Lot numbers can be found on the outside label of a product:
Methyl 3-(1H-indol-3-yl)propanoate
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CAS No. 5548-09-4
- Cat. No. CS-0139207
- Purity≥97%
- MDL No.MFCD00022778
*For research and further manufacturing use only, not for direct human use.
Structure of 5548-09-4
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General Information
- CAS No. 5548-09-4
- Cat. No. CS-0139207
- Purity ≥97%
- MDL No. MFCD00022778
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₃NO₂
- Molecular Weight 203.24
- Synonym(s) None
- SMILES O=C(OC)CCC1=CNC=2C=CC=CC21
Description
Methyl 3-(1H-indol-3-yl)propanoate integrates a rigid indole core with a flexible ester-linked alkyl chain, enabling seamless incorporation into bioactive molecule scaffolds. This bench-stable compound features high solubility in common organic solvents and serves as a direct precursor for indole-based pharmaceuticals and functional materials.
Application
Methyl 3-(1H-indol-3-yl)propanoate serves as a versatile building block for indole-containing scaffolds, enabling efficient access to bioactive molecules through standard functional group transformations. The ester moiety facilitates subsequent hydrolysis or coupling reactions, while the pendant propanoate chain supports derivatization at the C3 position of the indole ring. Bench-stable and readily purified by column chromatography, it functions reliably in medicinal chemistry campaigns targeting CNS agents and kinase inhibitors.
Synthesis
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Route1
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67-56-1 -
In-stock
830-96-6 - ~96%
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In-stock
5548-09-4
References
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Whiting, Amanda L.; Neufeld, Nicole M.; Hof, Fraser Tetrahedron Letters, 2009 , vol. 50, # 50 p. 7035 - 7037
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Route2
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In-stock
830-96-6
- ~93%
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In-stock
5548-09-4
References
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Pharmacia Italia S.p.A. Patent: EP1124810 B1, 2005 ; Location in patent: Page/Page column 12 ;
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Route3
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In-stock
830-96-6
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74-88-4
- ~96%
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In-stock
5548-09-4
References
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Demange, Luc; Boeglin, Damien; Moulin, Aline; Mousseaux, Delphine; Ryan, Joanne; Berge, Gilbert; Gagne, Didier; Heitz, Annie; Perrissoud, Daniel; Locatelli, Vittorio; Torsello, Antonio; Galleyrand, Jean-Claude; Fehrentz, Jean-Alain; Martinez, Jean Journal of Medicinal Chemistry, 2007 , vol. 50, # 8 p. 1939 - 1957
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 42.09
- LogP 2.2735
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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