5-Amino-1,3,4-thiadiazole-2-thiol

Base Information

• Chemical Name: 5-Amino-1,3,4-thiadiazole-2-thiol
• CAS No.: 2349-67-9
• Deprecated CAS: 17374-12-8,36369-18-3,1630090-71-9,36369-18-3
• Molecular Formula: C2H3N3S2
• Molecular Weight: 133.198
• Hs Code.: 29349990
• European Community (EC) Number: 219-078-4
• NSC Number: 209061,21402
• UNII: B1HEG7V21S
• DSSTox Substance ID: DTXSID1051486
• Nikkaji Number: J38.328G
• Wikidata: Q27274258
• Metabolomics Workbench ID: 153351
• ChEMBL ID: CHEMBL372507
• Mol file: 2349-67-9.mol

Synonyms:2-amino-5-mercapto-1,3,4-thiadiazole;5-amino-1,3,4-thiadiazole-2-thiol;5-amino-2-mercapto-1,3,4-thiadiazole

Chemical Property of 5-Amino-1,3,4-thiadiazole-2-thiol

Chemical Property:

• Appearance/Colour: white or pale yellow to cream powder
• Vapor Pressure: 0.0342mmHg at 25°C
• Melting Point: 231-236 °C
• Refractive Index: 1.99
• Boiling Point: 242.3 °C at 760 mmHg
• PKA: 7.80±0.20(Predicted)
• Flash Point: 100.3 °C
• PSA: 118.84000
• Density: 2.04 g/cm³
• LogP: 0.99020
• Storage Temp.: Store below +30°C.
• Solubility.: 2g/l
• Water Solubility.: insoluble
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 132.97683946
• Heavy Atom Count: 7
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-1,3,4-thiadiazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=NNC(=S)S1)N
• Recent ClinicalTrials: Comparing Daily vs Intermittent Regimen of ATT in HIV With Pulmonary Tuberculosis
• Uses: 5-Amino-1,3,4-thiadiazole-2-thiol is a thiadiazole derivative with antibacterial acitivity used in the preparation of herbicides as well as carbonic anhydrase inhibitors. 5-amino-1,3,4-thiadiazole-2-thiol was used to prepare new amines exhibiting anti-convulsant activity.

Technology Process of 5-Amino-1,3,4-thiadiazole-2-thiol

There total 27 articles about 5-Amino-1,3,4-thiadiazole-2-thiol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.9%

carbon disulfide (75-15-0,12122-00-8) + thiosemicarbazide (79-19-6) → 2-Amino-5-mercapto-1,3,4-thiadiazole (2349-67-9)

Guidance literature:

With choline chloride; urea; at 80 ℃; for 2h;

Reference yield: 64.0%

potassium ethyl xanthogenate (140-89-6) + thiosemicarbazide (79-19-6) → 2-Amino-5-mercapto-1,3,4-thiadiazole (2349-67-9)

Guidance literature:

In water;

Reference yield: 64.0%

2-mercapto-7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine (68967-31-7) → 2-Amino-5-mercapto-1,3,4-thiadiazole (2349-67-9) + 3-amino-6-methyl-1H-pyrimidine-2,4-dione (28004-46-8)

Guidance literature:

With hydrogenchloride; In water;

upstream raw materials:

ethanol

thiocarbamoyl-dithiocarbazic acid ; potassium salt

bithiourea

5,5’-disulfanediylbis(1,3,4-thiadiazol-2-amine)

Downstream raw materials:

5-amino-4-p-tolyl-2,4-dihydro-[1,2,4]triazole-3-thione

N-p-tolyl-[1,3,4]thiadiazole-2,5-diamine

3-Mercapto-4-chlorphenyl-5-amino-1,2,4-triazol

N-(4-chloro-phenyl)-[1,3,4]thiadiazole-2,5-diamine

Refernces

• 1、 Feng, Chao,Zhang, Chengsheng,Kong, Fanyu,Wang, Jing. "Synthesis of thiodiazole copper microcapsules and release behavior of inhibiting R. solanacearum". . p. 4478 - 4486. Retrieved 2014.
• 2、 Zhang, You-Ming,Li, Ping,Lin, Qi,Wei, Tai-Bao,Li, Jun-Qiang. "A simple colorimetric sensor with high selectivity for mercury cation in aqueous solution". . p. 2286 - 2294. Retrieved 2011.
• 3、 Shang, Xuefang,Li, Wanli,Wei, Xiaofang,Zhang, Huanle,Fu, Zhiyuan,Zhang, Jinlian,Xu, Xiufang. "Synthesis, bioactivity, and the anion-binding property of 2-sulfydryl-1,3,4-thiodiazole derivatives". . p. 142 - 149. Retrieved 2015.
• 4、 Rudra, Suparna,Dasmandal, Somnath,Patra, Chiranjit,Patel, Biman Kumar,Paul, Suvendu,Mahapatra, Ambikesh. "Characterization of domain-specific interaction of synthesized dye with serum proteins by spectroscopic and docking approaches along with determination of in vitro cytotoxicity and antiviral activity". . p. 3773 - 3790. Retrieved 2018.
• 5、 Wu, Zhibing,Shi, Jin,Chen, Jixiang,Hu, Deyu,Song, Baoan. "Design, Synthesis, Antibacterial Activity, and Mechanisms of Novel 1,3,4-Thiadiazole Derivatives Containing an Amide Moiety". . p. 8660 - 8670. Retrieved 2021.
• 6、 Bahadur, Ali,Iqbal, Shahid,Muneer, Saiqa,Alsaab, Hashem O.,Awwad, Nasser S.,Ibrahium, Hala A.. "Synthesis, carbonic anhydrase enzyme inhibition evaluations, and anticancer studies of sulfonamide based thiadiazole derivatives". supporting information. . Retrieved 2022/01/03.
• 7、 Faraji, Aram,Motahari, Rasoul,Hasanvand, Zaman,Oghabi Bakhshaiesh, Tayebeh,Toolabi, Mahsa,Moghimi, Setareh,Firoozpour, Loghman,Boshagh, Mohammad Amin,Rahmani, Roya,Ketabforoosh, Shima H.M.E.,Bijanzadeh, Hamid Reza,Esmaeili, Rezvan,Foroumadi, Alireza. "Quinazolin-4(3H)-one based agents bearing thiadiazole-urea: Synthesis and evaluation of anti-proliferative and antiangiogenic activity". . . Retrieved 2021/01/04.