Tetrazepam (BioDeep_00000018004)
human metabolite Chemicals and Drugs
代谢物信息卡片
化学式: C16H17ClN2O (288.1029342)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1C(=O)CN=C(C2=C1C=CC(=C2)Cl)C3=CCCCC3
InChI: InChI=1S/C16H17ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3
描述信息
Allergic reactions can develop to tetrazepam and it is considered to be a potential allergen. Drug rash and drug-induced eosinophilia with systemic symptoms is a known complication of tetrazepam exposure. These hypersensitive allergic reactions can be of the delayed type. Drowsiness is a common side effect of tetrazepam. A reduction in muscle force can occur. Myasthenia gravis, a condition characterised by severe muscle weakness is another potential adverse effect from tetrazepam. Cardiovascular and respiratory adverse effects can occur with tetrazepam similar to other benzodiazepines. Prolonged use, as with all benzodiazepines, should be avoided, as tolerance occurs and there is a risk of benzodiazepine dependence and a benzodiazepine withdrawal syndrome after stopping or reducing dosage. Tetrazepam (is marketed under the following brand names, Clinoxan, Epsipam, Myolastan, Musaril, Relaxam and Spasmorelax) is a benzodiazepine derivative with anticonvulsant, anxiolytic, hypnotic and muscle relaxant properties. It is used mainly in Austria, France, Belgium, Germany and Spain to treat muscle spasm, anxiety disorders such as panic attacks, or more rarely to treat depression, premenstrual syndrome or agoraphobia. Tetrazepam has relatively little sedative effect at low doses while still producing useful muscle relaxation and anxiety relief. Tetrazepam is an unusual benzodiazepine in its molecular structure as it has cyclohexenyl group which has substituted the typical 5-phenyl moiety seen in other benzodiazepines. Tetrazepam, is rapidly absorbed after oral administration, within 45 mins and reaches peak plasma levels in less than 2 hours. It is classed as an intermediate acting benzodiazepine with an elimination half-life of approximately 15 hours. It is primarily metabolised to the inactive metabolites 3-hydroxy-tetrazepam and norhydroxytetrazepam. The pharmacological effects of tetrazepam are significantly less potent when compared against diazepam, in animal studies. Tetrazepam is a benzodiazepine site agonist and binds unselectively to type 1 and type 2 benzodiazepine site types as well as to peripheral benzodiazepine receptors. The muscle relaxant properties of tetrazepam are most likely due to a reduction of calcium influx. Small amounts of diazepam as well as the active metabolites of diazepam are produced from metabolism of tetrazepam. The metabolism of tetrazepam has led to false accusations of prisoners prescribed tetrazepam of taking illicit diazepam; this can lead to increased prison sentences for prisoners. Tetrazepam, like other benzodiazepines is a drug which is very frequently used in overdoses. These overdoses are often mixed overdoses, i.e. a mixture of other benzodiazepines or other drug classes with tetrazepam.
M - Musculo-skeletal system > M03 - Muscle relaxants > M03B - Muscle relaxants, centrally acting agents
C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic > C1012 - Benzodiazepine
D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents
C78272 - Agent Affecting Nervous System > C28197 - Antianxiety Agent
D002491 - Central Nervous System Agents
同义名列表
32 个代谢物同义名
7-chloro-5-(cyclohex-1-en-1-yl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one; Sanofi synthelabo brand OF tetrazepam; CT-Arzneimittel brand OF tetrazepam; Lichtenstein brand OF tetrazepam; Merck dura brand OF tetrazepam; Fornet brand OF tetrazepam; Krewel brand OF tetrazepam; Hexal brand OF tetrazepam; Mibe brand OF tetrazepam; TAD brand OF tetrazepam; MTW Brand OF tetrazepam; Gry brand OF tetrazepam; AbZ brand OF tetrazepam; MIP brand OF tetrazepam; 1a Brand OF tetrazepam; Tetrazep 1a pharma; Tetrazep von CT; MTW-Tetrazepam; Tetrazep abz; Tetrazepam; Tetra-saar; Tetramdura; Mobiforton; Tetrarelax; Myospasmal; Myolastan; Tethexal; Clinoxan; Musapam; Musaril; Rilex; Panos
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:135198
- PubChem: 25215
- HMDB: HMDB0042029
- DrugBank: DB13324
- ChEMBL: CHEMBL2105527
- Wikipedia: Tetrazepam
- chemspider: 23551
- PMhub: MS000001610
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。
文献列表
- Rui Zhang, Esrat Jahan Rupa, Siwen Zheng, Jinnatun Nahar, Deok Chun Yang, Se Chan Kang, Yingping Wang. Panos-Fermented Extract-Mediated Nanoemulsion: Preparation, Characterization, and In Vitro Anti-Inflammatory Effects on RAW 264.7 Cells.
Molecules (Basel, Switzerland).
2021 Dec; 27(1):. doi:
10.3390/molecules27010218
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Journal of photochemistry and photobiology. B, Biology.
2019 Oct; 199(?):111588. doi:
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. [PMID: 31450132] - Daniela Remane, Diana Wetzel, Frank T Peters. Development and validation of a liquid chromatography-tandem mass spectrometry (LC-MS/MS) procedure for screening of urine specimens for 100 analytes relevant in drug-facilitated crime (DFC).
Analytical and bioanalytical chemistry.
2014 Jul; 406(18):4411-24. doi:
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. [PMID: 24817357] - Ruth Verplaetse, Eva Cuypers, Jan Tytgat. The evaluation of the applicability of a high pH mobile phase in ultrahigh performance liquid chromatography tandem mass spectrometry analysis of benzodiazepines and benzodiazepine-like hypnotics in urine and blood.
Journal of chromatography. A.
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Journal of analytical toxicology.
2010 Nov; 34(9):539-42. doi:
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. [PMID: 21073805] - P Fernández, C Vázquez, R A Lorenzo, A M Carro, I Alvarez, P Cabarcos. Experimental design for optimization of microwave-assisted extraction of benzodiazepines in human plasma.
Analytical and bioanalytical chemistry.
2010 May; 397(2):677-85. doi:
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. [PMID: 20204329] - Radim Vrzal, Katerina Kubesova, Petr Pavek, Zdenek Dvorak. Benzodiazepines medazepam and midazolam are activators of pregnane X receptor and weak inducers of CYP3A4: investigation in primary cultures of human hepatocytes and hepatocarcinoma cell lines.
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. [PMID: 20080160] - Anne Baumann, Wiebke Lohmann, Birthe Schubert, Herbert Oberacher, Uwe Karst. Metabolic studies of tetrazepam based on electrochemical simulation in comparison to in vivo and in vitro methods.
Journal of chromatography. A.
2009 Apr; 1216(15):3192-8. doi:
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. [PMID: 19233363] - Birthe Schubert, Marion Pavlic, Kathrin Libiseller, Herbert Oberacher. Unraveling the metabolic transformation of tetrazepam to diazepam with mass spectrometric methods.
Analytical and bioanalytical chemistry.
2008 Dec; 392(7-8):1299-308. doi:
10.1007/s00216-008-2447-4
. [PMID: 18949465] - Marleen Laloup, Maria Del Mar Ramirez Fernandez, Michelle Wood, Viviane Maes, Gert De Boeck, Yvan Vanbeckevoort, Nele Samyn. Detection of diazepam in urine, hair and preserved oral fluid samples with LC-MS-MS after single and repeated administration of Myolastan and Valium.
Analytical and bioanalytical chemistry.
2007 Aug; 388(7):1545-56. doi:
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. [PMID: 17468852] - Marion Pavlic, Kathrin Libiseller, Petra Grubwieser, Heinrich Schubert, Walter Rabl. Medicolegal aspects of tetrazepam metabolism.
International journal of legal medicine.
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Zhongguo zhen jiu = Chinese acupuncture & moxibustion.
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. [PMID: 17645261] - Franck Delesalle, Olivier Carpentier, Sophie Guatier, Emmanuel Delaporte. Toxic epidermal necrolysis caused by tetrazepam.
International journal of dermatology.
2006 Apr; 45(4):480. doi:
10.1111/j.1365-4632.2006.02654.x
. [PMID: 16650186] - J J Berzas Nevado, J Rodríguez Flores, G Castañeda Peñalvo, R M Rodríguez Dorado. Determination of ibuprofen and tetrazepam in human urine by micellar electrokinetic capillary chromatography.
Analytical and bioanalytical chemistry.
2006 Jan; 384(1):208-14. doi:
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. [PMID: 16328252] - Marta Concheiro, Marion Villain, Stéphane Bouchet, Bertrand Ludes, Manuel López-Rivadulla, Pascal Kintz. Windows of detection of tetrazepam in urine, oral fluid, beard, and hair, with a special focus on drug-facilitated crimes.
Therapeutic drug monitoring.
2005 Oct; 27(5):565-70. doi:
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. [PMID: 16175127] - Carsten Kratzsch, Oliver Tenberken, Frank T Peters, Armin A Weber, Thomas Kraemer, Hans H Maurer. Screening, library-assisted identification and validated quantification of 23 benzodiazepines, flumazenil, zaleplone, zolpidem and zopiclone in plasma by liquid chromatography/mass spectrometry with atmospheric pressure chemical ionization.
Journal of mass spectrometry : JMS.
2004 Aug; 39(8):856-72. doi:
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BMC pharmacology.
2004 Feb; 4(?):3. doi:
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. [PMID: 15070429] - Maria Elisa Capella-Peiró, Devasish Bose, Adrià Martinavarro-Domínguez, Mayte Gil-Agustí, Josep Esteve-Romero. Direct injection micellar liquid chromatographic determination of benzodiazepines in serum.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
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Die Pharmazie.
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"
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Medicina (Kaunas, Lithuania).
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. [PMID: 12474705] - M Jumaa, B W Müller. Development of a novel parenteral formulation for tetrazepam using a lipid emulsion.
Drug development and industrial pharmacy.
2001 Nov; 27(10):1115-21. doi:
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. [PMID: 11794814] - U Geister, M Gaupp, P Arnold, D Schaarschmidt, K Doser. Bioavailability investigation of two different oral formulations of Tetrazepam.
Arzneimittel-Forschung.
2000 Apr; 50(4):328-32. doi:
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. [PMID: 10800630] - J Horák, A Horák, B Cuparencu. Effects of acute intraperitoneal administration of tetrazepam on blood glucose level and serum lipids in hyperlipidemic albino rats.
Acta physiologica Hungarica.
1997 199; 85(4):353-8. doi:
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. [PMID: 10431606] - J Horák, B Cuparencu, A Horák. Influence of the acute intraperitoneal administration of tetrazepam on blood glucose level and serum lipids in normoglycemic and normolipidemic rats.
Acta physiologica Hungarica.
1997 199; 85(4):347-51. doi:
NULL
. [PMID: 10431605] - P E Keane, A Bachy, M Morre, K Biziere. Tetrazepam: a benzodiazepine which dissociates sedation from other benzodiazepine activities. II. In vitro and in vivo interactions with benzodiazepine binding sites.
The Journal of pharmacology and experimental therapeutics.
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. [PMID: 2896795] - H Bun, F Philip, Y Berger, J Necciari, N R Al-Mallah, A Serradimign, J P Cano. Plasma levels and pharmacokinetics of single and multiple dose of tetrazepam in healthy volunteers.
Arzneimittel-Forschung.
1987 Feb; 37(2):199-202. doi:
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. [PMID: 2883980] - H Schütz, S Ebel, H Fitz. [Screening and detection of tetrazepam and its major metabolites].
Arzneimittel-Forschung.
1985; 35(7):1015-24. doi:
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. [PMID: 2864931] - M G Baumgärtner, W Cautreels, H Langenbahn. Biotransformation and pharmacokinetics of tetrazepam in man.
Arzneimittel-Forschung.
1984; 34(6):724-9. doi:
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. [PMID: 6148954] - M Staak, G Sticht, K S Saternus, H Käferstein. [Pharmacokinetic studies following administration of tetrazepam in rhesus monkeys].
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