Lot numbers can be found on the outside label of a product:
5-Bromo-1H-indole-7-carboxylic acid
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CAS No. 860624-90-4
- Cat. No. CS-W005216
- Purity≥98%
- MDL No.MFCD11845481
*For research and further manufacturing use only, not for direct human use.
Structure of 860624-90-4
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General Information
- CAS No. 860624-90-4
- Cat. No. CS-W005216
- Purity ≥98%
- MDL No. MFCD11845481
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆BrNO₂
- Molecular Weight 240.05
- Synonym(s) 5-BROMO INDOLE-7-CARBOXYLIC ACID
- SMILES O=C(C1=CC(Br)=CC2=C1NC=C2)O
Description
5-Bromo-1H-indole-7-carboxylic acid features a brominated indole core with a carboxylic acid group at the 7-position, enabling direct conjugation in bioconjugation and medicinal chemistry. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key intermediate for targeted synthesis of functionalized indoles under standard conditions.
Application
5-Bromo-1H-indole-7-carboxylic acid serves as a versatile building block for the synthesis of indole-based pharmaceuticals and functional materials. The carboxylic acid group enables direct amidation, esterification, and coupling reactions, while the bromine substituent facilitates subsequent palladium-catalyzed cross-couplings. Its stability under standard bench conditions and compatibility with common protecting groups make it suitable for multi-step synthetic sequences in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
860624-89-1 - ~97%
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In-stock
860624-90-4
References
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SMITHKLINE BEECHAM CORPORATION Patent: WO2008/118724 A1, 2008 ; Location in patent: Page/Page column 70 ; WO 2008/118724 A1
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Route2
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In-stock
496-15-1 - ~%
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In-stock
860624-90-4
References
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Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
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Route3
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860624-87-9 - ~%
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In-stock
860624-90-4
References
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Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
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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 53.09
- LogP 2.6286
- H_Acceptors 1
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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