4595-61-3

Basic information

• Product Name: 5-Pyrimidinecarboxylic acid
• Synonyms: 5-PYRIMIDINECARBOXYLIC ACID;AKOS 91242;RARECHEM AK ML 0570;PYRIMIDINE-5-CARBOXILIC ACID;PYRIMIDINE-5-CARBOXYLIC ACID;5-Pyrimidinecarboxylic acid (6CI,7CI,8CI,9CI);5-Carboxypyrimidine;Pyrimidine-5-carboxylic acid ,98%
• CAS NO: 4595-61-3
• Molecular Formula: C₅H₄N₂O₂
• Molecular Weight: 124.09746
• EINECS: 224-994-2
• Product Categories: PYRIMIDINE;pharmacetical;Pyrimidines;Building Blocks;Heterocycle-Pyrimidine series
• Mol File: 4595-61-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 259 °C
• Boiling Point: 318.7 °C at 760 mmHg
• Flash Point: 146.5 °C
• Appearance: /Solid
• Density: 1.403 g/cm³
• Vapor Pressure: 0.000148mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.74±0.10(Predicted)
• CAS DataBase Reference: 5-Pyrimidinecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Pyrimidinecarboxylic acid(4595-61-3)
• EPA Substance Registry System: 5-Pyrimidinecarboxylic acid(4595-61-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 22-26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 4595-61-3(Hazardous Substances Data)

Usage

Description

5-Pyrimidinecarboxylic acid, also known as orotic acid, is an organic compound with the chemical formula C5H4N2O3. It is a crystalline solid that is soluble in water and has a role as an intermediate in the biosynthesis of pyrimidine nucleotides, which are essential components of nucleic acids.

Uses

Used in Pharmaceutical Industry:
5-Pyrimidinecarboxylic acid is used as an antiviral agent for the preparation of heterocyclic compounds. It plays a crucial role in the development of antiviral drugs that target specific viral enzymes or processes, thereby inhibiting viral replication and reducing the severity of viral infections.
Used in Chemical Synthesis:
5-Pyrimidinecarboxylic acid serves as a key building block in the synthesis of various heterocyclic compounds, which have a wide range of applications in the pharmaceutical, agrochemical, and materials science industries. These compounds can exhibit diverse biological activities, such as antimicrobial, anticancer, and anti-inflammatory properties.
Used in Research and Development:
5-Pyrimidinecarboxylic acid is utilized in research laboratories for studying the mechanisms of pyrimidine nucleotide biosynthesis and its regulation. It also aids in understanding the role of pyrimidine nucleotides in various cellular processes, such as DNA replication, transcription, and cell division.
Used in Diagnostic Applications:
5-Pyrimidinecarboxylic acid can be employed as a diagnostic marker for certain metabolic disorders, such as orotic aciduria, a rare genetic condition characterized by the accumulation of orotic acid in the body. Its measurement in biological samples can help in the diagnosis and monitoring of the disease.

InChI:InChI=1/C5H4N2O2/c8-5(9)4-1-6-3-7-2-4/h1-3H,(H,8,9)

Upstream product

• 4595-59-9 5-bromopyrimidine 
• 124-38-9 carbon dioxide 
• 51957-32-5 4-chloro-5-methyl-pyrimidine 
• 28485-17-8 5-carbethoxyuracil 
• 17758-52-0 5-methyl-4(3H)-pyrimidinone 
• 40929-50-8 ethyl pyrimidine-5-carboxylate 
• 34253-01-5 pyrimidine-5-carboxylic acid methyl ester 
• 51940-64-8 ethyl 2,4-dichloropyrimidine-5-carboxylate 
• 60-29-7 diethyl ether 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 2036-41-1 5-methylpyrimidine 

Downstream Products

• 40929-48-4 pyrimidine-5-carbonyl chloride 
• 1158180-74-5 N-(2-iodophenyl)-N-methyl-pyrimidine-4-carboxamide 
• 409357-05-7 pyrimidine-5-carboxylic acid hydrochloride 
• 1134776-44-5 (R)-4-[1-({1-[(pyrimidine-5-carbonyl)amino]cyclopropanecarbonyl}amino)ethyl]benzoic acid methyl ester 
• 1076228-22-2 (3S,4S)-1-[amino(oxo)acetyl]-N-((1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl)-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide 
• 1076228-03-9 (3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methyl-1-(pyrimidin-5-ylcarbonyl)piperidine-4-carboxamide 
• 34253-01-5 pyrimidine-5-carboxylic acid methyl ester 
• 845830-48-0 N-[1-({[(1R)-1-(2'-amino-3,3'-difluoro-1,1'-biphenyl-4-yl)ethyl]amino}carbonyl)cyclopropyl]pyrimidine-5-carboxamide 
• 823189-68-0 N-methoxy-N-methylpyrimidine-5-carboxamide 
• 98405-54-0 N,N-dimethyl-5-pyrimidinecarboxamide 

Relevant articles and documents

Synthesis and pharmacological evaluation of 6-aminonicotinic acid analogues as novel GABAA receptor agonists

A series of 6-aminonicotinic acid analogues have been synthesized and pharmacologically characterized at native and selected recombinant GABA A receptors. 6-Aminonicotinic acid (3) as well as 2- and 4-alkylated analogues (9-11, 14-16) display low to mid-micromolar GABAAR binding affinities to native GABAA receptors (Ki 1.1-24 μM). The tetrahydropyridine analogue of 3 (22) shows low-nanomolar affinity (K i 0.044 μM) and equipotency as an agonist to GABA itself as well as the standard GABAA agonist isoguvacine. Cavities surrounding the core of the GABA binding pocket were predicted by molecular interaction field calculations and docking studies in a α1β 2γ2 GABAA receptor homology model, and were confirmed by affinities of substituted analogues of 3. The tight steric requirements observed for the remarkably few GABAAR agonists reported to date is challenged by our findings. New openings for agonist design are proposed which potentially could facilitate the exploration of different pharmacological profiles within the GABAAR area.

THIAZOLYL-DIHYDRO-INDAZOLE

Disclosed are compounds of general formula (I), wherein the groups R1, R2, Ra and Rb have the meanings given in the claims and specification, the tautomers, racemates, enantiomers, diastereomers and the mixtures thereof, and optionally the pharmacologically acceptable acid addition salts, solvates and hydrates thereof, and processes for preparing these thiazolyl-dihydro-indazoles and the use thereof as pharmaceutical compositions.

Quinolones as gonadotropin releasing hormone (GnRH) antagonists: Simultaneous optimization of the C(3)-aryl and C(6)-substituents

A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to be optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.