Haloperidol (BioDeep_00000002293)

 

Secondary id: BioDeep_00000398998

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one

化学式: C21H23ClFNO2 (375.140126)
中文名称: 氟哌啶醇
谱图信息: 最多检出来源 Viridiplantae(plant) 1.03%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

Haloperidol. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/haloperidol (retrieved 2024-11-03) (BioDeep RN: BioDeep_00000002293). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CC(=O)c1ccc(cc1)F)CN1CCC(CC1)(c1ccc(cc1)Cl)O
InChI: InChI=1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2

描述信息

A phenyl-piperidinyl-butyrophenone that is used primarily to treat schizophrenia and other psychoses. It is also used in schizoaffective disorder, delusional disorders, ballism, and tourette syndrome (a drug of choice) and occasionally as adjunctive therapy in mental retardation and the chorea of huntington disease. It is a potent antiemetic and is used in the treatment of intractable hiccups. (From AMA Drug Evaluations Annual, 1994, p279)
CONFIDENCE standard compound; INTERNAL_ID 588; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7649; ORIGINAL_PRECURSOR_SCAN_NO 7647
CONFIDENCE standard compound; INTERNAL_ID 588; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7684; ORIGINAL_PRECURSOR_SCAN_NO 7682
CONFIDENCE standard compound; INTERNAL_ID 588; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7681; ORIGINAL_PRECURSOR_SCAN_NO 7680
CONFIDENCE standard compound; INTERNAL_ID 588; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7678; ORIGINAL_PRECURSOR_SCAN_NO 7677
CONFIDENCE standard compound; INTERNAL_ID 588; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7604; ORIGINAL_PRECURSOR_SCAN_NO 7602
CONFIDENCE standard compound; INTERNAL_ID 588; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7639; ORIGINAL_PRECURSOR_SCAN_NO 7638
D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
N - Nervous system > N05 - Psycholeptics > N05A - Antipsychotics > N05AD - Butyrophenone derivatives
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
D002491 - Central Nervous System Agents > D018726 - Anti-Dyskinesia Agents
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
C78272 - Agent Affecting Nervous System > C66883 - Dopamine Antagonist
C78272 - Agent Affecting Nervous System > C323 - Butyrophenone
D005765 - Gastrointestinal Agents > D000932 - Antiemetics
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3566
CONFIDENCE standard compound; INTERNAL_ID 1122
Haloperidol is a potent dopamine D2 receptor antagonist, widely used as an antipsychotic.

同义名列表

12 个代谢物同义名

4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one; 4-[4-(4-Chlorophenyl)-4-hydroxy-1-piperidyl]-1-(4-fluorophenyl)-butan-1-one; 4-(4-(Para-chlorophenyl)-4-hydroxypiperidino)-4-fluorobutyrophenone; gamma-(4-(p-Chlorophenyl)-4-hydroxpiperidino)-p-fluorbutyrophenone; 4-Fluoro-4-(4-(p-chlorophenyl)-4-hydroxypiperidinyl)butyrophenone; 1-(3-p-Fluorobenzoylpropyl)-4-p-chlorophenyl-4-hydroxypiperidine; 4-Fluoro-4-(4-hydroxy-4-(4-chlorophenyl)piperidino)butyrophenone; g-(4-(p-Chlorophenyl)-4-hydroxpiperidino)-p-fluorbutyrophenone; Γ-(4-(p-chlorophenyl)-4-hydroxpiperidino)-p-fluorbutyrophenone; Haloperidolum; haloperidol; Haldol



数据库引用编号

39 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。



文献列表

  • Liwei Liu, Shen Cheng, Yufang Yang, Yuyan Chen. Clinical study on Tianma Gouteng decoction combined with haloperidol in the treatment of tic disorder in children. Minerva pediatrics. 2024 Apr; 76(2):295-298. doi: 10.23736/s2724-5276.23.07373-1. [PMID: 37534803]
  • Karin Fehsel, Marie-Luise Bouvier. Sex-Specific Effects of Long-Term Antipsychotic Drug Treatment on Adipocyte Tissue and the Crosstalk to Liver and Brain in Rats. International journal of molecular sciences. 2024 Feb; 25(4):. doi: 10.3390/ijms25042188. [PMID: 38396865]
  • Katerina Horska, Silje Skrede, Jan Kucera, Gabriela Kuzminova, Pavel Suchy, Vincenzo Micale, Jana Ruda-Kucerova. Olanzapine, but not haloperidol, exerts pronounced acute metabolic effects in the methylazoxymethanol rat model. CNS neuroscience & therapeutics. 2024 02; 30(2):e14565. doi: 10.1111/cns.14565. [PMID: 38421095]
  • Hend A Sabry, Mai M Zahra. Icariin attenuates dopaminergic neural loss in haloperidol-induced Parkinsonism in rats via GSK-3β and tyrosine hydroxylase regulation mechanism. Journal of chemical neuroanatomy. 2023 Dec; 136(?):102385. doi: 10.1016/j.jchemneu.2023.102385. [PMID: 38160784]
  • Liaqat Hussain, Ina Masood, Matloob Ahmad, Muhammad Yasir Ali, Uzma Saleem, Musaddique Hussain, Syed Haroon Khalid, Zunera Chauhdary. Pharmacological and toxicological evaluation of methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxoide against haloperidol induced Parkinson like symptoms in animal model: In-vitro and in-vivo studies. Toxicology and applied pharmacology. 2023 Sep; 477(?):116678. doi: 10.1016/j.taap.2023.116678. [PMID: 37683697]
  • Bilqis Abiola Lawal, Yusuf Oloruntoyin Ayipo, Abisola Oyindamola Adekunle, Mohammed Otuofu Amali, Umar Muhammad Badeggi, Waleed A Alananzeh, Mohd Nizam Mordi. Phytoconstituents of Datura metel extract improved motor coordination in haloperidol-induced cataleptic mice: Dual-target molecular docking and behavioural studies. Journal of ethnopharmacology. 2023 Jan; 300(?):115753. doi: 10.1016/j.jep.2022.115753. [PMID: 36162546]
  • Samaresh Pal Roy, Sunil Kumar Kadiri, Vipulkumar V Karkar, Srinivasa Rao Konijeti. Antiparkinsonian activity of Tabebuia impetiginosa bark and biochemical analysis of dopamine in rat brain homogenates. Annales pharmaceutiques francaises. 2022 Nov; 80(6):853-863. doi: 10.1016/j.pharma.2022.02.007. [PMID: 35240121]
  • Kenko Djoumessie Léa Blondelle, Foyet Harquin Simplice, Ngatanko Abaissou Hervé Hervé, Keugong Wado Eglantine, Rebe Nhouma Roland, Damo Kamda Jorelle Linda, Kamleu Nkwingwa Balbine, Guedang Nyayi Simon Désiré, Camdi Woumitna Guillaume, Ciobica Alin. Antidepressant, anti-amnesic and vasoprotective effect of Bombax costatum Pellegr. & Vuillet aqueous stem bark extract on chronic mild unpredictable stress induced in rat. Journal of ethnopharmacology. 2022 Jul; 293(?):115315. doi: 10.1016/j.jep.2022.115315. [PMID: 35487448]
  • Ju-Tae Sohn. Haloperidol Toxicity and Lipid Emulsion Treatment. American journal of therapeutics. 2022 07; 29(4):489-490. doi: 10.1097/mjt.0000000000001456. [PMID: 35802920]
  • Keisuke Takada, Yukiyoshi Sada, Masaru Samura, Masashi Matsuura, Naoki Hirose, Takenori Kurata, Fumio Nagumo, Junichi Ishii, Sakura Koshioka, Masaki Uchida, Junki Inoue, Koji Tanikawa, Hiroyuki Kunishima. A Case of Exacerbation of Haloperidol-Induced Rhabdomyolysis Following the Onset of COVID-19. The American journal of case reports. 2022 Jun; 23(?):e936589. doi: 10.12659/ajcr.936589. [PMID: 35718989]
  • Rasoul Gheitaran, Abbas Afkhami, Tayyebeh Madrakian. PVP-coated silver nanocubes as RRS probe for sensitive determination of Haloperidol in real samples. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 May; 272(?):121025. doi: 10.1016/j.saa.2022.121025. [PMID: 35184030]
  • Angela Strain. Angioedema of the tongue due to haloperidol. The American journal of emergency medicine. 2022 Mar; 53(?):284.e5-284.e6. doi: 10.1016/j.ajem.2021.09.039. [PMID: 34620528]
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  • Andreza Buzolin Sonego, Douglas da Silva Prado, Francisco Silveira Guimarães. PPARγ receptors are involved in the effects of cannabidiol on orofacial dyskinesia and cognitive dysfunction induced by typical antipsychotic in mice. Progress in neuro-psychopharmacology & biological psychiatry. 2021 12; 111(?):110367. doi: 10.1016/j.pnpbp.2021.110367. [PMID: 34048863]
  • Han Zhou, Tao Hou, Zhenhua Gao, Xiujie Guo, Chaoran Wang, Jixia Wang, Yanfang Liu, Xinmiao Liang. Discovery of eight alkaloids with D1 and D2 antagonist activity in leaves of Nelumbo nucifera Gaertn. Using FLIPR assays. Journal of ethnopharmacology. 2021 Oct; 278(?):114335. doi: 10.1016/j.jep.2021.114335. [PMID: 34139281]
  • Hanif Khan, Zhengzhong Ni, Hai Feng, Yaqi Xing, Xuejun Wu, Danmei Huang, Ling Chen, Yongdong Niu, Ganggang Shi. Combination of curcumin with N-n-butyl haloperidol iodide inhibits hepatocellular carcinoma malignant proliferation by downregulating enhancer of zeste homolog 2 (EZH2) - lncRNA H19 to silence Wnt/β-catenin signaling. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Oct; 91(?):153706. doi: 10.1016/j.phymed.2021.153706. [PMID: 34517264]
  • Jana Osacka, Romana Koprdova, Andrej Tillinger, Zdenko Pirnik, Alexander Kiss. Haloperidol and aripiprazole impact on the BDNF and glucocorticoid receptor levels in the rat hippocampus and prefrontal cortex: effect of the chronic mild stress. Endocrine regulations. 2021 Sep; 55(3):153-162. doi: 10.2478/enr-2021-0016. [PMID: 34523299]
  • Nela Zidekova, Adam Nemcek, Martina Sutovska, Juraj Mokry, Martin Kertys. Development of Sensitive and High-Throughput Liquid Chromatography-Tandem Mass Spectrometry Method for Quantification of Haloperidol in Human Plasma with Phospholipid Removal Pretreatment. Journal of analytical toxicology. 2021 Jul; 45(6):573-580. doi: 10.1093/jat/bkaa124. [PMID: 32886781]
  • Armando Totomoch-Serra, Concepcion B Ibarra-Miramon, Carlos Manterola. Persistent Hiccups as Main COVID-19 Symptom. The American journal of the medical sciences. 2021 06; 361(6):799-800. doi: 10.1016/j.amjms.2021.01.001. [PMID: 33563571]
  • Mao-Hsien Wang, Chih-Chuan Yang, Hsiang-Chien Tseng, Chih-Hsiang Fang, Yi-Wen Lin, Hung-Sheng Soung. Naringin Ameliorates Haloperidol-Induced Neurotoxicity and Orofacial Dyskinesia in a Rat Model of Human Tardive Dyskinesia. Neurotoxicity research. 2021 Jun; 39(3):774-786. doi: 10.1007/s12640-021-00333-1. [PMID: 33523404]
  • Sua Kim, Chor Ho Jo, Gheun-Ho Kim. Psychotropic drugs upregulate aquaporin-2 via vasopressin-2 receptor/cAMP/protein kinase A signaling in inner medullary collecting duct cells. American journal of physiology. Renal physiology. 2021 05; 320(5):F963-F971. doi: 10.1152/ajprenal.00576.2020. [PMID: 33843270]
  • Ragnhild Birkeland Waade, Vigdis Solhaug, Gudrun Høiseth. Impact of CYP2D6 on serum concentrations of flupentixol, haloperidol, perphenazine and zuclopenthixol. British journal of clinical pharmacology. 2021 05; 87(5):2228-2235. doi: 10.1111/bcp.14626. [PMID: 33118660]
  • Samira S Valvassori, José H Cararo, Samira Menegas, Taise Possamai-Della, Jorge M Aguiar-Geraldo, Simone Lespinasse Araujo, Gustavo Antunes Mastella, João Quevedo, Alexandra I Zugno. Haloperidol elicits oxidative damage in the brain of rats submitted to the ketamine-induced model of schizophrenia. Brain research bulletin. 2021 05; 170(?):246-253. doi: 10.1016/j.brainresbull.2021.01.021. [PMID: 33545309]
  • 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. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Uzma Saleem, Zujajah Gull, Ammara Saleem, Muhammad Ajmal Shah, Muhammad Furqan Akhtar, Fareeha Anwar, Bashir Ahmad, Pharkphoom Panichayupakaranant. Appraisal of anti-Parkinson activity of rhinacanthin-C in haloperidol-induced parkinsonism in mice: A mechanistic approach. Journal of food biochemistry. 2021 04; 45(4):e13677. doi: 10.1111/jfbc.13677. [PMID: 33709527]
  • Youyi Peng, Qiang Zhang, William J Welsh. Novel Sigma 1 Receptor Antagonists as Potential Therapeutics for Pain Management. Journal of medicinal chemistry. 2021 01; 64(1):890-904. doi: 10.1021/acs.jmedchem.0c01964. [PMID: 33372782]
  • A S Ozornin, N V Govorin, A V Sakharov, P P Tereshkov. [Changes in adipokines in the blood of patients with the first episode of schizophrenia during treatment with haloperidol and risperidone]. Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova. 2021; 121(9):58-62. doi: 10.17116/jnevro202112109158. [PMID: 34693690]
  • Deepika Gautam, Samipta Singh, Priyanka Maurya, Manjari Singh, Sapana Kushwaha, Shubhini A Saraf. Appraisal of Nano-Lipidic Astaxanthin cum Thermoreversible Gel and its Efficacy in Haloperidol Induced Parkinsonism. Current drug delivery. 2021; 18(10):1550-1562. doi: 10.2174/1567201818666210510173524. [PMID: 33970844]
  • Nicolas Hoertel, Marina Sánchez-Rico, Raphaël Vernet, Anne-Sophie Jannot, Antoine Neuraz, Carlos Blanco, Cédric Lemogne, Guillaume Airagnes, Nicolas Paris, Christel Daniel, Alexandre Gramfort, Guillaume Lemaitre, Mélodie Bernaux, Ali Bellamine, Nathanaël Beeker, Frédéric Limosin. Observational study of haloperidol in hospitalized patients with COVID-19. PloS one. 2021; 16(2):e0247122. doi: 10.1371/journal.pone.0247122. [PMID: 33606790]
  • Preeti Pandey, Kartikay Prasad, Amresh Prakash, Vijay Kumar. Insights into the biased activity of dextromethorphan and haloperidol towards SARS-CoV-2 NSP6: in silico binding mechanistic analysis. Journal of molecular medicine (Berlin, Germany). 2020 12; 98(12):1659-1673. doi: 10.1007/s00109-020-01980-1. [PMID: 32965508]
  • Alka A Subramanyam, Hrishikesh B Nachane, Niraj N Mahajan, Snehal Shinde, Smita D Mahale, Rahul K Gajbhiye. Postpartum psychosis in mothers with SARS-CoV-2 infection: A case series from India. Asian journal of psychiatry. 2020 Dec; 54(?):102406. doi: 10.1016/j.ajp.2020.102406. [PMID: 33271702]
  • Narjes Saheb Sharif-Askari, Fatemeh Saheb Sharif-Askari, Bushra Mdkhana, Saba Al Heialy, Elaref Ratemi, Malak Alghamdi, Salah Abusnana, Tarek Kashour, Qutayba Hamid, Rabih Halwani. Effect of common medications on the expression of SARS-CoV-2 entry receptors in liver tissue. Archives of toxicology. 2020 12; 94(12):4037-4041. doi: 10.1007/s00204-020-02869-1. [PMID: 32808185]
  • Katerina Horska, Hana Kotolova, Michal Karpisek, Zuzana Babinska, Tomas Hammer, Jiri Prochazka, Tibor Stark, Vincenzo Micale, Jana Ruda-Kucerova. Metabolic profile of methylazoxymethanol model of schizophrenia in rats and effects of three antipsychotics in long-acting formulation. Toxicology and applied pharmacology. 2020 11; 406(?):115214. doi: 10.1016/j.taap.2020.115214. [PMID: 32866524]
  • Xiao Yu, Xinlin Li, Sunzhao You, Yuhang Shi, Ruiqin Zhu, Ying Dong, Chuixiu Huang. Electromembrane extraction of chlorprothixene, haloperidol and risperidone from whole blood and urine. Journal of chromatography. A. 2020 Oct; 1629(?):461480. doi: 10.1016/j.chroma.2020.461480. [PMID: 32827905]
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  • Lin Zhao, Nan Cheng, Bo Sun, Shuzhen Wang, Anyuan Li, Zhixue Wang, Yuan Wang, Fanghua Qi. Regulatory effects of Ningdong granule on microglia-mediated neuroinflammation in a rat model of Tourette's syndrome. Bioscience trends. 2020 Sep; 14(4):271-278. doi: 10.5582/bst.2020.03262. [PMID: 32741856]
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