Cas no 1196155-94-8 (1,5-dimethyl-1H-imidazole-2-carboxylic acid)
1,5-dimethyl-1H-imidazole-2-carboxylic acid Chemical and Physical Properties
Names and Identifiers
-
- 1,5-dimethylimidazole-2-carboxylic acid
- 1,5-dimethyl-1H-imidazole-2-carboxylic acid
- AB70178
- AKOS022903437
- 1196155-94-8
- ALBB-032109
- LS-11816
- EN300-2914078
- MFCD13190312
- AT22510
- SCHEMBL15656576
-
- MDL: MFCD13190312
- Inchi: 1S/C6H8N2O2/c1-4-3-7-5(6(9)10)8(4)2/h3H,1-2H3,(H,9,10)
- InChI Key: OUQAAVGLGQYLTH-UHFFFAOYSA-N
- SMILES: OC(C1=NC=C(C)N1C)=O
Computed Properties
- Exact Mass: 140.058577502g/mol
- Monoisotopic Mass: 140.058577502g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 10
- Rotatable Bond Count: 1
- Complexity: 149
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 0.3
- Topological Polar Surface Area: 55.1?2
1,5-dimethyl-1H-imidazole-2-carboxylic acid Pricemore >>
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| Enamine | EN300-2914078-0.05g |
1,5-dimethyl-1H-imidazole-2-carboxylic acid |
1196155-94-8 | 95.0% | 0.05g |
$900.0 | 2025-03-19 | |
| Enamine | EN300-2914078-0.1g |
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| Enamine | EN300-2914078-0.25g |
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1196155-94-8 | 95.0% | 0.25g |
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| Enamine | EN300-2914078-0.5g |
1,5-dimethyl-1H-imidazole-2-carboxylic acid |
1196155-94-8 | 95.0% | 0.5g |
$1027.0 | 2025-03-19 | |
| Enamine | EN300-2914078-1.0g |
1,5-dimethyl-1H-imidazole-2-carboxylic acid |
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| Enamine | EN300-2914078-2.5g |
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1196155-94-8 | 95.0% | 2.5g |
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| Enamine | EN300-2914078-5.0g |
1,5-dimethyl-1H-imidazole-2-carboxylic acid |
1196155-94-8 | 95.0% | 5.0g |
$3105.0 | 2025-03-19 | |
| Enamine | EN300-2914078-10.0g |
1,5-dimethyl-1H-imidazole-2-carboxylic acid |
1196155-94-8 | 95.0% | 10.0g |
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| Enamine | EN300-2914078-1g |
1,5-dimethyl-1H-imidazole-2-carboxylic acid |
1196155-94-8 | 1g |
$1070.0 | 2023-09-06 | ||
| Enamine | EN300-2914078-5g |
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$3105.0 | 2023-09-06 |
1,5-dimethyl-1H-imidazole-2-carboxylic acid Related Literature
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Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
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Mark D. Allendorf,Alauddin Ahmed,Tom Autrey,Jeffrey Camp,Eun Seon Cho,Maciej Haranczyk,Abhi Karkamkar,Di-Jia Liu,Katie R. Meihaus,Iffat H. Nayyar,Roman Nazarov,Donald J. Siegel,Vitalie Stavila,Jeffrey J. Urban,Srimukh Prasad Veccham,Brandon C. Wood Energy Environ. Sci., 2018,11, 2784-2812
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Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
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Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
Additional information on 1,5-dimethyl-1H-imidazole-2-carboxylic acid
Introduction to 1,5-dimethyl-1H-imidazole-2-carboxylic acid (CAS No. 1196155-94-8)
1,5-dimethyl-1H-imidazole-2-carboxylic acid, identified by the chemical compound code CAS No. 1196155-94-8, is a significant heterocyclic organic compound that has garnered considerable attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the imidazole family, a class of molecules known for their broad biological activities and utility in drug development. The structural features of 1,5-dimethyl-1H-imidazole-2-carboxylic acid, particularly its dual methyl substitution at the 1 and 5 positions of the imidazole ring and the presence of a carboxylic acid functional group at the 2-position, contribute to its unique chemical properties and potential applications.
The synthesis and characterization of 1,5-dimethyl-1H-imidazole-2-carboxylic acid have been subjects of extensive study due to its potential role as an intermediate in the preparation of more complex pharmacological agents. The carboxylic acid moiety provides a reactive site for further functionalization, enabling the attachment of various pharmacophores or bioactive groups. This versatility makes it a valuable building block in medicinal chemistry, particularly in the design of novel therapeutic compounds targeting diverse biological pathways.
In recent years, 1,5-dimethyl-1H-imidazole-2-carboxylic acid has been explored in several cutting-edge research areas. One notable application lies in its use as a ligand or chelating agent in coordination chemistry. The imidazole ring's nitrogen atoms can coordinate with metal ions, forming stable complexes that exhibit catalytic properties useful in organic synthesis and material science. These metal complexes have shown promise in applications ranging from polymerization catalysts to sensors for environmental monitoring.
Furthermore, the pharmaceutical industry has been keenly interested in 1,5-dimethyl-1H-imidazole-2-carboxylic acid due to its potential as a precursor for biologically active molecules. Researchers have investigated its derivatives as candidates for antimicrobial, anti-inflammatory, and anticancer therapies. The dual methyl groups on the imidazole ring may influence the compound's solubility and bioavailability, making it an attractive scaffold for drug design. Preliminary studies suggest that certain derivatives exhibit inhibitory effects on enzymes involved in cancer cell proliferation and metabolic pathways associated with inflammation.
The chemical stability and reactivity of 1,5-dimethyl-1H-imidazole-2-carboxylic acid make it a suitable candidate for further derivatization using various organic reactions such as esterification, amidation, or alkylation. These modifications can enhance its pharmacological properties or tailor its interactions with biological targets. For instance, esters or amides derived from this compound have shown enhanced bioavailability and targeted delivery capabilities when incorporated into drug formulations.
From a synthetic chemistry perspective, 1,5-dimethyl-1H-imidazole-2-carboxylic acid serves as a versatile intermediate in multi-step syntheses. Its structural motif allows for facile access to other heterocyclic compounds through cyclization reactions or by introducing additional functional groups at strategic positions within the molecule. This adaptability has made it a staple in synthetic laboratories focused on developing novel heterocyclic architectures.
The role of CAS No. 1196155-94-8 in computational chemistry and molecular modeling has also been highlighted in recent literature. Researchers utilize computational methods to predict the binding affinity and interaction patterns of this compound with biological targets such as enzymes or receptors. These virtual screening approaches help identify promising derivatives for further experimental validation, streamlining the drug discovery process.
Environmental scientists have also examined 1,5-dimethyl-1H-imidazole-2-carboxylic acid for its potential applications in green chemistry initiatives. Its biodegradability and compatibility with renewable resources make it an appealing candidate for sustainable chemical processes. Additionally, its role as a ligand in metal extraction from industrial waste streams has been explored, offering potential solutions for environmental remediation.
The future prospects of 1,5-dimethyl-1H-imidazole-2-carboxylic acid are promising, with ongoing research focusing on expanding its applications across multiple disciplines. Advances in synthetic methodologies and computational techniques are expected to unlock new possibilities for this compound's use in pharmaceuticals, materials science, and environmental chemistry. As our understanding of its properties continues to grow, so too will its significance as a key component in innovative chemical solutions.
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