(R)-(-)-desethylchloroquine | 106848-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (R)-(-)-desethylchloroquine
• 英文别名: (R)-Desethylchloroquine；(4R)-4-N-(7-chloroquinolin-4-yl)-1-N-ethylpentane-1,4-diamine
• CAS: 106848-88-8
• 化学式: C₁₆H₂₂ClN₃
• 分子量: 291.824
• InChiKey: MCYUUUTUAAGOOT-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  37
• 氢给体数：
  2
• 氢受体数：
  3

ADMET

代谢

(r)-氯喹, N-脱乙基已知的人类代谢物包括(4R)-4-N-(7-氯喹啉-4-基)戊烷-1,4-二胺。 单脱乙基氯喹已知的人类代谢物包括N,N-双脱乙基氯醌。 (r)-氯喹, N-脱乙基是(r)-氯喹的一个已知人类代谢物。

(r)-chloroquine, N-desethyl has known human metabolites that include (4R)-4-N-(7-chloroquinolin-4-yl)pentane-1,4-diamine. Monodesethylchloroquine has known human metabolites that include N,N-didesethylchloroquinone. (r)-chloroquine, N-desethyl is a known human metabolite of (r)-chloroquine.

来源:NORMAN Suspect List Exchange

反应信息

• 作为产物：
  描述：

  N4-(7-氯喹啉-4-基)-N1-乙基-1,4-戊二胺 生成 (R)-(-)-desethylchloroquine 、 (S)-(+)-desethylchloroquine
  参考文献：
  名称：

  氯喹的代谢物：对去乙基氯喹和 N-乙酰去乙基氯喹的一些观察。

  摘要：

  氯喹的主要代谢物 (+)-去乙基氯喹是通过药物的立体选择性 N-脱烷基化产生的，通过使用阻转异构拆分剂拆分外消旋去乙基氯喹以 81.5% 的对映体纯度获得，并通过圆二色性显示具有绝对 ( S)-配置。次要代谢物 N-乙酰去乙基氯喹以外消旋和 (S)-(+)-形式制备。

  DOI：

  10.1002/jps.2600830722

文献信息

• [EN] METHODS AND PHARMACEUTICAL COMPOSITION FOR THE TREATMENT OF INFECTIOUS DISEASES<br/>[FR] MÉTHODES ET COMPOSITION PHARMACEUTIQUE POUR LE TRAITEMENT DE MALADIES INFECTIEUSES
  申请人：INST NAT SANTE RECH MED

  公开号：WO2022008597A1

  公开（公告）日：2022-01-13

  The invention relates to a pan caspase inhibitor for use in the treatment of lung infection (such as Syndrome-Corona Virus (SARS-CoV) infection and SARS-COV related disorders) in a subject in need thereof. The current COVID-19 pandemic is predicted to last several additional months, further increasing mortality rates, especially in the more fragile populations. Inventors have surprisingly found that Emricasan is able to efficiently inhibit caspase-8 which is involved in the inflammation process. More particularly, inventors have shown that Emricasan blocks caspase-1 activation in monocytes from healthy donor or COVID19 patient. This new finding with either Emricasan alone or in combination with other therapeutics seem to be very promising in patients suffering from an infectious disease, more particularly an infection caused by Syndrome-Corona Virus.
• Metabolites of Chloroquine:Some Observations on Desethylchloroquine andN‐Acetyldesethylchloroquine
  作者：Aslam M. Ansari、J. Cymerman Craig

  DOI：10.1002/jps.2600830722

  日期：1994.7

  The major metabolite of chloroquine, (+)-desethylchloroquine, produced by stereoselective N-dealkylation of the drug, was obtained in 81.5% enantiomeric purity by resolution of racemic desethylchloroquine using an atropisomeric resolving agent and was shown by circular dichroism to have the absolute (S)-configuration. The minor metabolite N-acetyldesethylchloroquine was prepared in both the racemic

  氯喹的主要代谢物 (+)-去乙基氯喹是通过药物的立体选择性 N-脱烷基化产生的，通过使用阻转异构拆分剂拆分外消旋去乙基氯喹以 81.5% 的对映体纯度获得，并通过圆二色性显示具有绝对 ( S)-配置。次要代谢物 N-乙酰去乙基氯喹以外消旋和 (S)-(+)-形式制备。