25676-75-9

Basic information

• Product Name: 4-BROMO-1-METHYL-1H-IMIDAZOLE
• Synonyms: 4-BROMO-1-METHYLIMIDAZOLE;4-BROMO-1-METHYL-1H-IMIDAZOLE;4-BroMo-1-Methyl-1H-iMidazole 95%;1-Methyl-4-bromoimidazole
• CAS NO: 25676-75-9
• Molecular Formula: C₄H₅BrN₂
• Molecular Weight: 161
• Product Categories: blocks;Bromides;Imidazoles
• Mol File: 25676-75-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 91-93/0.1mm
• Flash Point: >110℃
• Appearance: /
• Density: 1.614 g/mL at 25 °C
• Refractive Index: n20/D1.545
• Storage Temp.: Keep Cold
• PKA: 4.26±0.61(Predicted)
• CAS DataBase Reference: 4-BROMO-1-METHYL-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-1-METHYL-1H-IMIDAZOLE(25676-75-9)
• EPA Substance Registry System: 4-BROMO-1-METHYL-1H-IMIDAZOLE(25676-75-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 2
• Hazardous Substances Data: 25676-75-9(Hazardous Substances Data)

Usage

General Description

4-Bromo-1-methyl-1H-imidazole is a chemical compound that belongs to the class of organic compounds known as azoles, specifically an imidazole derivative. The presence of a methyl group and bromine atom makes it distinct. 4-BROMO-1-METHYL-1H-IMIDAZOLE is known for its heterocyclic, aromatic, and versatile nature. Details including its molecular formula BrC4H5N2, molecular weight around 173.01 g/mol, and density around 1.7 g/cm3 help characterize it chemically. It is typically used in the field of chemistry for various synthetic processes, particularly as an intermediate in the synthesis of other complex compounds, likely due to the reactivity given by its imidazole ring. The compound comes as a white to off-white powder under normal conditions. Proper safety precautions are necessary when handling 4-Bromo-1-methyl-1H-imidazole due to potential health hazards.

Upstream product

• 1003-50-5 4,5-dibromo-1-methyl-1H-imidazole 
• 2302-25-2 4-bromo-1 H-imidazole 
• 74-88-4 methyl iodide 
• 53857-60-6 2,4-dibromo-1-methyl-1H-imidazole 
• 4559-70-0 Diphenylphosphine oxide 
• 1003-91-4 N-methyl-2,4,5-tribromoimidazole 
• 2302-25-2 5-bromo-1H-imidazole 
• 77-78-1 dimethyl sulfate 
• 141524-72-3 4-bromo-1,3-dimethyl-1H-imidazolium iodide 

Downstream Products

• 1069093-33-9 N-[(2-chloro-3,4-difluorophenyl)methyl]-3-methyl-1-(1-methyl-1H-imidazol-4-yl)-2-oxo-4-imidazolidinecarboxamide 
• 1596367-64-4 C₂₇H₂₉F₃N₂O₄ 
• 2411-77-0 N-methyl-4-phenylimidazole 

Relevant articles and documents

Photorelease of Pyridines Using a Metal-Free Photoremovable Protecting Group

The photorelease of bioactive molecules has emerged as a valuable tool in biochemistry. Nevertheless, many important bioactive molecules, such as pyridine derivatives, cannot benefit from currently available organic photoremovable protecting groups (PPGs). We found that the inefficient photorelease of pyridines is attributed to intramolecular photoinduced electron transfer (PET) from PPGs to pyridinium ions. To alleviate PET, we rationally designed a strategy to drive the excited state of PPG from S1 to T1 with a heavy atom, and synthesized a new PPG by substitution of the H atom at the 3-position of 7-dietheylamino-coumarin-4-methyl (DEACM) with Br or I. This resulted in an improved photolytic efficiency of the pyridinium ion by hundreds-fold in aqueous solution. The PPG can be applied to various pyridine derivatives. The successful photorelease of a microtubule inhibitor, indibulin, in living cells was demonstrated for the potential application of this strategy in biochemical research.

ANTIBACTERIAL AGENTS: ARYL MYXOPYRONIN DERIVATIVES

The invention provides compounds of formula la, lb and Ic: [Formula Ia, Ib, and Ic] and salts thereof, wherein variables are as described in the specification, as well as compositions comprising a compound of formula Ia-Ic, methods of making such compounds, and methods of using such compounds, e.g., as inhibitors of bacterial RNA polymerase and as antibacterial agents.

Preparatory study for the synthesis of the starfish alkaloid imbricatine. Syntheses of 5-arylthio-3-methyl-L-histidines

Chiral syntheses of 3-methyl-5-(phenylthio)-L-histidine (8a) and 3-methyl-5-(1-naphthalenylthio)-L-histidine (8b), selected as models for the asteroid alkaloid imbricatine (7), have been accomplished through a 10-step route starting from 4(5)-bromoimidazole (9). The key steps involved were methylation of 9, hydroxymethylation of 4-bromo-1-methyl-1H-imidazole (11), replacement of the 4-bromo group by an arylthio group in the aldehyde 14, and introduction of a chiral α-amino acid moiety into the chlorides 17a and 17b by the 'bis-lactim ether' method. The synthesis of the 4-(4-methoxybenzyl)thio analogue 17c, carried out in a similar manner, concluded formal syntheses of ovothiols A and C (1 and 3).