1,3,4-Thiadiazole

1,3,4-Thiadiazole 속성

1,3,4-Thiadiazole C화학적 특성, 용도, 생산

개요

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.

용도

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.

화학 반응

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 준비 용품 및 원자재

원자재

준비 용품

1,3,4-Thiadiazole 공급 업체

공급자	전화	이메일	국가	제품 수	이점
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	9693	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	9773	58
Guangdong Shengke Biochemical Technology Co., Ltd.	189-25112307 18925113981	3809205144@qq.com	China	10008	58

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