53413-67-5 Usage
Description
4,5-Dimethoxy-2-nitrobenzyl bromide (DMNBB, 1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene) is a 4,5-dimethoxy-2-nitrobenzyl derivative. The DMNB group of DMNBB is utilized as a photolabile protecting group in caging technology for the development of pro-drugs. It is synthesized from 6-nitroveratraldehyde as the starting reagent.
Uses
1. Used in Research Chemicals:
4,5-Dimethoxy-2-nitrobenzyl bromide is used as a useful research chemical for various scientific investigations and experiments.
2. Used in Synthesis of Caged Compounds:
4,5-Dimethoxy-2-nitrobenzyl bromide is used as a suitable reagent in the synthesis of N-(4,5-dimethoxy-2-nitrobenzyl)vanillylamine, which forms caged vanilloid. 4,5-Dimethoxy-2-nitrobenzyl bromide is essential for the development of caged derivatives in various applications.
3. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,5-Dimethoxy-2-nitrobenzyl bromide is used as a reagent for the synthesis of several caged compounds, including:
4-(4′,5′-dimethoxy-2-nitrobenzyloxy)benzaldehyde, a DMNB-caged aldehyde
N-[4-[(4,5-dimethoxy-2-nitrobenzyl)oxy]-3-methoxybenzyl]acetamide, a 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 the synthesis of phosphoramidite bearing 4-hydroxy-2-mercaptobenzimidazole (SBNV) nucleobase
Alkylation of dihydrofluorescein
These caged compounds are crucial for various applications in drug development, molecular biology, and chemical biology, where controlled release of active molecules is required.
Check Digit Verification of cas no
The CAS Registry Mumber 53413-67-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,4,1 and 3 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 53413-67:
(7*5)+(6*3)+(5*4)+(4*1)+(3*3)+(2*6)+(1*7)=105
105 % 10 = 5
So 53413-67-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H10BrNO4/c1-14-8-3-6(5-10)7(11(12)13)4-9(8)15-2/h3-4H,5H2,1-2H3
53413-67-5Relevant articles and documents
Synthesis and evaluation of “Ama-Flash”, a photocaged amatoxin prodrug for light-activated RNA Pol II inhibition and cell death
Matinkhoo, Kaveh,Perrin, David M.,Pryyma, Alla,Wong, Antonio A. W. L.
supporting information, p. 9558 - 9561 (2021/09/28)
Amanitin is used extensively as a research tool to inhibit RNA Pol II thereby implicating its role in mRNA transcription. Recently, amanitin has gained traction as a toxic payload for targeted therapy. Here we report the first-ever photocaged amanitin analog, that is non-toxic and can be pre-loaded into cells. Light provides a means to inhibit RNA Pol II and provoke cell death on-demand.
Photolabile beta-dicarbonyl compounds
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Paragraph 0100, (2020/02/18)
The present disclosure provides a redox initiator system for initiating polymerization comprising an oxidizing agent, a photolabile reducing agent, and a transition metal complex that participates in a redox cycle. On exposure to actinic radiation, such as UV, the photolabile compound photolyzes, releasing the reducing agent and initiating the redox-initiated polymerization.
Cascade photocaging of diazeniumdiolate: A novel strategy for one and two photon triggered uncaging with real time reporting
Behara, Krishna Kalyani,Rajesh,Venkatesh, Yarra,Pinninti, Bhaskar Rao,Mandal, Mahitosh,Singh, N. D. Pradeep
, p. 9470 - 9473 (2017/09/01)
We report a new strategy, viz. cascade photocaging, for protecting diethylamine diazeniumdiolate (O2-position), a light sensitive molecule. Upon photolysis, the cascade photocage at first releases the light activatable linker (latent fluorophore) O2-caged diazeniumdiolate, which undergoes spontaneous 1,8-elimination, triggering the release of the diazeniumdiolate anion and the fluorophore.
