936092-53-4

Basic information

• Product Name: N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide
• Synonyms: N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide;3-[(2-Chloro-5-methyl-4-pyrimidinyl)amino]-N-(tert-butyl)benzenesulfonamide;BenzenesulfonaMide, 3-[(2-chloro-5-Methyl-4-pyriMidinyl)aMino]-N-(1,1-diMethylethyl)-
• CAS NO: 936092-53-4
• Molecular Formula: C₁₅H₁₉ClN₄O₂S
• Molecular Weight: 354.86
• EINECS: 200-258-5
• Mol File: 936092-53-4.mol

Chemical Properties

• Appearance: /
• Density: 1.312
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide(936092-53-4)
• EPA Substance Registry System: N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide(936092-53-4)

Safety Data

• Hazardous Substances Data: 936092-53-4(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Research:
N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide is used as a potential active pharmaceutical ingredient for the development of new drugs. Its unique structure may confer specific biological activities that can be harnessed for therapeutic purposes.
Used in Chemical Research:
In the field of chemical research, N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide serves as a building block for the synthesis of other complex organic compounds. Its versatile chemical structure allows for further functionalization and exploration of new chemical entities.
Used in Drug Synthesis:
N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide is utilized as a key intermediate in the synthesis of pharmaceuticals, particularly those targeting specific biological pathways or receptors. Its incorporation into larger molecules can enhance the potency, selectivity, or pharmacokinetic properties of the final drug product.
Used in Biochemical Studies:
N-tert-butyl-3-(2-chloro-5-methylpyrimidin-4-ylamino)benzenesulfonamide is also employed in biochemical studies to investigate its interactions with various biological targets, such as enzymes, receptors, or other proteins. Understanding these interactions can provide insights into the compound's mechanism of action and potential applications in medicine.

Upstream product

• 121-51-7 3-nitrobenzenesulphonyl chloride 
• 1780-31-0 2,6-dichloro-5-methylpyrimidine 
• 608523-94-0 3-amino-N-(dimethylethyl)benzenesulfonamide 
• 308283-47-8 3-bromo-(N-tert-butyl)benzenesulfonamide 
• 14394-70-8 2-chloro-4-amino-5-methylpyrimidine 

Downstream Products

• 936091-15-5 TG₄₆ 

Relevant articles and documents

Synthesis and biological evaluation of novel 2,4-dianilinopyrimidine derivatives as potent dual janus kinase 2 and histone deacetylases inhibitors

Dual or multiple-targeting inhibition of oncogenic targets in a single molecule could be an alternative approach to drug combinations. Previous studies have revealed that histone deacetylases (HDAC) inhibitor in combination with janus kinase (JAK) inhibitor could exhibit synergistically anti-proliferative effects in cancer treatment. Herein, we presented a novel series of 2,4-dianilinopyrimidine derivatives, which could simultaneously inhibit JAK2 and HDAC1. Among which, 7l was found to be the most potent compound and displayed balanced inhibitory activity against HDAC1 (IC50 = 1.9 nM) and JAK2 (IC50 = 0.5 nM), respectively. 7l also demonstrated good antiproliferative activity against tested cancer cell lines (A549, HepG-2, MDA-MB-231 and Jurkat). Moreover, flow cytometric analysis showed that 7l induced apoptosis and cell cycle arrest in a dose-dependent manner, and the insight into mechanisms of 7l indicated that it could decrease the phosphorylation of STAT-3 and promote histone acetylation. In conclusion, these results together suggested that 7l would be a promising lead candidate and deserved further research and development.

Sustainable synthesis of potential antitumor new derivatives of Abemaciclib and Fedratinib via C-N cross coupling reactions using Pd/Cu-free Co-catalyst

Herein, chitosan as an inexpensive, abundant, and biodegradable bio-material, produced from a key constituent of the exoskeletons of crustaceans, was used to generate the cobalt-based magnetic silica nanocomposite for the performance of the C-N cross-coupling reaction as the main step of the synthesis of Abemaciclib and Fedratinibs. Several derivatives of these recently FDA-approved anti-cancer drugs were synthesized for the first time by using Pd/Cu-free co-catalyzed under both, the conventional heating and microwave (MW) irradiation conditions. The potential anticancer activity of synthesized compounds was investigated by molecular docking study.

One class HDAC and JAK dual targeting inhibitors. Preparation method and application

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A Pd/Cu-Free magnetic cobalt catalyst for C-N cross coupling reactions: synthesis of abemaciclib and fedratinib

Herein, the synthesis of a nano-catalytic system comprising magnetic nanoparticles as the core and edible natural ligands bearing functional groups as supports for cobalt species is described. Subsequent to its characterization, the efficiency of the catalyst was investigated for C-N cross-coupling reactions using assorted derivatives of amines and aryl halides. This novel and easily accessible Pd- and Cu-free catalyst exhibited good catalytic activity in these reactions using γ-valerolactone (GVL) at room temperature; good recyclability bodes well for the future application of this strategy. The introduced catalytic system is attractive in view of the excellent efficiency in an array of coupling reactions and its versatility is illustrated in the synthesis of abemaciclib and fedratinib, which are FDA-approved new and significant anti-cancer medicinal compounds that are prepared under green reaction conditions.

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BI-ARYL META-PYRIMIDINE INHIBITORS OF KINASES

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