产品名称
2-叔丁基-1,4-苯醌, 98%
InChI key
NCCTVAJNFXYWTM-UHFFFAOYSA-N
InChI
1S/C10H12O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6H,1-3H3
SMILES string
CC(C)(C)C1=CC(=O)C=CC1=O
assay
98%
form
solid
mp
54-58 °C (lit.)
functional group
ketone
Quality Level
Application
2--叔 -丁基-1，4-苯醌可用于氮杂三恶烷 [8] 环烯的合成。
General description
2-叔 -丁基-1,4-苯醌（TBQ、TBBQ、TBQ、BuBQ、BQ、 叔 -丁基- p -醌）是 1,4-苯醌衍生物。它是食品添加剂丁基羟基茴香醚 (BHA) 的主要代谢产物。据报道，TBQ 在人单核细胞白血病 U937 细胞中具有很强的细胞毒性。TBQ 是 2- 叔 -丁基对苯二酚 (TBHQ) 的氧化产物。研究证实 TBQ 诱导慢性粒细胞白血病 (CML) 细胞凋亡和细胞增殖抑制。研究发现，它与溶菌酶的结合相互作用现介于 BHA 和 TBHQ 之间。据报道，它是使用30% H2O2经过钛超氧催化氧化 2- 叔 -丁基苯酚水溶液合成的。TBQ 是 PLA-TBHQ 薄膜（聚乳酸）中 TBHQ 分解产生的主要新生化合物之一。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
S W Cummings et al.
Xenobiotica; the fate of foreign compounds in biological systems, 20(9), 915-924 (1990-09-01)
1. The t-butylquinone metabolite of BHA was shown to redox cycle with NADPH-cytochrome P-450 reductase leading to enhanced NADPH-oxidase activity for both the purified and liver microsome-bound flavoprotein. Likewise, addition of t-butylquinone (20-100 microM) strikingly inhibited electron transfer from the
W H Kalus et al.
Food additives and contaminants, 7(2), 223-233 (1990-03-01)
The reaction mixture and several products arising from the reaction of butylated hydroxyanisole (BHA) and nitrite in anaerobic aqueous acidic solution were separated and tested in the Salmonella mutagenicity test. Among the nine products separable by thin-layer chromatography, 1-hydroxyl-2-tert-butyl-4-methoxy-6-nitrobenzene (BHA-NO2)
Binding properties and structure-affinity relationships of food antioxidant butylated hydroxyanisole and its metabolites with lysozyme.
Wu D, et al.
Food Chemistry, 188, 370-376 (2015)
Titanium superoxide catalyzed selective oxidation of phenols to p-quinones with aq. H2O2.
Dewkar GK, et al.
Indian J. Chem. B, 44(7), 1530-1530 (2005)
R Kahl et al.
Toxicology, 59(2), 179-194 (1989-12-01)
The synthetic antioxidant butylated hydroxyanisole (BHA) stimulates superoxide formation in rat liver microsomes up to 10-fold. This stimulation is prevented by the monooxygenase inhibitor metyrapone and does not occur when NADH is consumed instead of NADPH indicating that metabolic activation
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