Lot numbers can be found on the outside label of a product:
5-Bromo-1-methylindoline-2,3-dione
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CAS No. 2058-72-2
- Cat. No. CS-0041627
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 2058-72-2
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General Information
- CAS No. 2058-72-2
- Cat. No. CS-0041627
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆BrNO₂
- Molecular Weight 240.05
- Synonym(s) 5-Bromo-1-methylisatin
- SMILES O=C1N(C)C2=C(C=C(Br)C=C2)C1=O
Description
5-Bromo-1-methylindoline-2,3-dione features a brominated indoline core with dual carbonyl functionality, enabling robust participation in cycloaddition and coupling reactions. The electron-deficient quinone system pairs with the methyl group’s steric influence to enhance regioselectivity in synthetic transformations. This bench-stable compound integrates readily into complex molecular architectures under standard conditions.
Application
5-Bromo-1-methylindoline-2,3-dione serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds via Pd-catalyzed cross-coupling and cycloaddition reactions. The bromo group facilitates late-stage functionalization, while the 1-methyl substitution enhances solubility and stability. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for modular synthesis of bioactive heterocycles and API intermediates.
Synthesis
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Route1
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In-stock
87-48-9 -
74-88-4 - ~99%
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In-stock
2058-72-2
References
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Beauchard, Anne; Ferandin, Yoan; Frere, Stephane; Lozach, Olivier; Blairvacq, Melina; Meijer, Laurent; Thiery, Valerie; Besson, Thierry Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 18 p. 6434 - 6443
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Route2
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In-stock
10075-52-2 - ~84%
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In-stock
2058-72-2
References
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Yadav; Subba Reddy; Reddy, Ch. Suresh; Krishna Synthesis, 2007 , # 5 p. 693 - 696
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Route3
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40166-68-5 - ~83%
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In-stock
2058-72-2
References
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Huang, Jinbo; Mao, Tingting; Zhu, Qiang European Journal of Organic Chemistry, 2014 , vol. 2014, # 14 p. 2878 - 2882
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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 37.38
- LogP 1.6082
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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