Oxybutynin chloride (BioDeep_00000743067)

   


代谢物信息卡片


Oxybutynin chloride

化学式: C22H32ClNO3 (393.2070592)
中文名称: 盐酸奥昔布宁
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCN(CC)CC#CCOC(=O)C(C1CCCCC1)(C2=CC=CC=C2)O.Cl
InChI: 1H

描述信息

C78272 - Agent Affecting Nervous System > C66880 - Anticholinergic Agent > C29704 - Antimuscarinic Agent
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D010276 - Parasympatholytics
D000890 - Anti-Infective Agents > D000892 - Anti-Infective Agents, Urinary > D008333 - Mandelic Acids
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists
D000089162 - Genitourinary Agents > D064804 - Urological Agents
Oxybutynin chloride is an oral active and competitive mAChR antagonist with Kis of 14.3 and 5.55 nM for specific [3H]NMS binding in the mouse bladder and cerebral cortex, respectively. Oxybutynin chloride inhibits vascular Kv channels in a manner independent of anticholinergic effect, with an IC50 value of 11.51 μM. Oxybutynin chloride reduces muscle spasm in the bladder and urinary tract, can be used in study of overactive bladder syndrome (OAB)[1][2]. Oxybutynin (chloride) is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

同义名列表

2 个代谢物同义名

Oxybutynin chloride; Oxybutynin (chloride)



数据库引用编号

6 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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)

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PharmGKB(0)

0 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

  • Lorena M D Cirino, Daviane M C Vergne, Gabrielle B Novais, Amanda Cano, Francine F Padilha, Patrícia Severino, Ricardo L C de Albuquerque Júnior, Juliana C Cardoso, Eliana B Souto. Liposomal formulations of oxybutynin and resiniferatoxin for the treatment of urinary diseases: improvement of drug tolerance upon intravesical. Drug delivery and translational research. 2022 07; 12(7):1738-1752. doi: 10.1007/s13346-021-01082-6. [PMID: 34671947]
  • Yuze Sheng, Shuang Zhang, Jiawei Ling, Chenlu Hu, Zhenhai Zhang, Huixia Lv. Oxybutynin nanosuspension gel for enhanced transdermal treatment for overactive bladder syndrome. Pharmaceutical development and technology. 2022 Apr; 27(4):459-468. doi: 10.1080/10837450.2022.2078983. [PMID: 35575444]
  • Toshiro Suzuki, Tomonori Minagawa, Tetsuichi Saito, Tatsuo Nakagawa, Tomio Suzuki, Masayuki Furuhata, Kyoko Hosaka, Teruyuki Ogawa, Osamu Ishizuka. Effect of oxybutynin patch versus mirabegron on nocturia-related quality of life in female overactive bladder patients: A multicenter randomized trial. International journal of urology : official journal of the Japanese Urological Association. 2021 Sep; 28(9):944-949. doi: 10.1111/iju.14608. [PMID: 34053119]
  • Ali Gözüküçük, Mehmet Kılıç, Basri Çakıroğlu. Desmopressin versus desmopressin + oxybutynin in the treatment of children with nocturnal enuresis. Journal of pediatric urology. 2021 08; 17(4):451.e1-451.e6. doi: 10.1016/j.jpurol.2021.04.001. [PMID: 33931318]
  • Matthew S Lee, Mark Assmus, Deepak Agarwal, Marcelino E Rivera, Tim Large, Amy E Krambeck. Opioid Free Ureteroscopy: What is the True Failure Rate?. Urology. 2021 08; 154(?):89-95. doi: 10.1016/j.urology.2021.03.011. [PMID: 33774043]
  • Melanie Kretschmar, Ahmed Abbas Suleiman, Petra Krause, Uwe Albrecht, Raimund Stein, Peter Rubenwolf, Uwe Fuhr, Max Taubert. A Population Pharmacokinetic Model of (R)- and (S-) Oxybutynin and Its Active Metabolites After Oral and Intravesical Administration to Healthy Volunteers. Journal of clinical pharmacology. 2021 07; 61(7):961-971. doi: 10.1002/jcph.1809. [PMID: 33368382]
  • Koosha Kamali, Javad Nikbakht, Erfan Ayubi, Mostafa Nabizadeh, Saeedeh Sarhadi. Comparison of the Efficacy of Oxybutynin, Phenazopyridine, Celecoxib, and Placebo in the Treatment of Urinary Tract Symptoms after BCG Therapy in Patients with Bladder Tumors. Urology journal. 2020 Sep; 18(4):439-444. doi: 10.22037/uj.v16i7.5947. [PMID: 32981029]
  • Ahmed Abdelhalim, Ahmed S El-Hefnawy, Mohamed E Dawaba, Mahmoud A Bazeed, Ashraf T Hafez. Effect of Early Oxybutynin Treatment on Posterior Urethral Valve Outcomes in Infants: A Randomized Controlled Trial. The Journal of urology. 2020 04; 203(4):826-831. doi: 10.1097/ju.0000000000000691. [PMID: 31821098]
  • Hongliang Li, Mi Seon Seo, Jin Ryeol An, Hee Seok Jung, Kwon-Soo Ha, Eun-Taek Han, Seok-Ho Hong, Young Min Bae, Dong Ryeol Ryu, Won Sun Park. The anticholinergic drug oxybutynin inhibits voltage-dependent K+ channels in coronary arterial smooth muscle cells. Clinical and experimental pharmacology & physiology. 2019 11; 46(11):1030-1036. doi: 10.1111/1440-1681.13138. [PMID: 31330060]
  • Katja Walpurgis, Anja B Scheiff, Meike Welz, Jutta Müller-Reul, Nick Webborn, Christian Görgens, Sven Guddat, Gregor Fußhöller, Josef Dib, Mario Thevis. Pilot study on the effects of intravesical oxybutynin hydrochloride instillations on the validity of doping control urine samples. Drug testing and analysis. 2019 Nov; 11(11-12):1755-1760. doi: 10.1002/dta.2705. [PMID: 31670462]
  • Yongzhi Tian, Yongqing Wen, Jinghan Sun, Longshan Zhao, Zhili Xiong, Feng Qin. Simultaneous quantification of oxybutynin and its active metabolite N-desethyl oxybutynin in rat plasma by ultra-high-performance liquid chromatography-tandem mass spectrometry and its application in a pharmacokinetic study of oxybutynin transdermal patch. Biomedical chromatography : BMC. 2019 Apr; 33(4):e4456. doi: 10.1002/bmc.4456. [PMID: 30536598]
  • Silvio Aprile, Rossana Canavesi, Rosanna Matucci, Cristina Bellucci, Erika Del Grosso, Giorgio Grosa. New insights in the metabolism of oxybutynin: evidence of N-oxidation of propargylamine moiety and rearrangement to enaminoketone. Xenobiotica; the fate of foreign compounds in biological systems. 2018 May; 48(5):478-487. doi: 10.1080/00498254.2017.1342288. [PMID: 28608746]
  • Luise Borch, Soeren Hagstroem, Konstantinos Kamperis, C V Siggaard, Soeren Rittig. Transcutaneous Electrical Nerve Stimulation Combined with Oxybutynin is Superior to Monotherapy in Children with Urge Incontinence: A Randomized, Placebo Controlled Study. The Journal of urology. 2017 08; 198(2):430-435. doi: 10.1016/j.juro.2017.03.117. [PMID: 28327453]
  • Joe Hong, Jooyeon Lee, Holly Totouom-Tangho, Norma Ramos Dunn, Ronnie Gorman Swift. Methadone-Induced Hyperhidrosis Treated With Oxybutynin. Journal of addiction medicine. 2017 May; 11(3):237-238. doi: 10.1097/adm.0000000000000300. [PMID: 28244893]
  • A Fukata, T Yamazaki. Comparative Influence of Imidafenacin and Oxybutynin on Voiding Function in Rats with Functional Urethral Obstruction. Drug research. 2016 Jun; 66(6):306-11. doi: 10.1055/s-0035-1569410. [PMID: 26979753]
  • Yoshihiko Ito, Michishi Kashiwabara, Akira Yoshida, Eriko Hikiyama, Satomi Onoue, Shizuo Yamada. Muscarinic Receptor Binding in Rat Bladder Urothelium and Detrusor Muscle by Intravesical Solifenacin. Biological & pharmaceutical bulletin. 2016; 39(7):1167-71. doi: 10.1248/bpb.b16-00194. [PMID: 27374291]
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  • Martien Humblet, Carla Verpoorten, Maria-Helena Christiaens, Herbert Hirche, Katrien Jansen, Gunnar Buyse, Jan D van Gool. Long-term outcome of intravesical oxybutynin in children with detrusor-sphincter dyssynergia: with special reference to age-dependent parameters. Neurourology and urodynamics. 2015 Apr; 34(4):336-42. doi: 10.1002/nau.22560. [PMID: 24436114]
  • Nikolaj Rittig, Søren Hagstroem, Birgitte Mahler, Konstantinos Kamperis, Charlotte Siggaard, Mette Marie Mikkelsen, Wendy Fiona Bower, Jens C Djurhuus, Søren Rittig. Outcome of a standardized approach to childhood urinary symptoms-long-term follow-up of 720 patients. Neurourology and urodynamics. 2014 Jun; 33(5):475-81. doi: 10.1002/nau.22447. [PMID: 23765698]
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  • Imran Ali, Zeid A Al-Othman, Abdulrahman Al-Warthan, Syed Dilshad Alam, Javed A Farooqi. Enantiomeric separation and simulation studies of pheniramine, oxybutynin, cetirizine, and brinzolamide chiral drugs on amylose-based columns. Chirality. 2014 Mar; 26(3):136-43. doi: 10.1002/chir.22276. [PMID: 24464520]
  • Primal Sharma, Daxesh P Patel, Mallika Sanyal, Swati Guttikar, Pranav S Shrivastav. Parallel achiral-chiral determination of oxybutynin, N-desethyl oxybutynin and their enantiomers in human plasma by LC-MS/MS to support a bioequivalence trial. Journal of pharmaceutical and biomedical analysis. 2014 Jan; 88(?):81-91. doi: 10.1016/j.jpba.2013.08.032. [PMID: 24036364]
  • Petra Krause, Uwe Fuhr, Jörg Schnitker, Uwe Albrecht, Raimund Stein, Peter Rubenwolf. Pharmacokinetics of intravesical versus oral oxybutynin in healthy adults: results of an open label, randomized, prospective clinical study. The Journal of urology. 2013 Nov; 190(5):1791-7. doi: 10.1016/j.juro.2013.05.011. [PMID: 23669567]
  • Primal Sharma, Daxesh P Patel, Mallika Sanyal, Hiren Berawala, Swati Guttikar, Pranav S Shrivastav. Simultaneous analysis of oxybutynin and its active metabolite N-desethyl oxybutynin in human plasma by stable isotope dilution LC-MS/MS to support a bioequivalence study. Journal of pharmaceutical and biomedical analysis. 2013 Oct; 84(?):244-55. doi: 10.1016/j.jpba.2013.06.024. [PMID: 23867086]
  • Toshiki Hatanaka, Masashi Ukai, Mai Watanabe, Akiyoshi Someya, Akiyoshi Ohtake, Masanori Suzuki, Koji Ueshima, Shuichi Sato, Seiji Kaku. Effect of mirabegron, a novel β3-adrenoceptor agonist, on bladder function during storage phase in rats. Naunyn-Schmiedeberg's archives of pharmacology. 2013 Jan; 386(1):71-8. doi: 10.1007/s00210-012-0814-3. [PMID: 23224420]
  • V Schuler, K Suter, K Fürer, D Eberli, M Horst, C Betschart, R Brenneisen, M Hamburger, M Mennet, M Schnelle, A P Simões-Wüst, U von Mandach. Bryophyllum pinnatum inhibits detrusor contractility in porcine bladder strips--a pharmacological study towards a new treatment option of overactive bladder. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Jul; 19(10):947-51. doi: 10.1016/j.phymed.2012.05.003. [PMID: 22824522]
  • Thomas Guttuso. Effective and clinically meaningful non-hormonal hot flash therapies. Maturitas. 2012 May; 72(1):6-12. doi: 10.1016/j.maturitas.2012.01.023. [PMID: 22377187]
  • Aniruddh V Deshpande, Patrina H Y Caldwell. Medical management of nocturnal enuresis. Paediatric drugs. 2012 Apr; 14(2):71-7. doi: 10.2165/11594870-000000000-00000. [PMID: 22168597]
  • Ernesto Callegari, Bimal Malhotra, Peter J Bungay, Rob Webster, Katherine S Fenner, Sarah Kempshall, Jennifer L LaPerle, Martin C Michel, Gary G Kay. A comprehensive non-clinical evaluation of the CNS penetration potential of antimuscarinic agents for the treatment of overactive bladder. British journal of clinical pharmacology. 2011 Aug; 72(2):235-46. doi: 10.1111/j.1365-2125.2011.03961.x. [PMID: 21392072]
  • Hiroshi Nagabukuro, Katherine L Villa, L Alexandra Wickham, Alison A Kulick, Loise Gichuru, Marcie J Donnelly, Gregory O Voronin, Tony Pereira, Xinchun Tong, Andrew Nichols, Stephen E Alves, Gary P O'Neill, Christopher V Johnson, Emily J Hickey. Comparative analysis of the effects of antimuscarinic agents on bladder functions in both nonhuman primates and rodents. The Journal of pharmacology and experimental therapeutics. 2011 Jul; 338(1):220-7. doi: 10.1124/jpet.111.179747. [PMID: 21459965]
  • Stine Mjåvatn Jakobsen, Hege Kersten, Espen Molden. Evaluation of brain anticholinergic activities of urinary spasmolytic drugs using a high-throughput radio receptor bioassay. Journal of the American Geriatrics Society. 2011 Mar; 59(3):501-5. doi: 10.1111/j.1532-5415.2010.03307.x. [PMID: 21391941]
  • Birger Wenge, Joachim Geyer, Heinz Bönisch. Oxybutynin and trospium are substrates of the human organic cation transporters. Naunyn-Schmiedeberg's archives of pharmacology. 2011 Feb; 383(2):203-8. doi: 10.1007/s00210-010-0590-x. [PMID: 21212936]
  • Shizuo Yamada, Masanao Seki, Masaki Ogoda, Ayako Fukata, Miho Nakamura, Yoshihiko Ito. Selective binding of bladder muscarinic receptors in relation to the pharmacokinetics of a novel antimuscarinic agent, imidafenacin, to treat overactive bladder. The Journal of pharmacology and experimental therapeutics. 2011 Feb; 336(2):365-71. doi: 10.1124/jpet.110.172288. [PMID: 21047953]
  • Roger R Dmochowski, Diane K Newman, Peter K Sand, Delbert C Rudy, Kim E Caramelli, Heather Thomas, Gary Hoel. Pharmacokinetics of oxybutynin chloride topical gel: effects of application site, baths, sunscreen and person-to-person transference. Clinical drug investigation. 2011; 31(8):559-571. doi: 10.2165/11588990-000000000-00000. [PMID: 21721591]
  • Hiroshi Nagabukuro, Amanda Degenhardt, Katherine L Villa, Shruti L Mistry, Loise Gichuru, Nina Jochnowitz, Catherine Abbadie. Correlation between pharmacologically-induced changes in cystometric parameters and spinal c-Fos expression in rats. Autonomic neuroscience : basic & clinical. 2010 Aug; 156(1-2):19-26. doi: 10.1016/j.autneu.2010.02.006. [PMID: 20335078]
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  • Ayesha Saleem. In women with urinary incontinence how necessary is cystometry?. JPMA. The Journal of the Pakistan Medical Association. 2010 May; 60(5):356-9. doi: NULL. [PMID: 20527606]
  • Jean-Jacques Wyndaele. Pediatrics: combining antimuscarinics shows promise for overactive bladder. Nature reviews. Urology. 2010 Feb; 7(2):66-8. doi: 10.1038/nrurol.2010.1. [PMID: 20145662]
  • David R Staskin, Dudley Robinson. Oxybutynin chloride topical gel: a new formulation of an established antimuscarinic therapy for overactive bladder. Expert opinion on pharmacotherapy. 2009 Dec; 10(18):3103-11. doi: 10.1517/14656560903451682. [PMID: 19954278]
  • Michael J Kennelly, Gary E Lemack, Jenelle E Foote, Cynthia S Trop. Efficacy and safety of oxybutynin transdermal system in spinal cord injury patients with neurogenic detrusor overactivity and incontinence: an open-label, dose-titration study. Urology. 2009 Oct; 74(4):741-5. doi: 10.1016/j.urology.2009.05.008. [PMID: 19628264]
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