Lot numbers can be found on the outside label of a product:
2,3-Dimethyl-1H-indole-5-carboxylic acid
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CAS No. 14844-73-6
- Cat. No. CS-0074552
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 14844-73-6
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General Information
- CAS No. 14844-73-6
- Cat. No. CS-0074552
- Purity ≥95%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₁NO₂
- Molecular Weight 189.21
- Synonym(s) None
- SMILES O=C(O)C1=CC2=C(C=C1)NC(C)=C2C
Description
2,3-Dimethyl-1H-indole-5-carboxylic acid features a sterically hindered indole core with methyl groups at the 2- and 3-positions, enhancing stability and modulating electronic properties. The carboxylic acid at the 5-position enables direct coupling in peptide synthesis or conjugation workflows. This scaffold integrates readily into bioactive molecules requiring aromatic heterocyclic motifs with controlled polarity and solubility under standard bench conditions.
Application
2,3-Dimethyl-1H-indole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of indole-based scaffolds with defined substitution patterns. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the methyl groups enhance metabolic stability and modulate lipophilicity. The compound exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for iterative synthetic workflows in API development.
Synthesis
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Route1
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In-stock
21523-62-6 - ~99%
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In-stock
14844-73-6
References
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SCRIPPS RESEARCH INSTITUTE, THE Patent: US2012/309769 A1, 2012 ; Location in patent: Page/Page column 59 ; US 20120309769 A1
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Route2
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78-93-3 - ~%
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In-stock
14844-73-6
References
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US2057948 , ;
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Route3
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95253-14-8
- ~%
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In-stock
14844-73-6
References
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Journal of the Chemical Society, , p. 1843,1848
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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 : P233-P235-P260-P261-P264-P270-P271-P280-P304+P340-P330-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 53.09
- LogP 2.48294
- H_Acceptors 1
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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