Cas no 933702-12-6 (6-Chloro-5-methylpyrimidine-4-carboxylic acid)
6-Chloro-5-methylpyrimidine-4-carboxylic acid Chemical and Physical Properties
Names and Identifiers
-
- 6-Chloro-5-methylpyrimidine-4-carboxylic acid
- 6-chloro-5-methyl-4-Pyrimidinecarboxylic acid
- AMY32135
- 933702-12-6
- 6-Chloro-5-methylpyrimidine-4-carboxylicacid
- SCHEMBL12179933
- AKOS016006464
- AS-77062
- SB56259
- AC-25283
- CS-0210842
- DTXSID90717776
- DB-359482
-
- MDL: MFCD17215887
- Inchi: 1S/C6H5ClN2O2/c1-3-4(6(10)11)8-2-9-5(3)7/h2H,1H3,(H,10,11)
- InChI Key: SXZYXDFPPBBYPH-UHFFFAOYSA-N
- SMILES: ClC1=C(C)C(C(=O)O)=NC=N1
Computed Properties
- Exact Mass: 172.0039551g/mol
- Monoisotopic Mass: 172.0039551g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 11
- Rotatable Bond Count: 1
- Complexity: 165
- 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: 1.4
- Topological Polar Surface Area: 63.1?2
Experimental Properties
- Density: 1.479
6-Chloro-5-methylpyrimidine-4-carboxylic acid Pricemore >>
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6-Chloro-5-methylpyrimidine-4-carboxylic acid Related Literature
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Craig A. Kelly,David R. Rosseinsky Phys. Chem. Chem. Phys., 2001,3, 2086-2090
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Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890
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3. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
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Sowmyalakshmi Venkataraman RSC Adv., 2015,5, 73807-73813
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Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
Additional information on 6-Chloro-5-methylpyrimidine-4-carboxylic acid
6-Chloro-5-methylpyrimidine-4-carboxylic Acid: A Versatile Building Block in Modern Chemistry
6-Chloro-5-methylpyrimidine-4-carboxylic acid (CAS No. 933702-12-6) is a highly valuable heterocyclic compound that has gained significant attention in pharmaceutical and agrochemical research. This pyrimidine derivative serves as a crucial intermediate in the synthesis of various biologically active molecules, particularly in the development of small molecule therapeutics and crop protection agents.
The molecular structure of 6-Chloro-5-methylpyrimidine-4-carboxylic acid features a chloro-substituted pyrimidine ring with both methyl and carboxylic acid functional groups, making it an exceptionally versatile building block for medicinal chemistry. Researchers value this compound (CAS 933702-12-6) for its ability to participate in diverse chemical transformations, including amide coupling reactions, esterifications, and nucleophilic aromatic substitutions.
In pharmaceutical applications, 6-Chloro-5-methylpyrimidine-4-carboxylic acid has emerged as a key intermediate for developing kinase inhibitors, a class of drugs that has revolutionized cancer treatment. The compound's structural features allow for precise modifications that can optimize drug-target interactions while maintaining favorable pharmacokinetic properties. Recent studies have explored its potential in addressing drug-resistant mutations, a pressing challenge in modern oncology.
The agrochemical industry has also recognized the value of 6-Chloro-5-methylpyrimidine-4-carboxylic acid derivatives in developing novel plant growth regulators and pest control agents. Its structural motif appears in several promising candidates that demonstrate improved environmental compatibility compared to traditional pesticides, aligning with the growing demand for sustainable agriculture solutions.
From a synthetic chemistry perspective, CAS 933702-12-6 offers multiple reactive sites that enable efficient structure-activity relationship studies. The chloro group at position 6 provides an excellent handle for cross-coupling reactions, while the carboxylic acid functionality facilitates the formation of various bioisosteres and prodrug formulations. These characteristics make it particularly valuable in fragment-based drug discovery approaches.
The global market for 6-Chloro-5-methylpyrimidine-4-carboxylic acid has shown steady growth, driven by increasing R&D investments in precision medicine and green chemistry initiatives. Manufacturers have responded by developing improved synthetic routes to enhance yield and purity while reducing environmental impact. Current production methods emphasize atom economy and waste minimization, reflecting the chemical industry's commitment to green synthesis principles.
Analytical characterization of 6-Chloro-5-methylpyrimidine-4-carboxylic acid typically involves advanced techniques such as HPLC-MS, NMR spectroscopy, and X-ray crystallography. These methods ensure precise quality control and facilitate the compound's use in regulatory submissions for new drug applications. The availability of high-purity material (CAS 933702-12-6) has become increasingly important as regulatory standards for pharmaceutical intermediates continue to tighten worldwide.
Recent scientific literature highlights novel applications of 6-Chloro-5-methylpyrimidine-4-carboxylic acid derivatives in addressing emerging health challenges. Several research groups have reported promising results in targeting protein-protein interactions and modulating immune checkpoint pathways. These developments underscore the compound's potential beyond traditional small-molecule drug discovery, extending into the realm of immuno-oncology and cellular therapies.
The stability profile of 6-Chloro-5-methylpyrimidine-4-carboxylic acid makes it particularly suitable for combinatorial chemistry approaches and high-throughput screening platforms. Its compatibility with various solid-phase synthesis techniques has enabled the rapid generation of diverse compound libraries for lead identification and optimization programs. These advantages have positioned CAS 933702-12-6 as a preferred choice for academic and industrial research groups pursuing drug discovery projects.
Looking ahead, 6-Chloro-5-methylpyrimidine-4-carboxylic acid is expected to maintain its importance in chemical research, particularly as the pharmaceutical industry shifts toward more targeted therapies and personalized medicine approaches. The compound's versatility in generating structure-diverse analogs makes it invaluable for addressing complex biological targets and overcoming therapeutic resistance mechanisms. Ongoing research continues to uncover new applications for this multifunctional pyrimidine building block across various scientific disciplines.
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