Tizanidine (BioDeep_00000002536)
Secondary id: BioDeep_00001868010
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
5-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine
化学式: C9H8ClN5S (253.0189)
中文名称: 替扎尼定
谱图信息:
最多检出来源 Homo sapiens(not specific) 34.62%
分子结构信息
SMILES: c1cc2c(c(c1Cl)NC1=NCCN1)nsn2
InChI: InChI=1S/C9H8ClN5S/c10-5-1-2-6-8(15-16-14-6)7(5)13-9-11-3-4-12-9/h1-2H,3-4H2,(H2,11,12,13)
描述信息
Tizanidine is a short-acting drug for the management of spasticity. Tizanidine is an agonist at a2-adrenergic receptor sites and presumably reduces spasticity by increasing presynaptic inhibition of motor neurons. In animal models, tizanidine has no direct effect on skeletal muscle fibers or the neuromuscular junction, and no major effect on monosynaptic spinal reflexes. The effects of tizanidine are greatest on polysynaptic pathways. The overall effect of these actions is thought to reduce facilitation of spinal motor neurons. Tizanidine has two major metabolites: (1) 5-chloro-4-(2-imidazolin-4-on-2-ylamino)-2,1,3-benzothiazdiazole and (2) 5-chloro-4-(2-imidazolin-4-on-2-ylamino)-2,1,3-benzothiadiazole (PMID: 9929503, 19961320).
M - Musculo-skeletal system > M03 - Muscle relaxants > M03B - Muscle relaxants, centrally acting agents
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D010276 - Parasympatholytics
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents
D002491 - Central Nervous System Agents > D000927 - Anticonvulsants
D002491 - Central Nervous System Agents > D000700 - Analgesics
Tizanidine is an α2-adrenergic receptor agonist and inhibits neurotransmitter release from CNS noradrenergic neurons. Target: α2-adrenergic receptor Tizanidine is a drug that is used as a muscle relaxant. It is a centrally acting α2 adrenergic agonist. It is used to treat the spasms, cramping, and tightness of muscles caused by medical problems such as multiple sclerosis, ALS, spastic diplegia, back pain, or certain other injuries to the spine or central nervous system. It is also prescribed off-label for migraine headaches, as a sleep aid, and as an anticonvulsant. It is also prescribed for some symptoms of fibromyalgia. Tizanidine has been found to be as effective as other antispasmodic drugs and has superior tolerability to that of baclofen and diazepam. Tizanidine can be very strong even at the 2 mg dose and may cause hypotension, so caution is advised when it is used in patients who have a history of orthostatic hypotension, or when switching from gel cap to tablet form and vice versa. Tizanidine can occasionally cause liver damage, generally the hepatocellular type. Clinical trials show that up to 5\% of patients treated with tizanidine had elevated liver function test values, though symptoms disappeared upon withdrawal of the drug. Care should be used when first beginning treatment with tizanidine with regular liver tests for the first 6 months of treatment.
同义名列表
15 个代谢物同义名
5-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine; 5-Chloro-4-(2-imidazolin-4-on-2-ylamino)-2,1,3-benzothiadiazole; 5-Chloro-4-(2-imidazolin-2-yl-amino)-2,1,3-benzothiadiazole; 5-Chloro-4-(2-imidazolin-2-ylamino)-2,1,3-benzothiadiazole; Sanofi synthelabo brand OF tizanidine hydrochloride; Novartis brand OF tizanidine hydrochloride; Acorda brand OF tizanidine hydrochloride; Tizanidine monohydrochloride; Tizanidine hydrochloride; Tizanidinum; Tizanidina; tizanidine; Zanaflex; Sirdalud; Tizanidine
数据库引用编号
17 个数据库交叉引用编号
- ChEBI: CHEBI:63629
- KEGG: C07452
- KEGGdrug: D08611
- PubChem: 5487
- HMDB: HMDB0014835
- Metlin: METLIN43353
- DrugBank: DB00697
- ChEMBL: CHEMBL1079
- Wikipedia: Tizanidine
- chemspider: 5287
- CAS: 51322-75-9
- PMhub: MS000003458
- PubChem: 9655
- NIKKAJI: J11.180E
- RefMet: Tizanidine
- medchemexpress: HY-B0194
- KNApSAcK: 63629
分类词条
相关代谢途径
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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：
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文献列表
- Hetal Thakkar, Bhumi Modi, Brijesh Patel. Intranasal spray of cubosomal tizanidine hydrochloride for brain targeting: in vitro and in vivo characterisation.
Journal of microencapsulation.
2023 Dec; 40(5):366-383. doi:
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The American journal of emergency medicine.
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10.1016/j.ajem.2022.03.008. [PMID: 35325788] - Leonna Dsouza, Pinal Chaudhari, Bheemisetty Brahmam, Shaila A Lewis. Derma roller mediated transdermal delivery of tizanidine invasomes for the management of skeletal muscle spasms.
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2021 Oct; 165(?):105920. doi:
10.1016/j.ejps.2021.105920. [PMID: 34192586] - Michael J Brucculeri, Juan Garcia. Potassium wasting nephropathy in the setting of tizanidine overdose: a case report.
Journal of medical case reports.
2021 May; 15(1):250. doi:
10.1186/s13256-021-02811-8. [PMID: 33931107] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
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Analytical chemistry.
2020 07; 92(13):8965-8973. doi:
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