Methazolamide (BioDeep_00000002036)

 

Secondary id: BioDeep_00000398795

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


N-[(2Z)-3-Methyl-5-sulphamoyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene]acetamide

化学式: C5H8N4O3S2 (236.00378179999998)
中文名称: 醋甲唑胺
谱图信息: 最多检出来源 Homo sapiens(blood) 1.45%

分子结构信息

SMILES: CC(=O)/N=c\1/n(C)nc(s1)S(=O)(=O)N
InChI: InChI=1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12)

描述信息

Methazolamide is only found in individuals that have used or taken this drug. It is a potent carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma. [PubChem]Inhibition of carbonic anhydrase in the ciliary processes of the eye decreases aqueous humor secretion, presumably by slowing the formation of bicarbonate ions with subsequent reduction in sodium and fluid transport.
S - Sensory organs > S01 - Ophthalmologicals > S01E - Antiglaucoma preparations and miotics > S01EC - Carbonic anhydrase inhibitors
D004791 - Enzyme Inhibitors > D002257 - Carbonic Anhydrase Inhibitors
C471 - Enzyme Inhibitor > C29577 - Carbonic Anhydrase Inhibitor
D002317 - Cardiovascular Agents > D045283 - Natriuretic Agents
C78275 - Agent Affecting Blood or Body Fluid > C448 - Diuretic
D045283 - Natriuretic Agents > D004232 - Diuretics

同义名列表

3 个代谢物同义名

N-[(2Z)-3-Methyl-5-sulphamoyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene]acetamide; N-[(2Z)-3-methyl-5-sulfamoyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene]acetamide; methazolamide



数据库引用编号

23 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

  • Zilun Li, Meixiu Peng, Pin Chen, Chenshu Liu, Ao Hu, Yixin Zhang, Jiangyun Peng, Jiang Liu, Yihui Li, Wenxue Li, Wei Zhu, Dongxian Guan, Yang Zhang, Hongyin Chen, Jiuzhou Li, Dongxiao Fan, Kan Huang, Fen Lin, Zefeng Zhang, Zeling Guo, Hengli Luo, Xi He, Yuanyuan Zhu, Linghua Li, Bingding Huang, Weikang Cai, Lei Gu, Yutong Lu, Kai Deng, Li Yan, Sifan Chen. Imatinib and methazolamide ameliorate COVID-19-induced metabolic complications via elevating ACE2 enzymatic activity and inhibiting viral entry. Cell metabolism. 2022 03; 34(3):424-440.e7. doi: 10.1016/j.cmet.2022.01.008. [PMID: 35150639]
  • John Youshia, Amany O Kamel, Abdelhameed El Shamy, Samar Mansour. Gamma sterilization and in vivo evaluation of cationic nanostructured lipid carriers as potential ocular delivery systems for antiglaucoma drugs. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2021 Aug; 163(?):105887. doi: 10.1016/j.ejps.2021.105887. [PMID: 34022410]
  • Ranjeet P Dash, Vijayabhaskar Veeravalli, Jennifer A Thomas, Clint Rosenfeld, Nirali Mehta, Nuggehally R Srinivas. Whole blood or plasma: what is the ideal matrix for pharmacokinetic-driven drug candidate selection?. Future medicinal chemistry. 2021 01; 13(2):157-171. doi: 10.4155/fmc-2020-0187. [PMID: 33275044]
  • Hui Lu, Huaqun Zhang, Yuanying Jiang. Methazolamide in high-altitude illnesses. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2020 May; 148(?):105326. doi: 10.1016/j.ejps.2020.105326. [PMID: 32251722]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Zhiqing Zhang, Zhonghai Xiao, Bingnan Deng, Xiaohua Liu, Wei Liu, Hongjing Nie, Xi Li, Zhaoli Chen, Danfeng Yang, Ruifeng Duan. Therapeutic Efficacy of Methazolamide Against Intermittent Hypoxia-Induced Excessive Erythrocytosis in Rats. High altitude medicine & biology. 2018 03; 19(1):69-80. doi: 10.1089/ham.2017.0044. [PMID: 29077517]
  • Fengzhen Wang, Li Chen, Dongsheng Zhang, Sunmin Jiang, Kun Shi, Yuan Huang, Rui Li, Qunwei Xu. Methazolamide-loaded solid lipid nanoparticles modified with low-molecular weight chitosan for the treatment of glaucoma: vitro and vivo study. Journal of drug targeting. 2014 Nov; 22(9):849-58. doi: 10.3109/1061186x.2014.939983. [PMID: 25045926]
  • Fengzhen Wang, Li Chen, Sunmin Jiang, Jun He, Xiumei Zhang, Jin Peng, Qunwei Xu, Rui Li. Optimization of methazolamide-loaded solid lipid nanoparticles for ophthalmic delivery using Box-Behnken design. Journal of liposome research. 2014 Sep; 24(3):171-81. doi: 10.3109/08982104.2014.891231. [PMID: 24611687]
  • Aimin Tan, Sébastien Gagné, Isabelle A Lévesque, Sylvain Lachance, Nadine Boudreau, Ann Lévesque. Impact of hemolysis during sample collection: how different is drug concentration in hemolyzed plasma from that of normal plasma?. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Jul; 901(?):79-84. doi: 10.1016/j.jchromb.2012.06.002. [PMID: 22748717]
  • Mohamed G Hassan, Kamla M Emara, Horria A Mohamed, Hanaa M Abdel-Wadood, Rie Ikeda, Mitsuhiro Wada, Naotaka Kuroda, Kenichiro Nakashima. Determination of memantine in rat plasma by HPLC-fluorescence method and its application to study of the pharmacokinetic interaction between memantine and methazolamide. Biomedical chromatography : BMC. 2012 Feb; 26(2):214-9. doi: 10.1002/bmc.1648. [PMID: 21594878]
  • Anjana G Vij, Krishna Kishore, Joginder Dey. Effect of intermittent hypobaric hypoxia on efficacy & clearance of drugs. The Indian journal of medical research. 2012; 135(?):211-6. doi: . [PMID: 22446863]
  • John Youshia, Amany O Kamel, Abdelhameed El Shamy, Samar Mansour. Design of cationic nanostructured heterolipid matrices for ocular delivery of methazolamide. International journal of nanomedicine. 2012; 7(?):2483-96. doi: 10.2147/ijn.s28307. [PMID: 22679362]
  • Tanushri Kaul, Palakolanu Sudhakar Reddy, Srikrishna Mahanty, V Thirulogachandar, Ramesha A Reddy, Bhumesh Kumar, Sudhir K Sopory, Malireddy K Reddy. Biochemical and molecular characterization of stress-induced β-carbonic anhydrase from a C(4) plant, Pennisetum glaucum. Journal of plant physiology. 2011 Apr; 168(6):601-10. doi: 10.1016/j.jplph.2010.08.007. [PMID: 20884079]
  • Rui Li, Sunmin Jiang, Dongfei Liu, Xinyun Bi, Fengzhen Wang, Qing Zhang, Qunwei Xu. A potential new therapeutic system for glaucoma: solid lipid nanoparticles containing methazolamide. Journal of microencapsulation. 2011; 28(2):134-41. doi: 10.3109/02652048.2010.539304. [PMID: 21142697]
  • Kenichi Kishida, Norihiro Yamamura, Yoshiaki Iwai, Yoshiteru Sakamoto, Makihiko Kuhara, Tetsuo Sasabe. The metabolism of methazolamide - identification of metabolites in guinea pig urine. Drug metabolism letters. 2011 Jan; 5(1):45-54. doi: 10.2174/187231211794455299. [PMID: 21198437]
  • Mika Hilvo, Anna Maria Salzano, Alessio Innocenti, Markku S Kulomaa, Andrea Scozzafava, Andrea Scaloni, Seppo Parkkila, Claudiu T Supuran. Cloning, expression, post-translational modifications and inhibition studies on the latest mammalian carbonic anhydrase isoform, CA XV. Journal of medicinal chemistry. 2009 Feb; 52(3):646-54. doi: 10.1021/jm801267c. [PMID: 19193158]
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  • Domenico Tricarico, Antonietta Mele, Diana Conte Camerino. Carbonic anhydrase inhibitors ameliorate the symptoms of hypokalaemic periodic paralysis in rats by opening the muscular Ca2+-activated-K+ channels. Neuromuscular disorders : NMD. 2006 Jan; 16(1):39-45. doi: 10.1016/j.nmd.2005.10.005. [PMID: 16368240]
  • Alessandro Cecchi, Alzbeta Hulikova, Jaromír Pastorek, Silvia Pastoreková, Andrea Scozzafava, Jean-Yves Winum, Jean-Louis Montero, Claudiu T Supuran. Carbonic anhydrase inhibitors. Design of fluorescent sulfonamides as probes of tumor-associated carbonic anhydrase IX that inhibit isozyme IX-mediated acidification of hypoxic tumors. Journal of medicinal chemistry. 2005 Jul; 48(15):4834-41. doi: 10.1021/jm0501073. [PMID: 16033263]
  • Ryan M Pelis, Susan L Edwards, Stan C Kunigelis, James B Claiborne, J Larry Renfro. Stimulation of renal sulfate secretion by metabolic acidosis requires Na+/H+ exchange induction and carbonic anhydrase. American journal of physiology. Renal physiology. 2005 Jul; 289(1):F208-16. doi: 10.1152/ajprenal.00468.2004. [PMID: 15741604]
  • Solange Abdulnour-Nakhoul, Nazih L Nakhoul, Scott A Wheeler, Paul Wang, Eric R Swenson, Roy C Orlando. HCO3- secretion in the esophageal submucosal glands. American journal of physiology. Gastrointestinal and liver physiology. 2005 Apr; 288(4):G736-44. doi: 10.1152/ajpgi.00055.2004. [PMID: 15576627]
  • Jonna M Lehtonen, Seppo Parkkila, Daniela Vullo, Angela Casini, Andrea Scozzafava, Claudiu T Supuran. Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design. Bioorganic & medicinal chemistry letters. 2004 Jul; 14(14):3757-62. doi: 10.1016/j.bmcl.2004.04.106. [PMID: 15203157]
  • Habib Hasannejad, Michio Takeda, Kentarou Taki, Ho Jung Shin, Ellappan Babu, Promsuk Jutabha, Suparat Khamdang, Mahmoud Aleboyeh, Maristela Lika Onozato, Akihiro Tojo, Atsushi Enomoto, Naohiko Anzai, Shinichi Narikawa, Xiu-Lin Huang, Toshimitsu Niwa, Hitoshi Endou. Interactions of human organic anion transporters with diuretics. The Journal of pharmacology and experimental therapeutics. 2004 Mar; 308(3):1021-9. doi: 10.1124/jpet.103.059139. [PMID: 14610216]
  • Ryan M Pelis, James E Goldmeyer, Joseph Crivello, J Larry Renfro. Cortisol alters carbonic anhydrase-mediated renal sulfate secretion. American journal of physiology. Regulatory, integrative and comparative physiology. 2003 Dec; 285(6):R1430-8. doi: 10.1152/ajpregu.00331.2003. [PMID: 12907415]
  • X Zhou, S Nakamura, S L Xia, C S Wingo. Increased CO(2) stimulates K/Rb reabsorption mediated by H-K-ATPase in CCD of potassium-restricted rabbit. American journal of physiology. Renal physiology. 2001 Aug; 281(2):F366-73. doi: 10.1152/ajprenal.2001.281.2.f366. [PMID: 11457729]
  • K Kishida, N Saida, N Yamamura, Y Iwai, T Sasabe. Cysteine conjugate of methazolamide is metabolized by beta-lyase. Journal of pharmaceutical sciences. 2001 Feb; 90(2):224-33. doi: 10.1002/1520-6017(200102)90:2<224::aid-jps13>3.0.co;2-0. [PMID: 11169539]
  • Y Uwai, H Saito, Y Hashimoto, K I Inui. Interaction and transport of thiazide diuretics, loop diuretics, and acetazolamide via rat renal organic anion transporter rOAT1. The Journal of pharmacology and experimental therapeutics. 2000 Oct; 295(1):261-5. doi: . [PMID: 10991988]
  • A Scozzafava, F Briganti, M A Ilies, C T Supuran. Carbonic anhydrase inhibitors: synthesis of membrane-impermeant low molecular weight sulfonamides possessing in vivo selectivity for the membrane-bound versus cytosolic isozymes. Journal of medicinal chemistry. 2000 Jan; 43(2):292-300. doi: 10.1021/jm990479+. [PMID: 10649985]
  • A Scozzafava, F Briganti, G Mincione, L Menabuoni, F Mincione, C T Supuran. Carbonic anhydrase inhibitors: synthesis of water-soluble, aminoacyl/dipeptidyl sulfonamides possessing long-lasting intraocular pressure-lowering properties via the topical route. Journal of medicinal chemistry. 1999 Sep; 42(18):3690-700. doi: 10.1021/jm9901879. [PMID: 10479300]
  • J L Renfro, T H Maren, C Zeien, E R Swenson. Renal sulfate secretion is carbonic anhydrase dependent in a marine teleost, Pleuronectes americanus. The American journal of physiology. 1999 02; 276(2):F288-94. doi: 10.1152/ajprenal.1999.276.2.f288. [PMID: 9950960]
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  • G R Iyer, D R Taft. Determination of methazolamide concentrations in human biological fluids using high performance liquid chromatography. Journal of pharmaceutical and biomedical analysis. 1998 Feb; 16(6):1021-7. doi: 10.1016/s0731-7085(97)00061-7. [PMID: 9547705]
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