1234616-70-6

Basic information

• Product Name: 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine
• Synonyms: 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine
• CAS NO: 1234616-70-6
• Molecular Formula: C₇H₂BrCl₂N₃
• Molecular Weight: 278.92088
• Mol File: 1234616-70-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 176-177 °C
• Boiling Point: 323.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.946±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -2.62±0.30(Predicted)
• CAS DataBase Reference: 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine(1234616-70-6)
• EPA Substance Registry System: 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine(1234616-70-6)

Safety Data

• Hazardous Substances Data: 1234616-70-6(Hazardous Substances Data)

Usage

Description

6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine is a heterocyclic chemical compound with the formula C6H2BrCl2N3. It features a pyridine ring fused to a pyrimidine ring, with bromine and two chlorine atoms attached to the pyrimidine ring. 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine is known for its potential applications in various fields, including pharmaceuticals, agrochemicals, organic electronics, and as a fluorescent dye.

Uses

Used in Pharmaceutical and Agrochemical Industries:
6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine is utilized as a building block in the synthesis of pharmaceuticals and agrochemicals. Its unique structure and functional groups make it a valuable component in the development of new drugs and pesticides.
Used in Antitumor and Anti-inflammatory Applications:
6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine has been studied for its potential anti-tumor and anti-inflammatory properties. Its ability to modulate biological processes and target specific pathways makes it a promising candidate for the development of therapeutic agents to treat cancer and inflammatory diseases.
Used in Antiviral and Antifungal Agents:
Derivatives of 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine have been investigated for their use as antiviral and antifungal agents. Their potential to inhibit the replication and growth of viruses and fungi highlights their importance in the development of new treatments for infectious diseases.
Used in Organic Electronics:
6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine has been studied for its potential use in organic electronics. Its electronic properties and stability make it a candidate for applications such as organic light-emitting diodes (OLEDs) and organic solar cells.
Used as a Fluorescent Dye:
6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine has also been studied for its potential use as a fluorescent dye. Its ability to emit light upon excitation with a specific wavelength makes it a candidate for applications in bioimaging, diagnostics, and other fields that require the detection and visualization of specific molecules or structures.

Upstream product

• 142168-97-6 6-bromopyrido[2,3-d]pyrimidine-2,4-diol 
• 50735-34-7 methyl 2-amino-5-bromopyridine-3-carboxylate 
• 142168-97-6 6-bromopyrido<2,3-d>pyrimidine-2,4-dione 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 
• 52833-94-0 2-amino-5-bromonicotinicacid 

Relevant articles and documents

Regioselective palladium-catalyzed Suzuki–Miyaura coupling reaction of 2,4,6-trihalogenopyrido[2,3-d]pyrimidines

An effective, regioselective, and novel strategy to the access of 2,4,6-trisubstituted pyrido[2,3-d]pyrimidines is developed from the corresponding 2,4,6-trihalogenopyrido[2,3-d]pyrimidine through a Suzuki–Miyaura coupling reaction involving a novel regioselective halogen discrimination.

SYNTHESIS, CRYSTAL STRUCTURE AND DFT STUDY OF NOVEL (2S,2′S,6R,6′R)-4,4′-(6-BROMOPYRIDO[2,3-d]PYRIMIDINE-2,4-DIYL)BIS(2,6-DIMETHYLMORPHOLINE)

Abstract: (2S,2′S,6R,6′R)-4,4′-(6-Bromopyrido[2,3-d]pyrimidine-2,4-diyl)bis(2,6-dimethylmorpholine) is a novel organic intermediate having pyrido[2,3-d]pyrimidine. It is synthesized by four steps and confirmed by 1H and 13C NMR and FTIR spectroscopy and MS. Meanwhile, the single crystal of the title compound is subjected to the crystallographic analysis and the conformation determination. Moreover, density functional theory (DFT) is used to calculate the optimized structures of the molecule which are compared with the X-ray measurement. The result of the molecular structure optimized by DFT is consistent with the crystal structure determined by single crystal X-ray diffraction. Finally, in order to further investigate some physical properties of the title compound by the B3LYP/6-311G(2d,p) method, the molecular electrostatic potential and frontier molecular orbitals are calculated. The calculated and experimental data show that the title compound has good chemical stability and nucleophilic reactivity. Hirshfeld surface analyses can explain the atom pair contacts of the crystal and the quantitative analysis of intermolecular interactions is performed. [Figure not available: see fulltext.]

Discovery and in vivo effects of novel human natriuretic peptide receptor A (NPR-A) agonists with improved activity for rat NPR-A

Natriuretic peptide receptor A (NPR-A) agonists were evaluated in vivo by optimizing the structure of quinazoline derivatives to improve agonistic activity for rat NPR-A. A 1,4-Cis-aminocyclohexylurea moiety at 4-position and hydroxy group of D-alaninol at 2-position on the quinazoline ring were found to be important factors in improving rat NPR-A activity. We identified potent quinazoline and pyrido[2,3-d]pyrimidine derivatives against rat NPR-A, with double-digit nanomolar EC50 values. The in vivo results showed that compound 56b administered at 1.0 mg/kg/min significantly increased plasma cGMP concentration and urine volume in rats. We discovered novel potent NPR-A agonists that showed agonistic effects similar to those of atrial natriuretic peptide.