94944-70-4
Chemical Structure
2-Acetyl-4-tetrahydroxybutyl imidazole
- CAS No.: 94944-70-4
- Formula:C9H14N2O5
- Molecular Weight:230.22
IUPAC Name: 1-(5-((1R,2S,3R)-1,2,3,4-tetrahydroxybutyl)-1H-imidazol-2-yl)ethan-1-one
InChIKey: CQSIXFHVGKMLGQ-BWZBUEFSSA-N
SMILES: OC[C@@H](O)[C@@H](O)[C@@H](C1=CN=C(C(C)=O)N1)O
Biological Activity: 2-Acetyl-4-tetrahydroxybutyl imidazole (THI) is an orally active S1P lyase inhibitor. 2-Acetyl-4-tetrahydroxybutyl imidazole blocks S1P lyase-mediated S1P degradation and increases intracellular S1P. 2-Acetyl-4-tetrahydroxybutyl imidazole activates Nrf2/HO-1, inhibits oxidative stress-induced apoptosis, increases Bcl-2/Bax, modulates ERK/Akt signaling, and reduces ceramide accumulation. 2-Acetyl-4-tetrahydroxybutyl imidazole can be used in research on retinitis pigmentosa and immune-related diseases[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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2-Acetyl-4-tetrahydroxybutyl imidazole | 99.07% | 2-Acetyl-4-tetrahydroxybutyl imidazole (THI) is an orally active S1P lyase inhibitor. 2-Acetyl-4-tetrahydroxybutyl imidazole blocks S1P lyase-mediated S1P degradation and increases intracellular S1P. 2-Acetyl-4-tetrahydroxybutyl imidazole activates Nrf2/HO-1, inhibits oxidative stress-induced apoptosis, increases Bcl-2/Bax, modulates ERK/Akt signaling, and reduces ceramide accumulation. 2-Acetyl-4-tetrahydroxybutyl imidazole can be used in research on retinitis pigmentosa and immune-related diseases. | ||||||||||||||||||||
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2-Acetyl-4-tetrahydroxybutyl imidazole-13C6 | 2-Acetyl-4-tetrahydroxybutyl imidazole-13C6 is the 13C-labeled 2-Acetyl-4-tetrahydroxybutyl imidazole (HY-14113). 2-Acetyl-4-tetrahydroxybutyl imidazole (THI) is an orally active S1P lyase inhibitor. 2-Acetyl-4-tetrahydroxybutyl imidazole blocks S1P lyase-mediated S1P degradation and increases intracellular S1P. 2-Acetyl-4-tetrahydroxybutyl imidazole activates Nrf2/HO-1, inhibits oxidative stress-induced apoptosis, increases Bcl-2/Bax, modulates ERK/Akt signaling, and reduces ceramide accumulation. 2-Acetyl-4-tetrahydroxybutyl imidazole can be used in research on retinitis pigmentosa and immune-related diseases. | |||||||||||||||||||||
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References
- [1]. Kröplien U. Quantitative analysis of 2-acetyl-4(5)-tetrahydroxybutylimidazole. J Chromatogr. 1986 Jul 18;362(2):286-90.
- [2]. Fabiani C, et al. 2-Acetyl-5-tetrahydroxybutyl imidazole (THI) protects 661W cells against oxidative stress. Naunyn-Schmiedeberg's archives of pharmacology. 2017 Jul;390(7):741-751.
- [3]. Elsinghorst PW, et al. Synthesis and application of (13)C-labeled 2-acetyl-4-((1R,2S,3R)-1,2,3,4-tetrahydroxybutyl)imidazole (THI), an immunosuppressant observed in caramel food colorings. J Agric Food Chem. 2013 Aug 7;61(31):7494-9.
- [4]. Bradbury MG, et al. The immunomodulatory compound 2-acetyl-4-tetrahydroxybutyl imidazole causes sequestration of lymphocytes in non-lymphoid tissues. Immunology and cell biology. 1997 Oct;75(5):497-502.
