CAS Number149-45-1
SynonymsMFCD00149531; Pyrocatechol-3,5-disulfonic Acid Disodium Salt Monohydrate; 4,5-dihydroxybenzene-1,3-disulfonic acid disodium salt; tlron; disodium 1,2-dihydroxybenzene-3,5-disulfonate; 1,3-Benzenedisulfonic acid, 4,5-dihydroxy-, disodium salt; Tiron; 4,5-Dihydroxy-1,3-benzenedisulfonic acid disodium salt; TIRON(TM); Disodium 4,5-dihydroxy-1,3-benzenedisulfonate; Disodium-1,2-dihydroxybenzene-3,5-disulfonate; YOE'S REAGENT; Sodium 4,5-dihydroxybenzene-1,3-disulfonate hydrate; tiferron; Tiferron Monohydrate; Disodium 4,5-Dihydroxybenzene-1,3-disulfonate Monohydrate; 1,3-Benzenedisulfonic acid, 4,5-dihydroxy-, sodium salt (1:2); Disodium 4,5-dihydroxybenzene-1,3-disulfonate; Sodium Pyrocatechol-2,4-disulfonate; sdd; EINECS 205-741-5; sodium catechol disulfonate; Pyrocatechol-3,5-disulfonic aci
Molecular FormulaC6H6Na2O9S2
Molecular Weight314.20 (anhydrous basis)
Purity98.00%
Melting Point300 °C
Appearancesolid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 149-45-1 |
| Catalog No. | 2A-9020995 |
| Chinese Name | 邻苯二酚-3,5-二磺酸钠 |
| Synonyms | MFCD00149531; Pyrocatechol-3,5-disulfonic Acid Disodium Salt Monohydrate; 4,5-dihydroxybenzene-1,3-disulfonic acid disodium salt; tlron; disodium 1,2-dihydroxybenzene-3,5-disulfonate; 1,3-Benzenedisulfonic acid, 4,5-dihydroxy-, disodium salt; Tiron; 4,5-Dihydroxy-1,3-benzenedisulfonic acid disodium salt; TIRON(TM); Disodium 4,5-dihydroxy-1,3-benzenedisulfonate; Disodium-1,2-dihydroxybenzene-3,5-disulfonate; YOE'S REAGENT; Sodium 4,5-dihydroxybenzene-1,3-disulfonate hydrate; tiferron; Tiferron Monohydrate; Disodium 4,5-Dihydroxybenzene-1,3-disulfonate Monohydrate; 1,3-Benzenedisulfonic acid, 4,5-dihydroxy-, sodium salt (1:2); Disodium 4,5-dihydroxybenzene-1,3-disulfonate; Sodium Pyrocatechol-2,4-disulfonate; sdd; EINECS 205-741-5; sodium catechol disulfonate; Pyrocatechol-3,5-disulfonic aci |
| Molecular Formula | C6H6Na2O9S2 |
| Molecular Weight | 314.20 (anhydrous basis) |
| Purity | 98.00 |
| Melting Point | 300 °C |
| Appearance | solid |
| Water Solubility | soluble |
| Storage Condition | Store in a dry and cool place. |
| Application | Tiron is a non-toxic chelating agent for various metals. Tiron is a cell-permeable analog of vitamin E that acts as a hydroxyl radical and superoxide scavenger. Tyrone is an orally active antioxidant. |
| HTC | 29082000 |
| MDL Number | MFCD00007473 |
| SMILES | [Na+].[Na+].[S](=O)(=O)(O)c1c(c(cc(c1)[S](=O)(=O)O)[O-])[O-] |
| InChI | 1S/C6H6O8S2.2Na/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);;/q;2*+1/p-2 |
| InChI Key | ISWQCIVKKSOKNN-UHFFFAOYSA-L |
| NACRES Code | NA.21 |
| UNSPSC | 12352107 |
| MSDS | msds/20995_1_149_45_1.pdf |
| Bioactivity | Tiron is a non-toxic chelator of a variety of metals. Tiron is cell permeable analog of vitamin E and function as hydroxyl radical and superoxide scavenger. Tiron is an orally active antioxidant. Tiron can be used to alleviate acute metal overload in animals[1][2][3]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease In Vitro Tiron (10 mM) protects Chinese hamster V79 cells from H2O2-induced cytotoxicity[1]. Tiron (0-20 mM) protects supercoiled DNA from metal-mediated superoxide-dependent strand scission [1]. Tiron (50 nM-200 nM, 48 h) inhibits HG-induced apoptosis in neonatal rat cardiomyocytes [3]. Tiron (50 nM-200 nM, 48 h) reduces osteopontin in neonatal rat cardiomyocytes [3]. Tiron (0.2 mM, 2 h) inhibits UVB-induced upregulation of MMP-1 and MMP-3 in HDF [4]. Tiron (0.7 mM, 48 hours) increases the percentage of PT4 cells in S and G2/M phases [5]. Cell Cycle Analysis[5] Cell Line: PT4 cells Concentration: 0.7 mM Incubation Time: 48 h Result: Increased the percentage of PT4 cells in S and G2/M phases, along with a reduction of cells in the G0/G1 phase. In Vivo Tiron (200 mg/kg, gavage) improves oxidative stress and inflammation in mouse airway remodeling model[2]. Tiron (300 mg/kg, i.p., once daily for two weeks) attenuated left ventricular cardiomyocyte apoptosis in STZ-induced diabetic mice [3]. Animal Model: BALB/c mice challenged with Ovalbumin (OVA) aerosol for 8 weeks[2] Dosage: 200 mg/kg Administration: Oral gavage. Result: Inhibited levels of NOx, IL-13 and TGF-β1, and immunoreactivity of NF-κB. Animal Model: STZ-induced diabetic mice[3] Dosage: 300 mg/kg Administration: i.p., daily for two weeks. Result: Reduced the levels of total oxidized proteins and advanced glycation end products (AGEs)-related proteins. Inhibited cardiac myocyte apoptosis. Decreased PKCδ localization on plasma membrane. References [1]. Krishna CM, et al. The catecholic metal sequestering agent 1,2-dihydroxybenzene-3,5-disulfonate confers protection against oxidative cell damage. Arch Biochem Biophys. 1992 Apr;294(1):98-106. 2. [2]. El-Sherbeeny NA, et al. Tiron ameliorates oxidative stress and inflammation in a murine model of airway remodeling. Int Immunopharmacol. 2016 Oct;39:172-180. [3]. Jiang P, et al. Tiron ameliorates high glucose-induced cardiac myocyte apoptosis by PKCδ-dependent inhibition of osteopontin. Clin Exp Pharmacol Physiol. 2017 Jul;44(7):760-770. [4]. Lu J, et al. Tiron Inhibits UVB-Induced AP-1 Binding Sites Transcriptional Activation on MMP-1 and MMP-3 Promoters by MAPK Signaling Pathway in Human Dermal Fibroblasts. PLoS One. 2016 Aug 3;11(8):e0159998. [5]. Monticone M, et al. NAC, tiron and trolox impair survival of cell cultures containing glioblastoma tumorigenic initiating cells by inhibition of cell cycle progression. PLoS One. 2014 Feb 28;9(2):e90085. Chemical & Physical Properties Melting Point 300 °C Molecular Formula C6H6Na2O9S2 Molecular Weight 314.201 Exact Mass 313.914307 PSA 180.85000 LogP 1.00330 InChIKey ISWQCIVKKSOKNN-UHFFFAOYSA-L SMILES O=S(=O)([O-])c1cc(O)c(O)c(S(=O)(=O)[O-])c1.[Na+].[Na+] Stability Stable. Incompatible with strong oxidizing agents. Water Solubility soluble |
| Use of | Tiron is a non-toxic chelator of a variety of metals. Tiron is cell permeable analog of vitamin E and function as hydroxyl radical and superoxide scavenger. Tiron is an orally active antioxidant. Tiron can be used to alleviate acute metal overload in animals[1][2][3]. Properties Name Tiron Synonym More Synonyms Tiron Biological Activity Description Tiron is a non-toxic chelator of a variety of metals. Tiron is cell permeable analog of vitamin E and function as hydroxyl radical and superoxide scavenger. Tiron is an orally active antioxidant. Tiron can be used to alleviate acute metal overload in animals[1][2][3]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease References [1]. Krishna CM, et al. The catecholic metal sequestering agent 1,2-dihydroxybenzene-3,5-disulfonate confers protection against oxidative cell damage. Arch Biochem Biophys. 1992 Apr;294(1):98-106. 2. [2]. El-Sherbeeny NA, et al. Tiron ameliorates oxidative stress and inflammation in a murine model of airway remodeling. Int Immunopharmacol. 2016 Oct;39:172-180. [3]. Jiang P, et al. Tiron ameliorates high glucose-induced cardiac myocyte apoptosis by PKCδ-dependent inhibition of osteopontin. Clin Exp Pharmacol Physiol. 2017 Jul;44(7):760-770. [4]. Lu J, et al. Tiron Inhibits UVB-Induced AP-1 Binding Sites Transcriptional Activation on MMP-1 and MMP-3 Promoters by MAPK Signaling Pathway in Human Dermal Fibroblasts. PLoS One. 2016 Aug 3;11(8):e0159998. [5]. Monticone M, et al. NAC, tiron and trolox impair survival of cell cultures containing glioblastoma tumorigenic initiating cells by inhibition of cell cycle progression. PLoS One. 2014 Feb 28;9(2):e90085. Chemical & Physical Properties Molecular Formula C6H6Na2O9S2 Exact Mass 313.914307 PSA 180.85000 LogP 1.00330 InChIKey ISWQCIVKKSOKNN-UHFFFAOYSA-L Stability Stable. Incompatible with strong oxidizing agents. Water Solubility soluble |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Product name: Purity: 0.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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