Lot numbers can be found on the outside label of a product:
Ethyl 4-amino-1H-imidazole-5-carboxylate
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CAS No. 21190-16-9
- Cat. No. CS-W000690
- Purity≥97%
- MDL No.MFCD06858453
*For research and further manufacturing use only, not for direct human use.
Structure of 21190-16-9
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General Information
- CAS No. 21190-16-9
- Cat. No. CS-W000690
- Purity ≥97%
- MDL No. MFCD06858453
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₉N₃O₂
- Molecular Weight None
- Synonym(s) ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE
- SMILES O=C(C1=C(N)NC=N1)OCC
Description
Ethyl 4-amino-1H-imidazole-5-carboxylate features a polar imidazole core with complementary amine and ester functionalities, enabling facile derivatization in medicinal chemistry. The electron-rich ring system supports efficient coupling reactions under mild conditions, while the ethyl ester group enhances solubility in organic solvents. This compound serves as a key scaffold for heterocyclic synthesis and bioactive molecule development.
Application
Ethyl 4-amino-1H-imidazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling the construction of imidazole-based scaffolds relevant to medicinal chemistry. The molecule combines a nucleophilic amino group with an electrophilic ester functionality, facilitating diverse transformations including amidation, cyclization, and metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with common reaction conditions make it well-suited for iterative synthesis and scale-up applications.
Synthesis
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Route1
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360-97-4 - ~43%
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In-stock
21190-16-9
References
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McArthur, Silvia Gatti; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes Patent: US2007/72879 A1, 2007 ; Location in patent: Page/Page column 18 ; US 20070072879 A1
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Route2
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64-17-5 -
360-97-4
- ~54%
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In-stock
21190-16-9
References
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SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B. Patent: WO2013/59587 A1, 2013 ; Location in patent: Page/Page column 152 ;
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Route3
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64-17-5
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72-40-2 - ~38%
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In-stock
21190-16-9
References
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Hajduch, Jan; Cramer, John C.; Kirk, Kenneth L. Journal of Fluorine Chemistry, 2008 , vol. 129, # 9 p. 807 - 810
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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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 81
- LogP 0.1686
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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