Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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M106464-5g | 5g | In stock | $59.90 | |
M106464-25g | 25g | In stock | $229.90 | |
M106464-100g | 100g | In stock | $827.90 |
Short acting reducing agent
Synonyms | Tiopronine | AC-2087 | Acadione; Capen; Epatiol; Vincol | A-MERCAPTOPROPIONYL GLYCINE | SW219206-1 | DTXCID803678 | Mucolysin | N-(2-Mercaptopropionyl)glycine | TIOPRONIN [JAN] | Tiopronin Base | AKOS015895408 | BDBM50020805 | N-(2-mercaptopropanoyl)glyci |
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Specifications & Purity | ≥98% |
Biochemical and Physiological Mechanisms | Short acting reducing agent. Shows anticystinuric and hepatoprotective effects in vivo . Orally active. |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Mechanism of action | Reducing agent |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Controls the rate of cystine precipitation and excretion Tiopronin is a prescription thiol drug used to control the rate of cystine precipitation and excretion in the disease cystinuria. Target: Others Tiopronin is used primarily for cystinuria and is well known in the cystinuric community. Depending on the severity of a person's cystinuria, tiopronin may be taken for life, possibly starting in early childhood. It may also be used for Wilson's disease (an overload of copper in the body), and certain types of rare arthritis, though tiopronin is not an anti-inflammatory. Tiopronin is also sometimes used as a stabilizing agent for metal nanoparticles. The thiol group binds to the nanoparticles, preventing coagulation . |
ALogP | -0.1 |
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IUPAC Name | 2-(2-sulfanylpropanoylamino)acetic acid |
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INCHI | InChI=1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6,9)(H,7,8) |
InChi Key | YTGJWQPHMWSCST-UHFFFAOYSA-N |
Canonical SMILES | CC(C(=O)NCC(=O)O)S |
Isomeric SMILES | CC(C(=O)NCC(=O)O)S |
PubChem CID | 5483 |
Molecular Weight | 163.19 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
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H2430073 | Certificate of Analysis | Sep 07, 2024 | M106464 |
J1523053 | Certificate of Analysis | Jul 07, 2023 | M106464 |
I2212062 | Certificate of Analysis | Aug 01, 2022 | M106464 |
I2212063 | Certificate of Analysis | Aug 01, 2022 | M106464 |
I2212064 | Certificate of Analysis | Aug 01, 2022 | M106464 |
Solubility | Soluble in DMSO (32 mg/ml at 25 °C), water (32 mg/ml at 25 °C), ethanol (32 mg/ml at 25 °C), and methanol. |
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Melt Point(°C) | 98°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H302:Harmful if swallowed |
Precautionary Statements | P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. |
Merck Index | 9453 |
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2. G F Ferraccioli,F Cavalieri,M Mercadanti,F Salaffi,U Ambanelli,M Savi. (1985-10-01) Association between DR3 and thrombocytopenia due to gold or tiopronin. Case reports and review of the literature.. Clinical and experimental rheumatology, 3 ((4)): (341-343). [PMID:3910323] |
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9. Tamara Jefferson,Mirsada Čaušević,Ulrich auf dem Keller,Oliver Schilling,Simone Isbert,Rebecca Geyer,Wladislaw Maier,Sabrina Tschickardt,Thorsten Jumpertz,Sascha Weggen,Judith S Bond,Christopher M Overall,Claus U Pietrzik,Christoph Becker-Pauly. (2011-06-08) Metalloprotease meprin beta generates nontoxic N-terminal amyloid precursor protein fragments in vivo.. The Journal of biological chemistry, 286 ((31)): (27741-27750). [PMID:21646356] |
10. Bo Yuan,Nannan Zhai,Xue Jiang,Yi Jin,Chunling Liu,Chibing Li,Haiyan Xu. (2011-11-05) Quantitative determination of tiopronin in human plasma by LC-MS/MS without derivatization.. Biomedical chromatography : BMC, 26 ((7)): (839-843). [PMID:22052743] |
11. Andriy E Belevych,Dmitry Terentyev,Radmila Terentyeva,Hsiang-Ting Ho,Inna Gyorke,Ingrid M Bonilla,Cynthia A Carnes,George E Billman,Sandor Györke. (2012-01-10) Shortened Ca2+ signaling refractoriness underlies cellular arrhythmogenesis in a postinfarction model of sudden cardiac death.. Circulation research, 110 ((4)): (569-577). [PMID:22223353] |
12. Zhichao Zhou,Veemal Hemradj,Vincent J de Beer,Fen Gao,Maaike Hoekstra,Daphne Merkus,Dirk J Duncker. (2012-02-07) Cytochrome P-450 2C9 exerts a vasoconstrictor influence on coronary resistance vessels in swine at rest and during exercise.. American journal of physiology. Heart and circulatory physiology, 302 ((8)): (H1747-H1755). [PMID:22307673] |
13. Yili Zeng,Qinmiao Huang,Meizhu Zheng,Jianxin Guo,Jingxin Pan. (2012-04-17) Effects of reactive nitrogen scavengers on NK-cell-mediated killing of K562 cells.. Journal of biomedicine & biotechnology, 2012 (101737-101737). [PMID:22505802] |
14. Jian-qing Wang,Yu-hong Zou,Cheng Huang,Chao Lu,Lei Zhang,Yong Jin,Xiong-wen Lü,Li-ping Liu,Jun Li. (2012-05-01) Protective effects of tiopronin against high fat diet-induced non-alcoholic steatohepatitis in rats.. Acta pharmacologica Sinica, 33 ((6)): (791-797). [PMID:22543705] |
15. Jung Ah Lee,Jin Woo Choi,Jang Hyeok In,Hong Soo Jung,Yong Shin Kim,Yeon Soo Jeon,Yoo Jin Kang,Dae Woo Kim,Yong Gul Lim,Jae Hee Park,Jin Deok Joo. (2012-05-09) Hepatic ischemic preconditioning provides protection against distant renal ischemia and reperfusion injury in mice.. Journal of Korean medical science, 27 ((5)): (547-552). [PMID:22563222] |
16. Ryan P Taylor,Joseph W Starnes. (2012-09-08) Reactive oxygen species are not a required trigger for exercise-induced late preconditioning in the rat heart.. American journal of physiology. Regulatory, integrative and comparative physiology, 303 ((9)): (R968-R974). [PMID:22955056] |
17. Zhanguang Chen,Zhen Wang,Junhui Chen,Wenhua Gao. (2012-09-13) Label-free fluorescence turn on detection of tiopronin with tunable dynamic range based on the ensemble of Alizarin Red S/copper ion.. Talanta, 99 (774-779). [PMID:22967623] |
18. Mildred Quintana,Marek Grzelczak,Konstantinos Spyrou,Bart Kooi,Sara Bals,Gustaaf Van Tendeloo,Petra Rudolf,Maurizio Prato. (2012-10-24) Production of large graphene sheets by exfoliation of graphite under high power ultrasound in the presence of tiopronin.. Chemical communications (Cambridge, England), 48 ((100)): (12159-12161). [PMID:23091819] |
19. Hulya Nalcacioglu,Ender Ozden,Gurkan Genc,Y Kamil Yakupoglu,Saban Sarikaya,Ozan Ozkaya. (2012-10-27) An uncommon cause of acute kidney injury in young children: cystinuria.. Journal of pediatric urology, 9 ((1)): (e58-e63). [PMID:23099233] |
20. Quan-Ying Bao,Dong-Dong Geng,Jing-Wei Xue,Geng Zhou,Shen-Yang Gu,Ya Ding,Can Zhang. (2013-02-19) Glutathione-mediated drug release from Tiopronin-conjugated gold nanoparticles for acute liver injury therapy.. International journal of pharmaceutics, 446 ((1-2)): (112-118). [PMID:23416166] |
21. María V Correa,Mariela B Nolly,Claudia I Caldiz,Gladys E Chiappe de Cingolani,Horacio E Cingolani,Irene L Ennis. (2013-12-12) Endogenous endothelin 1 mediates angiotensin II-induced hypertrophy in electrically paced cardiac myocytes through EGFR transactivation, reactive oxygen species and NHE-1.. Pflugers Archiv : European journal of physiology, 466 ((9)): (1819-1830). [PMID:24327206] |
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23. Erik Helgeland,Lars Breivik,Balindiwe J Sishi,Anna-Mart Engelbrecht,Anne K Jonassen. (2015-07-15) Intermittent insulin treatment mimics ischemic postconditioning via MitoKATP channels, ROS, and RISK.. Scandinavian cardiovascular journal : SCJ, 49 ((5)): (270-279). [PMID:26156031] |
24. Katarína Valachová,Mária Baňasová,Dominika Topoľská,Vlasta Sasinková,Ivo Juránek,Maurice N Collins,Ladislav Šoltés. (2015-10-03) Influence of tiopronin, captopril and levamisole therapeutics on the oxidative degradation of hyaluronan.. Carbohydrate polymers, 134 (516-523). [PMID:26428153] |
25. Leslie Freeman,Haitao Guo,Clément N David,W June Brickey,Sushmita Jha,Jenny P-Y Ting. (2017-04-14) NLR members NLRC4 and NLRP3 mediate sterile inflammasome activation in microglia and astrocytes.. The Journal of experimental medicine, 214 ((5)): (1351-1370). [PMID:28404595] |
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28. Katarzyna Majstrowicz,Ulrike Honnert,Petra Nikolaus,Vera Schwarz,Stefanie J Oeding,Sandra A Hemkemeyer,Martin Bähler. (2021-05-21) Coordination of mitochondrial and cellular dynamics by the actin-based motor Myo19.. Journal of cell science, 134 ((10)): [PMID:34013964] |
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30. Yan-ting Gu,Yi-xue Xue,Hua Zhang,Yan Li,Xin-yuan Liang. (2011-02-19) Adenosine 5'-triphosphate-sensitive potassium channel activator induces the up-regulation of caveolin-1 expression in a rat brain tumor model.. Cellular and molecular neurobiology, 31 ((4)): (629-634). [PMID:21331626] |
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32. Christoph Becker-Pauly,Olivier Barré,Oliver Schilling,Ulrich Auf dem Keller,Anke Ohler,Claudia Broder,André Schütte,Reinhild Kappelhoff,Walter Stöcker,Christopher M Overall. (2011-06-23) Proteomic analyses reveal an acidic prime side specificity for the astacin metalloprotease family reflected by physiological substrates.. Molecular & cellular proteomics : MCP, 10 ((9)): (M111-M111). [PMID:21693781] |
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