49600-34-2

Basic information

• Product Name: (6-METHYL-PYRIDIN-2-YL)-THIOUREA
• Synonyms: (6-METHYL-PYRIDIN-2-YL)-THIOUREA;N-(6-Methyl-2-pyridyl)thiourea, 97%;1-(6-methylpyridin-2-yl)thiourea;N-(6-Methylpyridin-2-yl)thiourea
• CAS NO: 49600-34-2
• Molecular Formula: C₇H₉N₃S
• Molecular Weight: 167.23
• Mol File: 49600-34-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 193-197℃
• Boiling Point: 295.3 °C at 760 mmHg
• Flash Point: 132.4 °C
• Appearance: /
• Density: 1.316 g/cm³
• Vapor Pressure: 0.00154mmHg at 25°C
• Refractive Index: 1.709
• CAS DataBase Reference: (6-METHYL-PYRIDIN-2-YL)-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: (6-METHYL-PYRIDIN-2-YL)-THIOUREA(49600-34-2)
• EPA Substance Registry System: (6-METHYL-PYRIDIN-2-YL)-THIOUREA(49600-34-2)

Safety Data

• Hazardous Substances Data: 49600-34-2(Hazardous Substances Data)

Usage

General Description

(6-Methyl-pyridin-2-yl)-thiourea is a chemical compound with the molecular formula C7H9N3S. It is a member of the thiourea family, which are organic compounds containing a carbon-to-sulfur double bond. This particular compound contains a methyl-substituted pyridine ring, which gives it unique aromatic properties. Thioureas have been studied for their potential biological and industrial applications, including their use as catalysts, anti-thyroid drugs, and herbicides. The specific properties and potential uses of (6-Methyl-pyridin-2-yl)-thiourea would depend on its specific chemical and physical properties, as well as its potential interactions with other compounds and biological systems.

InChI:InChI=1/C7H9N3S/c1-5-3-2-4-6(9-5)10-7(8)11/h2-4H,1H3,(H3,8,9,10,11)

Upstream product

• 96938-51-1 N-(6-methylpyridine-2-ylcarbamothioyl)benzamide 
• 53385-83-4 N-(3-methylpyridin-2-yl)-N'-phenyl-thiourea 
• 1824-81-3 2-Amino-6-methylpyridine 
• 532-55-8 Benzoyl isothiocyanate 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 708283-68-5 [4-(3,4-dimethoxyphenyl)-thiazol-2-yl]-(6-methylpyridin-2-yl)-amine 
• 1310049-89-8 [4-(4-bromophenyl)-1,3-thiazol-2-yl]-(6-methylpyridin-2-yl)amine 
• 1426047-44-0 (4-biphenyl-4-yl-thiazol-2-yl)-(6-methyl-pyridin-2-yl)amine 
• 1426259-53-1 6-methyl-N-(4-{4-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]phenyl}-1,3-thiazol-2-yl)pyridin-2-amine 
• 1426259-59-7 4-{4-[2-(4-methylpiperazin-1-yl)pyridin-4-yl]phenyl}-N-(6-methylpyridin-2-yl)thiazol-2-amine 
• 1426259-44-0 N,N-dimethyl-5-(4-{2-[(6-methylpyridin-2-yl)amino]-1,3-thiazol-4-yl}phenyl)pyridin-2-amine 
• 1426259-50-8 N,N-dimethyl-4-(4-{2-[(6-methylpyridin-2-yl)amino]-1,3-thiazol-4-yl}phenyl)pyridin-2-amine 
• 1426260-18-5 N-(6-methylpyridin-2-yl)-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]thiazol-2-amin 
• 1426259-68-8 4-[4-(6-isopropoxypyridin-3-yl)phenyl]-N-(6-methylpyridin-2-yl)thiazol-2-amine 
• 1426259-52-0 6-methyl-N-(4-{4-[2-(propan-2-yloxy)pyridin-4-yl]phenyl}-1,3-thiazol-2-yl)pyridin-2-amine 
• 1426259-60-0 4-{4-[6-(2-methoxyethoxy)pyridin-3-yl]phenyl}-N-(6-methylpyridin-2-yl)thiazol-2-amine 
• 1426259-58-6 4-{4-[2-(2-methoxyethoxy)pyridin-4-yl]phenyl}-N-(6-methylpyridin-2-yl)thiazol-2-amine 
• 1426259-40-6 4-[4-(6-methoxypyridin-3-yl)phenyl]-N-(6-methylpyridin-2-yl)-1,3-thiazol-2-amine 
• 1426259-48-4 (6-methylpyridin-2-yl)-[4-(4-morpholin-4-yl-phenyl)thiazol-2-yl]amine trifluoroacetate salt 

Relevant articles and documents

NOVEL ANTIPRION COMPOUNDS

Described herein are novel compositions and methods of treatment addressing diseases such as neurodegenerative diseases, including prion diseases and Alzheimer's disease.

Structure-activity relationships of 2-aminothiazoles effective against Mycobacterium tuberculosis

A series of 2-aminothiazoles was synthesized based on a HTS scaffold from a whole-cell screen against Mycobacterium tuberculosis (Mtb). The SAR shows the central thiazole moiety and the 2-pyridyl moiety at C-4 of the thiazole are intolerant to modification. However, the N-2 position of the aminothiazole exhibits high flexibility and we successfully improved the antitubercular activity of the initial hit by more than 128-fold through introduction of substituted benzoyl groups at this position. N-(3-Chlorobenzoyl)-4-(2-pyridinyl) -1,3-thiazol-2-amine (55) emerged as one of the most promising analogues with a MIC of 0.024 μM or 0.008 μg/mL in 7H9 media and therapeutic index of nearly ～300. However, 55 is rapidly metabolized by human liver microsomes (t1/2 = 28 min) with metabolism occurring at the invariant aminothiazole moiety and Mtb develops spontaneous low-level resistance with a frequency of ～10-5.

2-aminothiazoles as therapeutic leads for prion diseases

2-Aminothiazoles are a new class of small molecules with antiprion activity in prion-infected neuroblastoma cell lines (J. Virol. 2010, 84, 3408). We report here structure-activity studies undertaken to improve the potency and physiochemical properties of 2-aminothiazoles, with a particular emphasis on achieving and sustaining high drug concentrations in the brain. The results of this effort include the generation of informative structure-activity relationships (SAR) and the identification of lead compounds that are orally absorbed and achieve high brain concentrations in animals. The new aminothiazole analogue (5-methylpyridin-2-yl)-[4-(3-phenylisoxazol-5-yl)-thiazol-2-yl]-amine (27), for example, exhibited an EC50 of 0.94 μM in prion-infected neuroblastoma cells (ScN2a-cl3) and reached a concentration of ～25 μM in the brains of mice following three days of oral administration in a rodent liquid diet. The studies described herein suggest 2-aminothiazoles as promising new leads in the search for effective therapeutics for prion diseases.