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

General Description

5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione is a chemical compound with the molecular formula C7H5N3S2. It is a heterocyclic organic compound that contains a 1,3,4-thiadiazole ring system. 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione has potential applications in the field of medicinal chemistry due to its pharmacological properties, including antifungal and antibacterial activities. It is also used as a building block in the synthesis of other biologically active compounds. Additionally, 5-(4-pyridyl)-3H-1,3,4-thiadiazole-2-thione has been studied for its potential use in the development of agricultural pesticides. 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.

Upstream product

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

Downstream Products

• 1172580-96-9 C₂₁H₂₄BrN₃O₃S₂ 
• 1298111-52-0 4-(5-(phenylthio)-1,3,4-thiadiazol-2-yl)pyridine 

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.