13581-25-4

Basic information

• Product Name: 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione
• Synonyms: 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione;5-pyridin-4-yl-3H-1,3,4-thiadiazole-2-thione
• CAS NO: 13581-25-4
• Molecular Formula: C₇H₅N₃S₂
• Molecular Weight: 195.27
• Mol File: 13581-25-4.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione(13581-25-4)
• EPA Substance Registry System: 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione(13581-25-4)

Safety Data

• Hazardous Substances Data: 13581-25-4(Hazardous Substances Data)

Usage

Description

5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione is a heterocyclic organic compound with the molecular formula C7H5N3S2. It features a 1,3,4-thiadiazole ring system and is known for its pharmacological properties, such as antifungal and antibacterial activities. 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione serves as a building block in the synthesis of other biologically active compounds and has potential applications in medicinal chemistry and agricultural pesticides.

Uses

Used in Medicinal Chemistry:
5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione is used as a pharmacological agent for its antifungal and antibacterial activities, making it a valuable component in the development of new drugs to combat infections.
Used in Synthesis of Biologically Active Compounds:
As a building block, 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione is used in the synthesis of other compounds with potential biological activities, contributing to the discovery of novel therapeutic agents.
Used in Agricultural Pesticides:
5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione is studied for its potential use in the development of agricultural pesticides, indicating its possible role in creating more effective and targeted pest control solutions.
Used in Research and Development:
5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione is of interest to researchers and chemists for its diverse range of potential applications and biological activities, driving further exploration and innovation in various scientific fields.

Upstream product

• 61019-32-7 potassium 4-pyridinyldithiocarbazate 
• 62295-00-5 thioisonicotinic acid hydrazide 
• 54-85-3 isoniazid 
• 108103-05-5 dithioisonicotinic acid ; potassium-salt 
• 75-15-0 carbon disulfide 
• 2196-13-6 pyridine-4-carbothioamide 
• 55-22-1 pyridine-4-carboxylic acid 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 1570-45-2 isonicotinic acid ethylester 

Downstream Products

• 134129-56-9 2-Pyridin-4-yl-6-(triphenyl-λ⁵-phosphanylidene)-4H-[1,3,4]thiadiazine-5-thione 
• 1298111-52-0 4-(5-(phenylthio)-1,3,4-thiadiazol-2-yl)pyridine 
• 142707-82-2 2-(4-Methoxy-phenyl)-6-pyridin-4-yl-[1,3,4]thiadiazolo[3,2-d][1,3,4,2]dithiazaphosphole 2-sulfide 
• 142707-83-3 2-Phenylsulfanyl-6-pyridin-4-yl-[1,3,4]thiadiazolo[3,2-d][1,3,4,2]dithiazaphosphole 2-sulfide 
• 89002-11-9 4-Nitrobenzyl (5R,6R)-6-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-7-oxo-3-[5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylthio]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 
• 1172580-96-9 C₂₁H₂₄BrN₃O₃S₂ 

Relevant articles and documents

Linked pyridinyl-thiadiazoles: Design and synthesis as potential candidate for treatment of XDR and MDR tuberculosis

Abstract Multi-drug resistant (MDR) and extremely drug resistant (XDR) Mycobacterium tuberculosis strains have turned tuberculosis (TB) as "on the verge of eradication" to "most life threatening" disease. Furthermore, synergy with HIV and other immunosuppressive disease have strengthened its prevalence. This research reports small molecule anti-infectives which are specifically potent against several strains and isolates of TB. The hit compound 7f has also proved to be active against almost 25 clinical isolates comparable to marketed anti-TB agents.

Synthesis of two 1,3,4-thiadiazole compounds: Crystal structure, theoretical and antifungal activity study

Two novel 1,3,4-thiadiazole compounds, C15H10N4S2 (5a) and C18H19N3S2 (5b) were designed and synthesized by reactions of key intermediate 5-(pyridin-4-yl)-1,3,4-thiadiazole-2-thiol and two substituted benzyl chloride (4-t-Bu and 3-CN). The two 1,3,4-thiadiazole structures were confirmed by 1H-NMR, MS , elemental analyses and X-Ray diffraction. Compound 5a is triclinic with space group P-1 and cell constants: A = 6.1426 (7), b = 8.5323 (14), c = 13.840 (2) ?, α = 90.199 (12), β = 90.002 (11), γ =106.762 (13)°, Dc = 1.484 g/cm3, Z = 2, V = 694.52 (17) ?3, the final R = 0.0400 and wR = 0.111 for 1786 observed reflections with I > 2σ(I). Compound 5b is triclinic with space group P2(1)/c and cell constants: A = 10.490 (5), b = 19.818 (10), c = 8.825(5) ?, α = 90, β = 98.989(10), γ =90°, Dc = 1.252 g/cm3, Z = 4, V = 1812.2(16) ?3, the final R = 0.0630 and wR = 0.192 for 2023 observed reflections with I > 2σ(I). Theoretical calculation was carried out by DFT method using 6-31G basis set. The compounds also possessed moderate fungicidal activity.

Synthesis and antifungal activity of 1,3,4-thiadiazole derivatives containing pyridine group

Some 1,3,4-thiadiazole derivatives containing pyridine group were synthesized. The structures of 1,3,4-thiadiazoles were confirmed by 1H NMR, MS, and elemental analysis. The title compounds were investigated for antifungal activities. The results showed that some of them exhibited good antifungal activity.