ajmalicine acid | 522-81-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 育亨宾生物碱
• 英文名称: ajmalicine acid
• 英文别名: (4S,4aR,13bS,14aS)-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylic acid；(16E,19S)-17,19-epoxy-coryn-16-ene-16-carboxylic acid ; δ-yohimbinoic acid；(16E,19S)-17,19-Epoxy-coryn-16-en-16-carbonsaeure; δ-Yohimbinsaeure；(1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylic acid
• CAS: 522-81-6
• 化学式: C₂₀H₂₂N₂O₃
• 分子量: 338.406
• InChiKey: QEWOIOZAHZCAFC-MKXCTONWSA-N

物化性质

• 沸点：
  552.7±50.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  65.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ajmalicine acid 在 盐酸 作用下， 反应 12.0h， 生成 19α-hydroxy-19β-methyl-18-oxayohimbane
  参考文献：
  名称：

  Men, Jean Le; Zeches, Monique; Sigaut, Francoise, Heterocycles, 1982, vol. 19, # 10, p. 1807 - 1812

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 ajmalicine acid
  参考文献：
  名称：

  蛇纹石的构成

  摘要：

  对于生物碱蛇纹石，建立了在环E中的改进的结构式，并描述了对-四氢蛇纹石的制备。

  DOI：

  10.1002/hlca.19520350525

文献信息

• Evaluation of Immunochemical Drug Screenings of Whole Blood Samples. A Retrospective Optimization of Cutoff Levels after Confirmation-Analysis on GC-MS and HPLC-DAD
  作者：Lars Kroener、Frank Musshoff、Burkhard Madea

  DOI：10.1093/jat/27.4.205

  日期：2003.5.1

  Four commonly used immunoassay kits were evaluated for their efficiency in screening for drugs of abuse in whole blood. Six groups of illicit drugs (opiates, cannabinoids, amphetamines, cocain and benzoylecgonine, benzodiazepines, and methadone) were determined by using the homogenous assays ADx and CEDIA DAU and compared with the results produced by means of the inhomogenous assays MTP and Pyxis 24. The measured 86 blood samples were taken from authentic routine analyses between February and September, 2000. Chromatographic confirmation analyses were carried out in all cases (positive and negative immunochemical pretesting). The cutoff levels were retrospectively optimized to reduce false-negative results with priority. Furthermore, false-positive pretests were minimized in order to decrease laboratory work under economical aspects. Specificity and sensitivity were determined for each parameter and assay. For the ADx assay, specificities of 54% (cannabinoids) to 97% (cocaine and metabolite) and sensitivities of about 67% (amphetamine class) to 94% (opiates) were found. The CEDIA assay revealed specificities of 77% (methadone) up to 100% (benzodiazepines) and 75–96% sensitivities for amphetamines and opiates. The MTP immunoassay resulted in specificities of 52% (methadone) to 95% (opiates, cocain, and metabolite) and sensitivities of 92% (amphetamines) up to 100% (methadone). The evaluation of the Pyxis 24 resulted in specificities of 70–96% (benzodiazepines and amphetamines) and sensitivities of 75% (amphetamines) up to 100% (cannabinoids and methadone), respectively. In conclusion, the microtiterplate immunoassays revealed higher sensitivities and have proved to be at an advantage detecting the lowest concentrations of drugs. However, especially for clinical applications in emergency cases with acute intoxications, when screening results are urgently required, homogenic assays such as ADx or Cedia provide preferable alternatives with faster and easier handling.

  对四种常用免疫测定试剂盒筛查全血中滥用药物的效率进行了评估。使用同源检测试剂盒 ADx 和 CEDIA DAU 测定了六类非法药物（阿片剂、大麻类、苯丙胺、可卡因和苯甲酰可待因、苯并二氮杂卓和美沙酮），并与非同源检测试剂盒 MTP 和 Pyxis 24 的结果进行了比较。所测得的 86 份血样是 2000 年 2 月至 9 月间通过真实的常规分析采集的。对所有病例（免疫化学预检阳性和阴性）都进行了色谱确认分析。为了优先减少假阴性结果，对临界值进行了回顾性优化。此外，还尽量减少了假阳性预检，以减少实验室的经济工作量。确定了每个参数和检测方法的特异性和灵敏度。对于 ADx 检测法，特异性为 54%（大麻类）至 97%（可卡因和代谢物），灵敏度约为 67%（苯丙胺类）至 94%（阿片剂）。CEDIA 分析法的特异性为 77%（美沙酮）至 100%（苯二氮卓类），对苯丙胺类和阿片剂的灵敏度为 75%至 96%。MTP 免疫测定的特异性为 52%（美沙酮）至 95%（阿片剂、可卡因和代谢物），灵敏度为 92%（苯丙胺）至 100%（美沙酮）。对 Pyxis 24 进行评估的结果是，特异性分别为 70%-96%（苯二氮卓和安非他明），灵敏度分别为 75%（安非他明）至 100%（大麻类和美沙酮）。总之，微孔板免疫测定的灵敏度较高，在检测最低浓度的药物方面具有优势。不过，特别是在急性中毒的紧急临床应用中，当急需筛查结果时，ADx 或 Cedia 等同源检测法提供了更快更简便的替代方法。
• Photoredox-Promoted Selective Synthesis of C-5 Thiolated 2-Aminothiazoles from Terminal Alkynes
  作者：Majid Ahmad Ganie、Muneer-ul-Shafi Bhat、Masood Ahmad Rizvi、Shabnam Raheem、Bhahwal Ali Shah

  DOI：10.1021/acs.orglett.2c03064

  日期：2022.10.28

  A mild photoredox approach enabling the first one-step synthesis of thiolated 2-aminothiazoles has been reported. Notably, the incorporation of thio group on electron-rich heteroarenes such as aminothiazoles via conventional nucleophilic aromatic substitution (SNAr) presents a significant challenge owing to polarity mismatch. Herein, we present a remarkable site-selective installation of thio group

  据报道，一种温和的光氧化还原方法能够首次一步合成硫醇化 2-氨基噻唑。值得注意的是，由于极性不匹配，通过传统的亲核芳香取代 (S N Ar)在富电子杂芳烃如氨基噻唑上并入硫代基团提出了重大挑战。在此，我们在富电子氨基噻唑骨架的 C-5 位置展示了一个显着的硫基位点选择性安装，并成功地将它们用于药物和天然产物的后功能化。
• Isolierung von Yohimbin und Serpentin aus Rauwolfia canescens Linn. Raubasin identisch mit Py-Tetrahydroserpentin
  作者：E. Haack、A. Popelak、H. Spingler、F. Kaiser

  DOI：10.1007/bf00628806

  日期：——
• Heinemann, Chemische Berichte, 1934, vol. 67, p. 15,17, 21
  作者：Heinemann

  DOI：——

  日期：——
• Men, Jean Le; Zeches, Monique; Sigaut, Francoise, Heterocycles, 1982, vol. 19, # 10, p. 1807 - 1812
  作者：Men, Jean Le、Zeches, Monique、Sigaut, Francoise

  DOI：——

  日期：——