸点：
  476.9±28.0 °C(Predicted)
• 密度：
  1.280 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924199090
• 储存条件：
  应存于室温、密封、干燥处。

反应信息

• 作为反应物：
  描述：

  戊烷二酰胺 在 1,4-二氧六环 作用下， 260.0 ℃ 、39.22 MPa 条件下， 生成 哌啶
  参考文献：
  名称：

  Paden; Adkins, Journal of the American Chemical Society, 1936, vol. 58, p. 2493

  摘要：

  DOI：
• 作为产物：
  描述：

  glutarimide 在 水 作用下， 生成 戊烷二酰胺
  参考文献：
  名称：

  Elvidge et al., Journal of the Chemical Society, 1959, p. 208,211

  摘要：

  DOI：

文献信息

• Transfer Hydration of Dinitriles to Dicarboxamides
  作者：Asuka Naraoka、Hiroshi Naka

  DOI：10.1055/s-0039-1690026

  日期：2019.10

  robust method for double transfer hydration of dinitriles to afford diamides. The transfer hydration of 1,n-dinitriles (n = 1–6) proceeds smoothly in the presence of a palladium(II) catalyst with acetamide as a water donor, affording the corresponding diamides in moderate to high yields, without involving significant side reactions such as monohydration or cyclization. The equilibrium was shifted in

  我们提出了一种可靠的二腈双转移水合方法，以提供二酰胺。在以乙酰胺为水供体的钯（II）催化剂存在下，1,n-二腈（n = 1-6）的转移水合顺利进行，以中等至高产率提供相应的二酰胺，且不涉及显着的副反应如一水合或环化。通过在减压下去除联产乙腈，平衡向前移动。
• Neighbouring group participation reactions in nitrile- and amido-N-bonded pentaamminecobalt(III) complexes in which the unique ligand contains a remote amide group
  作者：Patricia M. Angus、W.Gregory Jackson

  DOI：10.1016/s0020-1693(02)01215-x

  日期：2003.1

  [(NH3)5CoNCCH2CONH2]3+ ion hydrates in aqueous base to form [(NH3)5CoNHCOCH2CONH2]2+ (33%) and a cobalt(II) species. The kinetics have been measured: kobsd=((kOH+Kke−)[OH−])/(1+K[OH−]) where K=7.9×103 (pKa=9.9), kOH=50 M−1 s−1 and . In liquid ammonia the complex is unreactive while in aqueous acid it solvolyzes slowly. The [(NH3)5CoNCC6H42-CONH2]3+ complex cyclizes rapidly in aqueous base, liquid ammonia and dimethyl

  [（NH 3）5 CoNCCH 2 CONH 2 ] 3+离子在碱水溶液中水合形成[（NH 3）5 CoNHCOCH 2 CONH 2 ] 2+（33％）和钴（II）物种。动力学已经测量：ķ实测值=（（ķ OH + KK ë -）[OH - ]）/（1+ ķ [OH - ]）其中ķ = 7.9×10 3（对ķ一个= 9.9），ķ OH = 50 M -1s -1和。在液氨中，该络合物是不反应的，而在酸水溶液中，它会缓慢地溶解。的[（NH 3）5 CoNCC 6 ħ 4 2-CONH 2 ] 3+络合物环化迅速在碱水溶液，液氨和二甲亚砜/ CS 2 CO 3，以形成仅pentaammine（3-亚氨基-1-氧代isoindolino -外- ñ）钴（III）。该反应也发生在酸性水溶液中，其自发途径为：k obsd = k 0 + k 1 / [H + ]，其中k0 = 1.1×10 -5 s
• Retroviral protease inhibitors
  申请人：Monsanto Company

  公开号：US05475013A1

  公开（公告）日：1995-12-12

  Urea-containing hydroxyethylamine peptide compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.

  含有尿素的羟乙基胺肽化合物可作为逆转录病毒蛋白酶抑制剂，特别是作为HIV蛋白酶的抑制剂。
• Compositions and methods of the use thereof achiral analogues of CC-1065 and the duocarmycins
  申请人：——

  公开号：US20030073731A1

  公开（公告）日：2003-04-17

  The present invention relates to novel achiral seco-analogues of the DNA minor groove and sequence-selective alkylating agents (+)-CC1065 and the duocarmycins, depicted as general class I, II III, IV and V: 1 wherein X is a good leaving group, such as a chloride, a bromide, an iodide, a mesylate, a tosylate, an acetate, a quaternary ammonium moiety, a mercaptan, an alkylsulfoxyl, or an alkylsulfonyl group, preferably either a chloride, a bromide, or an iodide group. R 1 is a suitable minor groove binding agent to enhance the interactions of the achiral seco-cyclopropaneindole (CI) or an achiral seco-duocarmycin with specific sequences of DNA. Examples of the DNA binders are given in Table 4. The preferred DNA binders are groups A, C, D, E, F, G. H and I. R 1 can also include the following: t-butoxy, benzyloxy, 9-fluorenylmethyloxy or other common protecting groups for amines wherein X is a good leaving group, such as a chloride, a bromide, an iodide, a mesylate, a tosylate, an acetate, a quaternary ammonium moiety, a mercaptan, an alkylsulfoxyl, or an alkylsulfonyl group, preferably either a chloride, a bromide, or an iodide group. R 1 is a suitable minor groove binding agent to enhance the interactions of the covalently reactive achiral seco-pharmacophore with specific sequences of DNA. Examples of the DNA binders are given in Table 4. The preferred DNA binders are groups A, C, D, E, F, G, H, I, J, K and L. R 2 and R 3 can be hydrogen or short chain alkyl (C1-C5) groups, preferably both being hydrogen atoms. The alkyl groups may be straight chain or branched and include such groups as ethyl, propyl, butyl, pentyl and hexyl. R 4 and R 5 can be hydrogen atoms, short alkyl groups, trifluoromethyl moieties, and alkyloxycarbonyl groups. The preferred R 4 and R 5 groups are methoxycarbonyl and trifluoromethyl. R can be either a benzyl, a benzyloxycarbonyl, a hydrogen atom, a 4-nitrobenzyloxycarbonyl, or a N′-methylpiperazinyl-N-carbonyl group wherein X is a good leaving group, R 1 is a minor groove binding agent, such as the binding units of adozelesin and duocarmycins, netropsin and bisbenzimide. R 2 and R 3 can be hydrogen or short-chain alkyl (C1-C5) groups. R 4 and R 5 can be hydrogen atoms, short alkyl groups, trifluoromethyl moieties, and alkyloxycarbonyl groups. R can be either a benzyl, a benzyloxycarbonyl, a hydrogen atom, a 4-nitrobenzyloxycarbonyl, or a N′-methylpiperazinyl-N-carbonyl group. The present invention is further directed to pharmaceutical compositions thereof, and as a method for treatment of cancer using the subject compounds.

  本发明涉及DNA次级沟槽和序列选择性烷基化剂(+)-CC1065和duocarmycins的新型非手性seco类似物，表示为一般的I、II、III、IV和V类：其中X是良好的离去基团，例如氯化物、溴化物、碘化物、甲磺酸盐、对甲苯磺酸盐、乙酸盐、季铵基、巯基、烷基亚砜或烷基磺酰基团，优选为氯化物、溴化物或碘化物基团。R1是适当的次级沟槽结合剂，以增强非手性seco-环丙烷吲哚(CI)或非手性seco-duocarmycin与DNA的特定序列的相互作用。DNA结合剂的示例见表4。首选的DNA结合剂是A、C、D、E、F、G、H和I组。R1还可以包括以下内容：t-丁氧基、苄氧基、9-芴甲氧基或其他常见的胺保护基，其中X是良好的离去基团，例如氯化物、溴化物、碘化物、甲磺酸盐、对甲苯磺酸盐、乙酸盐、季铵基、巯基、烷基亚砜或烷基磺酰基团，优选为氯化物、溴化物或碘化物基团。R1是适当的次级沟槽结合剂，以增强共价反应的非手性seco药效团与DNA的特定序列的相互作用。DNA结合剂的示例见表4。首选的DNA结合剂是A、C、D、E、F、G、H、I、J、K和L组。R2和R3可以是氢或短链烷基(C1-C5)基团，优选两者均为氢原子。烷基基团可以是直链或支链，并包括乙基、丙基、丁基、戊基和己基等基团。R4和R5可以是氢原子、短烷基、三氟甲基基团和烷氧羰基基团。首选的R4和R5基团是甲氧羰基和三氟甲基。R可以是苄基、苄氧羰基、氢原子、4-硝基苄氧羰基或N'-甲基哌嗪基-N-羰基基团，其中X是良好的离去基团，R1是次级沟槽结合剂，例如adozelesin和duocarmycins、netropsin和bisbenzimide的结合单元。R2和R3可以是氢或短链烷基(C1-C5)基团。R4和R5可以是氢原子、短烷基、三氟甲基基团和烷氧羰基基团。R可以是苄基、苄氧羰基、氢原子、4-硝基苄氧羰基或N'-甲基哌嗪基-N-羰基基团。本发明还涉及其制药组合物，并作为治疗癌症的方法使用所述化合物。
• Bifunctional boronic compound complexing reagents and complexes
  申请人：——

  公开号：US20030105280A1

  公开（公告）日：2003-06-05

  A reagent having the general formula of General Formula I: 1 wherein group R is an electrophilic or a nucleophilic moiety suitable for reaction of the reagent with a biologically active species; group R 2 is one of H and OH moieties; group R 3 is one of an alkyl and a methylene bearing an electronegative substituent; group Z is one of (CH 2 ) n and CH 2 O(CH 2 CH 2 O) n 2 , and n is an integer of from 1 to 5, and n 2 is an integer of from 1 to 4; and each of group Z 2 and Z 3 are (CH 2 )CONH(CH 2 ) 3 CONH(CH 2 ) 2 . Also, a reagent having the general formula of General Formula II: 2 group R 2 is one of H and OH moieties; group Z is one of (CH 2 ) n and CH 2 O(CH 2 CH 2 O) n 2 , and n is an integer of from 1 to 5, and n 2 is an integer of from 1 to 4; each of group Z 2 and group Z 3 include one of (CH 2 )CONH(CH 2 ) 3 CONH(CH 2 ) 2 ; and (CH 2 )CONH(CH 2 ); and group R is an electrophilic or a nucleophilic moiety suitable for reaction of the reagent with the biologically active species.

  一种具有通式I的试剂：其中R基团是适合与生物活性物种反应的亲电性或亲核性官能团；R2基团是H和OH官能团之一；R3基团是烷基或带有电负取代基的亚甲基；Z基团是(CH2)n和CH2O(CH2CH2O)n2之一，其中n是1至5的整数，n2是1至4的整数；Z2和Z3基团均为(CH2)CONH(CH2)3CONH(CH2)2。另外，一种具有通式II的试剂：其中R2基团是H和OH官能团之一；Z基团是(CH2)n和CH2O(CH2CH2O)n2之一，其中n是1至5的整数，n2是1至4的整数；Z2和Z3基团均包括(CH2)CONH(CH2)3CONH(CH2)2和(CH2)CONH(CH2)之一；而R基团是适合与生物活性物种反应的亲电性或亲核性官能团。