38324-83-3

Basic information

• Product Name: 2-HYDROXYPYRIMIDINE-5-CARBOXYLIC ACID
• Synonyms: 2-HYDROXYPYRIMIDINE-5-CARBOXYLIC ACID;5-Pyrimidinecarboxylic acid, 1,2-dihydro-2-oxo- (9CI);2-Hydroxypyrimidine-5-carboxylic acid 98%;5-Carboxypyrimidin-2-ol;2-oxo-1,2-dihydropyriMidine-5-carboxylic acid;5-PyriMidinecarboxylic acid, 1,2-dihydro-2-oxo-;5-PyriMidinecarboxylic acid, 2-hydroxy-;2-Hydroxy-1,3-diazine-5-carboxylic acid, 5-Carboxy-2-hydroxypyrimidine
• CAS NO: 38324-83-3
• Molecular Formula: C₅H₄N₂O₃
• Molecular Weight: 140.1
• EINECS: 1312995-182-4
• Product Categories: PYRIMIDINE;Heterocycle-Pyrimidine series
• Mol File: 38324-83-3.mol

Chemical Properties

• Melting Point: >200 °C
• Appearance: /
• Density: 1.636 g/cm³
• Refractive Index: 1.662
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 5.17±0.20(Predicted)
• CAS DataBase Reference: 2-HYDROXYPYRIMIDINE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYPYRIMIDINE-5-CARBOXYLIC ACID(38324-83-3)
• EPA Substance Registry System: 2-HYDROXYPYRIMIDINE-5-CARBOXYLIC ACID(38324-83-3)

Safety Data

• Hazardous Substances Data: 38324-83-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Hydroxypyrimidine-5-carboxylic acid is used as a key building block for the development of novel drugs across various therapeutic indications. Its unique chemical structure and reactivity contribute to the creation of innovative pharmaceutical compounds with potential applications in the medical field.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-Hydroxypyrimidine-5-carboxylic acid serves as a crucial component in the synthesis of new agrochemicals, enhancing the development of effective and environmentally friendly solutions for agricultural applications.
Used as a Corrosion Inhibitor:
2-Hydroxypyrimidine-5-carboxylic acid has been investigated for its potential use as a corrosion inhibitor. Its chemical properties may offer protective benefits against corrosion in various industrial applications, contributing to the longevity and maintenance of materials and structures.
Used in the Development of Functional Materials:
Furthermore, 2-Hydroxypyrimidine-5-carboxylic acid is explored as a building block for the development of functional materials. Its incorporation into these materials can lead to enhanced properties and performance, broadening its applications in various industries.

InChI:InChI=1/C5H4N2O3/c8-4(9)3-1-6-5(10)7-2-3/h1-2H,(H,8,9)(H,6,7,10)

Upstream product

• 37131-88-7 2-Ethylmercapto-pyrimidin-5-carbonsaeure 
• 73781-88-1 ethyl 2-(methylthio)pyrimidine-5-carboxylate 
• 151323-66-9 ethyl 2-(ethylthio)pyrimidine-5-carboxylate 

Downstream Products

• 110099-99-5 2-CHLOROPYRIMIDINE-5-CARBONYLCHLORIDE 
• 1072930-25-6 [5-(7-chloro-1-propyl-1H-benzoimidazol-2-yl)-pyrimidin-2-yl]-(4-methoxy-phenyl)-amine 
• 1383006-34-5 (2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate 
• 110100-07-7 1-benzyl-5-pentanoyl-2(1H)-pyrimidinone 
• 110100-02-2 (2-chloropyrimidin-5-yl)(phenyl)methanone 

Relevant articles and documents

Method for synthesizing 2-chloro/hydroxypyrimidine-5-carboxylic acid

The invention discloses a method for synthesizing 2-chloro/hydroxypyrimidine-5-carboxylic acid, and belongs to the field of synthesis of pharmaceutical intermediates. The invention comprises the following steps: reacting 2-chloro-5-bromopyrimidine with Boc2O under action of an active metallic reagent; then, adding an aqueous acid solution or an aqueous alkali solution to reflux at room temperature; and treating to obtain 2-chloropyrimidine-5-carboxylic acid and 2-hydroxypyrimidine-5-carboxylic acid, respectively. The method avoids a problem of low yield during scale-up by a method of feeding CO2, has good batch-to-batch operation reproducibility, and provides a new way for production scale-up.

Inhibitors of NF-kappaB and AP-1 gene expression: SAR studies on the pyrimidine portion of 2-chloro-4-trifluoromethylpyrimidine-5-[N-(3', 5'-bis(trifluoromethyl)phenyl)carboxamide].

We investigated the structure-activity relationship studies of N-[3, 5-bis(trifluoromethyl)phenyl][2-chloro-4-(trifluoromethyl)pyrimidin-5 -yl]carboxamide (1), an inhibitor of transcription mediated by both NF-kappaB and AP-1 transcription factors, with the goal of improving its potential oral bioavailability. Compounds were examined for cell-based activity, were fit to Lipinski's rule of 5, and were examined for potential gastrointestinal permeability using the intestinal epithelial cell line, Caco-2. Selected groups were substituted at the 2-, 4-, and 5-positions of the pyrimidine ring using solution-phase combinatorial methodology. The introduction of a fluorine in the place of 2-chlorine of 1 resulted in a compound with comparable activity. However, other substitutions at the 2-position resulted in a loss of activity. The trifluoromethyl group at the 4-position could be replaced with a methyl, ethyl, chlorine, or phenyl without a substantial loss of activity. The carboxamide group at the 5-position is critical for activity. If it was moved to the 6-position, the activity was lost. The 2-methyl analogue of 1 (81) showed comparable in vitro activity and improved Caco-2 permeability compared to 1.

Organomanganese(II) Reagents in the Synthesis of 5-Pyrimidinyl Ketones

Substituted alkyl 5-pyrimidinyl ketones were formed from acid chlorides of pyrimidine-5-carboxylic acids and alkylmanganese(II) iodides.The corresponding alcohols were also formed in the case of sterically less requiring organomanganese reagents and the a