Lot numbers can be found on the outside label of a product:
Methyl 6-methoxy-1H-indole-3-carboxylate
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CAS No. 131424-27-6
- Cat. No. CS-0142074
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 131424-27-6
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General Information
- CAS No. 131424-27-6
- Cat. No. CS-0142074
- Purity ≥98%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₁NO₃
- Molecular Weight 205.21
- Synonym(s) 6-Methoxy-1H-indole-3-carboxylicacid methyl ester
- SMILES O=C(C1=CNC2=C1C=CC(OC)=C2)OC
Description
Methyl 6-methoxy-1H-indole-3-carboxylate features a methoxy-substituted indole core with a strategically positioned ester group, enabling direct integration into heterocyclic synthesis. This bench-stable derivative delivers enhanced solubility and reactivity in transition-metal-catalyzed coupling processes, serving as a key scaffold for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.
Application
Methyl 6-methoxy-1H-indole-3-carboxylate serves as a versatile building block for indole-based scaffolds, enabling efficient functionalization at the C3 position via cross-coupling and nucleophilic substitution reactions. The methyl ester group facilitates straightforward derivatization, while the 6-methoxy substituent provides electronic modulation and enhanced solubility. Bench-stable and compatible with standard synthetic workflows, it functions as a key intermediate in the construction of bioactive heterocycles and pharmaceutical candidates.
Synthesis
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Route1
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131424-26-5 - ~98%
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In-stock
131424-27-6
References
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Toyota, Masahiro; Fukumoto, Keiichiro Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 5 p. 547 - 552
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Route2
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131424-25-4
- ~94%
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In-stock
131424-27-6
References
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Toyota, Masahiro; Fukumoto, Keiichiro Heterocycles, 1990 , vol. 31, # 8 p. 1431 - 1433
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Route3
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131424-25-4
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922-67-8
- ~19%
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In-stock
131424-27-6
References
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LG LIFE SCIENCES, LTD. Patent: WO2007/58504 A1, 2007 ; Location in patent: Page/Page column 164 ;
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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
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Precautionary Statements : P264-P280-P302+P352-P362
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Quality Control
Computational Chemistry Data
- TPSA 51.32
- LogP 1.9631
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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