Lot numbers can be found on the outside label of a product:
Methyl 2-oxoindoline-6-carboxylate
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CAS No. 14192-26-8
- Cat. No. CS-M2947
- Purity≥97%
- MDL No.MFCD03095196
*For research and further manufacturing use only, not for direct human use.
Structure of 14192-26-8
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General Information
- CAS No. 14192-26-8
- Cat. No. CS-M2947
- Purity ≥97%
- MDL No. MFCD03095196
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₉NO₃
- Molecular Weight 191.18
- Synonym(s) Methyl oxindole-6-carboxylate
- SMILES O=C1NC2=CC(C(OC)=O)=CC=C2C1
Description
Methyl 2-oxoindoline-6-carboxylate features a fused indoline core with a ketone and ester at the 2- and 6-positions, respectively. This electron-deficient scaffold integrates readily into heterocyclic synthesis, serving as a key intermediate for bioactive alkaloids and pharmaceuticals. The molecule exhibits bench-stable handling and compatibility with diverse coupling reactions under standard conditions.
Application
Methyl 2-oxoindoline-6-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to indoline-based scaffolds prevalent in bioactive molecules. Its conjugated carbonyl system and ester functionality support diverse transformations, including reductive amination, nucleophilic addition, and transition-metal-catalyzed couplings. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns and scale-up applications.
Synthesis
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Route1
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334952-07-7 - ~97%
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In-stock
14192-26-8
References
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Roth, Gerald J.; Heckel, Armin; Colbatzky, Florian; Handschuh, Sandra; Kley, Joerg; Lehmann-Lintz, Thorsten; Lotz, Ralf; Tontsch-Grunt, Ulrike; Walter, Rainer; Hilberg, Frank Journal of Medicinal Chemistry, 2009 , vol. 52, # 14 p. 4466 - 4480
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Route2
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1160293-27-5 - ~%
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In-stock
14192-26-8
References
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WO2009/71523 A1, ; Page/Page column 6; 17-18 ;
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Route3
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67-56-1 -
In-stock
334952-09-9 - ~%
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In-stock
14192-26-8
References
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US2006/173183 A1, ; Page/Page column 118-119 ;
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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-H317
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Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 55.4
- LogP 0.9678
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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