Lot numbers can be found on the outside label of a product:
6-Bromooxindole
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CAS No. 99365-40-9
- Cat. No. CS-W008941
- Purity≥97%
- MDL No.MFCD02179605
*For research and further manufacturing use only, not for direct human use.
Structure of 99365-40-9
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General Information
- CAS No. 99365-40-9
- Cat. No. CS-W008941
- Purity ≥97%
- MDL No. MFCD02179605
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆BrNO
- Molecular Weight 212.04
- Synonym(s) 6-Bromo-2-oxindole
- SMILES O=C1NC2=C(C=CC(Br)=C2)C1
Description
6-Bromooxindole delivers a brominated oxindole scaffold with high functional group compatibility, enabling direct incorporation into diverse heterocyclic systems. This bench-stable reagent features a reactive halogen at the 6-position, facilitating efficient cross-coupling transformations under mild conditions. The electron-deficient aromatic core enhances regioselective derivatization, making it ideal for medicinal chemistry and materials synthesis workflows.
Application
6-Bromooxindole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the synthesis of biologically active heterocycles. Its bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the oxindole core offers inherent stability and compatibility with diverse functional groups. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for both academic research and process-scale applications.
Synthesis
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Route1
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In-stock
6127-11-3 - ~97%
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In-stock
99365-40-9
References
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Kosuge; Ishida; Inaba; Nukaya Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 4 p. 1414 - 1418
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Route2
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In-stock
6326-79-0 - ~90%
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In-stock
99365-40-9
References
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Lin, Wei; Hu, Ming-Hua; Feng, Xian; Fu, Lei; Cao, Cheng-Pao; Huang, Zhi-Bin; Shi, Da-Qing Tetrahedron Letters, 2014 , vol. 55, # 14 p. 2238 - 2242
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Route3
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In-stock
6127-11-3
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7440-66-6 - ~89%
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In-stock
99365-40-9
References
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Sugen, Inc. Patent: US6486185 B1, 2002 ; US 6486185 B1 Title/Abstract Full Text Show Details Sugen, Inc. Patent: US6114371 A1, 2000 ; US 6114371 A
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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 29.1
- LogP 1.9437
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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