62009-33-0

Basic information

• Product Name: 5-BROMOPYRIDINE-3-SULPHONAMIDE 98
• Synonyms: 5-BROMOPYRIDINE-3-SULPHONAMIDE 98;5-Bromopyridine-3-sulphonamide 98%
• CAS NO: 62009-33-0
• Molecular Formula: C₅H₅BrN₂O₂S
• Molecular Weight: 237.0765
• Product Categories: blocks;Bromides;Pyridines;Sulfonamides
• Mol File: 62009-33-0.mol

Chemical Properties

• Melting Point: 171-173
• Boiling Point: 396.7 °C at 760 mmHg
• Flash Point: 193.7 °C
• Appearance: /
• Density: 1.855 g/cm³
• Vapor Pressure: 1.67E-06mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: Keep Cold
• CAS DataBase Reference: 5-BROMOPYRIDINE-3-SULPHONAMIDE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMOPYRIDINE-3-SULPHONAMIDE 98(62009-33-0)
• EPA Substance Registry System: 5-BROMOPYRIDINE-3-SULPHONAMIDE 98(62009-33-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 62009-33-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-BROMOPYRIDINE-3-SULPHONAMIDE 98 is used as a building block for the synthesis of various pharmaceutical drugs. Its unique structure and reactivity contribute to the development of new and effective medications.
Used in Organic Chemistry:
In the field of organic chemistry, 5-BROMOPYRIDINE-3-SULPHONAMIDE 98 is utilized as a reagent for the preparation of heterocyclic compounds. Its properties allow for the creation of diverse and complex organic molecules.
Used in Agrochemical Development:
5-BROMOPYRIDINE-3-SULPHONAMIDE 98 may have potential applications in the development of agrochemicals due to its unique structure and reactivity. It can be used to create new compounds with pesticidal or herbicidal properties, contributing to advancements in agricultural chemistry.
Used in Fine Chemical Products:
5-BROMOPYRIDINE-3-SULPHONAMIDE 98 also has potential applications in the development of other fine chemical products. Its unique characteristics make it a valuable component in the synthesis of specialty chemicals for various industries.

InChI:InChI=1/C5H5BrN2O2S/c6-4-1-5(3-8-2-4)11(7,9)10/h1-3H,(H2,7,9,10)

Upstream product

• 65001-21-0 5-bromopyridine-3-sulphonyl chloride 
• 625-92-3 3,5-dibromopyridine 
• 636-73-7 3-pyridinesulfonic acid 
• 16133-25-8 Pyridine-3-sulfonyl chloride 

Downstream Products

• 62009-21-6 5-aminopyridine-3-sulfonamide 
• 1272353-82-8 5-(5-phenyl-4-((pyridin-2-ylmethyl)amino)quinazolin-2-yl)pyridine-3-sulfonamide 
• 1092565-14-4 5-{8-[3-(aminosulfonyl)phenyl]-1,5-naphthyridin-2-yl}-3-pyridinesulfonamide 
• 1092565-19-9 5-[8-(3-cyanophenyl)-1,5-naphthyridin-2-yl]-3-pyridinesulfonamide 
• 1383988-46-2 5-(2-amino-4-oxo-3-phenyl-3,4-dihydro-6-quinazolinyl)-3-pyridinesulfonamide 
• 1093819-13-6 5-[4-(3-cyanophenyl)-6-quinazolinyl]-3-pyridinesulfonamide 
• 1083326-26-4 pyridine-3-sulfonamide-5-ylboronic acid pinacol ester 
• 1083324-42-8 N-(2-chloro-5-{3-[3-(dimethylamino)-1-piperidinyl]-6-quinoxalinyl}-3-pyridinyl)benzenesulfonamide 
• 1083321-66-7 N-(2,4-difluorophenyl)-5-{3-[4-(dimethylamino)-1-piperidinyl]-6-quinoxalinyl}-3-pyridinesulfonamide 
• 62009-07-8 5-nitropyridine-3-sulfonamide 

Relevant articles and documents

BAY-8400: A Novel Potent and Selective DNA-PK Inhibitor which Shows Synergistic Efficacy in Combination with Targeted Alpha Therapies

Eukaryotes have evolved two major pathways to repair potentially lethal DNA double-strand breaks. Homologous recombination represents a precise, DNA-template-based mechanism available during the S and G2 cell cycle phase, whereas non-homologous end joining, which requires DNA-dependent protein kinase (DNA-PK), allows for fast, cell cycle-independent but less accurate DNA repair. Here, we report the discovery of BAY-8400, a novel selective inhibitor of DNA-PK. Starting from a triazoloquinoxaline, which had been identified as a hit from a screen for ataxia telangiectasia and Rad3-related protein (ATR) inhibitors with inhibitory activity against ATR, ATM, and DNA-PK, lead optimization efforts focusing on potency and selectivity led to the discovery of BAY-8400. In in vitro studies, BAY-8400 showed synergistic activity of DNA-PK inhibition with DNA damage-inducing targeted alpha therapy. Combination of PSMA-targeted thorium-227 conjugate BAY 2315497 treatment of human prostate tumor-bearing mice with BAY-8400 oral treatment increased antitumor efficacy, as compared to PSMA-targeted thorium-227 conjugate monotherapy.

Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N-Sulfinyl- O-(tert-butyl)hydroxylamine, t-BuONSO

Sulfonamides have played a defining role in the history of drug development and continue to be prevalent today. In particular, primary sulfonamides are common in marketed drugs. Here we describe the direct synthesis of these valuable compounds from organometallic reagents and a novel sulfinylamine reagent, t-BuONSO. A variety of (hetero)aryl and alkyl Grignard and organolithium reagents perform well in the reaction, providing primary sulfonamides in good to excellent yields in a convenient one-step process.

Selective IKur Inhibitors for the Potential Treatment of Atrial Fibrillation: Optimization of the Phenyl Quinazoline Series Leading to Clinical Candidate 5-[5-Phenyl-4-(pyridin-2-ylmethylamino)quinazolin-2-yl]pyridine-3-sulfonamide

We have recently disclosed 5-phenyl-N-(pyridin-2-ylmethyl)-2-(pyrimidin-5-yl)quinazolin-4-amine 1 as a potent IKur current blocker with selectivity versus hERG, Na and Ca channels, and an acceptable preclinical PK profile. Upon further characterization in vivo, compound 1 demonstrated an unacceptable level of brain penetration. In an effort to reduce the level of brain penetration while maintaining the overall profile, SAR was developed at the C2′ position for a series of close analogues by employing hydrogen bond donors. As a result, 5-[5-phenyl-4-(pyridin-2-ylmethylamino)quinazolin-2-yl]pyridine-3-sulfonamide (25) was identified as the lead compound in this series. Compound 25 showed robust effects in rabbit and canine pharmacodynamic models and an acceptable cross-species pharmacokinetic profile and was advanced as the clinical candidate. Further optimization of 25 to mitigate pH-dependent absorption resulted in identification of the corresponding phosphoramide prodrug (29) with an improved solubility and pharmacokinetic profile.

Discovery of 5-(2-amino-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N-(tert-butyl) pyridine-3-sulfonamide (CZC24758), as a potent, orally bioavailable and selective inhibitor of PI3K for the treatment of inflammatory disease

Herein, we disclose the discovery of a series of 7-substituted triazolopyridines which culminated in the identification of 14 (CZC24758), a potent, orally bioavailable small-molecule inhibitor of PI3Kγ, an attractive drug target for inflammatory and autoimmune disorders. Compound 14 has excellent selectivity across the kinome, demonstrates good potency in cell based assays and furthermore exhibits in vivo efficacy in a collagen induced arthritis model in mouse after oral dosing.

QUINAZOLINES AS POTASSIUM ION CHANNEL INHIBITORS

A compound of formula (I) wherein A, X, Y, Z, R1 and R24 are described herein. The compounds are useful as inhibitors of potassium channel function and in the treatment and prevention of arrhythmia, IKur-associated disorders, and other disorders mediated by ion channel function.

Acetylenyl-pyrazolo-pyrimidine derivatives

The present invention relates to compounds of formula (I): wherein R1 to R3, A, M, L, E, G, and J are as defined in the description and claims. The invention also relates to a process for the manufacture of such compounds, pharmaceutical compositions containing them, and methods for treating CNS disorders.

Studies on Anticoccidial Agents. 13. Synthesis and Anticoccidial Activity of Nitropyridine-2- and -3-sulfonamides and Derivatives

Eight nitropyridinesulfonamides andd pyridinesulfonamide N-oxides as their bioisosteres were prepared and evaluated for anticoccidial activity.Of these compounds, 2-, 4- and 5-nitropyridine-3-sulfonamides and pyridine-2- and -3-sulfonamide N-oxides were found to be active against Eimeria tenella.Thus, the relative positions, ortho or meta, of the substituents in nitropyridine-3-sulfonamides and pyridinesulfonamide N-oxides are important for anticoccidial activity.N-Substituted analogues of 5-nitropyridine-3-sulfonamide were also prepared and optimal anticoccidial activity was attained with the sulfonamide and its lower N-alkyl derivatives.The mode of action of 5-nitropyridine-3-sulfonamide was examined and found to be active in the sporozoite and the first schizogony stages.

Pyridine sulfonamides and their use as anticoccidial agents

Pyridine derivatives having the formula STR1 wherein R1 represents hydrogen atom, amino group or a group STR2 in which R5 and R6 may be the same or different and each represents an alkyl group of 1 to 4 carbon atoms or R5 is hydrogen atom and R6 represents an alkyl group of 1 to 4 carbon atoms, an alkenyl group of 3 or 4 carbon atoms or a benzyl group optionally substituted with halogen, cyano, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; R2 represents nitro group, amino group or an alkylamino group of 1 to 3 carbon atoms; R3 and R4 individually represent hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkoxyalkyl group which has 1 to 4 carbon atoms in the alkoxy moiety and 2 to 4 carbon atoms in the alkyl moiety, an alkenyl group of 3 or 4 carbon atoms, an alkanoyl group of 1 to 18 carbon atoms or a benzyl group optionally substituted with halogen, cyano, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; provided that when R1 is hydrogen atom and R2 is nitro group, R3 and R4 may be the same or different and each represents said alkyl group or said alkoxyalkyl group or R3 is hydrogen atom and R4 is hydrogen atom, said alkyl group, said alkoxyalkyl group, said alkenyl group, said alkanoyl group or said benzyl group, when R1 is hydrogen atom and R2 is amino group or said alkylamino group, R3 and R4 individually is hydrogen atom or they may be the same or different and each represents said alkyl group, when R1 is amino group and R2 is nitro group, R3 and R4 may be the same or different and each represents said alkyl group or R 3 is hydrogen atom and R4 is said alkyl group or said alkenyl group, and when R1 is said group STR3 and R2 is nitro group, R3 and R4 are the same as defined above with respect to the R5 and R6. They are highly effective in the treatment of coccidiosis, especially that caused by the protozoa belonging to the species Eimeria tenella or E. necatrix.