4-bromomethyl-1-piperidinecarboxaldehyde | 69720-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-bromomethyl-1-piperidinecarboxaldehyde
• 英文别名: N-formyl-4-(bromomethyl)piperidine；4-bromomethyl-1-formylpiperidine；N-formyl-4-bromomethylpiperidine；4-(bromomethyl)piperidine-1-carbaldehyde
• CAS: 69720-00-9
• 化学式: C₇H₁₂BrNO
• 分子量: 206.082
• InChiKey: WZVVQBXZUAOVAB-UHFFFAOYSA-N

物化性质

• 沸点：
  309.6±15.0 °C(Predicted)
• 密度：
  1.489±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-硝基咪唑 、 4-bromomethyl-1-piperidinecarboxaldehyde 在 NaH 作用下， 以 N-甲基乙酰胺 、 水 、 mineral oil 为溶剂， 以25%的产率得到4-[(2-Nitro-1H-Imidazol-1-yl)methyl]-1-Piperidinecarboxaldehyde
  参考文献：
  名称：

  Penicillanic acid derivatives

  摘要：

  其中一个氨基团的氮原子是异环戊二烯环的氨基丙酸衍生物，该异环戊二烯环的侧链含有一个未取代的异环戊二烯环，其中含有2到3个氮原子，可用作抗生素。

  公开号：

  US04431653A1
• 作为产物：
  描述：

  N-甲酰基-4-哌啶甲醇 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 以53%的产率得到4-bromomethyl-1-piperidinecarboxaldehyde
  参考文献：
  名称：

  凡德他尼中间体化合物及其制备方法

  摘要：

  本发明公开了凡德他尼中间体化合物及其制备方法。化合物I的制备方法包括下述步骤：有机溶剂中，在硼氢化物和碘的作用下，化合物V发生还原反应，即可。本发明的制备方法反应条件温和、操作简单、成本低，更适合工业化生产。

  公开号：

  CN104876852B

文献信息

• Penam antibacterial compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US05159077A1

  公开（公告）日：1992-10-27

  Antibacterial compounds of the formula ##STR1## in which R.sub.1 is a cyclic or secondary acyclic amino group which independently has antibacterial activity: R.sub.2 is hydrogen, lower alkoxy, lower alkylthio or formamido; R.sub.3 is hydrogen or an organic group bonded through carbon, oxygen, sulfur or nitrogen; R.sub.4 is an electronegative acidic group; or R.sub.3 and R.sub.4 together form a heterocycle; and R.sub.5 is a hydrogen or lower alkyl, except when R.sub.3 and R.sub.4 form a heterocycle, in which case R.sub.5 is hydrogen only; and methods of using same.

  公式为##STR1##的抗菌化合物，其中R.sub.1是一个具有抗菌活性的环状或次级无环氨基基团：R.sub.2是氢、低烷氧基、低烷基硫基或甲酰胺基；R.sub.3是氢或通过碳、氧、硫或氮键合的有机基团；R.sub.4是一个电负酸性基团；或者R.sub.3和R.sub.4一起形成一个杂环；R.sub.5是氢或低烷基，除非R.sub.3和R.sub.4形成一个杂环，在这种情况下，R.sub.5仅为氢；以及使用相同方法。
• Cephalosporin antibacterial compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US05162523A1

  公开（公告）日：1992-11-10

  Antibacterial compounds of the formula ##STR1## in which R.sub.1 is a cyclic or secondary acyclic amino group which independently has antibacterial activity; R.sub.2 is hydrogen, lower alkoxy, lower alkylthio or formamido; R.sub.3 is hydrogen or an organic group bonded through carbon, oxygen, sulfur or nitrogen; R.sub.4 is an electronegative acidic group; or R.sub.3 and R.sub.4 together form a heterocycle; and R.sub.5 is hydrogen or lower alkyl, except when R.sub.3 and R.sub.4 form a heterocycle, in which case R.sub.5 is hydrogen only; and methods of using same.

  该公式中的抗菌化合物为##STR1##其中R.sub.1是具有抗菌活性的环状或次级非环状氨基基团；R.sub.2是氢、较低的烷氧基、较低的烷基硫基或甲酰氨基基团；R.sub.3是氢或通过碳、氧、硫或氮键合的有机基团；R.sub.4是电负酸性基团；或R.sub.3和R.sub.4一起形成一个杂环；R.sub.5是氢或较低的烷基，除非R.sub.3和R.sub.4形成一个杂环，在这种情况下R.sub.5仅为氢；以及使用方法。
• Derivatives of amidinopenicillanic acid
  申请人：Leo Pharmaceutical Products, Ltd. A/S

  公开号：US04246262A1

  公开（公告）日：1981-01-20

  The present invention relates to new 6.beta.-amidino-penicillanic acids of the formula: ##STR1## in which X is oxygen or sulphur, --A-- is aliphatic hydrocarbon, or a single bond, --B-- is aliphatic hydrocarbon, or a single bond; R.sub.1 and R.sub.2 stand for hydrogen, lower alkyl, phenyl or phenyl-lower alkyl; or R.sub.2 is acyl or guanyl; or R.sub.1 and R.sub.2 together with the nitrogen atom can form a monocyclic, saturated ring or represent ##STR2## in which R.sub.3 and R.sub.4 each stands for hydrogen, lower alkyl, phenyl, or phenyl-lower alkyl, or R.sub.3 and R.sub.4 together with nitrogen form a monocyclic, saturated ring; --W-- stands for ##STR3## which represent saturated, monocyclic, bicyclic or spirocyclic ring systems, respectively; salts of the compounds of formula I, and easily hydrolyzable, esters thereof, and salts of such esters; the invention further relating to methods of producing the compounds; to intermediates in their preparation; to pharmaceutical compositions containing the compounds; and to dosage units thereof, and to their use. The compounds of the present invention are active against a variety of pathogenic microorganisms, including gram-positive and gram-negative bacteria.

  本发明涉及新的6.beta.-酰胺基青霉烷酸，其化学式为：##STR1## 其中X为氧或硫，--A--为脂肪烃或单键，--B--为脂肪烃或单键；R.sub.1和R.sub.2代表氢、低碳基、苯基或苯基-低碳基；或R.sub.2为酰基或鸟氨酸基；或R.sub.1和R.sub.2与氮原子一起形成单环饱和环或表示##STR2## 其中R.sub.3和R.sub.4分别代表氢、低碳基、苯基或苯基-低碳基，或R.sub.3和R.sub.4与氮形成单环饱和环；--W--代表##STR3## 分别表示饱和的、单环的、双环的或螺旋的环系统；化合物I的盐以及易水解的酯和这种酯的盐；本发明还涉及制备该化合物的方法；在其制备中的中间体；含有该化合物的制药组合物；以及其用量单位和用途。本发明的化合物对各种致病微生物具有活性，包括革兰氏阳性和革兰氏阴性细菌。
• Imidazole derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US04537969A1

  公开（公告）日：1985-08-27

  6-Amidinopenicillanic acid derivatives wherein one of the nitrogen atoms of the amidino group is part of a heterocyclic ring having on a side chain an unsubstituted heterocyclic ring containing 2 to 3 nitrogen atoms, and being useful as an antibiotic.

  6-氨基甲酰青霉烷酸衍生物，其中氨基基团的一个氮原子是杂环环中的一部分，在侧链上具有一个含有2至3个氮原子的未取代杂环环，可用作抗生素。
• Novel penicillanic acid derivatives
  申请人：F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft

  公开号：EP0148283A1

  公开（公告）日：1985-07-17

  @ 6-Amidinopenicillanic acid derivatives wherein one of the nitrogen atoms of the amidino group is part of a heterocyclic ring having on a side chain an unsubstituted heterocyclic ring containing 2 to 3 nitrogen atoms, with formula: wherein n is 0 or 1; is a saturated 5 to 7 membered heterocyclic ring containing the nitrogen atom as the only heteroatom, said ring being unsubstituted or substituted in one or more positions with lower alkyl; is a 5 to 7 membered heterocyclic ring having at most one additional nitrogen atom, from 0 to 2 additional double bonds, and, aside from R, either being unsubstituted or substituted in one or more positions with lower alkyl; R is lower alkyl, nitro, hydrogen,-COOH,-(CH2)y-NHR4;-(CH2)y-OR3 and R3 is hydrogen or lower alkyl, y is an integer from 0 to 4; R, is hydrogen, lower alkyl or an amino-protecting group, (Continuation next page) R5 and R6 are hydrogen or lower alkyl and R7 is lower alkylene, hydrolyzable esters thereof, salts thereof and hydrates thereof, and with formula: wherein n is an integer from 0 to 1; R, is hydrogen or lower alkyl; is a saturated 5 to 7 membered heterocyclic ring containing the nitrogen atom as the only heteroatom, said ring being unsubstituted or substituted in one or more positions with lower alkyl; is a 5 to 7 membered heterocyclic ring containing no additional double bonds or can be additionally aromatic when it is 5 membered, said ring being either unsubstituted or substituted in one or more positions with lower alkyl; and R7 is lower alkylene, hydrolyzable esters thereof, salts thereof and hydrates thereof. These compounds are useful as antibiotics.

  @ 6-脒基青霉烷酸衍生物，其中脒基的一个氮原子是一个杂环的一部分，该杂环的侧链上有一个包含 2 至 3 个氮原子的未取代杂环，其式为 其中 n 为 0 或 1； 是含有氮原子作为唯一杂原子的 5 至 7 个成员的饱和杂环，所述环未经取代或在一个或多个位置被低级烷基取代； R是低级烷基、硝基、氢、-COOH、-(CH2)y-NHR4;-( )y-OR3 和-( )y-OR4。 R3 是氢或低级烷基，y 是 0 至 4 的整数；R, 是氢、低级烷基或氨基保护基团， （下页接下页） R5 和 R6 是氢或低级烷基，R7 是低级亚烷基，其可水解酯、其盐和其水合物，并具有 式： 其中 n 是 0 至 1 的整数；R, 是氢或低级烷基； 是含有氮原子作为唯一杂原子的 5 至 7 个成员的饱和杂环，所述环未被取代或在一个或多个位置被低级烷基取代； R7 是低级亚烷基、其可水解酯、其盐类和其水合物。 这些化合物可用作抗生素。