Lot numbers can be found on the outside label of a product:
5-Chloro-1H-indole-3-carboxylic acid
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CAS No. 10406-05-0
- Cat. No. CS-W019236
- Purity≥98%
- MDL No.MFCD03410308
*For research and further manufacturing use only, not for direct human use.
Structure of 10406-05-0
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General Information
- CAS No. 10406-05-0
- Cat. No. CS-W019236
- Purity ≥98%
- MDL No. MFCD03410308
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆ClNO₂
- Molecular Weight 195.60
- Synonym(s) None
- SMILES O=C(O)C1=CNC=2C=CC(Cl)=CC21
Description
5-Chloro-1H-indole-3-carboxylic acid features a chlorinated indole core with a carboxylic acid group at the 3-position, enabling direct conjugation in synthetic transformations. This electron-deficient scaffold integrates readily into bioactive molecule frameworks, offering enhanced metabolic stability and tunable polarity for medicinal chemistry applications.
Application
5-Chloro-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct incorporation into indole-based scaffolds. Its carboxylic acid functionality facilitates amide coupling, esterification, and salt formation under standard conditions. The 5-chloro substituent provides a handle for further functionalization via palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in both small-molecule discovery and process development workflows.
Synthesis
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Route1
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In-stock
17422-32-1 -
407-25-0 - ~91%
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In-stock
10406-05-0
References
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ELI LILLY AND COMPANY Patent: EP1266897 A2, 2002 ; Location in patent: Page 74 ;
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Route2
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1419517-55-7 - ~81%
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In-stock
10406-05-0
References
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UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noël; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; JEANTY, Matthieu Patent: WO2013/14102 A1, 2013 ; Location in patent: Page/Page column 26; 31; 32 ;
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Route3
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In-stock
10406-06-1 - ~80%
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In-stock
10406-05-0
References
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Keetha, Laxminarayana; Palle, Sadanandam; Ramanatham, Vinodkumar; Khagga, Mukkanti; Chinnapillai, Rajendiran Journal of the Korean Chemical Society, 2011 , vol. 55, # 2 p. 240 - 242
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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 2.5195
- H_Acceptors 1
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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