Lot numbers can be found on the outside label of a product:
4-Bromooxindole
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CAS No. 99365-48-7
- Cat. No. CS-W005098
- Purity≥97%
- MDL No.MFCD06659911
*For research and further manufacturing use only, not for direct human use.
Structure of 99365-48-7
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General Information
- CAS No. 99365-48-7
- Cat. No. CS-W005098
- Purity ≥97%
- MDL No. MFCD06659911
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆BrNO
- Molecular Weight 212.04
- Synonym(s) 4-Bromo-2,3-dihydro-1H-indol-2-one
- SMILES C2=C1NC(CC1=C(Br)C=C2)=O
Description
4-Bromooxindole serves as a pivotal building block in medicinal chemistry, integrating seamlessly into kinase inhibitors and targeted therapeutics. The bromine substituent at the C4 position enables efficient cross-coupling reactions, while the oxindole core provides structural rigidity and hydrogen-bonding capacity for enhanced target engagement.
Application
4-Bromooxindole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the synthesis of biologically active indole derivatives. 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 and industrial R&D workflows.
Synthesis
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Route1
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In-stock
37777-74-5 - ~93%
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In-stock
99365-48-7
References
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Bender, David Michael; Forman, Scott Louis; Jones, Winton Dennis; Smith, Daryl Lynn; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael Patent: US2003/225127 A1, 2003 ; Location in patent: Page 16 ;
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Route2
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In-stock
20780-72-7 - ~94%
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In-stock
99365-48-7
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
52488-36-5 - ~6%
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In-stock
99365-48-7
References
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ELI LILLY AND COMPANY Patent: WO2004/52847 A2, 2004 ; Location in patent: Page 258 ; WO 2004/052847 A2
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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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