Lot numbers can be found on the outside label of a product:
Methyl benzimidazole-5-carboxylate
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CAS No. 26663-77-4
- Cat. No. CS-W022885
- Purity≥98%
- MDL No.MFCD03407310
*For research and further manufacturing use only, not for direct human use.
Structure of 26663-77-4
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General Information
- CAS No. 26663-77-4
- Cat. No. CS-W022885
- Purity ≥98%
- MDL No. MFCD03407310
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₈N₂O₂
- Molecular Weight 176.17
- Synonym(s) methyl 1H-benzimidazole-6-carboxylate
- SMILES N1=C[NH]C2=C1C=CC(=C2)C(=O)OC
Description
Methyl benzimidazole-5-carboxylate is a bench-stable heterocyclic ester featuring a fused imidazole core with a carboxylate handle at the 5-position. This versatile scaffold integrates readily into synthetic routes targeting bioactive molecules, particularly in medicinal chemistry and agrochemical development. The electron-deficient ring system supports efficient coupling reactions under standard conditions.
Application
Methyl benzimidazole-5-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its robust benzimidazole core exhibits excellent bench stability and tolerates a range of functional groups, enabling straightforward derivatization via ester hydrolysis, nucleophilic substitution, or transition-metal-catalyzed coupling reactions. The molecule functions effectively in the synthesis of bioactive scaffolds and advanced organic semiconductors.
Synthesis
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Route1
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67-56-1 -
In-stock
15788-16-6 - ~89%
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In-stock
26663-77-4
References
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F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim Patent: WO2013/26914 A1, 2013 ; Location in patent: Page/Page column 125 ; WO 2013/026914 A1
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Route2
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In-stock
15788-16-6
- ~86%
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In-stock
26663-77-4
References
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Cytogen Corporation Patent: US5585468 A1, 1996 ;
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Route3
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67-56-1
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In-stock
106429-29-2 - ~89%
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In-stock
26663-77-4
References
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Jagadeesh, Rajenahally V.; Junge, Henrik; Pohl, Marga-Martina; Radnik, Joerg; Brueckner, Angelika; Beller, Matthias Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10776 - 10782
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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 : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 54.98
- LogP 1.3495
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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