Normeperidine (BioDeep_00000018045)
Secondary id: BioDeep_00001901121
human metabolite Endogenous Chemicals and Drugs
代谢物信息卡片
Ethyl 4-phenylpiperidine-4-carboxylic acid
化学式: C14H19NO2 (233.1415714)
中文名称: 4-苯基-4-哌啶甲酸乙酯
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCOC(=O)C1(c2ccccc2)CCNCC1
InChI: InChI=1S/C14H19NO2/c1-2-17-13(16)14(8-10-15-11-9-14)12-6-4-3-5-7-12/h3-7,15H,2,8-11H2,1H3
描述信息
Pethidine (INN) or meperidine hydrochloride (USAN) (commonly referred to as Demerol in the US but also referred to as: isonipecaine; lidol; pethanol; piridosal; Algil; Alodan; Centralgin; Dispadol; Dolantin; Mialgin (in Indonesia); Petidin Dolargan (in Poland); Dolestine; Dolosal; Dolsin; Mefedina) is a fast-acting opioid analgesic drug. Pethidine is quickly hydrolysed in the liver to pethidinic acid and is also demethylated to norpethidine, which has half the analgesic activity of pethidine but a longer elimination half-life (8-12 hours); accumulating with regular administration, or in renal failure. Norpethidine is toxic and has convulsant and hallucinogenic effects. The toxic effects mediated by the metabolites cannot be countered with opioid receptor antagonists such as naloxone or naltrexone and are probably primarily due to norpethidines anticholinergic activity probably due to its structural similarity to atropine though its pharmacology has not been thoroughly explored. The neurotoxicity of pethidines metabolites is a unique feature of pethidine compared to other opioids. Pethidines metabolites are further conjugated with glucuronic acid and excreted into the urine.
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors
D004791 - Enzyme Inhibitors
同义名列表
14 个代谢物同义名
Ethyl 4-phenylpiperidine-4-carboxylic acid; Isonipecotic acid, 4-phenyl-, ethyl ester; Ethyl 4-phenylpiperidine-4-carboxylate; Ethyl 4-phenyl-4-piperidinecarboxylate; 4-(Ethoxycarbonyl)-4-phenylpiperidine; 4-Phenyl-4-carbethoxypiperidine; 4-Carbethoxy-4-phenylpiperidine; Normeperidine, 3H-labeled CPD; Normeperidine carbonate (2:1); Ethyl 4-phenylisonipecotate; Normeperidine hydrochloride; normeperidine; Norpethidine; Nordolsin
数据库引用编号
8 个数据库交叉引用编号
- PubChem: 32414
- HMDB: HMDB0041958
- ChEMBL: CHEMBL1052
- Wikipedia: Pethidine
- chemspider: 30039
- CAS: 77-17-8
- PMhub: MS000001864
- KEGG: C22685
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
- Briana D Hamamoto-Hardman, Eugene P Steffey, Daniel S McKemie, Philip H Kass, Heather K Knych. Meperidine pharmacokinetics and effects on physiologic parameters and thermal threshold following intravenous administration of three doses to horses.
BMC veterinary research.
2020 Oct; 16(1):368. doi:
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Journal of pharmaceutical and biomedical analysis.
2020 Jul; 186(?):113320. doi:
10.1016/j.jpba.2020.113320. [PMID: 32387748] - Jie Cao, Yan Du, Yu-Jin Wang, Bin Wu, Juan Jia, Zhi-Wen Wei, Ke-Ming Yun, Wu Liang, Ying-Yuan Wang, Jun-Hong Sun. Pharmacokinetics of meperidine (pethidine) in rabbit oral fluid: correlation with plasma concentrations after controlled administration.
Die Pharmazie.
2018 06; 73(6):324-328. doi:
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Rapid communications in mass spectrometry : RCM.
2017 Sep; 31(18):1519-1533. doi:
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.
International journal of clinical pharmacology and therapeutics.
2017 Mar; 55(3):275-285. doi:
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Journal of analytical toxicology.
2016 Oct; 40(8):694-699. doi:
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Journal of pain and symptom management.
2014 Apr; 47(4):801-5. doi:
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Journal of analytical toxicology.
2014 Jan; 38(1):1-7. doi:
10.1093/jat/bkt087. [PMID: 24133175] - Chengliang Zhang, Xiping Li, Yanjiao Xu, Tao Wu, Xiuhua Ren, Dong Liu. Simultaneous determination of pethidine and norpethidine in mouse plasma by liquid chromatography-electrospray ionization source-mass spectrometry.
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2013 Jul; 37(6):351-6. doi:
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Southern medical journal.
1997 May; 90(5):556-8. doi:
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Acta paediatrica (Oslo, Norway : 1992).
1997 Feb; 86(2):201-8. doi:
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Fa yi xue za zhi.
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Anaesthesia and intensive care.
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Methods and findings in experimental and clinical pharmacology.
1996 Jan; 18(1):49-53. doi:
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Anesthesia and analgesia.
1993 Mar; 76(3):655-7. doi:
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Methods and findings in experimental and clinical pharmacology.
1992 Jul; 14(6):451-8. doi:
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The American journal of forensic medicine and pathology.
1992 Mar; 13(1):42-3. doi:
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Lancet (London, England).
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Forensic science international.
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Journal of perinatology : official journal of the California Perinatal Association.
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