Tiron

Modify Date: 2025-08-25 08:27:41

Tiron Structure
Tiron structure
Common Name Tiron
CAS Number 149-45-1 Molecular Weight 314.201
Density N/A Boiling Point N/A
Molecular Formula C6H6Na2O9S2 Melting Point 300 °C
MSDS N/A Flash Point N/A

 Use of Tiron


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].

 Names

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
In Vitro Tiron (10 mM) 保护中国仓鼠 V79 细胞免受 H2O2 诱导的细胞毒性[1]。 Tiron (0-20 mM) 保护超螺旋 DNA 免受金属介导的超氧化物依赖性链断裂[1]。 Tiron (50 nM-200 nM, 48 h) 抑制 HG 诱导的新生大鼠心肌细胞凋亡[3]。 Tiron (50 nM-200 nM, 48 h) 降低新生大鼠心肌细胞内的骨桥蛋白[3]。 Tiron (0.2 mM,2 小时) 抑制 UVB 诱导的 HDF 中 MMP-1 和 MMP-3 的上调[4]。 Tiron (0.7 mM,48 小时) 增加 S 期和 G2/M 期 PT4 细胞的百分比[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,灌胃) 改善小鼠气道重塑模型中的氧化应激和炎症[2]。 Tiron (300 mg/kg,i.p.,每日一次,持续两周) 减轻了 STZ 诱导的糖尿病小鼠左心室心肌细胞的凋亡[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
Stability Stable. Incompatible with strong oxidizing agents.
Water Solubility soluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CZ9263000
CHEMICAL NAME :
m-Benzenedisulfonic acid, 4,5-dihydroxy-, disodium salt
CAS REGISTRY NUMBER :
149-45-1
LAST UPDATED :
199701
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C6-H4-O8-S2.2Na
MOLECULAR WEIGHT :
314.20
WISWESSER LINE NOTATION :
WSO&R BQ CQ ESWO &-NA- 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
6060 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
30 gm/kg
SEX/DURATION :
female 6-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
30 gm/kg
SEX/DURATION :
female 6-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - other effects Reproductive - Effects on Embryo or Fetus - fetal death

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
100 ug/plate
REFERENCE :
ABCHA6 Agricultural and Biological Chemistry. (Maruzen Co. Ltd., POB 5050, Tokyo International, Tokyo 100-31, Japan) V.25- 1961- Volume(issue)/page/year: 45,327,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7554 No. of Facilities: 78 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 388 (estimated) No. of Female Employees: 155 (estimated)

 Safety Information

Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
WGK Germany 3
RTECS CZ9263000
HS Code 29082000

 Synthetic Route

~73%

Tiron Structure

Tiron

CAS#:149-45-1

Literature: DRATHS CORPORATION; FROST, John, W.; BUI, Vu Patent: WO2011/22588 A1, 2011 ; Location in patent: Page/Page column 8 ;

 Precursor & DownStream

Precursor  1

DownStream  0

 Customs

HS Code 2908999090
Summary 2908999090 halogenated, sulphonated, nitrated or nitrosated derivatives of phenols or phenol-alcohols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

 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 acid disodium salt
1,2-dihydroxybenzene-3,5-disulfonic acid disodium salt
Tiron  TIRON(R)
Catechol-3,5-disulfonic Acid Disodium Salt Monohydrate
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