diflunisal (BioDeep_00000408865)
Main id: BioDeep_00000002715
代谢物信息卡片
化学式: C13H8F2O3 (250.0441)
中文名称: 二氟苯水杨酸, 二氟尼柳D3
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC(=C(C=C1C2=C(C=C(C=C2)F)F)C(=O)O)O
InChI: InChI=1S/C13H8F2O3/c14-8-2-3-9(11(15)6-8)7-1-4-12(16)10(5-7)13(17)18/h1-6,16H,(H,17,18)
描述信息
N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BA - Salicylic acid and derivatives
D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors
D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D004791 - Enzyme Inhibitors
同义名列表
3 个代谢物同义名
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:39669
- KEGG: C01691
- KEGGdrug: D00130
- PubChem: 3059
- DrugBank: DB00861
- ChEMBL: CHEMBL898
- MeSH: Diflunisal
- CAS: 1286107-99-0
- CAS: 22494-42-4
- MoNA: WA001482
- MoNA: WA001481
- MoNA: WA001480
- MoNA: WA001479
- MoNA: WA001478
- MoNA: WA001477
- PubChem: 4832
- PDB-CCD: 1FL
- NIKKAJI: J3.155K
- RefMet: Diflunisal
- KNApSAcK: 39669
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)
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
- Omar K Siddiqi, Yuliya Y Mints, John L Berk, Lawreen Connors, Gheorghe Doros, Deepa M Gopal, Shivangi Kataria, Graham Lohrmann, Alexandra R Pipilas, Frederick L Ruberg. Diflunisal treatment is associated with improved survival for patients with early stage wild-type transthyretin (ATTR) amyloid cardiomyopathy: the Boston University Amyloidosis Center experience.
Amyloid : the international journal of experimental and clinical investigation : the official journal of the International Society of Amyloidosis.
2022 Jun; 29(2):71-78. doi:
10.1080/13506129.2021.2000388
. [PMID: 35083944] - Galal Magdy, Ahmed F Abdel Hakiem, Fathalla Belal, Ahmed M Abdel-Megied. A novel quality by design approach for development and validation of a green reversed-phase HPLC method with fluorescence detection for the simultaneous determination of lesinurad, febuxostat, and diflunisal: Application to human plasma.
Journal of separation science.
2021 Jun; 44(11):2177-2188. doi:
10.1002/jssc.202100016
. [PMID: 33773042] - 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] - Luke T Nelson, Ryan J Paxman, Jin Xu, Bill Webb, Evan T Powers, Jeffery W Kelly. Blinded potency comparison of transthyretin kinetic stabilisers by subunit exchange in human plasma.
Amyloid : the international journal of experimental and clinical investigation : the official journal of the International Society of Amyloidosis.
2021 Mar; 28(1):24-29. doi:
10.1080/13506129.2020.1808783
. [PMID: 32811187] - Takeshi Yokoyama, Mineyuki Mizuguchi. Transthyretin Amyloidogenesis Inhibitors: From Discovery to Current Developments.
Journal of medicinal chemistry.
2020 12; 63(23):14228-14242. doi:
10.1021/acs.jmedchem.0c00934
. [PMID: 32914975] - Lidia Ciccone, Susanna Nencetti, Nicolo Tonali, Carole Fruchart-Gaillard, William Shepard, Elisa Nuti, Caterina Camodeca, Armando Rossello, Elisabetta Orlandini. Monoaryl derivatives as transthyretin fibril formation inhibitors: Design, synthesis, biological evaluation and structural analysis.
Bioorganic & medicinal chemistry.
2020 09; 28(18):115673. doi:
10.1016/j.bmc.2020.115673
. [PMID: 32828431] - Graham Lohrmann, Alexandra Pipilas, Roberta Mussinelli, Deepa M Gopal, John L Berk, Lawreen H Connors, Nirupama Vellanki, Jennifer Hellawell, Omar K Siddiqi, Jonathan Fox, Mathew S Maurer, Frederick L Ruberg. Stabilization of Cardiac Function With Diflunisal in Transthyretin (ATTR) Cardiac Amyloidosis.
Journal of cardiac failure.
2020 Sep; 26(9):753-759. doi:
10.1016/j.cardfail.2019.11.024
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Journal of medicinal chemistry.
2020 08; 63(15):8314-8324. doi:
10.1021/acs.jmedchem.0c00546
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Journal of medicinal chemistry.
2020 02; 63(4):1763-1774. doi:
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Molecular pharmacology.
2019 11; 96(5):629-640. doi:
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Scientific reports.
2019 09; 9(1):13672. doi:
10.1038/s41598-019-50071-w
. [PMID: 31541162] - Joel N Buxbaum. Treatment of hereditary and acquired forms of transthyretin amyloidosis in the era of personalized medicine: the role of randomized controlled trials.
Amyloid : the international journal of experimental and clinical investigation : the official journal of the International Society of Amyloidosis.
2019 Jun; 26(2):55-65. doi:
10.1080/13506129.2019.1575201
. [PMID: 30907141] - Stephen Boulton, Rajeevan Selvaratnam, Rashik Ahmed, Katherine Van, Xiaodong Cheng, Giuseppe Melacini. Mechanisms of Specific versus Nonspecific Interactions of Aggregation-Prone Inhibitors and Attenuators.
Journal of medicinal chemistry.
2019 05; 62(10):5063-5079. doi:
10.1021/acs.jmedchem.9b00258
. [PMID: 31074269] - Bhawna Chaubey, Samanwita Pal. Binding Interaction of Organofluorine-Serum Albumin: A Comparative Ligand-Detected 19F NMR Analysis.
The journal of physical chemistry. B.
2018 10; 122(40):9409-9418. doi:
10.1021/acs.jpcb.8b06583
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Journal of medicinal chemistry.
2018 09; 61(17):7862-7876. doi:
10.1021/acs.jmedchem.8b00817
. [PMID: 30133284] - Göknil Pelin Coşkun, Teodora Djikic, Taha Bartu Hayal, Nezaket Türkel, Kemal Yelekçi, Fikrettin Şahin, Ş Güniz Küçükgüzel. Synthesis, Molecular Docking and Anticancer Activity of Diflunisal Derivatives as Cyclooxygenase Enzyme Inhibitors.
Molecules (Basel, Switzerland).
2018 Aug; 23(8):. doi:
10.3390/molecules23081969
. [PMID: 30082676] - Elena S Klimtchuk, Tatiana Prokaeva, Nicholas M Frame, Hassan A Abdullahi, Brian Spencer, Surendra Dasari, Haili Cui, John L Berk, Paul J Kurtin, Lawreen H Connors, Olga Gursky. Unusual duplication mutation in a surface loop of human transthyretin leads to an aggressive drug-resistant amyloid disease.
Proceedings of the National Academy of Sciences of the United States of America.
2018 07; 115(28):E6428-E6436. doi:
10.1073/pnas.1802977115
. [PMID: 29941560] - Amanpreet Kaur, Bhupinder Singh Bhoop, Sanjay Chhibber, Gajanand Sharma, Vijay Singh Gondil, Om Prakash Katare. Supramolecular nano-engineered lipidic carriers based on diflunisal-phospholipid complex for transdermal delivery: QbD based optimization, characterization and preclinical investigations for management of rheumatoid arthritis.
International journal of pharmaceutics.
2017 Nov; 533(1):206-224. doi:
10.1016/j.ijpharm.2017.09.041
. [PMID: 28943207] - Mobina Alemi, Sara C Silva, Isabel Santana, Isabel Cardoso. Transthyretin stability is critical in assisting beta amyloid clearance- Relevance of transthyretin stabilization in Alzheimer's disease.
CNS neuroscience & therapeutics.
2017 Jul; 23(7):605-619. doi:
10.1111/cns.12707
. [PMID: 28570028] - Alketa Tarushi, Chrisoula Kakoulidou, Catherine P Raptopoulou, Vassilis Psycharis, Dimitris P Kessissoglou, Ioanna Zoi, Athanasios N Papadopoulos, George Psomas. Zinc complexes of diflunisal: Synthesis, characterization, structure, antioxidant activity, and in vitro and in silico study of the interaction with DNA and albumins.
Journal of inorganic biochemistry.
2017 05; 170(?):85-97. doi:
10.1016/j.jinorgbio.2017.02.010
. [PMID: 28231454] - Spyros Perontsis, Antonios G Hatzidimitriou, Athanasios N Papadopoulos, George Psomas. Nickel-diflunisal complexes: synthesis, characterization, in vitro antioxidant activity and interaction with DNA and albumins.
Journal of inorganic biochemistry.
2016 09; 162(?):9-21. doi:
10.1016/j.jinorgbio.2016.06.003
. [PMID: 27318424] - Amanpreet Kaur, Shishu Goindi, Om Prakash Katare. Formulation, characterisation and in vivo evaluation of lipid-based nanocarrier for topical delivery of diflunisal.
Journal of microencapsulation.
2016 Aug; 33(5):475-86. doi:
10.1080/02652048.2016.1216189
. [PMID: 27499126] - Sofia Tsiliou, Lida-Aikaterini Kefala, Antonios G Hatzidimitriou, Dimitris P Kessissoglou, Franc Perdih, Athanasios N Papadopoulos, Iztok Turel, George Psomas. Cobalt(II) complexes with non-steroidal anti-inflammatory drugs and α-diimines.
Journal of inorganic biochemistry.
2016 07; 160(?):125-39. doi:
10.1016/j.jinorgbio.2015.12.015
. [PMID: 26775611] - Kotaro Shirakawa, Lan Wang, Na Man, Jasna Maksimoska, Alexander W Sorum, Hyung W Lim, Intelly S Lee, Tadahiro Shimazu, John C Newman, Sebastian Schröder, Melanie Ott, Ronen Marmorstein, Jordan Meier, Stephen Nimer, Eric Verdin. Salicylate, diflunisal and their metabolites inhibit CBP/p300 and exhibit anticancer activity.
eLife.
2016 05; 5(?):. doi:
10.7554/elife.11156
. [PMID: 27244239] - Irina Iakovleva, Afshan Begum, Kristoffer Brännström, Alexandra Wijsekera, Lina Nilsson, Jin Zhang, Patrik L Andersson, A Elisabeth Sauer-Eriksson, Anders Olofsson. Tetrabromobisphenol A Is an Efficient Stabilizer of the Transthyretin Tetramer.
PloS one.
2016; 11(4):e0153529. doi:
10.1371/journal.pone.0153529
. [PMID: 27093678] - Irina Iakovleva, Kristoffer Brännström, Lina Nilsson, Anna L Gharibyan, Afshan Begum, Intissar Anan, Malin Walfridsson, A Elisabeth Sauer-Eriksson, Anders Olofsson. Enthalpic Forces Correlate with the Selectivity of Transthyretin-Stabilizing Ligands in Human Plasma.
Journal of medicinal chemistry.
2015 Aug; 58(16):6507-15. doi:
10.1021/acs.jmedchem.5b00544
. [PMID: 26214366] - Michael J Greene, Elena S Klimtchuk, David C Seldin, John L Berk, Lawreen H Connors. Cooperative stabilization of transthyretin by clusterin and diflunisal.
Biochemistry.
2015 Jan; 54(2):268-78. doi:
10.1021/bi5011249
. [PMID: 25478940] - Paolo Ascenzi, Loris Leboffe, Alessandra di Masi, Viviana Trezza, Gabriella Fanali, Magda Gioia, Massimo Coletta, Mauro Fasano. Ligand binding to the FA3-FA4 cleft inhibits the esterase-like activity of human serum albumin.
PloS one.
2015; 10(3):e0120603. doi:
10.1371/journal.pone.0120603
. [PMID: 25790235] - Takeshi Yokoyama, Yuto Kosaka, Mineyuki Mizuguchi. Inhibitory activities of propolis and its promising component, caffeic acid phenethyl ester, against amyloidogenesis of human transthyretin.
Journal of medicinal chemistry.
2014 Nov; 57(21):8928-35. doi:
10.1021/jm500997m
. [PMID: 25314129] - Takeshi Yokoyama, Yuto Kosaka, Mineyuki Mizuguchi. Crystal structures of human transthyretin complexed with glabridin.
Journal of medicinal chemistry.
2014 Feb; 57(3):1090-6. doi:
10.1021/jm401832j
. [PMID: 24422526] - Hong Liang, Feng Yang, Nicole Lee, Xiaoyang Wu. HSA-based anti-inflammatory therapy: a new and improved approach.
Future medicinal chemistry.
2014 Feb; 6(2):119-21. doi:
10.4155/fmc.13.195
. [PMID: 24467237] - Carlos A Ribeiro, Sandra Marisa Oliveira, Luis F Guido, Ana Magalhães, Gregorio Valencia, Gemma Arsequell, Maria João Saraiva, Isabel Cardoso. Transthyretin stabilization by iododiflunisal promotes amyloid-β peptide clearance, decreases its deposition, and ameliorates cognitive deficits in an Alzheimer's disease mouse model.
Journal of Alzheimer's disease : JAD.
2014; 39(2):357-70. doi:
10.3233/jad-131355
. [PMID: 24169237] - Dinesh S Patel, Naveen Sharma, Mukesh C Patel, Bhavin N Patel, Pranav S Shrivastav, Mallika Sanyal. Sensitive and selective determination of diflunisal in human plasma by LC-MS.
Journal of chromatographic science.
2013 Oct; 51(9):872-82. doi:
10.1093/chromsci/bms181
. [PMID: 23144359] - Feng Yang, Zhi Yuan Ma, Yao Zhang, Guo Qing Li, Mei Li, Jiang Ke Qin, Oksana Lockridge, Hong Liang. Human serum albumin-based design of a diflunisal prodrug.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
2013 Aug; 84(3):549-54. doi:
10.1016/j.ejpb.2013.01.013
. [PMID: 23416065] - S A Helmy, H M El Bedaiwy. Comparative in vitro dissolution and in vivo bioavailability of diflunisal/naproxen fixed-dose combination tablets and concomitant administration of diflunisal and naproxen in healthy adult subjects.
Drug research.
2013 Mar; 63(3):150-8. doi:
10.1055/s-0033-1333768
. [PMID: 23444169] - David Adams, Cécile Cauquil, Marie Théaudin. [Familial amyloid polyneuropathies: therapeutic issues].
Bulletin de l'Academie nationale de medecine.
2012 Oct; 196(7):1333-45; discussion 1345. doi:
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. [PMID: 23815018] - Nelson Ferreira, Maria João Saraiva, Maria Rosário Almeida. Epigallocatechin-3-gallate as a potential therapeutic drug for TTR-related amyloidosis: 'in vivo' evidence from FAP mice models.
PloS one.
2012; 7(1):e29933. doi:
10.1371/journal.pone.0029933
. [PMID: 22253829] - B M Hovey, J E Ward, P Soo Hoo, C J O'Hara, L H Connors, D C Seldin. Preclinical development of siRNA therapeutics for AL amyloidosis.
Gene therapy.
2011 Dec; 18(12):1150-6. doi:
10.1038/gt.2011.69
. [PMID: 21562591] - Stella Fountoulaki, Franc Perdih, Iztok Turel, Dimitris P Kessissoglou, George Psomas. Non-steroidal anti-inflammatory drug diflunisal interacting with Cu(II). Structure and biological features.
Journal of inorganic biochemistry.
2011 Dec; 105(12):1645-55. doi:
10.1016/j.jinorgbio.2011.09.004
. [PMID: 22071090] - Mamoun M Alhamadsheh, Stephen Connelly, Ahryon Cho, Natàlia Reixach, Evan T Powers, Dorothy W Pan, Ian A Wilson, Jeffery W Kelly, Isabella A Graef. Potent kinetic stabilizers that prevent transthyretin-mediated cardiomyocyte proteotoxicity.
Science translational medicine.
2011 Aug; 3(97):97ra81. doi:
10.1126/scitranslmed.3002473
. [PMID: 21865539] - Yelda Bilginer, Tekin Akpolat, Seza Ozen. Renal amyloidosis in children.
Pediatric nephrology (Berlin, Germany).
2011 Aug; 26(8):1215-27. doi:
10.1007/s00467-011-1797-x
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Journal of structural biology.
2011 Apr; 174(1):84-91. doi:
10.1016/j.jsb.2010.10.004
. [PMID: 20940056] - Sungwook Choi, Jeffery W Kelly. A competition assay to identify amyloidogenesis inhibitors by monitoring the fluorescence emitted by the covalent attachment of a stilbene derivative to transthyretin.
Bioorganic & medicinal chemistry.
2011 Feb; 19(4):1505-14. doi:
10.1016/j.bmc.2010.12.050
. [PMID: 21273081] - David Buttar, Nicola Colclough, Stefan Gerhardt, Philip A MacFaul, Scott D Phillips, Alleyn Plowright, Paul Whittamore, Kin Tam, Klaus Maskos, Stefan Steinbacher, Holger Steuber. A combined spectroscopic and crystallographic approach to probing drug-human serum albumin interactions.
Bioorganic & medicinal chemistry.
2010 Nov; 18(21):7486-96. doi:
10.1016/j.bmc.2010.08.052
. [PMID: 20869876] - Shu-ichi Ikeda. [Therapeutic strategy for familial amyloid polyneuropathy (FAP)].
Rinsho shinkeigaku = Clinical neurology.
2009 Nov; 49(11):953-5. doi:
10.5692/clinicalneurol.49.953
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British journal of clinical pharmacology.
2009 Sep; 68(3):402-12. doi:
10.1111/j.1365-2125.2009.03469.x
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Chemical reviews.
2009 May; 109(5):1793-899. doi:
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Analytica chimica acta.
2008 Sep; 625(1):47-54. doi:
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. [PMID: 18721539] - Hadir M Maher. Simultaneous determination of naproxen and diflunisal using synchronous luminescence spectrometry.
Journal of fluorescence.
2008 Sep; 18(5):909-17. doi:
10.1007/s10895-008-0322-5
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Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
10.1124/dmd.108.020479
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The Journal of biological chemistry.
2008 May; 283(18):11887-96. doi:
10.1074/jbc.m709638200
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Journal of medicinal chemistry.
2008 Apr; 51(7):2009-17. doi:
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The open medicinal chemistry journal.
2008 Jan; 2(?):1-5. doi:
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Amyloid : the international journal of experimental and clinical investigation : the official journal of the International Society of Amyloidosis.
2007 Sep; 14(3):227-36. doi:
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. [PMID: 17701470] - J A Murillo Pulgarín, A Alañón Molina, P Fernández López, I Sánchez-Ferrer Robles. Direct determination of closely overlapping drug mixtures of diflunisal and salicylic acid in serum by means of derivative matrix isopotential synchronous fluorescence spectrometry.
Analytica chimica acta.
2007 Jan; 583(1):55-62. doi:
10.1016/j.aca.2006.10.009
. [PMID: 17386526] - Kana Tojo, Yoshiki Sekijima, Jeffery W Kelly, Shu-ichi Ikeda. Diflunisal stabilizes familial amyloid polyneuropathy-associated transthyretin variant tetramers in serum against dissociation required for amyloidogenesis.
Neuroscience research.
2006 Dec; 56(4):441-9. doi:
10.1016/j.neures.2006.08.014
. [PMID: 17028027] - Hege Christensen, Mark Baker, Geoffrey T Tucker, Amin Rostami-Hodjegan. Prediction of plasma protein binding displacement and its implications for quantitative assessment of metabolic drug-drug interactions from in vitro data.
Journal of pharmaceutical sciences.
2006 Dec; 95(12):2778-87. doi:
10.1002/jps.20733
. [PMID: 16937340] - Yoshiki Sekijima, Maria A Dendle, Jeffery W Kelly. Orally administered diflunisal stabilizes transthyretin against dissociation required for amyloidogenesis.
Amyloid : the international journal of experimental and clinical investigation : the official journal of the International Society of Amyloidosis.
2006 Dec; 13(4):236-49. doi:
10.1080/13506120600960882
. [PMID: 17107884] - A Davilas, M Koupparis, P Macheras, G Valsami. In-vitro study on the competitive binding of diflunisal and uraemic toxins to serum albumin and human plasma using a potentiometric ion-probe technique.
The Journal of pharmacy and pharmacology.
2006 Nov; 58(11):1467-74. doi:
10.1211/jpp.58.11.0007
. [PMID: 17132209] - Yuji Mano, Takashi Usui, Hidetaka Kamimura. In vitro drug interaction between diflunisal and indomethacin via glucuronidation in humans.
Biopharmaceutics & drug disposition.
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