3-Nitro-4-[[(tetrahydro-2H-pyran-4-yl)methyl]amino]benzenesulfonamide

Name: 3-Nitro-4-[[(tetrahydro-2H-pyran-4-yl)methyl]amino]benzenesulfonamide
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CAS No. 1228779-96-1
Cat. No. CS-0010860
Purity≥98%
MDL No.MFCD28142285

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3-Nitro-4-[[(tetrahydro-2H-pyran-4-yl)methyl]amino]benzenesulfonamide|CS-0010860

Structure of 1228779-96-1

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General Information

CAS No. 1228779-96-1
Cat. No. CS-0010860
Purity ≥98%
MDL No. MFCD28142285
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇N₃O₅S
Molecular Weight 315.35
Synonym(s) 3-Nitro-4-[[(tetrahydropyran-4-yl)methyl]amino]benzenesulfonamide; Venclexta Impurity 2
SMILES O=S(C1=CC=C(NCC2CCOCC2)C([N+]([O-])=O)=C1)(N)=O

Description

This sulfonamide features a para-nitro aryl group paired with a tetrahydropyranyl-protected amine, delivering enhanced solubility and stability under standard conditions. The electron-deficient aromatic core supports efficient coupling reactions, while the protected amine enables selective deprotection during late-stage functionalization.

Application

3-Nitro-4-[(tetrahydro-2H-pyran-4-yl)methyl]amino]benzenesulfonamide serves as a versatile sulfonamide building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. The tetrahydro-2H-pyran-4-yl methyl group provides excellent bench stability and orthogonal protection, facilitating selective deprotection under mild acidic conditions. Its functional group tolerance supports diverse downstream transformations, including Suzuki-Miyaura coupling and nucleophilic substitution, making it ideal for iterative synthesis of complex target molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Computational Chemistry Data

TPSA 124.56
LogP 1.0807
H_Acceptors 6
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Sulfonamide

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Nitro-4-[[(tetrahydro-2H-pyran-4-yl)methyl]amino]benzenesulfonamide

CAS No. 1228779-96-1

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