1,3,4-Thiadiazole
- CAS No.
- 289-06-5
- Chemical Name:
- 1,3,4-Thiadiazole
- Synonyms
- 1,3,4-thiadiazole;Ceftezole Impurity 15;Ceftezole Impurity 12
- CBNumber:
- CB9842733
- Molecular Formula:
- C2H2N2S
- Molecular Weight:
- 86.12
- MDL Number:
- MFCD01311030
- MOL File:
- 289-06-5.mol
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) |
FDA UNII | 14IAC3GH7G |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H319-H332-H315-H302-H335-H312 |
Precautionary statements | P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 |
1,3,4-Thiadiazole Chemical Properties,Uses,Production
Description
1,3,4-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.
Uses
1,3,4-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.
Definition
ChEBI: 1,3,4-thiadiazole is a thiadiazole.
Chemical Reactivity
Atomic 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 Activity
Anti-inflammatory,antivira and antimicrobial.
1,3,4-Thiadiazole Preparation Products And Raw materials
Raw materials
Preparation Products
1,3,4-Thiadiazole Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66113011 18112977050 | cb6@aikonchem.com | China | 16687 | 50 |
ATK CHEMICAL COMPANY LIMITED | 3429815786 13301662590 | sales@atkchemical.com | China | 10006 | 55 |
Yujinpharma(Tianjin) Technology Co.,Ltd. | 13370351217 kungfu1217@1 | kungfu1217@163.com | China | 9609 | 58 |
JinOu Biomedical (Nanjing) Co., Ltd. | 13000000000 | jinoupharma@163.com | China | 11732 | 58 |
Bide Pharmatech Ltd. | 400-1647117 15221909166 | product02@bidepharm.com | China | 61720 | 58 |
Guangzhou Austine Biotechnology Co., LTD | 17727342298 | 2781109436@qq.com | China | 2004 | 58 |
Henan Vcommend Consultrading Co., Ltd. | 13393721940 | sales@vcommend.com | China | 9842 | 58 |
Guangdong Shengke Biochemical Technology Co., Ltd. | 189-25112307 18925113981 | 3809205144@qq.com | China | 10002 | 58 |
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- Chemical Reactivity of 1,3,4-Thiadiazole
- 1,3,4-Thiadiazole is a five-membered, aromatic, weakly basic, planer, electron-deficient, conjugated heterocyclic ring system ....
- Jan 29,2022
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