2,4-dimethylnicotinoyl chloride hydrochloride | 67501-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,4-dimethylnicotinoyl chloride hydrochloride
• 英文别名: 2,4-dimethylnicotinyl chloride hydrochloride；2,4-Dimethylpyridine-3-carbonyl chloride;hydrochloride
• CAS: 67501-00-2
• 化学式: C₈H₈ClNO*ClH
• 分子量: 206.072
• InChiKey: KLANBAVTCDNAMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  30
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-dimethylnicotinoyl chloride hydrochloride 以 乙腈 为溶剂， 生成 3-(N,N-diisopropylcarbamoyl)-1-benzyl-2,4-dimethylpyridinium bromide
  参考文献：
  名称：

  具有轴向/中心手性的NAD / NADH模型：喹啉环系统的优越性。

  摘要：

  NAD模型化合物1c和3a，b的前体相对于氨基甲酰基旋转成功地解析为其阻转异构体。通过循环伏安法和X射线晶体学测定，喹啉衍生物的阻转异构体比吡啶衍生物稳定得多。成功实现了NAD模型化合物4的1,4-还原反应，得到了新型的NADH模型化合物5。通过动态NMR研究了5的侧链的旋转特性。旋转速度和顺/反比（表示羰基氧和氢在4位上的方向）受添加镁离子的影响很大。从激活参数来看，在旋转过渡态下，C（羰基）-N（酰胺）键的双键特征被破坏。在镁离子催化剂存在下，用对苯醌对手性5进行氧化，主要得到4的一种对映体。另一方面，在不存在镁离子的情况下，用对氯苯醌（四氯对苯醌）对5进行氧化，得到对映体4为主要产物。产物对映体比例与起始原料中的顺/反比例平行，表明基态构象对反应立体化学的重要性。

  DOI：

  10.1021/jo000829w

文献信息

• Heterocyclic antiviral compounds
  申请人：Lee Kyung Eun

  公开号：US20060014767A1

  公开（公告）日：2006-01-19

  Chemokine receptor antagonists, in particular, 3,7-diazabicyclo[3.3.0]octane compounds according to formula (I) are antagonists of chemokine CCR5 receptors which are useful for treating or preventing an human immunodeficiency virus (HIV) infection, or treating AIDS or ARC. The invention further provides methods for treating diseases that are allieviated with CCR5 antagonists. The invention includes pharmaceutical compositions and methods of using the compounds for the treatment of these diseases. The invention further includes processes for the preparation of compounds according to formula I.

  化学因子受体拮抗剂，尤其是按照公式（I）制备的3,7-二氮杂双环[3.3.0]辛烷类化合物是化学因子CCR5受体的拮抗剂，可用于治疗或预防人类免疫缺陷病毒（HIV）感染，或治疗艾滋病或ARC。发明还提供了用于缓解与CCR5拮抗剂相关的疾病的治疗方法。该发明包括制备公式I化合物的药物组合物和使用这些化合物治疗这些疾病的方法。该发明还包括制备公式I化合物的过程。
• [EN] OCTAHYDRO-PYRROLO[3,4-C] DERIVATIVES AND THEIR USE AS ANTIVIRAL COMPOUNDS<br/>[FR] COMPOSES ANTIVIRAUX HETEROCYCLIQUES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005121145A3

  公开（公告）日：2006-03-02
• Conformational interlocking in axially chiral methyl N-(2',4'-dimethylnicotinoyl)-N-methylphenylalaninates
  作者：Jozef A. J. M. Vekemans、Jeroen A. F. Boogers、Henk M. Buck

  DOI：10.1021/jo00001a005

  日期：1991.1

  Axially chiral 2,4-dimethylnicotinamides incorporating a protected N-methylphenylalanine moiety (1;2) have been prepared to serve as NAD+ model precursors. Starting from L- or D-methyl N-methylphenylalaninate hydrochloride ((S)- or (R)-4), the M-syn diastereomer 1a or its P-syn enantiomer 2a, were isolated in fair yield by a combination of rotamerization, helical isomerization, and crystallization. Evidence is presented for a strong conformational preference in solution not only at the amide bond but also at the chiral center (C-2) and at the benzylic carbon (C-3). The conformational interdependence compares well with the spatial arrangement in crystals of analogous axially chiral nicotinamide derivatives. Due to a preferred syn orientation of the amide carbonyl and C-2-H, the phenyl ring of the less polar syn diastereomers resides near the C-2' methyl group either at the alpha side of the pyridine ring in 1a or at the beta side in 2a. In these syn diastereomers in S chirality in the amino acid residue (i.e., in 1a) corresponds to a CO UP of M helicity, the R chirality (i.e., in 2a) to a CO DOWN or P orientation. Conversely, the phenyl ring of the more polar syn diastereomers 1b (P conformer) and 2b (M conformer) resides preferentially in the vicinity of the C-4' methyl group.
• OCTAHYDROPYRROLO[3,4-C]PYRROLE DERIVATIVES AN THEIR USE AS ANTIVIRAL AGENTS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1761542A2

  公开（公告）日：2007-03-14
• US7164019B2
  申请人：——

  公开号：US7164019B2

  公开（公告）日：2007-01-16