Quazepam (BioDeep_00000006475)

 

Secondary id: BioDeep_00001868237

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-thione

化学式: C17H11ClF4N2S (386.0268)
中文名称: 夸西泮
谱图信息: 最多检出来源 Homo sapiens(blood) 68.41%

分子结构信息

SMILES: C1C(=S)N(C2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3F)CC(F)(F)F
InChI: InChI=1S/C17H11ClF4N2S/c18-10-5-6-14-12(7-10)16(11-3-1-2-4-13(11)19)23-8-15(25)24(14)9-17(20,21)22/h1-7H,8-9H2

描述信息

Quazepam is only found in individuals that have used or taken this drug. It is a drug which is a benzodiazepine derivative. It induces impairment of motor function and has hypnotic properties. Quazepam is used to treat insomnia.Benzodiazepines bind nonspecifically to benzodiazepine receptors, which affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D006993 - Hypnotics and Sedatives
N - Nervous system > N05 - Psycholeptics > N05C - Hypnotics and sedatives > N05CD - Benzodiazepine derivatives
C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic > C1012 - Benzodiazepine
C78272 - Agent Affecting Nervous System > C28197 - Antianxiety Agent

同义名列表

5 个代谢物同义名

7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-thione; Quiedorm; quazepam; Doral; Quazepam



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 6 ABCB1, AHR, CYP2C19, CYP2C9, CYP2E1, CYP3A4
Golgi apparatus, trans-Golgi network membrane 1 ARF6
Peripheral membrane protein 1 CYP2E1
Endosome membrane 2 ARF6, CLCN5
Endoplasmic reticulum membrane 7 CYP1A2, CYP2C19, CYP2C9, CYP2E1, CYP3A4, CYP3A5, FMO1
Nucleus 1 AHR
cytosol 4 AHR, ARF6, CLCN5, LIF
dendrite 1 GRM2
nucleoplasm 1 AHR
Cell membrane 6 ABCB1, ARF6, CLCN5, GRM2, GRM3, P2RX3
Lipid-anchor 1 ARF6
Cleavage furrow 1 ARF6
Early endosome membrane 1 ARF6
Multi-pass membrane protein 5 ABCB1, CLCN5, GRM2, GRM3, P2RX3
Golgi apparatus membrane 1 CLCN5
Synapse 3 GRM2, HCRT, TAC1
cell cortex 1 ARF6
cell surface 2 ABCB1, TNR
glutamatergic synapse 4 ARF6, GRM2, GRM3, TNR
Golgi apparatus 2 ARF6, CLCN5
Golgi membrane 1 CLCN5
lysosomal membrane 1 CLCN5
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 1 TAC1
postsynapse 3 ARF6, HCRT, P2RX3
presynaptic membrane 2 GRM2, GRM3
synaptic vesicle 2 CLCN5, HCRT
Cytoplasm, cytosol 1 ARF6
Presynapse 1 ARF6
endosome 1 ARF6
plasma membrane 8 ABCB1, ARF6, CLCN5, CYP2C19, CYP2C9, GRM2, GRM3, P2RX3
Membrane 8 ABCB1, ARF6, CLCN5, CYP3A4, CYP3A5, GRM2, GRM3, P2RX3
apical plasma membrane 1 ABCB1
axon 4 GRM2, GRM3, P2RX3, TAC1
extracellular exosome 2 ABCB1, ARF6
endoplasmic reticulum 1 FMO1
extracellular space 3 LIF, TAC1, TNR
perinuclear region of cytoplasm 1 HCRT
Schaffer collateral - CA1 synapse 2 P2RX3, TNR
protein-containing complex 1 AHR
intracellular membrane-bounded organelle 6 CYP1A2, CYP2C19, CYP2C9, CYP2E1, CYP3A4, CYP3A5
Microsome membrane 5 CYP1A2, CYP2C9, CYP2E1, CYP3A4, CYP3A5
postsynaptic density 1 GRM3
extracellular region 4 HCRT, LIF, TAC1, TNR
Single-pass membrane protein 1 FMO1
hippocampal mossy fiber to CA3 synapse 1 P2RX3
transcription regulator complex 1 AHR
Secreted, extracellular space, extracellular matrix 1 TNR
dendritic spine 1 GRM3
neuronal dense core vesicle lumen 1 HCRT
cytoplasmic vesicle 1 HCRT
midbody 1 ARF6
Early endosome 1 CLCN5
apical part of cell 1 CLCN5
postsynaptic membrane 2 GRM2, GRM3
Apical cell membrane 1 ABCB1
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNR
focal adhesion 1 ARF6
collagen-containing extracellular matrix 1 TNR
Cell projection, ruffle 1 ARF6
ruffle 1 ARF6
receptor complex 1 P2RX3
chromatin 1 AHR
Flemming body 1 ARF6
Recycling endosome membrane 1 ARF6
aryl hydrocarbon receptor complex 1 AHR
Cell projection, dendrite 1 GRM2
Midbody, Midbody ring 1 ARF6
filopodium membrane 1 ARF6
endoplasmic reticulum lumen 1 FMO1
endocytic vesicle 1 ARF6
perineuronal net 1 TNR
external side of apical plasma membrane 1 ABCB1
Rough endoplasmic reticulum 1 HCRT
Cell projection, filopodium membrane 1 ARF6
astrocyte projection 2 GRM2, GRM3
tenascin complex 1 TNR
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR


文献列表

  • Jing Zhou, Koji Yamaguchi, Youkichi Ohno. Quantitative analysis of quazepam and its metabolites in human blood, urine, and bile by liquid chromatography-tandem mass spectrometry. Forensic science international. 2014 Aug; 241(?):e5-12. doi: 10.1016/j.forsciint.2014.04.027. [PMID: 24856286]
  • Masaru Terada, Tatsuo Shinozuka, Chika Hasegawa, Einosuke Tanaka, Makiko Hayashida, Youkichi Ohno, Kunihiko Kurosaki. Analysis of quazepam and its metabolites in human urine by gas chromatography-mass spectrometry: application to a forensic case. Forensic science international. 2013 Apr; 227(1-3):95-9. doi: 10.1016/j.forsciint.2012.11.017. [PMID: 23290298]
  • Mitsuhiro Nakamura, Tomofumi Ohmori, Yoshinori Itoh, Masato Terashita, Kazuyuki Hirano. Simultaneous determination of benzodiazepines and their metabolites in human serum by liquid chromatography-tandem mass spectrometry using a high-resolution octadecyl silica column compatible with aqueous compounds. Biomedical chromatography : BMC. 2009 Apr; 23(4):357-64. doi: 10.1002/bmc.1122. [PMID: 18937304]
  • Angelo A Izzo, Edzard Ernst. Interactions between herbal medicines and prescribed drugs: an updated systematic review. Drugs. 2009; 69(13):1777-98. doi: 10.2165/11317010-000000000-00000. [PMID: 19719333]
  • A Yamazaki, Y Kumagai, T Fujita, T Hasunuma, S Yokota, M Maeda, Y Otani, M Majima. Different effects of light food on pharmacokinetics and pharmacodynamics of three benzodiazepines, quazepam, nitrazepam and diazepam. Journal of clinical pharmacy and therapeutics. 2007 Feb; 32(1):31-9. doi: 10.1111/j.1365-2710.2007.00795.x. [PMID: 17286787]
  • Tomoki Nishiyama, Koichi Yamashita, Takeshi Yokoyama, Akinobu Imoto, Masanobu Manabe. Effects of quazepam as a preoperative night hypnotic: comparison with brotizolam. Journal of anesthesia. 2007; 21(1):7-12. doi: 10.1007/s00540-006-0445-2. [PMID: 17285406]
  • Koh-ichi Sugimoto, Nobutaka Araki, Masami Ohmori, Ken-ichi Harada, Yimin Cui, Shuichi Tsuruoka, Atsuhiro Kawaguchi, Akio Fujimura. Interaction between grapefruit juice and hypnotic drugs: comparison of triazolam and quazepam. European journal of clinical pharmacology. 2006 Mar; 62(3):209-15. doi: 10.1007/s00228-005-0071-1. [PMID: 16416305]
  • Boni Elewski, Amir Tavakkol. Safety and tolerability of oral antifungal agents in the treatment of fungal nail disease: a proven reality. Therapeutics and clinical risk management. 2005 Dec; 1(4):299-306. doi: . [PMID: 18360572]
  • M Miura, T Ohkubo. In vitro metabolism of quazepam in human liver and intestine and assessment of drug interactions. Xenobiotica; the fate of foreign compounds in biological systems. 2004 Nov; 34(11-12):1001-11. doi: 10.1080/02772240400015214. [PMID: 15801544]
  • Atsuhiro Kawaguchi, Masami Ohmori, Shu-Ichi Tsuruoka, Kenta Nishiki, Kenichi Harada, Isamu Miyamori, Ryo-Ichi Yano, Toshiaki Nakamura, Mikio Masada, Akio Fujimura. Drug interaction between St John's Wort and quazepam. British journal of clinical pharmacology. 2004 Oct; 58(4):403-10. doi: 10.1111/j.1365-2125.2004.02171.x. [PMID: 15373933]
  • Takashi Fukasawa, Norio Yasui-Furukori, Toshiaki Aoshima, Akihito Suzuki, Tomonori Tateishi, Koichi Otani. Single oral dose pharmacokinetics of quazepam is influenced by CYP2C19 activity. Therapeutic drug monitoring. 2004 Oct; 26(5):529-33. doi: 10.1097/00007691-200410000-00011. [PMID: 15385836]
  • Hideto Kanda, Norio Yasui-Furukori, Takashi Fukasawa, Toshiaki Aoshima, Akihito Suzuki, Koichi Otani. Interaction study between fluvoxamine and quazepam. Journal of clinical pharmacology. 2003 Dec; 43(12):1392-7. doi: 10.1177/0091270003258667. [PMID: 14615476]
  • Youngho Kim, Masayuki Morikawa, Hiroyoshi Ohsawa, Motoasa Kou, Eiwa Ishida, Jun Igarashi, Takaya Kajimoto, Tetsuya Danno, Masaki Nakata, Takateru Yokoyama, Akihiro Tokuyama, Yu Nakamura, Toshifumi Kishimoto. Effects of foods on the pharmacokinetics and clinical efficacy of quazepam. Nihon shinkei seishin yakurigaku zasshi = Japanese journal of psychopharmacology. 2003 Oct; 23(5):205-10. doi: NULL. [PMID: 14653226]
  • Kimiyasu Kato, Norio Yasui-Furukori, Takashi Fukasawa, Toshiaki Aoshima, Akihito Suzuki, Muneaki Kanno, Koichi Otani. Effects of itraconazole on the plasma kinetics of quazepam and its two active metabolites after a single oral dose of the drug. Therapeutic drug monitoring. 2003 Aug; 25(4):473-7. doi: 10.1097/00007691-200308000-00010. [PMID: 12883232]
  • Norio Yasui-Furukori, Takenori Takahata, Tsuyoshi Kondo, Kazuo Mihara, Sunao Kaneko, Tomonori Tateishi. Time effects of food intake on the pharmacokinetics and pharmacodynamics of quazepam. British journal of clinical pharmacology. 2003 Apr; 55(4):382-8. doi: 10.1046/j.1365-2125.2003.01775.x. [PMID: 12680887]
  • Norio Yasui-Furukori, Tsuyoshi Kondo, Takenori Takahata, Kazuo Mihara, Shingo Ono, Sunao Kaneko, Tomonori Tateishi. Effect of dietary fat content in meals on pharmacokinetics of quazepam. Journal of clinical pharmacology. 2002 Dec; 42(12):1335-40. doi: 10.1177/0091270002042012004. [PMID: 12463728]
  • T G Roth, T A Roehrs, G L Koshorek, D J Greenblatt, L D Rosenthal. Hypnotic effects of low doses of quazepam in older insomniacs. Journal of clinical psychopharmacology. 1997 Oct; 17(5):401-6. doi: 10.1097/00004714-199710000-00009. [PMID: 9315991]
  • J Arnold. Determinants of pharmacologic effects and toxicity of benzodiazepine hypnotics: role of lipophilicity and plasma elimination rates. The Journal of clinical psychiatry. 1991 Sep; 52 Suppl(?):11-4. doi: . [PMID: 1654317]
  • J M Hilbert, D Battista. Quazepam and flurazepam: differential pharmacokinetic and pharmacodynamic characteristics. The Journal of clinical psychiatry. 1991 Sep; 52 Suppl(?):21-6. doi: . [PMID: 1680120]
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  • K Schaffler, G Kauert, C H Wauschkuhn, W Klausnitzer. Longitudinal study on pharmacodynamics and pharmacokinetics of acute, steady-state and withdrawn quazepam. Arzneimittel-Forschung. 1989 Feb; 39(2):276-83. doi: . [PMID: 2567171]
  • S K Gupta, E H Ellinwood. Liquid chromatographic assay and pharmacokinetics of quazepam and its metabolites following sublingual administration of quazepam. Pharmaceutical research. 1988 Jun; 5(6):365-8. doi: 10.1023/a:1015907611170. [PMID: 3244647]
  • A S Gevins, R K Stone, S D Ragsdale. Differentiating the effects of three benzodiazepines on non-REM sleep EEG spectra. A neural-network pattern classification analysis. Neuropsychobiology. 1988; 19(2):108-15. doi: 10.1159/000118444. [PMID: 2906410]
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  • J M Hilbert, J Ning, S Symchowicz, N Zampaglione. Placental transfer of quazepam in mice. Drug metabolism and disposition: the biological fate of chemicals. 1986 May; 14(3):310-2. doi: . [PMID: 2872030]
  • N Zampaglione, J M Hilbert, J Ning, M Chung, R Gural, S Symchowicz. Disposition and metabolic fate of 14C-quazepam in man. Drug metabolism and disposition: the biological fate of chemicals. 1985 Jan; 13(1):25-9. doi: . [PMID: 2858372]
  • J M Hilbert, R P Gural, S Symchowicz, N Zampaglione. Excretion of quazepam into human breast milk. Journal of clinical pharmacology. 1984 Oct; 24(10):457-62. doi: 10.1002/j.1552-4604.1984.tb01819.x. [PMID: 6150944]
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  • J Hilbert, B Pramanik, S Symchowicz, N Zampaglione. The disposition and metabolism of a hypnotic benzodiazepine, quazepam, in the hamster and mouse. Drug metabolism and disposition: the biological fate of chemicals. 1984 Jul; 12(4):452-9. doi: NULL. [PMID: 6148212]
  • J M Hilbert, M Chung, G Maier, R Gural, S Symchowicz, N Zampaglione. Effect of sleep on quazepam kinetics. Clinical pharmacology and therapeutics. 1984 Jul; 36(1):99-104. doi: 10.1038/clpt.1984.146. [PMID: 6734056]
  • J M Hilbert, J M Ning, G Murphy, A Jimenez, N Zampaglione. Gas chromatographic determination of quazepam and two major metabolites in human plasma. Journal of pharmaceutical sciences. 1984 Apr; 73(4):516-9. doi: 10.1002/jps.2600730421. [PMID: 6726637]
  • M Chung, J M Hilbert, R P Gural, E Radwanski, S Symchowicz, N Zampaglione. Multiple-dose quazepam kinetics. Clinical pharmacology and therapeutics. 1984 Apr; 35(4):520-4. doi: 10.1038/clpt.1984.70. [PMID: 6705450]