2002-04-2

Basic information

• Product Name: 2-AMINO-5-(4-PYRIDINYL)-1,3,4-THIADIAZO&
• Synonyms: 1,3,4-Thiadiazol-2-amine, 5-(4-pyridinyl)-;2-Amino-5-(4-piridil)-1,3,4-tiadiazolo;2-Amino-5-(4-piridil)-1,3,4-tiadiazolo [Italian];2-Amino-5-(4-pyridyl)-1,3,4-thiodiazole;4-(2-Amino-1,3,4-thiadiazol-5-yl)pyridine;Pyridine, 4-(2-amino-1,3,4-thiadiazol-5-yl)-;Pyridine, 4-(5-amino-1,3,4-thiadiazol-2-yl)-;2-Amino-5-(pyridin-4-yl)-1,3,4-thiadiazole
• CAS NO: 2002-04-2
• Molecular Formula: C₇H₆N₄S
• Molecular Weight: 178.22
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Thiadiazoles
• Mol File: 2002-04-2.mol
• Article Data: 21

Chemical Properties

• Melting Point: 242-248°C
• Boiling Point: 409.1°Cat760mmHg
• Flash Point: 201.2°C
• Appearance: /
• Density: 1.412g/cm³
• Vapor Pressure: 6.67E-07mmHg at 25°C
• Refractive Index: 1.681
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.66±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-(4-PYRIDINYL)-1,3,4-THIADIAZO&(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(4-PYRIDINYL)-1,3,4-THIADIAZO&(2002-04-2)
• EPA Substance Registry System: 2-AMINO-5-(4-PYRIDINYL)-1,3,4-THIADIAZO&(2002-04-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• RTECS: US2168500
• Hazardous Substances Data: 2002-04-2(Hazardous Substances Data)

Usage

General Description

The chemical "2-Amino-5-(4-pyridinyl)-1,3,4-thiadiazole" is a compound that falls within the thiadiazole class of organic substances. Thiadiazoles are compounds with a ring structure containing one sulfur atom, two nitrogen atoms, and two carbon atoms. While specific details about 2-Amino-5-(4-pyridinyl)-1,3,4-thiadiazole are limited, thiadiazoles in general are known for their diverse range of pharmacological activities, including antibacterial, antifungal, anti-inflammatory and anticancer. The 4-pyridinyl component of the molecule may offer additional chemical properties, but further studies would be required to confirm its characteristics and potential applications.

InChI:InChI=1/C7H6N4S/c8-7-11-10-6(12-7)5-1-3-9-4-2-5/h1-4H,(H2,8,11)

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 79-19-6 thiosemicarbazide 
• 55-22-1 pyridine-4-carboxylic acid 
• 54-85-3 isoniazid 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 14254-57-0 4-(chlorocarbonyl)pyridine 
• 100-48-1 pyridine-4-carbonitrile 
• 108103-05-5 dithioisonicotinic acid ; potassium-salt 
• 62236-04-8 N-[4-acetyl-5-(pyridin-4-yl)-4,5-dihydro-1,3,4-thiadiazol-2-yl]acetamide 
• 1200-00-6 isonicotinaldehyde thiosemicarbazone 
• 14397-24-1 2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide 
• 3652-14-0 2-acetylamino-5-(4-pyridyl)-1,3,4-thiadiazole 

Downstream Products

• 3652-14-0 2-acetylamino-5-(4-pyridyl)-1,3,4-thiadiazole 
• 1114795-42-4 N-(2,6-difluorobenzoyl)-N'-[5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl]urea 
• 1240521-18-9 (S)-3-phenyl-N-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)-2-(thiazol-4-ylmethylamino)propanamide 
• 1240521-13-4 (S)-2-amino-3-phenyl-N-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)propanamide 
• 1430213-30-1 ML₂₁₆ 

Relevant articles and documents

Synthesis of a Series of Novel 2-Amino-5-substituted 1,3,4-oxadiazole and 1,3,4-thiadiazole Derivatives as Potential Anticancer, Antifungal and Anti-bacterial Agents

Objective: The objective of the present study was to prepare the 5-substituted 2-amino-1,3,4-oxadiazole and 2-amino-1,3,4-thiadiazole derivatives and evaluate their potential anticancer, antibac-terial and antifungal activities. Methods: Twenty-seven derivatives were synthesized by iodine-mediated cyclization of semicarba-zones or thiosemicarbazones obtained from condensation of semicarbazide or thiosemicarbazide and aldehydes. The structures were confirmed by1H-NMR,13C-NMR and MS spectra. The antibacterial and antifungal activities were evaluated by diffusion method and the anticancer activities were evaluated by MTT assay. Results: Twenty-seven derivatives have been synthesized in moderate to good yields. A number of derivatives exhibited potential antibacterial, antifungal and anticancer activities. Conclusion: Compounds (1b, 1e and 1g) showed antibacterial activity against Streptococcus faecal-is, MSSA and MRSA with MIC value ranging between 4 to 64 μg/mL. Compound (2g) showed anti-fungal activity against Candida albicans (8 μg/mL) and Aspergillus niger (64 μg/mL). Compound (1o) exhibited high cytotoxic activity against HepG2 cell line (IC50 value 8.6 μM) which is compara-ble to the activity of paclitaxel, and is non-toxic on LLC-PK1 normal cell line. The structure activity relationship and molecular docking study of the synthesized compounds have also been reported.

Aryl or heteroaryl substituted thiadiazole compound and antibacterial application thereof

The invention belongs to the technical field of medicines, and particularly relates to an aryl or heteroaryl substituted thiadiazole compound, a preparation method and application thereof as an antibacterial drug. The compound is represented by formula (1

Novel fatty acid-thiadiazole derivatives as potential antimycobacterial agents

The discovery of antibiotics around the middle twentieth century led to a decrease in the interest in antimycobacterial fatty acids. In order to re-establish the importance of naturally abundant fatty acid, a series of fatty acid-thiadiazole derivatives were designed and synthesized based on molecular hybridization approach. In vitro antimycobacterial potential was established by a screening of synthesized compounds against Mycobacterium tuberculosis H37Rv strain. Among them, compounds 5a, 5d, 5h, and 5j were the most active, with compound 5j exhibiting minimum inhibitory concentration of 2.34?μg/ml against M.tb H37Rv. Additionally, the compounds were docked to determine the probable binding interactions and understand the mechanism of action of most active molecules on enoyl-acyl carrier protein reductases (InhA), which is involved in the mycobacterium fatty acid biosynthetic pathway.