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化驗
97%
mp
131-133 °C (lit.)
SMILES 字串
COc1cc(CBr)c(cc1OC)[N+]([O-])=O
InChI
1S/C9H10BrNO4/c1-14-8-3-6(5-10)7(11(12)13)4-9(8)15-2/h3-4H,5H2,1-2H3
InChI 密鑰
UEKFEYNZISYRRH-UHFFFAOYSA-N
一般說明
4,5-Dimethoxy-2-nitrobenzyl bromide (DMNBB, 1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene) is a 4,5-dimethoxy-2-nitrobenzyl derivative. 4,5-Dimethoxy-2-nitrobenzyl (DMNB) group of DMNBB is used as a photolabile protecting group in caging technology to develop pro-drugs. Synthesis of 1-(bromomethyl)-4,5-dimethoxy-2-nitrobenzene by using 6-nitroveratraldehyde as starting reagent has been reported.
應用
4,5-Dimethoxy-2-nitrobenzyl bromide (DMNB bromide, 6-nitroveratryl bromide) is suitable reagent used in the synthesis of N-(4,5-dimethoxy-2-nitrobenzyl)vanillylamine which forms caged vanilloid. It may be used in the synthesis of the following:
- 4-(4′,5′-dimethoxy-2-nitrobenzyloxy)benzaldehyde, a DMNB-caged aldehyde
- N-[4-[(4,5-dimethoxy-2-nitrobenzyl)oxy]-3-methoxybenzyl]acetamide
- caged derivative of pyridostatin ([C]-PDS)
- photosensitive polyimide (PI-DMNB)
- caged β-ecdysone
- 4-tert-butyldimethylsilyloxy-1-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-2-(6-nitroveratrylthio)-1H-benzimidazole, an intermediate in synthesis of phosphoramidite bearing 4-hydroxy-2-mercaptobenzimidazole (SBNV) nucleobase
- alkylation of dihydrofluorescein
- 4-(4′,5′-Dimethoxy-2′-nitrobenzyloxy)benzaldehyde
訊號詞
Danger
危險聲明
危險分類
Eye Dam. 1 - Skin Corr. 1B
儲存類別代碼
8A - Combustible corrosive hazardous materials
水污染物質分類(WGK)
WGK 3
閃點(°F)
Not applicable
閃點(°C)
Not applicable
個人防護裝備
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Surface functionalization of PEEK films using photochemical routes.
Eur. Polymer J., 37(1), 9-18 (2001)
Biochemistry, 35(10), 3170-3174 (1996-03-12)
An understanding of the molecular mechanism of muscle contraction will require a complete description of the kinetics of the myosin motor in vitro and in vivo. To this end chemical relaxation studies employing light-directed generation of ATP from caged ATP
Chemical communications (Cambridge, England), 49(76), 8453-8455 (2013-08-21)
The use of a caged G-quadruplex ligand allows for transcriptional control of quadruplex-containing genes using UV light as an external trigger. An important oncogene, SRC, involved in the initiation and proliferation of epithelial tumours is shown to be significantly downregulated
Molecular bioSystems, 5(5), 450-457 (2009-04-22)
The study of mitochondria and mitochondrial Ca2+ signalling in localised regions is hampered by the lack of tools that can uncouple the mitochondrial membrane potential (DeltaPsi(m)) in a spatially predefined manner. Although there are a number of existing mitochondrial uncouplers
Light-triggered strand exchange reaction using the change in the hydrogen bonding pattern of a nucleobase analogue.
Chemical Science, 5(2), 744-750 (2014)
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