36082-45-8

Basic information

• Product Name: 2-AMINO-5-BROMO-4-METHOXYPYRIMIDINE
• Synonyms: 2-AMINO-5-BROMO-4-METHOXYPYRIMIDINE;5-bromo-4-methoxypyrimidin-2-amine;Pyrimidine, 2-amino-5-bromo-4-methoxy-
• CAS NO: 36082-45-8
• Molecular Formula: C₅H₆BrN₃O
• Molecular Weight: 204.02
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 36082-45-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 118℃
• Boiling Point: 364.794 °C at 760 mmHg
• Flash Point: 174.421 °C
• Appearance: /
• Density: 1.723
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2-AMINO-5-BROMO-4-METHOXYPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-BROMO-4-METHOXYPYRIMIDINE(36082-45-8)
• EPA Substance Registry System: 2-AMINO-5-BROMO-4-METHOXYPYRIMIDINE(36082-45-8)

Safety Data

• Hazardous Substances Data: 36082-45-8(Hazardous Substances Data)

Usage

General Description

2-Amino-5-bromo-4-methoxypyrimidine is a chemical compound with the molecular formula C5H6BrN3O, consisting of a pyrimidine ring with an amino group at position 2, a bromine atom at position 5, and a methoxy group at position 4. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceutical compounds. 2-Amino-5-bromo-4-methoxypyrimidine has been shown to exhibit biological activity, particularly as an inhibitor of certain enzymes, making it a valuable tool in drug discovery and development. Additionally, it is also used in research and development as an intermediate in the synthesis of other organic compounds. Due to its potential biological and medicinal applications, 2-Amino-5-bromo-4-methoxypyrimidine is an important chemical in the field of organic chemistry and pharmaceutical science.

InChI:InChI=1/C5H6BrN3O/c1-10-4-3(6)2-8-5(7)9-4/h2H,1H3,(H2,7,8,9)

Upstream product

• 57054-92-9 5-bromo-2-chloro-4-methoxypyrimidine 
• 5734-64-5 2-amino-4-chloro-6-methoxypyrimidine 
• 155-90-8 4-methoxypyrimidin-2-amine 
• 1044767-99-8 2-amino-5-bromo-4-chloropyrimidine 

Downstream Products

• 1448868-20-9 5-[2-(2-amino-4-methoxy-pyrimidin-5-yl)-6-(4-chloro-phenyl)-1-isopropyl-4-oxo-4,6-dihydro-1H-pyrrolo[3,4-d]imidazol-5-yl]-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 1448867-98-8 2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-1-methyl-2-oxo-1,2-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-d]imidazol-4-one 
• 1448867-81-9 4-[(S)-2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(3-chloro-2-fluoro-phenyl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile 
• 1448867-82-0 4-[(R)-2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(3-chloro-2-fluoro-phenyl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile 
• 1448866-94-1 4-[2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(3-chloro-4-fluoro-phenyl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile 
• 1448866-90-7 4-[2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(3-chloro-2-fluoro-phenyl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile 
• 1448866-85-0 2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-2-methyl-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-d]imidazol-4-one 
• 1448866-82-7 4-[2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile 
• 1448866-77-0 4-[2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-2-methyl-phenyl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile 
• 1448866-74-7 2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-d]imidazol-4-one 
• 1310532-18-3 5-(4-tert-butylamino-3-nitrophenyl)-4-methoxypyrimidin-2-ylamine 
• 944401-63-2 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine 
• 155-90-8 4-methoxypyrimidin-2-amine 
• 860516-05-8 3-nitro-benzenesulfonic acid-(5-bromo-4-methoxy-pyrimidin-2-ylamide) 

Relevant articles and documents

Synthesis and biological evaluation of novel flexible nucleoside analogues that inhibit flavivirus replication in vitro

Flaviviruses, such as Dengue (DENV) and Zika (ZIKV) viruses, represent a severe health burden. There are currently no FDA-approved treatments, and vaccines against most flaviviruses are still lacking. We have developed several flexible analogues (“fleximers”) of the FDA-approved nucleoside Acyclovir that exhibit activity against various RNA viruses, demonstrating their broad-spectrum potential. The current study reports activity against DENV and Yellow Fever Virus (YFV), particularly for compound 1. Studies to elucidate the mechanism of action suggest the flex-analogue triphosphates, especially 1-TP, inhibit DENV and ZIKV methyltransferases, and a secondary, albeit weak, effect on the DENV RNA-dependent RNA polymerase was observed at high concentrations. The results of these studies are reported herein.

2-polysubstituted aromatic ring-pyrimidine derivative and preparation and medical application

The invention provides a 2-polysubstituted aromatic ring-pyrimidine derivative, an optical isomer of the derivative or a medically acceptable salt or solvate of the derivative, and application of the compound, the optical isomer of the derivative or the medically acceptable salt or solvate of the derivative in preparing antineoplastic medicine. According to the 2-polysubstituted aromatic ring-pyrimidine derivative, by adopting N-substituted pyridine-2-minopyrimidine as a lead compound obtained based on virtual screening of a structure, a series of brand new small molecule Chk1 inhibitors are designed and synthesized, and a Chk1 kinase inhibitory activity test of a molecular level is conducted on the compound. Experiments prove that the compound is a Chk1 inhibitor with a strong antitumous effect, Chk1 kinase inhibitory activity and a prospect, and new cancer treating medicine, and can be used for treating solid tumor or leukemia related with human or animal cell proliferation. The 2-polysubstituted aromatic ring-pyrimidine derivative has a structure shown in the general formula I.

Discovery of a novel series of potent and orally bioavailable phosphoinositide 3-kinase γ inhibitors

The phosphoinositide 3-kinases (PI3Ks) have been linked to an extraordinarily diversified group of cellular functions making these enzymes compelling targets for the treatment of disease. A large body of evidence has linked PI3Kγ to the modulation of autoimmune and inflammatory processes making it an intriguing target for drug discovery. Our high-throughput screening (HTS) campaign revealed two hits that were nominated for further optimization studies. The in vitro activity of the first HTS hit, designated as the sulfonylpiperazine scaffold, was optimized utilizing structure-based design. However, nonoptimal pharmacokinetic properties precluded this series from further studies. An overlay of the X-ray structures of the sulfonylpiperazine scaffold and the second HTS hit within their complexes with PI3Kγ revealed a high degree of overlap. This feature was utilized to design a series of hybrid analogues including advanced leads such as 31 with desirable potency, selectivity, and oral bioavailability.