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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
MSDS File:
SDS
Last updated:2026-05-28 05:10:30

1,3,4-Thiadiazole 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)
FDA UNII 14IAC3GH7G

1,3,4-Thiadiazole price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
aablocks AA002WX6 1,3,4-Thiadiazole 97% 289-06-5 50mg $87 2026-05-28 Buy
aablocks AA002WX6 1,3,4-Thiadiazole 97% 289-06-5 100mg $147 2026-05-28 Buy
aablocks AA002WX6 1,3,4-Thiadiazole 97% 289-06-5 250mg $250 2026-05-28 Buy
aablocks AA002WX6 1,3,4-Thiadiazole 97% 289-06-5 1g $595 2026-05-28 Buy
American Custom Chemicals Corporation CHM0985325 1,3,4-THIADIAZOLE 95.00% 289-06-5 5MG $502.49 2021-12-16 Buy
Product number Packaging Price Buy
AA002WX6 50mg $87 Buy
AA002WX6 100mg $147 Buy
AA002WX6 250mg $250 Buy
AA002WX6 1g $595 Buy
CHM0985325 5MG $502.49 Buy

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

Global Suppliers ( 15)
Supplier Tel Email Country ProdList Advantage
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66028182 17714375163 yftan@aikonchem.com China 16674 50
Yujinpharma(Tianjin) Technology Co.,Ltd. 13370351217 kungfu1217@1 kungfu1217@163.com China 7991 58
Taizhou Changyuan Chemical Technology Co., Ltd. 15005869072 tzcyhxkj@163.com China 527 58
JinOu Biomedical (Nanjing) Co., Ltd. 13000000000 jinoupharma@163.com China 11706 58
Shanghai Maclean Biochemical Technology Co., LTD 021-50706066 15221275939 shenlinxing@macklin.cn China 29676 58
Shanghai Haohong Scientific Co., Ltd. 400-8210725 4008210725 malulu@leyan.com China 39718 58
Henan Vcommend Consultrading Co., Ltd. 13393721940 sales@vcommend.com China 9957 58
Guangdong Shengke Biochemical Technology Co., Ltd. 18925113981 18925113981 3809205144@qq.com China 4069 58
Guangdong Wengjiang Chemical Reagent Co.,Ltd. 0751-2815983 13927872582 3008325437@qq.com China 9890 58
Ningbo Chaoming Biotechnology Co., Ltd 13301662590 mandy@atkchemical.com China 9539 58

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Ceftezole Impurity 12 Ceftezole Impurity 15 1,3,4-thiadiazole 289-06-5 C2H2N2S