Lot numbers can be found on the outside label of a product:
5-Bromo-1H-1,2,4-triazole
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CAS No. 7343-33-1
- Cat. No. CS-W004735
- Purity≥96%
- MDL No.MFCD09055371
*For research and further manufacturing use only, not for direct human use.
Structure of 7343-33-1
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General Information
- CAS No. 7343-33-1
- Cat. No. CS-W004735
- Purity ≥96%
- MDL No. MFCD09055371
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂H₂BrN₃
- Molecular Weight 147.96
- Synonym(s) None
- SMILES BrC1=NNC=N1
Description
5-Bromo-1H-1,2,4-triazole features a bromine substituent at the 5-position of the triazole ring, conferring enhanced electrophilicity and facilitating downstream functionalization. This bench-stable heterocycle integrates readily into synthetic sequences requiring halogen-directed coupling or as a bioisostere in medicinal chemistry applications.
Application
5-Bromo-1H-1,2,4-triazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of triazolyl-containing scaffolds. Its stability under standard reaction conditions and compatibility with diverse functional groups make it suitable for iterative synthesis and scale-up applications.
Synthesis
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Route1
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In-stock
61-82-5 - ~45%
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In-stock
7343-33-1
References
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Keown, Linda E.; Collins, Ian; Cooper, Laura C.; Harrison, Timothy; Madin, Andrew; Mistry, Jayesh; Reilly, Michael; Shaimi, Mohamed; Welch, Christopher J.; Clarke, Earl E.; Lewis, Huw D.; Wrigley, Jonathan D. J.; Best, Jonathan D.; Murray, Fraser; Shearman, Mark S. Journal of Medicinal Chemistry, 2009 , vol. 52, # 11 p. 3441 - 3444
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Route2
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In-stock
24807-55-4 - ~81%
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In-stock
7343-33-1
References
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Roppe, Jeffrey; Smith, Nicholas D.; Huang, Dehua; Tehrani, Lida; Wang, Bowei; Anderson, Jeffrey; Brodkin, Jesse; Chung, Janice; Jiang, Xiaohui; King, Christopher; Munoz, Benito; Varney, Mark A.; Prasit, Petpiboon; Cosford, Nicholas D. P. Journal of Medicinal Chemistry, 2004 , vol. 47, # 19 p. 4645 - 4648
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Route3
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In-stock
7411-23-6 - ~80%
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In-stock
7343-33-1
References
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Miethchen, R.; Randow, R.; Listemann, R.; Hildebrandt, J.; Kohlheim, K. Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 5 p. 799 - 805
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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 41.57
- LogP 0.5672
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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