842974-69-0

Basic information

• Product Name: 2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE
• Synonyms: 2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE;2-(4-morpholinyl)-5-pyrimidinecarbaldehyde(SALTDATA: FREE);2-(4-morpholinyl)-5-pyrimidinecarbaldehyde
• CAS NO: 842974-69-0
• Molecular Formula: C₉H₁₁N₃O₂
• Molecular Weight: 193.21
• Mol File: 842974-69-0.mol

Chemical Properties

• Boiling Point: 401.896°C at 760 mmHg
• Flash Point: 196.86°C
• Appearance: /
• Density: 1.281g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE(842974-69-0)
• EPA Substance Registry System: 2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE(842974-69-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 842974-69-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE is utilized as a building block in organic synthesis, particularly for the production of various drugs and pharmaceutical compounds. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic properties.
Used in Pharmaceutical Research:
In pharmaceutical research, 2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE serves as a key intermediate for the development of new drugs. Its presence in the molecular structure can influence the pharmacological activity, selectivity, and efficacy of the resulting compounds.
Used as a Reagent in Chemical Reactions:
2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE is employed as a reagent in various chemical reactions, facilitating the synthesis of complex organic molecules. Its reactivity, stemming from the aldehyde group, makes it a valuable tool in the synthesis of target compounds.
Used in the Development of New Materials and Compounds:
2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE has potential applications in the development of innovative materials and compounds, particularly in the fields of medicine, pharmaceuticals, and materials science. Further research and study of 2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE may lead to breakthroughs in these areas, enhancing the understanding of its properties and potential uses.
Used in the Advancement of Medicine and Pharmaceuticals:
2-MORPHOLINOPYRIMIDINE-5-CARBALDEHYDE holds promise for the advancement of medicine and pharmaceuticals due to its potential role in the development of new therapeutic agents. Its unique chemical structure and reactivity may contribute to the creation of novel drugs with improved efficacy and selectivity, ultimately benefiting patient care and treatment outcomes.

InChI:InChI=1/C9H11N3O2/c13-7-8-5-10-9(11-6-8)12-1-3-14-4-2-12/h5-7H,1-4H2

Upstream product

• 57356-66-8 4-(pyrimidin-2-yl)morpholine 
• 68-12-2 N,N-dimethyl-formamide 
• 84539-22-0 4-(5-bromopyrimidin-2-yl)morpholine 

Relevant articles and documents

Synthesis and structure activity relationships of carbamimidoylcarbamate derivatives as novel vascular adhesion protein-1 inhibitors

Vascular adhesion protein-1 (VAP-1) is a promising therapeutic target for the treatment of diabetic nephropathy. Here, we conducted structural optimization of the glycine amide derivative 1, which we previously reported as a novel VAP-1 inhibitor, to improve stability in dog and monkey plasma, and aqueous solubility. By chemical modification of the right part in the glycine amide derivative, we identified the carbamimidoylcarbamate derivative 20c, which showed stability in dog and monkey plasma while maintaining VAP-1 inhibitory activity. We also found that conversion of the pyrimidine ring in 20c into saturated rings was effective for improving aqueous solubility. This led to the identification of 28a and 35 as moderate VAP-1 inhibitors with excellent aqueous solubility. Further optimization led to the identification of 2-fluoro-3-{3-[(6-methylpyridin-3-yl)oxy]azetidin-1-yl}benzyl carbamimidoylcarbamate (40b), which showed similar human VAP-1 inhibitory activity to 1 with improved aqueous solubility. 40b showed more potent ex vivo efficacy than 1, with rat plasma VAP-1 inhibitory activity of 92% at 1 h after oral administration at 0.3 mg/kg. In our pharmacokinetic study, 40b showed good oral bioavailability in rats, dogs, and monkeys, which may be due to its improved stability in dog and monkey plasma.

Antibacterial activity and mechanism of action of the benzazole acrylonitrile-based compounds: In?vitro, spectroscopic, and docking studies

A new series of pyrimidine derivatives 5, 9a-d and 12a-d was synthesized by an efficient procedure. The antibacterial activity of the new compounds was studied against four bacterial strains. Compound 5 was found to exhibit the highest potency, with?=?1.0?μg/ml, against both Escherichia coli and Pseudomonas aeruginosa when compared with amoxicillin (MIC?=?1.0–1.5?μg/mL). Transmission electron microscope results confirmed that activities against bacteria occurred via rupturing of the cell wall. Molecular modeling results suggested that compounds 5, 9a-d and 12a-d have the potential to irreversibly bind to the penicillin-binding protein (PBP) Ser62 residue in the active site and were able to overcome amoxicillin resistance in bacteria by inhibiting the β-lactamase enzyme. Docking studies showed that compounds 5, 9a-d and 12a-d inhibit the β-lactamase enzyme through covalent bonding with Ser70. The synergistic effect with amoxicillin was studied. The newly synthesized compounds reported in this study warrant further consideration as prospective antimicrobial agents.