氮丙啶-1-基-环己基-甲酮 | 98223-95-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 氮丙啶-1-基-环己基-甲酮
• 英文名称: N-(cyclohexylcarbonyl)aziridine
• 英文别名: Hexahydrobenzoylaziridin；Aziridin-1-yl(cyclohexyl)methanone
• CAS: 98223-95-1
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: ZCZHNDFVODJBBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  氮丙啶-1-基-环己基-甲酮 、 1-(1-苯并呋喃-7-基)哌嗪 80.0 ℃ 、2.0 kPa 条件下， 反应 0.5h， 以98%的产率得到N-{2-[4-(7-benzofuranyl)-1-piperazinyl]ethyl}cyclohexanecarboxamide
  参考文献：
  名称：

  Structure-Affinity Relationship Studies on 5-HT1A receptor Ligands. 2. Heterobicyclic Phenylpiperazines with N4-Aralkyl Substituents

  摘要：

  Structure-affinity relationship (SAR) studies for the 5HT(1A) receptor site are presented for two series of heterobicyclic phenylpiperazines with N4-aralkyl substituents: 4-aralkyl derivatives of 1-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine (3) and 1-(benzo[b]furan-7-yl)piperazine (4). Their affinities far 5-HT1A receptors range from 0.15 to 28 nM and thus emphasize the importance of N4-substitution. By combining the SAR of these N4-aralkyl series with the recently published(11) SAR of the N4-alkyl-substituted phenylpiperazines, the nature of the interaction of the N4-substituted phenylpiperazines and the 5-HT1A receptor was further examined using comparative molecular field analysis (CoMFA). To discriminate between two postulated hypotheses, CoMFA models were built and validated utilizing cross-validation, bootstrapping, and randomizing techniques. The model based on a N4-substituent alignment in which all N4-substituents are equally oriented in space was selected for further evaluation. According to the CoMFA/PLS analysis, the steric and electrostatic field properties contribute in a 98:2 ratio to the affinity found for the 5HT(1A) receptor. Increasing steric bulk was found to be positively as well as negatively related to affinity depending on the distance of the bulk's center from the N4-nitrogen. The location of these steric CoMFA contour levels are well defined in space when the defined alignment rules are followed. Because CoMFA does not take hydrogen bonding into account, this could indicate that the contribution of the amide function (its ability to interact through hydrogen bonding), as present in the N4-substituents, to affinity is of minor importance.

  DOI：

  10.1021/jm00043a015
• 作为产物：
  描述：

  乙烯亚胺 、 环己甲酰氯 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到氮丙啶-1-基-环己基-甲酮
  参考文献：
  名称：

  Structure-Affinity Relationship Studies on 5-HT1A receptor Ligands. 2. Heterobicyclic Phenylpiperazines with N4-Aralkyl Substituents

  摘要：

  Structure-affinity relationship (SAR) studies for the 5HT(1A) receptor site are presented for two series of heterobicyclic phenylpiperazines with N4-aralkyl substituents: 4-aralkyl derivatives of 1-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine (3) and 1-(benzo[b]furan-7-yl)piperazine (4). Their affinities far 5-HT1A receptors range from 0.15 to 28 nM and thus emphasize the importance of N4-substitution. By combining the SAR of these N4-aralkyl series with the recently published(11) SAR of the N4-alkyl-substituted phenylpiperazines, the nature of the interaction of the N4-substituted phenylpiperazines and the 5-HT1A receptor was further examined using comparative molecular field analysis (CoMFA). To discriminate between two postulated hypotheses, CoMFA models were built and validated utilizing cross-validation, bootstrapping, and randomizing techniques. The model based on a N4-substituent alignment in which all N4-substituents are equally oriented in space was selected for further evaluation. According to the CoMFA/PLS analysis, the steric and electrostatic field properties contribute in a 98:2 ratio to the affinity found for the 5HT(1A) receptor. Increasing steric bulk was found to be positively as well as negatively related to affinity depending on the distance of the bulk's center from the N4-nitrogen. The location of these steric CoMFA contour levels are well defined in space when the defined alignment rules are followed. Because CoMFA does not take hydrogen bonding into account, this could indicate that the contribution of the amide function (its ability to interact through hydrogen bonding), as present in the N4-substituents, to affinity is of minor importance.

  DOI：

  10.1021/jm00043a015

文献信息

• Blood-pressure lowering piperazine derivatives
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0138280A2

  公开（公告）日：1985-04-24

  The invention relates to new piperazine derivatives of the formula wherein A is an optionally substituted bicyclic hetero aryl radical, n has the value 1 or 2, R, and R2 are hydrogen or alkyl (1-3 C). A is -CH2-CH2- or -CH(CH3)-CH2- and B is an optionally substituted aryl or hetero aryl group, an alkyl group or a saturated or partly unsaturated cycloalkyl group and salts and products thereof. These new compounds are useful for the treatment of circulatory diseases. In particular it has has been found that these compounds have blood-pressure lowering properties regulated by a central mechanism of action. The invention also relates to new intermediates useful for the preparation of piperazine compounds of the above formula (1)

  本发明涉及式如下的新哌嗪衍生物 其中 A 是任选取代的双环杂芳基，n 的值为 1 或 2，R 和 R2 是氢或烷基（1-3 C）。A 是-CH2-CH2-或-CH(CH3)-CH2-，B 是任选取代的芳基或杂芳基、烷基或饱和或部分不饱和环烷基及其盐和产物。这些新化合物可用于治疗循环系统疾病。特别是已经发现，这些化合物具有由中枢作用机制调节的降血压特性。 本发明还涉及用于制备上式（1）哌嗪化合物的新中间体
• US4833142A
  申请人：——

  公开号：US4833142A

  公开（公告）日：1989-05-23
• Structure-Affinity Relationship Studies on 5-HT1A receptor Ligands. 2. Heterobicyclic Phenylpiperazines with N4-Aralkyl Substituents
  作者：Bart J. van Steen、Ineke van Wijngaarden、Martin Th. M. Tulp、Willem Soudijn

  DOI：10.1021/jm00043a015

  日期：1994.8

  Structure-affinity relationship (SAR) studies for the 5HT(1A) receptor site are presented for two series of heterobicyclic phenylpiperazines with N4-aralkyl substituents: 4-aralkyl derivatives of 1-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine (3) and 1-(benzo[b]furan-7-yl)piperazine (4). Their affinities far 5-HT1A receptors range from 0.15 to 28 nM and thus emphasize the importance of N4-substitution. By combining the SAR of these N4-aralkyl series with the recently published(11) SAR of the N4-alkyl-substituted phenylpiperazines, the nature of the interaction of the N4-substituted phenylpiperazines and the 5-HT1A receptor was further examined using comparative molecular field analysis (CoMFA). To discriminate between two postulated hypotheses, CoMFA models were built and validated utilizing cross-validation, bootstrapping, and randomizing techniques. The model based on a N4-substituent alignment in which all N4-substituents are equally oriented in space was selected for further evaluation. According to the CoMFA/PLS analysis, the steric and electrostatic field properties contribute in a 98:2 ratio to the affinity found for the 5HT(1A) receptor. Increasing steric bulk was found to be positively as well as negatively related to affinity depending on the distance of the bulk's center from the N4-nitrogen. The location of these steric CoMFA contour levels are well defined in space when the defined alignment rules are followed. Because CoMFA does not take hydrogen bonding into account, this could indicate that the contribution of the amide function (its ability to interact through hydrogen bonding), as present in the N4-substituents, to affinity is of minor importance.