Lot numbers can be found on the outside label of a product:
Ethyl 5-hydroxyindole-2-carboxylate
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CAS No. 24985-85-1
- Cat. No. CS-W015378
- Purity≥97%
- MDL No.MFCD00015458
*For research and further manufacturing use only, not for direct human use.
Structure of 24985-85-1
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General Information
- CAS No. 24985-85-1
- Cat. No. CS-W015378
- Purity ≥97%
- MDL No. MFCD00015458
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₁NO₃
- Molecular Weight 205.21
- Synonym(s) Ethyl 5-hydroxy-1H-indole-2-carboxylate
- SMILES O=C(C(N1)=CC2=C1C=CC(O)=C2)OCC
Description
Ethyl 5-hydroxyindole-2-carboxylate features a hydroxylated indole core paired with an ester-functionalized carboxyl group, enabling direct incorporation into diverse heterocyclic architectures. This bench-stable scaffold supports efficient derivatization in medicinal chemistry and materials synthesis workflows.
Application
Ethyl 5-hydroxyindole-2-carboxylate serves as a versatile building block for indole-based heterocycles, enabling direct functionalization at the C5 position via oxidation or coupling reactions. Its hydroxyl group offers a handle for selective derivatization while maintaining compatibility with standard synthetic protocols. The ester functionality facilitates subsequent transformations, including hydrolysis and amidation, supporting access to diverse pharmacophores. Bench-stable and readily purified by chromatography, it functions effectively in medicinal chemistry campaigns requiring controlled indole scaffold elaboration.
Synthesis
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Route1
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In-stock
37033-95-7 - ~97%
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In-stock
24985-85-1
References
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SmithKline Beecham Corporation Patent: US6469046 B1, 2002 ; US 6469046 B1
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Route2
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In-stock
4792-58-9 - ~79%
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In-stock
24985-85-1
References
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Dawson, Marcia J.; Fontana, Joseph A.; Zhang, Xiao-kun; Leid, Mark; Jong, Ling; Hobbs, Peter D. Patent: US2003/176506 A1, 2003 ;
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Route3
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In-stock
21598-06-1 -
64-17-5 - ~70%
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In-stock
24985-85-1
References
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Frecentese, Francesco; Fiorino, Ferdinando; Perissutti, Elisa; Severino, Beatrice; Magli, Elisa; Esposito, Antonella; De Angelis, Francesca; Massarelli, Paola; Nencini, Cristina; Viti, Barbara; Santagada, Vincenzo; Caliendo, Giuseppe European Journal of Medicinal Chemistry, 2010 , vol. 45, # 2 p. 752 - 759
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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 62.32
- LogP 2.0502
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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