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
- MOL File:
- 289-06-5.mol
- Modify Date:
- 2023/5/4 17:34:37
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.
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.
1,3,4-Thiadiazole Preparation Products And Raw materials
Raw materials
Preparation Products
1,3,4-Thiadiazole Suppliers
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6257 | 58 | Inquiry |
| Guangzhou Austine Biotechnology Co., LTD | 17727342298 | China | 2003 | 58 | Inquiry |
| Henan Vcommend Consultrading Co., Ltd. | 13393721940 | China | 9962 | 58 | Inquiry |
| Guangdong Shengke Biochemical Technology Co., Ltd. | 189-25112307 18925113981 | China | 10000 | 58 | Inquiry |
| Yujinpharma(Tianjin) Technology Co.,Ltd. | 13370351217 kungfu1217@1 | China | 9023 | 58 | Inquiry |
| Guangdong Wengjiang Chemical Reagent Co.,Ltd. | 0751-2815983 13927872582 | China | 3511 | 58 | Inquiry |
| Bide Pharmatech Ltd. | 400-1647117 13681763483 | China | 62163 | 58 | Inquiry |
| ATK CHEMICAL COMPANY LIMITED | 3429815786 13301662590 | China | 7685 | 55 | Inquiry |
| Taizhou Changyuan Chemical Technology Co., Ltd. | 15005869072 | China | 433 | 58 | Inquiry |
| Beta Pharma, Inc. | 203 786 5436 | United States | 6226 | 60 | Inquiry |
Related articles
- 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
289-06-5(1,3,4-Thiadiazole)Related Search:
1of4
chevron_right