Lot numbers can be found on the outside label of a product:
4-Ethynylbenzenesulfonamide
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CAS No. 1788-08-5
- Cat. No. CS-W019770
- Purity≥98%
- MDL No.MFCD11040256
*For research and further manufacturing use only, not for direct human use.
Structure of 1788-08-5
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General Information
- CAS No. 1788-08-5
- Cat. No. CS-W019770
- Purity ≥98%
- MDL No. MFCD11040256
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇NO₂S
- Molecular Weight 181.21
- Synonym(s) 2-chloro-3-nitro-pyridin-4-amine
- SMILES O=S(C1=CC=C(C#C)C=C1)(N)=O
Description
4-Ethynylbenzenesulfonamide features a terminal alkyne group appended to a sulfonamide-substituted aromatic ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and materials functionalization. The electron-deficient aryl sulfonamide enhances solubility and stability under standard conditions.
Application
4-Ethynylbenzenesulfonamide serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed coupling reactions such as Sonogashira and Suzuki-Miyaura protocols. The terminal alkyne functionality provides high reactivity in click chemistry and conjugation strategies, while the sulfonamide group offers enhanced solubility and metabolic stability. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex scaffolds in medicinal chemistry and materials science applications.
Synthesis
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Route1
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775331-26-5 - ~63%
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In-stock
1788-08-5
References
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PHARMACIA CORPORATION Patent: WO2004/87686 A2, 2004 ; Location in patent: Page 229 ; Title/Abstract Full Text Show Details PHARMACIA CORPORATION Patent: WO2004/87687 A1, 2004 ; Location in patent: Page 229 ; WO 2004/087687 A1
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Route2
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In-stock
701-34-8 - ~%
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In-stock
1788-08-5
References
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Organic and biomolecular chemistry, , vol. 1, # 3 p. 498 - 506
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Route3
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In-stock
701-34-8
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1066-54-2 - ~%
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In-stock
1788-08-5
References
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WO2006/71184 A1, ; Page/Page column 15 ; WO 2006/071184 A1
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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 60.16
- LogP 0.3153
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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