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MedKoo Cat#: 531742 | Name: Tiron free acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tiron free acid is a bioactive chemical.

Chemical Structure

Tiron free acid
CAS#149-46-2

Theoretical Analysis

MedKoo Cat#: 531742

Name: Tiron free acid

CAS#: 149-46-2

Chemical Formula: C6H6O8S2

Exact Mass: 269.9504

Molecular Weight: 270.23

Elemental Analysis: C, 26.67; H, 2.24; O, 47.36; S, 23.73

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Tiron free acid
IUPAC/Chemical Name
1,3-Benzenedisulfonic acid, 4,5-dihydroxy- (9CI)
InChi Key
XXAXVMUWHZHZMJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H6O8S2/c7-4-1-3(15(9,10)11)2-5(6(4)8)16(12,13)14/h1-2,7-8H,(H,9,10,11)(H,12,13,14)
SMILES Code
O=S(C1=CC(O)=C(O)C(S(=O)(O)=O)=C1)(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 270.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Experimental and Computational Evidence for the Reduction Mechanisms of Aromatic N-oxides by Aqueous Fe(II)-Tiron Complex. Environ Sci Technol. 2016 Jan 5;50(1):249-58. doi: 10.1021/acs.est.5b04900. Epub 2015 Dec 18. PubMed PMID: 26636617. 5: Wang W, Lee YA, Kim G, Kim SK, Lee GY, Kim J, Kim Y, Park GJ, Kim C. Oxidative DNA cleavage by Cu(II) complexes: Effect of periphery substituent groups. J Inorg Biochem. 2015 Dec;153:143-149. doi: 10.1016/j.jinorgbio.2015.07.015. Epub 2015 Jul 20. PubMed PMID: 26239544. 6: Oyanagi E, Uchida M, Miyakawa T, Miyachi M, Yamaguchi H, Nagami K, Utsumi K, Yano H. Palmitoleic acid induces the cardiac mitochondrial membrane permeability transition despite the presence of L-carnitine. Biochem Biophys Res Commun. 2015 Jul 17-24;463(1-2):29-36. doi: 10.1016/j.bbrc.2015.05.011. Epub 2015 May 14. PubMed PMID: 25983324. 7: Joddar B, Firstenberg MS, Reen RK, Varadharaj S, Khan M, Childers RC, Zweier JL, Gooch KJ. Arterial levels of oxygen stimulate intimal hyperplasia in human saphenous veins via a ROS-dependent mechanism. PLoS One. 2015 Mar 23;10(3):e0120301. doi: 10.1371/journal.pone.0120301. eCollection 2015. PubMed PMID: 25799140; PubMed Central PMCID: PMC4370681. 8: Al Dhaheri Y, Attoub S, Ramadan G, Arafat K, Bajbouj K, Karuvantevida N, AbuQamar S, Eid A, Iratni R. Carnosol induces ROS-mediated beclin1-independent autophagy and apoptosis in triple negative breast cancer. PLoS One. 2014 Oct 9;9(10):e109630. doi: 10.1371/journal.pone.0109630. eCollection 2014. PubMed PMID: 25299698; PubMed Central PMCID: PMC4192122. 9: Raffai G, Kim B, Park S, Khang G, Lee D, Vanhoutte PM. Cinnamaldehyde and cinnamaldehyde-containing micelles induce relaxation of isolated porcine coronary arteries: role of nitric oxide and calcium. Int J Nanomedicine. 2014 May 21;9:2557-66. doi: 10.2147/IJN.S56578. eCollection 2014. PubMed PMID: 24904214; PubMed Central PMCID: PMC4039418. 10: Pereira AC, Olivon VC, Pernomian L, de Oliveira AM. Impairment of α1-adrenoceptor-mediated calcium influx in contralateral carotids following balloon injury: beneficial effect of superoxide anions. Eur J Pharmacol. 2014 Jan 15;723:397-404. doi: 10.1016/j.ejphar.2013.10.066. Epub 2013 Nov 8. PubMed PMID: 24216248. 11: Chen Y, Zhang H. Complexation facilitated reduction of aromatic N-oxides by aqueous Fe(II)-tiron complex: reaction kinetics and mechanisms. Environ Sci Technol. 2013 Oct 1;47(19):11023-31. doi: 10.1021/es402655a. Epub 2013 Sep 9. PubMed PMID: 23957215. 12: Koyama T, Tawa M, Yamagishi N, Tsubota A, Sawano T, Ohkita M, Matsumura Y. Role of superoxide production in post-ischemic cardiac dysfunction and norepinephrine overflow in rat hearts. Eur J Pharmacol. 2013 Jul 5;711(1-3):36-41. doi: 10.1016/j.ejphar.2013.04.019. Epub 2013 Apr 27. PubMed PMID: 23628722. 13: Ni J, Dong Z, Han W, Kondrikov D, Su Y. The role of RhoA and cytoskeleton in myofibroblast transformation in hyperoxic lung fibrosis. Free Radic Biol Med. 2013 Aug;61:26-39. doi: 10.1016/j.freeradbiomed.2013.03.012. Epub 2013 Mar 18. PubMed PMID: 23517783; PubMed Central PMCID: PMC3849210. 14: Choi S, Kim JA, Na HY, Kim JE, Park S, Han KH, Kim YJ, Suh SH. NADPH oxidase 2-derived superoxide downregulates endothelial KCa3.1 in preeclampsia. Free Radic Biol Med. 2013 Apr;57:10-21. doi: 10.1016/j.freeradbiomed.2012.12.009. Epub 2012 Dec 20. PubMed PMID: 23261940. 15: Ferreira PS, Nogueira TB, Costa VM, Branco PS, Ferreira LM, Fernandes E, Bastos ML, Meisel A, Carvalho F, Capela JP. Neurotoxicity of "ecstasy" and its metabolites in human dopaminergic differentiated SH-SY5Y cells. Toxicol Lett. 2013 Feb 4;216(2-3):159-70. doi: 10.1016/j.toxlet.2012.11.015. Epub 2012 Nov 27. PubMed PMID: 23194825. 16: Gortan Cappellari G, Losurdo P, Mazzucco S, Panizon E, Jevnicar M, Macaluso L, Fabris B, Barazzoni R, Biolo G, Carretta R, Zanetti M. Treatment with n-3 polyunsaturated fatty acids reverses endothelial dysfunction and oxidative stress in experimental menopause. J Nutr Biochem. 2013 Jan;24(1):371-9. doi: 10.1016/j.jnutbio.2012.07.012. Epub 2012 Nov 14. PubMed PMID: 23159066. 17: Tucker-Kellogg L, Shi Y, White JK, Pervaiz S. Reactive oxygen species (ROS) and sensitization to TRAIL-induced apoptosis, in Bayesian network modelling of HeLa cell response to LY303511. Biochem Pharmacol. 2012 Nov 15;84(10):1307-17. doi: 10.1016/j.bcp.2012.08.028. Epub 2012 Sep 6. PubMed PMID: 22982511. 18: Fang Y, Hu XH, Jia ZG, Xu MH, Guo ZY, Gao FH. Tiron protects against UVB-induced senescence-like characteristics in human dermal fibroblasts by the inhibition of superoxide anion production and glutathione depletion. Australas J Dermatol. 2012 Aug;53(3):172-80. doi: 10.1111/j.1440-0960.2012.00912.x. Epub 2012 Jun 27. PubMed PMID: 22734867. 19: Yuan X, Zhang B, Chen N, Chen XY, Liu LL, Zheng QS, Wang ZP. Isoliquiritigenin treatment induces apoptosis by increasing intracellular ROS levels in HeLa cells. J Asian Nat Prod Res. 2012;14(8):789-98. doi: 10.1080/10286020.2012.694873. Epub 2012 Jun 14. PubMed PMID: 22694287. 20: Guimarães DD, Carvalho CC, Braga VA. Scavenging of NADPH oxidase-derived superoxide anions improves depressed baroreflex sensitivity in spontaneously hypertensive rats. Clin Exp Pharmacol Physiol. 2012 Apr;39(4):373-8. doi: 10.1111/j.1440-1681.2012.05679.x. PubMed PMID: 22283703.

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