1,3,4-Thiadiazoles

4-Methyl-7-((2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethyl)thio)-coumarin

“…1,3,4-thiadiazole is a five-membered heterocyclic compound with three heteroatoms, which exists as a structural subunit in a number of bioactive compounds [31][32][33][34][35]. Molecules possessing thiadiazole fragment have shown anticancer [36][37][38][39], antimicrobial [40,41], antiepileptic [42], and many other properties.…”

“…Several drugs with coumarin skeleton are available on the market, such as immunosuppressant scoparone, anti-inflammatory drug 8-methoxypsoralen, vasodilator carbochromen, anticoagulants warfarin and phenprocoumon, antifungal agent osthole, anti-HIV preparatus calanolide, anticancer drug flavopiridol, antibiotics novobiocin and clorobiocin, and so on; some are shown in Figure 1. 1,3,4-thiadiazole is a five-membered heterocyclic compound with three heteroatoms, which exists as a structural subunit in a number of bioactive compounds [31][32][33][34][35]. Molecules possessing thiadiazole fragment have shown anticancer [36][37][38][39], antimicrobial [40,41], antiepileptic [42], and many other properties.…”

1,3,4-Thiadiazole and Its Derivatives: An Overview on Crystal Structure and Tribology Activities

“…The synthesis of thiadiazole and its derivative frequently generates products in the form of crystal structure. Schatz et al (2020) reported that among all the four isomers, the conformer of dithiol tautomer of 1,3,4-thiadiazole was identified as the most stable due to occurring a charge transfer in the molecule.…”

Functionalization of 2-Mercapto-5-methyl-1,3,4-thiadiazole: 2-(ω-Haloalkylthio) Thiadiazoles vs. Symmetrical Bis-Thiadiazoles

“…The 1,3,4-thiadiazole motif serves as a structural subunit in numerous products with remarkable biological activities [1][2][3][4][5][6][7][8][9], such as anticancer [10][11][12][13][14][15], antimicrobial [16][17][18], antiepileptic [19][20][21], among others. Many drugs featuring the 1,3,4-thiadiazole unit are commercially available and have become widely prescribed medications.…”

“…Several synthetic protocols for the preparation of 1,3,4-thiadiazole-containing bioactive compounds have been developed and summarised [2,8,17,[27][28][29][30][31][32][33], the main part based on ring-closure reactions. Variable procedures are applied, like intramolecular cyclization of thiosemicarbazides [15,25] or potassium salt of hydrazinodithio formate [34] in concentrated sulphuric acid, condensation of thiosemicarbazide with carboxylic acids [35], benzoic acids [36,37], or N-arylsulfonylated amino acids [38], thiocarbohydrazides with aldehydes [39], hydrazinecarbodithioates or thiosemicarbazones with hydrazonoyl chlorides [40], sulfonamide diazonium chlorides with phenacyl thiocyanate [41], etc.…”