28735-27-5

Basic information

• Product Name: 3-methylsulfanyl-5-phenyl-1,2,4-triazine
• Synonyms: 3-Methylthio-5-phenyl-1,2,4-triazine;5-Phenyl-3-(methylthio)-1,2,4-triazine;Methyl 5-phenyl-1,2,4-triazine-3-yl sulfide
• CAS NO: 28735-27-5
• Molecular Formula: C₁₀H₉N₃S
• Molecular Weight: 203.26
• Mol File: 28735-27-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 409.3 °Cat760mmHg
• Flash Point: 201.3 °C
• Appearance: /
• Density: 1.27 g/cm³
• Vapor Pressure: 1.56E-06mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 3-methylsulfanyl-5-phenyl-1,2,4-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylsulfanyl-5-phenyl-1,2,4-triazine(28735-27-5)
• EPA Substance Registry System: 3-methylsulfanyl-5-phenyl-1,2,4-triazine(28735-27-5)

Safety Data

• Hazardous Substances Data: 28735-27-5(Hazardous Substances Data)

Usage

General Description

3-methylsulfanyl-5-phenyl-1,2,4-triazine, also known as methazolamide, is a chemical compound with a molecular formula of C9H9N3S. It is a carbonic anhydrase inhibitor that is used as a diuretic and for the treatment of glaucoma. Methazolamide works by decreasing the production of aqueous humor in the eye, which helps to lower intraocular pressure. It is a white crystalline powder that is sparingly soluble in water and has a melting point of approximately 290 degrees Celsius. Methazolamide is commonly administered as an oral tablet and can also be used in combination with other medications to treat certain types of seizures.

InChI:InChI=1/C10H9N3S/c1-14-10-12-9(7-11-13-10)8-5-3-2-4-6-8/h2-7H,1H3

Upstream product

• 1074-12-0 phenylglyoxal hydrate 
• 44387-06-6 methyl hydrazinecarbimidothioate 
• 122-78-1 phenylacetaldehyde 
• 1672-34-0 3,6-dimethylthio-1,2,4,5-tetrazine 
• 6908-73-2 (E)-1-styrylpyrrolidine 
• 64499-95-2 3-(Methylthio)-1,2,4,5-tetrazine 
• 58106-82-4 3-(methylthio)-6-phenyl-1,2,4,5-tetrazine 
• 213320-12-8 6-acetylamino-3-methylthio-1,2,4,5-tetrazine 
• 192210-63-2 3-methylthio-6-methoxy-1,2,4,5-tetrazine 
• 874278-37-2 3-(methylsulfinyl)-6-(methylthio)-1,2,4,5-tetrazine 
• 98-86-2 acetophenone 
• 591-51-5 phenyllithium 
• 49597-36-6 3-(methylthio)-5-phenyl-2,5-dihydro-1,2,4-triazine 
• 35600-34-1 S-methyl isothiosemicarbazide hydroiodide 

Downstream Products

• 84455-69-6 4-Methylsulfanyl-2,6-diphenyl-pyrrolo[3,4-c]pyridine-1,3-dione 
• 123346-87-2 C₃₀H₂₃N₃O₄S 
• 35102-16-0 1-methyl-3-methylthio-5-phenyl-1,2,4-triazin-1-ium iodide 
• 62230-37-9 3-(4-chlorophenyl)-5-phenyl-1,2,4-triazine 
• 146539-66-4 1-(5-Phenyl-[1,2,4]triazin-3-yl)-azepane 
• 34103-51-0 3-morpholin-4-yl-5-phenyl-[1,2,4]triazine 
• 949102-84-5 3-(4-(4-nitrophenyl)but-3-ynyloxy)-5-phenyl-1,2,4-triazine 
• 949102-83-4 5-phenyl-3-(4-p-tolylbut-3-ynyloxy)-1,2,4-triazine 
• 949102-82-3 5-phenyl-3-(4-thien-2-ylbut-3-ynyloxy)-1,2,4-triazine 
• 949102-81-2 5-phenyl-3-(4-pyrid-4-ylbut-3-ynyloxy)-1,2,4-triazine 
• 949102-78-7 5-(5-phenyl-1,2,4-triazin-3-yloxy)-pent-1-yn-3-ol 
• 949102-77-6 1-(5-phenyl-1,2,4-triazin-3-yloxy)-but-3-yn-2-ol 

Relevant articles and documents

Comparison of non-covalent interactions and spectral properties in 1-methyl-3-methylthio-5-phenyl-1,2,4-triazinium mono- and tetraiodide crystals

The reaction of 1-methyl-3-methylthio-5-phenyl-1,2,4-triazinium (MTPT) iodide with diiodine in a solution leads to monoiodide crystal structure that in excess of iodine gives the unusual tetraiodide anion with two central iodine atoms in disorder. The bonding within the anion has been characterized as I–…I2…I–; the existence of the bound iodine molecule inside has been proven by the characteristic band in experimental and calculated Raman spectra. Non-covalent interactions of MTPT in considered crystal structures are different. Monoiodide anion as a strong electron donor allows the formation of the S…I chalcogen bonds that are absent in tetraiodide structure. The features of halogen bonds within the I4 2– anion are?also performed.

Synthesis of 3-(3-aryl-pyrrolidin-1-yl)-5-aryl-1,2,4-triazines that have antibacterial activity and also inhibit inorganic pyrophosphatase

Inorganic pyrophosphatases are potential targets for the development of novel antibacterial agents. A pyrophosphatase-coupled high-throughput screening assay intended to detect o-succinyl benzoic acid coenzyme A (OSB CoA) synthetase inhibitors led to the unexpected discovery of a new series of novel inorganic pyrophosphatase inhibitors. Lead optimization studies resulted in a series of 3-(3-aryl-pyrrolidin-1-yl)-5-aryl-1,2,4-triazine derivatives that were prepared by an efficient synthetic pathway. One of the tetracyclic triazine analogues 22h displayed promising antibiotic activity against a wide variety of drug-resistant Staphylococcus aureus strains, as well as activity versus Mycobacterium tuberculosis and Bacillus anthracis, at a concentration that was not cytotoxic to mammalian cells.

1,2,4-TRIAZINE-4-AMINE DERIVATIVES

According to the invention there is provided a compound of formula A1 which may be useful in the treatment of a condition or disorder ameliorated by the inhibition of the A1- A2b or, particularly, the A2a receptor wherein the compound of formula A1 has the structure, wherein, A represents Cy1 or HetA; Cy1 represents a 5- to 14-membered aromatic, fully saturated or partially unsaturated carbocyclic ring system comprising one, two or three rings, which Cy1 group is optionally substituted by one or more R4a substituents; HetA represents a 5- to 14-membered heterocyclic group that may be aromatic, fully saturated or partially unsaturated, and which contains one or more heteroatoms selected from O, S and N, which heterocyclic group may comprise one, two or three rings and which HetA group is optionally substituted by one or more R4b substituents; B represents a Cy2 or HetB; Cy2 represents a 3- to 10-membered aromatic, fully saturated or partially unsaturated carbocyclic ring system comprising one or two rings, which Cy2 group is optionally substituted by one or more R4c substituents; HetB represents a 3- to 10-membered heterocyclic group that may be aromatic, fully saturated or partially unsaturated, and which contains one or more heteroatoms selected from O, S and N, which heterocyclic group may comprise one or two rings and which HetB group is optionally substituted by one or more R4d substituents.