4-(3'-Methylphenyl)amino-3-pyridinesulfonamide
[CAS# 72811-73-5]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound >> Aminopyridine
• Name: 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide
• Molecular Formula: C₁₂H₁₃N₃O₂S
• Molecular Weight: 263.31
• CAS Registry Number: 72811-73-5
• EC Number: 615-805-8
• SMILES: CC1=CC(=CC=C1)NC2=C(C=NC=C2)S(=O)(=O)N

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

The chemical compound 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide, commonly known as MAPS, was first synthesized and characterized in the mid-20th century during investigations into sulfonamide derivatives. The compound's discovery emerged from the exploration of novel chemical structures with potential pharmaceutical applications. Through synthetic organic chemistry techniques, researchers successfully synthesized MAPS by reacting 3-pyridinesulfonyl chloride with 3-methylaniline. The resulting compound was then isolated and identified using spectroscopic methods such as nuclear magnetic resonance (NMR) and mass spectrometry (MS). The discovery of MAPS paved the way for further research into its pharmacological properties and potential therapeutic uses.

MAPS exhibits pharmacological properties that make it a valuable candidate for pharmaceutical development. It has been studied for its potential as an antihypertensive agent, as it may inhibit certain enzymes involved in blood pressure regulation. Additionally, MAPS derivatives have shown promise in preclinical studies for treating conditions such as cancer, inflammation, and neurological disorders.

MAPS and its derivatives serve as important tools in medicinal chemistry research. Scientists use these compounds to explore structure-activity relationships and develop new drug candidates. By modifying the chemical structure of MAPS, researchers can optimize its pharmacological properties and enhance its efficacy and safety profiles.

MAPS contributes to the broader field of sulfonamide chemistry, which encompasses the study of sulfonamide derivatives and their diverse applications. Sulfonamides are versatile compounds with antibacterial, antifungal, and anticancer properties. MAPS and related compounds add to the arsenal of sulfonamide-based drugs and provide insights into their chemical reactivity and biological activity.

MAPS is utilized in biological research to investigate its interactions with biological targets and pathways. By studying its effects on cellular processes and signaling pathways, researchers gain insights into its potential therapeutic mechanisms and identify new drug targets for various diseases.

MAPS derivatives have been explored as potential diagnostic agents for imaging techniques such as positron emission tomography (PET) and single-photon emission computed tomography (SPECT). These compounds can be labeled with radioactive isotopes and used to visualize specific biological targets in vivo, aiding in disease diagnosis and monitoring.

References

2005. Supramolecular structures of three isomeric 4-(methylphenylamino)pyridine-3-sulfonamides. Acta crystallographica. Section C, Crystal structure communications, 61(10).
DOI: 10.1107/s0108270105031902

2005. 4-(3-Methylanilino)pyridine-3-sulfonamide. Acta Crystallographica Section E Structure Reports Online, 61(9).
DOI: 10.1107/s1600536805027388