咪达唑仑与其他苯二氮䓬类药物相比的化学结构和性质。
Chemical structure and properties of midazolam compared with other benzodiazepines.
作者信息
Gerecke M
出版信息
Br J Clin Pharmacol. 1983;16 Suppl 1(Suppl 1):11S-16S. doi: 10.1111/j.1365-2125.1983.tb02266.x.
Abstract
A short review is given of the basic chemical development in the field of 'classical' and 'annelated' benzodiazepines, distinguishing between pro-drugs and directly acting compounds. Some properties of midazolam that are of special interest for its practical use are discussed, such as: the basicity of its imidazole ring nitrogen, which allows water-soluble salts and well-tolerated aqueous injectable solutions to be prepared; its stability to hydrolytic degradation; its rapid metabolic inactivation, which is mainly determined by the methyl group on the imidazole ring, and which is much faster than that of classical benzodiazepines.
摘要
本文简要回顾了“经典”和“稠合”苯二氮䓬类药物领域的基础化学发展，区分了前体药物和直接作用化合物。讨论了咪达唑仑在实际应用中一些特别值得关注的性质，例如：其咪唑环氮的碱性，这使得可以制备水溶性盐和耐受性良好的水性注射溶液；其对水解降解的稳定性；其快速代谢失活，这主要由咪唑环上的甲基决定，且比经典苯二氮䓬类药物快得多。
相似文献
1
Chemical structure and properties of midazolam compared with other benzodiazepines.咪达唑仑与其他苯二氮䓬类药物相比的化学结构和性质。
Br J Clin Pharmacol. 1983;16 Suppl 1(Suppl 1):11S-16S. doi: 10.1111/j.1365-2125.1983.tb02266.x.
2
De novo analysis of receptor binding affinity data of benzodiazepines.苯二氮䓬类药物受体结合亲和力数据的从头分析。
Arzneimittelforschung. 1983;33(8):1086-8.
3
Preclinical pharmacology of midazolam.咪达唑仑的临床前药理学
Br J Clin Pharmacol. 1983;16 Suppl 1(Suppl 1):17S-27S. doi: 10.1111/j.1365-2125.1983.tb02267.x.
4
Pharmacokinetics and the sedative effect of midazolam.咪达唑仑的药代动力学及镇静作用
Int J Clin Pharmacol Ther Toxicol. 1983 Sep;21(9):460-3.
5
Midazolam maleate: a water-soluble benzodiazepine: preliminary results [proceedings].马来酸咪达唑仑：一种水溶性苯二氮䓬类药物：初步结果[会议记录]
Br J Clin Pharmacol. 1980 Mar;9(3):305P-306P. doi: 10.1111/j.1365-2125.1980.tb04862.x.
6
[Benzodiazepines and glial receptors].[苯二氮䓬类药物与神经胶质受体]
Trab Inst Cajal. 1981;72(1):41-54.
7
Midazolam: pharmacology and uses.咪达唑仑：药理学与用途
Anesthesiology. 1985 Mar;62(3):310-24.
8
[Midazolam in anesthesiology].
Rev Med Univ Navarra. 1989 Oct-Dec;33(4):211-21.
9
Chemical structure and biological activity of the diazepines.二氮杂卓类的化学结构与生物活性。
Br J Clin Pharmacol. 1983;16 Suppl 2(Suppl 2):231S-244S. doi: 10.1111/j.1365-2125.1983.tb02295.x.
10
Pharmacodynamics of benzodiazepines.
S Afr Med J. 1985 Oct 26;Suppl:14-22.
引用本文的文献
1
Exploring a case of incompatibility in a complex regimen containing Plasma-Lyte 148 in the pediatric intensive care.探讨儿科重症监护中含有 Plasma-Lyte 148 的复杂治疗方案中的不相容性案例。
Paediatr Anaesth. 2023 Mar;33(3):211-218. doi: 10.1111/pan.14598. Epub 2022 Nov 21.
2
A prospective observational cohort pilot study of the association between midazolam use and delirium in elderly endoscopy patients.一项前瞻性观察队列研究，探讨咪达唑仑在老年内镜患者中与谵妄的相关性。
BMC Anesthesiol. 2021 Feb 16;21(1):53. doi: 10.1186/s12871-021-01275-z.
3
Neuropsychopharmacological effects of midazolam on the human brain.咪达唑仑对人脑的神经心理药理学作用。
Brain Inform. 2020 Nov 10;7(1):15. doi: 10.1186/s40708-020-00116-y.
4
Midazolam and its effect on vital signs and behavior in children under conscious sedation in dentistry.咪达唑仑及其在牙科镇静下儿童生命体征和行为的影响。
Physiol Res. 2020 Sep 30;69(Suppl 2):S305-S314. doi: 10.33549/physiolres.934511.
5
Ion Channels and Their Role in the Pathophysiology of Gliomas.离子通道及其在胶质瘤病理生理学中的作用。
Mol Cancer Ther. 2020 Oct;19(10):1959-1969. doi: 10.1158/1535-7163.MCT-19-0929.
6
Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.酰胺键生物等排体：策略、合成与成功。
J Med Chem. 2020 Nov 12;63(21):12290-12358. doi: 10.1021/acs.jmedchem.0c00530. Epub 2020 Aug 4.
7
Midazolam: an essential palliative care drug.咪达唑仑：一种重要的姑息治疗药物。
Palliat Care Soc Pract. 2020 Jan 13;14:2632352419895527. doi: 10.1177/2632352419895527. eCollection 2020.
8
Monitoring of sedation depth in intensive care unit by therapeutic drug monitoring? A prospective observation study of medical intensive care patients.通过治疗药物监测来监测重症监护病房的镇静深度？一项针对医学重症监护患者的前瞻性观察研究。
J Intensive Care. 2018 Sep 14;6:62. doi: 10.1186/s40560-018-0331-7. eCollection 2018.
9
Comparative single-dose pharmacokinetics of sildenafil after oral and rectal administration in healthy beagle dogs.健康比格犬口服和直肠给药后西地那非的单剂量比较药代动力学
BMC Vet Res. 2018 Sep 24;14(1):291. doi: 10.1186/s12917-018-1617-7.
10
Effectiveness of Sedoanalgesia in Percutaneous Liver Biopsy Premedication.镇静镇痛用于经皮肝穿刺活检术前用药的有效性。
Euroasian J Hepatogastroenterol. 2017 Jul-Dec;7(2):146-149. doi: 10.5005/jp-journals-10018-1236. Epub 2017 Sep 29.
本文引用的文献
1
Excretion and metabolism of 14C-midazolam in humans following oral dosing.口服给药后14C-咪达唑仑在人体内的排泄与代谢。
Arzneimittelforschung. 1981;31(12a):2220-3.
2
Pharmacokinetics and bioavailability of midazolam in man.咪达唑仑在人体中的药代动力学和生物利用度。
Br J Clin Pharmacol. 1983;16 Suppl 1(Suppl 1):43S-49S. doi: 10.1111/j.1365-2125.1983.tb02270.x.
3
The pharmacokinetics of midazolam in man.咪达唑仑在人体中的药代动力学。
Eur J Clin Pharmacol. 1981 Mar;19(4):271-8. doi: 10.1007/BF00562804.
4
Triazolam disposition.
Clin Pharmacol Ther. 1981 Jan;29(1):81-93. doi: 10.1038/clpt.1981.14.
5
Studies on the metabolism of oxazolam. II. Isolation and identification of the metabolites of oxazolam in rats.奥沙西泮的代谢研究。II. 大鼠体内奥沙西泮代谢产物的分离与鉴定。
Chem Pharm Bull (Tokyo). 1971 Sep;19(9):1929-36. doi: 10.1248/cpb.19.1929.
6
Anxiolytic sedatives. 1. Synthesis and pharmacology of benzo[6,7]-1,4-diazepino[5,4-b]oxazole derivatives and analogs.抗焦虑镇静剂。1. 苯并[6,7]-1,4-二氮杂环庚三烯并[5,4-b]恶唑衍生物及类似物的合成与药理学
J Med Chem. 1971 Jun;14(6):520-6. doi: 10.1021/jm00288a015.
7
The biotransformation of 8-chloro-6-phenyl-4H-s-triazolo(4,3-a) (1,4) benzodiazepine (D-40TA), a new central depressant, in man, dog and rat.
Xenobiotica. 1974 Jul;4(7):441-56. doi: 10.3109/00498257409052107.
8
[Pharmacology and toxicology of the anticonvulsant agent clonazepam].
Arzneimittelforschung. 1973 Mar;23(3):377-400.
9
Benzodiazepine receptor: demonstration in the central nervous system.苯二氮䓬受体：在中枢神经系统中的显示
Science. 1977 Nov 25;198(4319):849-51. doi: 10.1126/science.918669.
10
Benzodiazepine receptors in rat brain.大鼠脑中的苯二氮䓬受体。
Nature. 1977 Apr 21;266(5604):732-4. doi: 10.1038/266732a0.
Zotero 插件