Suprofen (BioDeep_00000006469)

 

Secondary id: BioDeep_00000398965

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid

化学式: C14H12O3S (260.0507)
中文名称: 舒洛芬
谱图信息: 最多检出来源 Homo sapiens(blood) 21.16%

Reviewed

Last reviewed on 2024-08-14.

Cite this Page

Suprofen. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/suprofen (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000006469). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(C(=O)O)c1ccc(C(=O)c2cccs2)cc1
InChI: InChI=1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)

描述信息

Suprofen is only found in individuals that have used or taken this drug. It is an ibuprofen-type anti-inflammatory analgesic and antipyretic. It inhibits prostaglandin synthesis and has been proposed as an anti-arthritic. [PubChem]Suprofen binds to the cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) isoenzymes, preventing the synthesis of prostaglandins and reducing the inflammatory response. Cyclooxygenase catalyses the formation of prostaglandins and thromboxane from arachidonic acid (itself derived from the cellular phospholipid bilayer by phospholipase A2). Prostaglandins act (among other things) as messenger molecules in the process of inflammation. The overall result is a reduction in pain and inflammation in the eyes and the prevention of pupil constriction during surgery. Normally trauma to the anterior segment of the eye (especially the iris) increases endogenous prostaglandin synthesis which leads to constriction of the iris sphincter.
M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AE - Propionic acid derivatives
D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors
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
D000893 - Anti-Inflammatory Agents
D004791 - Enzyme Inhibitors

同义名列表

21 个代谢物同义名

alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid; 2-[4-(Thiophene-2-carbonyl)-phenyl]-propionic acid; alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetate; a-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid; Α-methyl-4-(2-thienylcarbonyl)benzeneacetic acid; 2-[4-(thiophene-2-carbonyl)phenyl]propanoic acid; 2-[4-(Thiophene-2-carbonyl)-phenyl]-propionate; a-Methyl-4-(2-thienylcarbonyl)benzeneacetate; Α-methyl-4-(2-thienylcarbonyl)benzeneacetate; (+-)-2-(p-(2-Thenoyl)phenyl)propionic acid; (+-)-2-(p-(2-Thenoyl)phenyl)propionate; 2-(4-(2-Thenoyl)phenyl)propionsaeure; 4-(2-Thenoyl)hydratropsaeure; p-2-Thenoylhydratropic acid; p-2-Thenoylhydratropate; Suprofenum; SUTOPROFEN; Suprofene; suprofen; PROFENAL; Suprofen



数据库引用编号

18 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。

亚细胞结构定位 关联基因列表
Cytoplasm 8 ALB, CAT, G6PD, NR1I3, NR3C1, PF4, PTGFR, PTGS1
Peripheral membrane protein 3 AP1S2, G6PD, PTGS1
Endosome membrane 1 TF
Endoplasmic reticulum membrane 2 CYB5A, PTGS1
Nucleus 4 ALB, NR1I2, NR1I3, NR3C1
cytosol 9 ALB, AP1S2, AVP, CAT, CYB5A, G6PD, LIPE, NR1I3, NR3C1
dendrite 1 AVP
nuclear body 1 NR1I2
centrosome 2 ALB, NR3C1
nucleoplasm 3 NR1I2, NR1I3, NR3C1
Cell membrane 3 CYSLTR2, LIPE, PTGFR
Cytoplasmic side 1 AP1S2
Multi-pass membrane protein 2 CYSLTR2, PTGFR
Synapse 1 NR3C1
cell surface 1 TF
Golgi apparatus 3 ALB, AP1S2, PTGS1
Golgi membrane 1 AP1S2
lysosomal membrane 2 AP1S2, CP
Cytoplasm, cytosol 2 G6PD, LIPE
plasma membrane 8 CP, CYSLTR2, F2, IGHE, KNG1, PTGFR, REN, TF
Membrane 6 CAT, CYB5A, G6PD, LIPE, NR3C1, REN
apical plasma membrane 1 TF
caveola 1 LIPE
extracellular exosome 8 ALB, CAT, CP, F2, G6PD, KNG1, PTGS1, TF
endoplasmic reticulum 1 ALB
extracellular space 9 ALB, AVP, CP, F2, IGHE, KNG1, PF4, REN, TF
perinuclear region of cytoplasm 1 TF
mitochondrion 2 CAT, NR3C1
protein-containing complex 3 ALB, CAT, NR3C1
intracellular membrane-bounded organelle 5 AP1S2, CAT, CYB5A, G6PD, PTGS1
Microsome membrane 1 PTGS1
Single-pass type I membrane protein 1 IGHE
Secreted 7 ALB, AVP, CP, F2, PF4, REN, TF
extracellular region 11 ALB, AVP, CAT, CP, F2, IGHE, KNG1, PF4, PTGFR, REN, TF
cytoplasmic side of plasma membrane 1 G6PD
mitochondrial outer membrane 1 CYB5A
basal part of cell 1 TF
mitochondrial matrix 2 CAT, NR3C1
anchoring junction 1 ALB
transcription regulator complex 1 NR1I2
centriolar satellite 1 G6PD
photoreceptor outer segment 1 PTGS1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
cytoplasmic vesicle 1 TF
Early endosome 2 AP1S2, TF
Membrane, clathrin-coated pit 1 AP1S2
apical part of cell 1 REN
clathrin-coated pit 2 AP1S2, TF
recycling endosome 1 TF
vesicle 1 TF
Cytoplasm, cytoskeleton 1 NR1I3
Cytoplasm, cytoskeleton, spindle 1 NR3C1
focal adhesion 1 CAT
spindle 1 NR3C1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 3 F2, KNG1, PF4
secretory granule 1 AVP
nuclear speck 1 NR3C1
Late endosome 1 TF
neuron projection 1 PTGS1
ciliary basal body 1 ALB
chromatin 3 NR1I2, NR1I3, NR3C1
IgE immunoglobulin complex 1 IGHE
Chromosome 1 NR3C1
cytoskeleton 1 NR1I3
centriole 1 ALB
Secreted, extracellular space 1 KNG1
spindle pole 1 ALB
blood microparticle 5 ALB, CP, F2, KNG1, TF
[Isoform 2]: Cell membrane 1 IGHE
Endomembrane system 2 AP1S2, PTGS1
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Cytoplasmic vesicle membrane 1 AP1S2
Nucleus, nucleoplasm 1 NR3C1
intermediate filament cytoskeleton 1 NR1I2
basal plasma membrane 1 TF
trans-Golgi network membrane 1 AP1S2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, TF
HFE-transferrin receptor complex 1 TF
Golgi lumen 1 F2
endoplasmic reticulum lumen 5 ALB, CP, F2, KNG1, TF
platelet alpha granule lumen 3 ALB, KNG1, PF4
endocytic vesicle 1 TF
neuronal dense core vesicle 1 AVP
clathrin-coated endocytic vesicle membrane 2 AVP, TF
AP-type membrane coat adaptor complex 1 AP1S2
membrane coat 1 AP1S2
AP-1 adaptor complex 1 AP1S2
[Isoform 3]: Cell membrane 1 IGHE
[Isoform Alpha]: Cytoplasm 1 NR3C1
vesicle coat 1 TF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
catalase complex 1 CAT
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
ciliary transition fiber 1 ALB
dense body 1 TF


文献列表

  • 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]
  • Kamil Zielinski, Bartosz Sekula, Anna Bujacz, Izabela Szymczak. Structural investigations of stereoselective profen binding by equine and leporine serum albumins. Chirality. 2020 03; 32(3):334-344. doi: 10.1002/chir.23162. [PMID: 31905261]
  • 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]
  • Satoshi Endo, Namiki Miyagi, Toshiyuki Matsunaga, Akira Ikari. Rabbit dehydrogenase/reductase SDR family member 11 (DHRS11): Its identity with acetohexamide reductase with broad substrate specificity and inhibitor sensitivity, different from human DHRS11. Chemico-biological interactions. 2019 May; 305(?):12-20. doi: 10.1016/j.cbi.2019.03.026. [PMID: 30926317]
  • Frida Gustafsson, Alison J Foster, Sunil Sarda, Matthew H Bridgland-Taylor, J Gerry Kenna. A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans. Toxicological sciences : an official journal of the Society of Toxicology. 2014 Jan; 137(1):189-211. doi: 10.1093/toxsci/kft223. [PMID: 24085192]
  • Franciszek Główka, Marta Karaźniewicz-Łada, Edmund Grześkowiak, Dominika Rogozinska, Wojciech Romanowski. Clinical pharmacokinetics of ketoprofen enantiomers in wild type of Cyp 2c8 and Cyp 2c9 patients with rheumatoid arthritis. European journal of drug metabolism and pharmacokinetics. 2011 Sep; 36(3):167-73. doi: 10.1007/s13318-011-0041-1. [PMID: 21516380]
  • Helga Margret Skuladottir, Margret Birna Andresdottir, Sverrir Hardarson, Margret Arnadottir. [Acute flank pain syndrome: a common presentation of acute renal failure in young men in Iceland]. Laeknabladid. 2011 04; 97(4):215-21. doi: 10.17992/lbl.2011.04.361. [PMID: 21451200]
  • Klefah A K Musa, Leif A Eriksson. Photodegradation mechanism of nonsteroidal anti-inflammatory drugs containing thiophene moieties: suprofen and tiaprofenic acid. The journal of physical chemistry. B. 2009 Aug; 113(32):11306-13. doi: 10.1021/jp904171p. [PMID: 19719267]
  • Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance. Journal of medicinal chemistry. 2009 Aug; 52(15):4844-52. doi: 10.1021/jm900403j. [PMID: 19445515]
  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • Munish Ahuja, Avinash S Dhake, Surendra K Sharma, Dipak K Majumdar. Topical ocular delivery of NSAIDs. The AAPS journal. 2008 Jun; 10(2):229-41. doi: 10.1208/s12248-008-9024-9. [PMID: 18437583]
  • M Yusoff Dawood, Firyal S Khan-Dawood. Differential suppression of menstrual fluid prostaglandin F2a, prostaglandin E2, 6-keto prostaglandin F1a and thromboxane B2 by suprofen in women with primary dysmenorrhea. Prostaglandins & other lipid mediators. 2007 Feb; 83(1-2):146-53. doi: 10.1016/j.prostaglandins.2006.10.009. [PMID: 17259081]
  • Jian Hua Liu, Philip C Smith. Predicting the pharmacokinetics of acyl glucuronides and their parent compounds in disease states. Current drug metabolism. 2006 Feb; 7(2):147-63. doi: 10.2174/138920006775541589. [PMID: 16472105]
  • Fred De Clerck, Yves Somers, Erik Mannaert, Andrew Greenspan, Marielle Eerdekens. In vitro effects of risperidone and 9-hydroxy-risperidone on human platelet function, plasma coagulation, and fibrinolysis. Clinical therapeutics. 2004 Aug; 26(8):1261-73. doi: 10.1016/s0149-2918(04)80097-3. [PMID: 15476907]
  • Ozlem Oğün Cirli, Vasif Hasirci. UV-induced drug release from photoactive REV sensitized by suprofen. Journal of controlled release : official journal of the Controlled Release Society. 2004 Apr; 96(1):85-96. doi: 10.1016/j.jconrel.2004.01.008. [PMID: 15063031]
  • Yi-Fen Pai, Chun-Chi Lin, Chuen-Ying Liu. Optimization of sample stacking for the simultaneous determination of nonsteroidal anti-inflammatory drugs with a wall-coated histidine capillary column. Electrophoresis. 2004 Feb; 25(4-5):569-77. doi: 10.1002/elps.200305780. [PMID: 14981683]
  • S K Shrivastava, D K Jain, P Trivedi. Dextrans--potential polymeric drug carriers for suprofen. Die Pharmazie. 2003 Nov; 58(11):804-6. doi: NULL. [PMID: 14664336]
  • Hee Seung Kim, John Austin, David S Hage. Identification of drug-binding sites on human serum albumin using affinity capillary electrophoresis and chemically modified proteins as buffer additives. Electrophoresis. 2002 Mar; 23(6):956-63. doi: 10.1002/1522-2683(200203)23:6<956::aid-elps956>3.0.co;2-7. [PMID: 11920883]
  • Y Imamura, T Higuchi, M Otagiri. Protective effects of suprofen and its methyl ester against inactivation of rabbit kidney carbonyl reductase by phenylglyoxal. Journal of enzyme inhibition. 2001 Nov; 16(5):451-5. doi: 10.1080/14756360109162394. [PMID: 11916151]
  • J Moser, A Hye, W W Lovell, L K Earl, J V Castell, M A Miranda. Mechanisms of drug photobinding to proteins: photobinding of suprofen to human serum albumin. Toxicology in vitro : an international journal published in association with BIBRA. 2001 Aug; 15(4-5):333-7. doi: 10.1016/s0887-2333(01)00033-9. [PMID: 11566558]
  • E F Castro, A L Soraci, R Franci, F A Fogel, M O Tapia. Disposition of suprofen enantiomers in the cat. Veterinary journal (London, England : 1997). 2001 Jul; 162(1):38-43. doi: 10.1053/tvjl.2001.0584. [PMID: 11409928]
  • C Bertucci. Enantioselective inhibition of the binding of rac-profens to human serum albumin induced by lithocholate. Chirality. 2001 Jul; 13(7):372-8. doi: 10.1002/chir.1047. [PMID: 11400191]
  • Y J Chiou, K B Tomer, P C Smith. Effect of nonenzymatic glycation of albumin and superoxide dismutase by glucuronic acid and suprofen acyl glucuronide on their functions in vitro. Chemico-biological interactions. 1999 Jul; 121(2):141-59. doi: 10.1016/s0009-2797(99)00098-8. [PMID: 10418961]
  • J V Castell, D Hernández, M J Gómez-Lechón, A Lahoz, M A Miranda, I M Morera, J Pérez-Prieto, Z Sarabia. Photobinding of tiaprofenic acid and suprofen to proteins and cells: a combined study using radiolabeling, antibodies and laser flash photolysis of model bichromophores. Photochemistry and photobiology. 1998 Nov; 68(5):660-5. doi: . [PMID: 9825695]
  • G Giammona, G Pitarresi, V Tomarchio, G De Guidi, S Giuffrida. Swellable microparticles containing Suprofen: evaluation of in vitro release and photochemical behaviour. Journal of controlled release : official journal of the Controlled Release Society. 1998 Feb; 51(2-3):249-57. doi: 10.1016/s0168-3659(97)00177-6. [PMID: 9685923]
  • P C Smith, J H Liu. Covalent binding of suprofen to renal tissue of rat correlates with excretion of its acyl glucuronide. Xenobiotica; the fate of foreign compounds in biological systems. 1995 May; 25(5):531-40. doi: 10.3109/00498259509061872. [PMID: 7571726]
  • N Sugiyama, F Akahoshi, S Kuwahara, M Kajii, Y Sakaue, H Yakumaru, M Sugiura, C Fukaya. Synthesis and topical antiinflammatory and antiallergic activities of antioxidant o-aminophenol derivatives. Journal of medicinal chemistry. 1994 Jun; 37(13):1977-82. doi: 10.1021/jm00039a010. [PMID: 7913134]
  • Y Kuno, T Numata. Photocontact allergy due to suprofen. The Journal of dermatology. 1994 May; 21(5):352-7. doi: 10.1111/j.1346-8138.1994.tb01752.x. [PMID: 8051323]
  • W N Wu, J A Masucci. Identification of two new suprofen metabolites in human urine. Journal of pharmaceutical and biomedical analysis. 1994 Apr; 12(4):569-71. doi: 10.1016/0731-7085(94)80034-0. [PMID: 7918773]
  • J V Castell, M J Gomez-Lechon, C Grassa, L A Martinez, M A Miranda, P Tarrega. Photodynamic lipid peroxidation by the photosensitizing nonsteroidal antiinflammatory drugs suprofen and tiaprofenic acid. Photochemistry and photobiology. 1994 Jan; 59(1):35-9. doi: 10.1111/j.1751-1097.1994.tb04998.x. [PMID: 8127938]
  • P C Smith, J H Liu. Covalent binding of suprofen acyl glucuronide to albumin in vitro. Xenobiotica; the fate of foreign compounds in biological systems. 1993 Apr; 23(4):337-48. doi: 10.3109/00498259309057022. [PMID: 8337892]
  • T Maruyama, C C Lin, K Yamasaki, T Miyoshi, T Imai, M Yamasaki, M Otagiri. Binding of suprofen to human serum albumin. Role of the suprofen carboxyl group. Biochemical pharmacology. 1993 Mar; 45(5):1017-26. doi: 10.1016/0006-2952(93)90245-r. [PMID: 8461031]
  • N J van Haeringen, N L Verbey, J L van Delft. Antagonists and inhibitors of lipid mediators in experimental inflammation of the cornea. Journal of ocular pharmacology. 1993; 9(4):365-72. doi: 10.1089/jop.1993.9.365. [PMID: 8106842]
  • G C Leo, W N Wu. The utility of one-dimensional homonuclear Hartmann-Hahn spectroscopy (1D HOHAHA) for identifying the suprofen glucuronides fraction from an HPLC separation. Journal of pharmaceutical and biomedical analysis. 1992 Aug; 10(8):607-13. doi: 10.1016/0731-7085(92)80087-4. [PMID: 1463796]
  • T A Noctor, I W Wainer, D S Hage. Allosteric and competitive displacement of drugs from human serum albumin by octanoic acid, as revealed by high-performance liquid affinity chromatography, on a human serum albumin-based stationary phase. Journal of chromatography. 1992 Jun; 577(2):305-15. doi: 10.1016/0378-4347(92)80252-l. [PMID: 1400761]
  • M F Bureau, F De Clerck, J Lefort, C D Arreto, B B Vargaftig. Thromboxane A2 accounts for bronchoconstriction but not for platelet sequestration and microvascular albumin exchanges induced by fMLP in the guinea pig lung. The Journal of pharmacology and experimental therapeutics. 1992 Feb; 260(2):832-40. doi: NULL. [PMID: 1738127]
  • D R Luke, K L Berens. Effects of suprofen on the isolated perfused rat kidney. Renal failure. 1992; 14(2):187-92. doi: 10.3109/08860229209039130. [PMID: 1636026]
  • H Fujita, I Matsuo. Type I lipid photo-oxidation by the nonsteroidal anti-inflammatory drug suprofen: a possible key to its photosensitivity. Photodermatology, photoimmunology & photomedicine. 1992 199; 9(5):203-8. doi: ". [PMID: 1342189]
  • Y Shinohara, H Magara, S Baba. Stereoselective pharmacokinetics and inversion of suprofen enantiomers in humans. Journal of pharmaceutical sciences. 1991 Nov; 80(11):1075-8. doi: 10.1002/jps.2600801116. [PMID: 1815060]
  • Y Shinohara, N Kirii, H Tamaoki, H Magara, S Baba. Determination of the enantiomers of suprofen and [2H3]suprofen in plasma by capillary gas chromatography-mass spectrometry. Journal of chromatography. 1990 Jan; 525(1):93-104. doi: 10.1016/s0378-4347(00)83382-4. [PMID: 2338451]
  • B L Strom, S L West, E Sim, J L Carson. The epidemiology of the acute flank pain syndrome from suprofen. Clinical pharmacology and therapeutics. 1989 Dec; 46(6):693-9. doi: 10.1038/clpt.1989.206. [PMID: 2598570]
  • B A van Dijk, P B Rico, A Hoitsma, V A Kunst. Immune hemolytic anemia associated with tolmetin and suprofen. Transfusion. 1989 Sep; 29(7):638-41. doi: 10.1046/j.1537-2995.1989.29789369685.x. [PMID: 2773031]
  • A C Rossi, L Bosco, G A Faich, A Tanner, R Temple. The importance of adverse reaction reporting by physicians. Suprofen and the flank pain syndrome. JAMA. 1988 Feb; 259(8):1203-4. doi: . [PMID: 3276945]
  • P A Abraham, C E Halstenson, J A Opsahl, G R Matzke, W F Keane. Suprofen-induced uricosuria. A potential mechanism for acute nephropathy and flank pain. American journal of nephrology. 1988; 8(2):90-5. doi: 10.1159/000167564. [PMID: 3394726]
  • A S Nies. Renal effects of nonsteroidal anti-inflammatory drugs. Agents and actions. Supplements. 1988; 24(?):95-106. doi: 10.1007/978-3-0348-9160-8_9. [PMID: 3142236]
  • P A Pazmiño. Suprofen-induced acute renal failure. Texas medicine. 1987 Dec; 83(12):32-3. doi: NULL. [PMID: 3424239]
  • J Talmud, J Davey. Suprofen, flank pain and renal involvement: a case report. South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde. 1987 Aug; 72(3):225-6. doi: NULL. [PMID: 3603324]
  • S Snyder, B P Teehan. Suprofen and renal failure. Annals of internal medicine. 1987 May; 106(5):776. doi: 10.7326/0003-4819-106-5-776_1. [PMID: 3565984]
  • S M Wolfe. Suprofen-induced transient flank pain and renal failure. The New England journal of medicine. 1987 Apr; 316(16):1025-6. doi: 10.1056/nejm198704163161612. [PMID: 3561450]
  • D Hart, M Ward, M D Lifschitz. Suprofen-related nephrotoxicity. A distinct clinical syndrome. Annals of internal medicine. 1987 Feb; 106(2):235-8. doi: 10.7326/0003-4819-106-2-235. [PMID: 3800183]
  • N E Henann, J R Morales. Suprofen-induced acute renal failure revisited. Drug intelligence & clinical pharmacy. 1987 Jan; 21(1 Pt 1):69. doi: 10.1177/10600280870211p111. [PMID: 3816560]
  • S Malandrino, M Angelini, L Baldini, L Barenghi, M Borsa, M Carrabba, F Ceriotti, G C Tonon. Effects of suprofen on renal function in patients with rheumatoid arthritis. International journal of clinical pharmacology research. 1987; 7(4):259-63. doi: . [PMID: 3474214]
  • N S Davis, A Spital, D E Kamm. Suprofen and acute renal failure. Annals of internal medicine. 1986 Dec; 105(6):976-7. doi: 10.7326/0003-4819-105-6-976_3. [PMID: 3777736]
  • N E Henann, J R Morales. Suprofen-induced acute renal failure. Drug intelligence & clinical pharmacy. 1986 Nov; 20(11):860-2. doi: 10.1177/106002808602001107. [PMID: 3780418]
  • K Abreo, J LaBarre. Suprofen, acute renal failure, and hematuria. Annals of internal medicine. 1986 Nov; 105(5):799. doi: 10.7326/0003-4819-105-5-799_2. [PMID: 3767163]
  • NULL. Suprofen labeling revised. FDA drug bulletin. 1986 Nov; 16(2):15-16. doi: NULL. [PMID: 3817342]
  • N Michos, H W Zulliger, T Möller, G Klein. Suprofen sustained release kinetics in healthy male volunteers. 2nd communication: a multiple dose steady-state kinetics of suprofen sustained release tablets during 6 days in healthy male volunteers. Arzneimittel-Forschung. 1986 Jun; 36(6):949-54. doi: NULL. [PMID: 3741529]
  • N Michos, H W Zulliger, M F Barkworth, K J Johnson, K D Rehm, H Töberich, G Klein. Suprofen sustained release kinetics in healthy male volunteers. 1st communication: a single dose open crossover bioavailability study of suprofen sustained release tablets versus capsules. Arzneimittel-Forschung. 1986 Jun; 36(6):941-8. doi: . [PMID: 3741528]
  • Y Mori, N Kuroda, Y Sakai, F Yokoya, K Toyoshi, S Baba. Species differences in the metabolism of suprofen in laboratory animals and man. Drug metabolism and disposition: the biological fate of chemicals. 1985 Mar; 13(2):239-45. doi: . [PMID: 2859175]
  • H W Zulliger, N Michos, E Fenzl. Local and systemic tolerability of suprofen. Experience with intravenous administration and infusion in healthy volunteers (2nd comm.). Arzneimittel-Forschung. 1985; 35(4):748-55. doi: NULL. [PMID: 4015742]
  • H W Zulliger, A Fassolt. Pharmacokinetics and bioavailability of suprofen injection solution after intravenous application versus capsules on six healthy male volunteers. Arzneimittel-Forschung. 1985; 35(6):976-80. doi: NULL. [PMID: 4026925]
  • N Michos, H W Zulliger, E Fenzl. Pharmacokinetics and tolerability of suprofen. Experience with intramuscular application in healthy volunteers. Arzneimittel-Forschung. 1985; 35(4):738-45. doi: . [PMID: 4015740]
  • Y Mori, Y Sakai, N Kuroda, F Yokoya, K Toyoshi, M Horie, S Baba. Further structural analysis of urinary metabolites of suprofen in the rat. Drug metabolism and disposition: the biological fate of chemicals. 1984 Nov; 12(6):767-71. doi: . [PMID: 6150828]
  • Y Mori, F Yokoya, Y Sakai, K Toyoshi, S Baba. Distribution of suprofen in rats of both sexes. Radioisotopes. 1984 May; 33(5):284-90. doi: 10.3769/radioisotopes.33.5_284. [PMID: 6473840]
  • Y Mori, F Yokoya, Y Sakai, K Toyoshi, M Horie, S Baba. Autoradiographic study on the distribution of suprofen in rats of both sexes. Radioisotopes. 1984 May; 33(5):279-83. doi: 10.3769/radioisotopes.33.5_279. [PMID: 6473839]
  • Y Mori, F Yokoya, Y Sakai, K Toyoshi, S Baba. Absorption, distribution, and excretion of suprofen in mice of both sexes. Chemical & pharmaceutical bulletin. 1984 Mar; 32(3):1106-12. doi: 10.1248/cpb.32.1106. [PMID: 6744483]
  • F Yokoya, Y Mori, K Toyoshi, Y Sakai, S Baba, M Horie. Disposition of suprofen in rats following intravenous injection. Radioisotopes. 1984 Mar; 33(3):137-41. doi: 10.3769/radioisotopes.33.3_137. [PMID: 6473829]
  • J Hasegawa, T Nakayama, M Nozaki, H Fujimura. [Interaction of suprofen and serum albumin]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 1984 Jan; 83(1):85-91. doi: . [PMID: 6714853]
  • Y Mori, F Yokoya, Y Sakai, K Toyoshi, T Furuta, S Baba. Absorption and excretion of suprofen in both sexes of rats, guinea pigs, and rabbits. Radioisotopes. 1983 Sep; 32(9):416-8. doi: 10.3769/radioisotopes.32.9_416. [PMID: 6665234]
  • P Chaikin, M Chasin, B Kennedy, B K Silverman. Suprofen concentrations in human breast milk. Journal of clinical pharmacology. 1983 Aug; 23(8-9):385-90. doi: 10.1002/j.1552-4604.1983.tb02752.x. [PMID: 6630588]
  • Y Mori, F Yokoya, K Toyoshi, S Baba, Y Sakai. Absorption and excretion of suprofen in rats. Drug metabolism and disposition: the biological fate of chemicals. 1983 Jul; 11(4):387-91. doi: NULL. [PMID: 6137348]
  • H W Zulliger, A Fassolt. Suprofen kinetics in healthy male volunteers after intramuscular injection of increasing dosages. Arzneimittel-Forschung. 1983; 33(9):1322-6. doi: NULL. [PMID: 6685517]
  • H Imai, Y Muramatsu, K Niu, M Nozaki, H Fujimura. [Inhibitory effect of TN-762 (suprofen) on platelet aggregation]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 1982 Jul; 80(1):61-8. doi: . [PMID: 6757067]
  • H Müller, H W Zulliger, B A Dörig, R A Egli. Quantitative determination of suprofen in human plasma and urine by fully automated high-performance liquid chromatography. Arzneimittel-Forschung. 1982; 32(3):257-60. doi: NULL. [PMID: 7200784]
  • R J Capetola, D A Shriver, M E Rosenthale. Suprofen, a new peripheral analgesic. The Journal of pharmacology and experimental therapeutics. 1980 Jul; 214(1):16-23. doi: . [PMID: 6993657]
  • R J Smith. Nonsteroid anti-inflammatory agents: regulators of the phagocytic secretion of lysosomal enzymes from guinea-pig neutrophils. The Journal of pharmacology and experimental therapeutics. 1978 Nov; 207(2):618-29. doi: . [PMID: 712644]
  • K B Alton, J E Patrick. High-performance liquid chromatographic assay for suprofen, a potent new analgesic, in plasma. Journal of pharmaceutical sciences. 1978 Jul; 67(7):985-7. doi: 10.1002/jps.2600670731. [PMID: 660523]