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Thiabendazole structure, CAS 148-79-8

Thiabendazole

CAS Number148-79-8

SynonymsArbotect; Tresaderm; 2-(thiazol-4-yl)benzimidazole; Mintezol; 2-(4-Thiazolyl)benzimidazole,Thiabendazole; 2-(4-thiazolyl)-1H-benzimidazole; TBZ; 2-(4-Thiazolyl)benzimidazole; 4-(1H-Benzo[d]imidazol-2-yl)thiazole; 2-(4-Thiazoly)benzimidazole; EINECS 205-725-8; Tiabendazole; 2-(1,3-Thiazol-4-yl)-1H-benzimidazole; 2-(1,3-thiazol-4-yl)benzimidazole; MFCD00005587; Thiabendazole; 2-(1,3-thiazol-4-yl)-1H-1,3-benzimidazole

Molecular FormulaC10H7N3S

Molecular Weight201.25

Purity≥99%

Density1.4±0.1 g/cm3

Boiling Point446.0±37.0 °C at 760 mmHg

Melting Point298-301ºC

Flash Point

Appearancepowder

EINECS205-725-8

MSDSChineseEnglish

Symbol9

Signal WordWarning

Cat. No.: 2A-9020988 Purity: ≥99%
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Quality Control of [ 148-79-8 ] Purity: ≥99% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number148-79-8
Catalog No.2A-9020988
Chinese Name噻菌灵
SynonymsArbotect; Tresaderm; 2-(thiazol-4-yl)benzimidazole; Mintezol; 2-(4-Thiazolyl)benzimidazole,Thiabendazole; 2-(4-thiazolyl)-1H-benzimidazole; TBZ; 2-(4-Thiazolyl)benzimidazole; 4-(1H-Benzo[d]imidazol-2-yl)thiazole; 2-(4-Thiazoly)benzimidazole; EINECS 205-725-8; Tiabendazole; 2-(1,3-Thiazol-4-yl)-1H-benzimidazole; 2-(1,3-thiazol-4-yl)benzimidazole; MFCD00005587; Thiabendazole; 2-(1,3-thiazol-4-yl)-1H-1,3-benzimidazole
Molecular FormulaC10H7N3S
Molecular Weight201.25
Purity≥99
Density1.4±0.1 g/cm3
Boiling Point446.0±37.0 °C at 760 mmHg
Melting Point298-301ºC
Appearancepowder
Water Solubility0.005 g/100 mL
Storage ConditionStore at 0-6ºC.
PackagingIII
ApplicationThiabendazole inhibits worm-specific fumarate reductase and has anthelmintic properties.
EINECS205-725-8
HTC2934100015
PubChem ID24900571
MDL NumberMFCD00005587
SMILESc1ccc2[nH]c(nc2c1)-c3cscn3
InChI1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)
InChI KeyWJCNZQLZVWNLKY-UHFFFAOYSA-N
Beilstein/REAXYS611403
NACRES CodeNA.85
UNSPSC51453501
Hazard Symbols9
MSDSmsds/20988_1_148_79_8.pdf
BioactivityThiabendazole inhibites the mitochondrial helminth-specific enzyme, fumarate reductase, with anthelminthic property. Target: Fumarate ReductaseTiabendazole serves to block angiogenesis in both frog embryos and human cells. It has also been shown to serve as a vascular disrupting agent to reduce newly established blood vessels. Tiabendazole has been shown to effectively do this in certain cancer cells. Thiabendazole works by inhibition of the mitochondrial, helminth-specific enzyme, fumarate reductase, with possible interaction with endogenous quinone [1].Thiabendazole inhibited B16F10 proliferation in vitro in a dose- and time-dependent manner with an IC50 of 532.4 ± 32.6, 322.9 ± 28.9, 238.5 ± 19.8 microM at 24, 48, and 72 h, respectively. Moreover, thiabendazole inhibited the angiogenesis and the migration of B16F10 cells in vitro. Furthermore, thiabendazole restrained transcription and translation of the VEGF gene in B16F10 in vitro, and the apoptotic percentage of B16F10 cells was increased after exposure to thiabendazole [2]. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Mitochondrial Metabolism Research Areas >> Infection References [1]. Cha, H.J., et al., Evolutionarily repurposed networks reveal the well-known antifungal drug thiabendazole to be a novel vascular disrupting agent. PLoS Biol, 2012. 10(8): p. e1001379. [2]. Zhang, J., et al., Thiabendazole, a well-known antifungal drug, exhibits anti-metastatic melanoma B16F10 activity via inhibiting VEGF expression and inducing apoptosis. Pharmazie, 2013. 68(12): p. 962-8. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 446.0±37.0 °C at 760 mmHg Melting Point 298-301ºC Molecular Formula C10H7N3S Molecular Weight 201.248 Flash Point 226.2±16.9 °C Exact Mass 201.036072 PSA 69.81000 LogP 2.47 Vapour Pressure 0.0±1.1 mmHg at 25°C Index of Refraction 1.740 InChIKey WJCNZQLZVWNLKY-UHFFFAOYSA-N SMILES c1ccc2[nH]c(-c3cscn3)nc2c1 Water Solubility 0.005 g/100 mL
Use ofProperties Articles62 Name thiabendazole Synonym More Synonyms Thiabendazole Biological Activity Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Mitochondrial Metabolism Research Areas >> Infection References [1]. Cha, H.J., et al., Evolutionarily repurposed networks reveal the well-known antifungal drug thiabendazole to be a novel vascular disrupting agent. PLoS Biol, 2012. 10(8): p. e1001379. [2]. Zhang, J., et al., Thiabendazole, a well-known antifungal drug, exhibits anti-metastatic melanoma B16F10 activity via inhibiting VEGF expression and inducing apoptosis. Pharmazie, 2013. 68(12): p. 962-8. Chemical & Physical Properties Molecular Formula C10H7N3S Exact Mass 201.036072 PSA 69.81000 Index of Refraction 1.740 InChIKey WJCNZQLZVWNLKY-UHFFFAOYSA-N
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