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1,3,4-Thiadiazole

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Company Name: Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.  
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Products Intro: Product Name:Thiadiazole
CAS:289-06-5
Purity:95+% Package:1g;5g;10g
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Products Intro: CAS:289-06-5
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Company Name: JinOu Biomedical (Nanjing) Co., Ltd.  
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Products Intro: Product Name:1,3,4-Thiadiazole
CAS:289-06-5
Purity:99% HPLC Package:100G;1KG;100KG
Company Name: Bide Pharmatech Ltd.  
Tel: 400-1647117 15221909166
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Products Intro: Product Name:Thiadiazole
CAS:289-06-5
Purity:97% Package:100mg;250mg;1g; Remarks:BD153800

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1,3,4-Thiadiazole Basic information
Product Name:1,3,4-Thiadiazole
Synonyms:1,3,4-thiadiazole;Ceftezole Impurity 12;Ceftezole Impurity 15
CAS:289-06-5
MF:C2H2N2S
MW:86.12
EINECS:
Product Categories:
Mol File:289-06-5.mol
1,3,4-Thiadiazole Structure
1,3,4-Thiadiazole Chemical Properties
Melting point 42.5°C
Boiling point 204°C
density 1.299 (estimate)
refractive index 1.5300 (estimate)
form solid
pka-0.33±0.10(Predicted)
Safety Information
MSDS Information
1,3,4-Thiadiazole Usage And Synthesis
Description1,3,4-Thiadiazole is a five-membered, aromatic, weakly basic, planer, electron-deficient, conjugated heterocyclic ring system comprised of two carbon atoms, one sulfur atom, and two pyridine-like nitrogen atoms present at the 3- and 4-positions of the ring. The dipole moment (3.25 D) for 1,3,4-thiadiazole suggests that it is a polar symmetric molecule with pseudo-aromatic character. The carbon atoms at the 2- and 5-positions are electron deficient because of the inductive effect of nitrogen and sulfur and thus they are inert toward electrophilic substitution but reactive toward nucleophilic attack.
Uses1,3,4-Thiadiazole, a bioisostere of the thiazole ring, has been used in the synthesis of cephalosporine and cefazedone, which are used as antibiotics. Megazole is another 1,3,4-thiadiazole-based drug, widely used in the treatment of African trypanosomes, also known as sleeping sickness. Azetepa, a phosphoruscontaining drug, has been used for the treatment of cancer. Tebtheuron is known as a broad-spectrum herbicide and is used to control a variety of weeds and herbaceous and woody plants. Numerous thiadiazole derivatives are patented as bactericides, insecticides, and fungicides.
DefinitionChEBI: 1,3,4-thiadiazole is a thiadiazole.
Chemical ReactivityAtomic charges have been calculated by the DFT method. The maximum charge was found at the S atom (0.818) and thus it is the favorite position for soft nucleophilic attack. The atomic charge on each carbon is ?0.3275. Because of the presence of the two pyridine-like nitrogen atoms in the ring, which make the C2 - and C5 -positions electronically poor, nucleophilic substitution of the leaving groups present at either the C2 - or C5 -position becomes highly facile. However, the atomic charge on N3 and N4 (?0.0308) makes them preferential sites for electrophilic attack and readily N-alkylated or N-acylated. In strongly basic conditions the thiadiazole ring leads to ring fission.
Biological ActivityAnti-inflammatory,antivira and antimicrobial.
1,3,4-Thiadiazole Preparation Products And Raw materials
Tag:1,3,4-Thiadiazole(289-06-5) Related Product Information
2,5-DIMERCAPTO-1,3,4-THIADIAZOLE DIPOTASSIUM SALT Acetazolamide 2-Mercapto-5-methyl-1,3,4-thiadiazole 2-(METHYLAMINO)-5-(TRIFLUOROMETHYL)-1,3,4-THIADIAZOLE 2-bromo-5-(trifluoromethyl)-1,3,4-thiadiazole 2,5-BIS(4-PYRIDYL)-1,3,4-THIADIAZOLE 5-Amino-1,3,4-thiadiazole-2-thiol 2,5-DIAMINO-1,3,4-THIADIAZOLE 2-Amino-5-ethyl-1,3,4-thiadiazole 2-AMINO-5-ETHYLTHIO-1,3,4-THIADIAZOLE 2,5-DIMETHYL-1,3,4-THIADIAZOLE 2-Amino-5-methyl-1,3,4-thiadiazole 2-AMINO-5-TERT-BUTYL-1,3,4-THIADIAZOLE 2-Mercapto-1,3,4-thiadiazol 2-Amino-1,3,4-thiadiazole 5-AMINO-2-DIISOPROPYLAMINO-1,3,4-THIADIAZOLE 2-AMINO-5-TRIFLUOROMETHYL-1,3,4-THIADIAZOLE Bismuththiol