Lot numbers can be found on the outside label of a product:
4-Methyl-1H-imidazole-5-carboxylic acid
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CAS No. 1457-59-6
- Cat. No. CS-0130421
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 1457-59-6
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General Information
- CAS No. 1457-59-6
- Cat. No. CS-0130421
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₆N₂O₂
- Molecular Weight 126.11
- Synonym(s) 5-methyl-1H-imidazole-4-carboxylic acid
- SMILES O=C(O)C1=C(N=CN1)C
Description
4-Methyl-1H-imidazole-5-carboxylic acid features a methyl-substituted imidazole core with a carboxylic acid at the C5 position, offering enhanced solubility and stability under standard conditions. This scaffold integrates readily into bioactive molecule design, particularly in kinase inhibitors and medicinal chemistry libraries. The electron-rich heterocycle supports efficient coupling reactions, enabling streamlined synthesis of targeted compounds.
Application
4-Methyl-1H-imidazole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of imidazole-containing pharmaceuticals and bioactive heterocycles. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the methyl group enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and is compatible with standard peptide coupling protocols, making it suitable for use in high-throughput library synthesis and process-scale applications.
Synthesis
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Route1
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In-stock
68282-53-1 - ~90%
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In-stock
1457-59-6
References
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Lim, Minkyung; Yoon, Cheol Min; An, Gwangil; Rhee, Hakjune Tetrahedron Letters, 2007 , vol. 48, # 22 p. 3835 - 3839
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Route2
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In-stock
51605-32-4 - ~51%
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In-stock
1457-59-6
References
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Halbert, Stacie Marie; Michaud, Evelyne; Thompson, Scott Kevin; Veber, Daniel Frank Patent: US2002/49316 A1, 2002 ;
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Route3
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In-stock
29636-87-1 - ~91%
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In-stock
1457-59-6
References
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An, Gwangil; Ahn, Hyunseok; De Castro, Kathlia A.; Rhee, Hakjune Synthesis, 2010 , # 3 art. no. F19009SS, p. 477 - 485
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 65.98
- LogP 0.41632
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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