Lot numbers can be found on the outside label of a product:
6-Chloro-3-pyridinesulfonamide
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CAS No. 40741-46-6
- Cat. No. CS-W008954
- Purity≥96%
- MDL No.MFCD00661410
*For research and further manufacturing use only, not for direct human use.
Structure of 40741-46-6
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General Information
- CAS No. 40741-46-6
- Cat. No. CS-W008954
- Purity ≥96%
- MDL No. MFCD00661410
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₅ClN₂O₂S
- Molecular Weight 192.62
- Synonym(s) 2-Chloro-5-pyridinesulfonamide; 6-Chloropyridine-3-sulfonamide
- SMILES O=S(C1=CC=C(Cl)N=C1)(N)=O
Description
6-Chloro-3-pyridinesulfonamide features a chlorine-substituted pyridine ring paired with a sulfonamide group, delivering enhanced electron-withdrawing character and improved solubility in polar solvents. This combination enables robust participation in transition metal-catalyzed coupling reactions and facilitates incorporation into bioactive scaffolds requiring precise electronic tuning and metabolic stability.
Application
6-Chloro-3-pyridinesulfonamide serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 6-position via palladium-catalyzed cross-coupling reactions. Its sulfonamide group provides enhanced solubility and hydrogen-bonding capacity, while the chloropyridine moiety offers predictable reactivity in nucleophilic substitution and transition-metal-catalyzed transformations. The compound exhibits excellent bench stability and facilitates rapid access to diverse heterocyclic scaffolds relevant to kinase inhibitor and CNS-targeted drug discovery programs.
Synthesis
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Route1
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In-stock
6684-39-5 - ~96%
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In-stock
40741-46-6
References
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F. HOFFMANN-LA ROCHE AG Patent: WO2008/138594 A1, 2008 ; Location in patent: Page/Page column 16 ;
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Route2
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876489-80-4 - ~%
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In-stock
40741-46-6
References
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Adams; Hine; Campbell Journal of the American Chemical Society, 1949 , vol. 71, p. 387,389
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Route3
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In-stock
5350-93-6 - ~%
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In-stock
40741-46-6
References
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Zhang, Xiaoyan; Zhang, Nanjing; Chen, Guangming; Turpoff, Anthony; Ren, Hongyu; Takasugi, James; Morrill, Christie; Zhu, Jin; Li, Chunshi; Lennox, William; Paget, Steven; Liu, Yalei; Almstead, Neil; George Njoroge; Gu, Zhengxian; Komatsu, Takashi; Clausen, Valerie; Espiritu, Christine; Graci, Jason; Colacino, Joseph; Lahser, Fred; Risher, Nicole; Weetall, Marla; Nomeir, Amin; Karp, Gary M. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 13 p. 3947 - 3953
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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 73.05
- LogP 0.3824
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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