142168-97-6

Basic information

• Product Name: 6-BROMOPYRIDO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE
• Synonyms: 6-BROMOPYRIDO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE;6-Bromo-1H-pyrido[2,3-d]pyrimidine-2,4-dione
• CAS NO: 142168-97-6
• Molecular Formula: C₇H₄BrN₃O₂
• Molecular Weight: 242.03
• Mol File: 142168-97-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: >300 °C
• Appearance: /
• Density: 1.851±0.06 g/cm3(Predicted)
• PKA: 9.30±0.20(Predicted)
• CAS DataBase Reference: 6-BROMOPYRIDO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMOPYRIDO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE(142168-97-6)
• EPA Substance Registry System: 6-BROMOPYRIDO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE(142168-97-6)

Safety Data

• Hazardous Substances Data: 142168-97-6(Hazardous Substances Data)

Upstream product

• 56783-84-7 1,2,3,4-tetrahydro-6-nitropyrido<2,3-d>pyrimidine-2,4-dione 
• 52833-94-0 2-amino-5-bromonicotinicacid 
• 57-13-6 urea 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 
• 79-37-8 oxalyl dichloride 
• 58483-98-0 2-amino-5-bromo-nicotinamide 
• 50735-34-7 methyl 2-amino-5-bromopyridine-3-carboxylate 
• 56783-85-8 6-aminopyrido-<2,3-d>pyrimidine-2,4-dione 

Downstream Products

• 1234616-70-6 6-bromo-2,4-dichloropyrido[2,3-d]pyrimidine 

Relevant articles and documents

One-step synthesis of lumazine and xanthine: First co-crystal of lumazine and perchloric acid with a unique monohydrated hydronium ion (H 5O2+) mediated supramolecular assembly of the lumazine dimer

A perchloric acid mediated one-step synthesis of lumazine derivatives from pterins and xanthine from guanine is reported. However, 2-pivaloylamino derivatives of pterins underwent simple hydrolysis of the pivaloylamino group generating free pterin compounds, but the 2-oxo derivatives, that is, the lumazine compounds, were not obtained. A novel supramolecular assembly is constructed by the unique hydrogen bonding of H5O2 + bridging two hydrogen-bonded dimers of lumazine to form the co-crystal 21 with aqueous perchloric acid. In contrast, N2-pivaloyl- 6-bromo-5-deazapterin was simply hydrolysed to form the protonated deazapterin 22, which forms a unique six-membered cyclic hydrogen-bonded structure leading to the generation of a polymeric supramolecular assembly. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Synthesis, crystal structure and DFT study of a novel compound N-(4-(2,4-dimorpholinopyrido[2,3-d]pyrimidin-6-yl)phenyl)pyrrolidine-1-carboxamide

In this paper, the compound N-(4-(2,4-dimorpholinopyrido[2,3-d]pyrimidin-6-yl)phenyl) pyrrolidine-1-carboxamide was synthesized and characterized using 13C NMR, 1H NMR, FT-IR and MS as well as by a single crystal X-ray structural analysis. Additionally, the structure of the single crystal was confirmed using X-ray diffraction. The packing of the molecules in the solid state is dominated by hydrogen bonds. The optimized structure of the compound was computed via DFT using the B3LYP functional with the 6-311G(2d, p) as basis set and compared with that determined using X-ray diffraction. The results show that the crystal structure confirmed using X-ray diffraction is consistent with the molecular structure optimized using DFT. In addition, the anti-proliferative activity of the title compound on A375 cells was studied, and the inhibition rate at a concentration of 5 μM was 12.89%. Furthermore, molecular docking was performed to analyze the binding mode of the title compound with PI3Kγ.

PYRIDOPYRIMIDINES DERIVATIVES AS P2X3 INHIBITORS

The present invention relates to compounds of formula I inhibiting P2X purinoceptor 3 (hereinafter P2X3 inhibitors); particularly the invention relates to compounds that are pyridopyrimidines derivatives, methods of preparing such compounds, ph