5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol

Base Information

• Chemical Name: 5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol
• CAS No.: 15264-63-8
• Molecular Formula: C7H5 N3 O S
• Molecular Weight: 179.202
• European Community (EC) Number: 624-284-6
• DSSTox Substance ID: DTXSID90354468
• Nikkaji Number: J1.428.459A
• Wikidata: Q72504732
• ChEMBL ID: CHEMBL571513
• Mol file: 15264-63-8.mol

Synonyms:15264-63-8;5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol;5-(pyridin-4-yl)-1,3,4-oxadiazole-2-thiol;5-pyridin-4-yl-1,3,4-oxadiazole-2-thiol;5-pyridin-4-yl-3H-1,3,4-oxadiazole-2-thione;5-(pyridin-4-yl)-1,3,4-oxadiazole-2(3H)-thione;CHEMBL571513;5-pyridin-4-yl-[1,3,4]oxadiazole-2-thiol;MFCD00215200;5-(4-Pyridyl)-1,3,4-oxadiazole-2(3H)-thione;5-[4-Pyridyl]-1,3,4-oxadiazole-2(3H)-thione;1,3,4-Oxadiazole-2(3H)-thione,5-(4-pyridinyl)-;ChemDiv2_000174;5-(4-pyridinyl)-1,3,4-oxadiazole-2-thiol;1,3,4-Oxadiazole-2-thiol, 5-(4-pyridinyl)-;Oprea1_290121;Oprea1_812023;SCHEMBL987340;SCHEMBL17065364;DTXSID90354468;HMS1369H20;BDBM50320728;STK074674;STL363760;TOD101310;AKOS000368634;AKOS001043797;PD148027;5-(4-pyridyl)-1,3,4-oxadiazole-2-thione;CS-0157394;FT-0683624;2-mercapto-5-(4-pyridyl)-1,3,4-oxadiazole;EN300-03170;D94845;10E-063;5-pyridin-4-yl-1,3,4-oxadiazole-2(3H)-thione;A809339;AF-615/00099028;5-(4-pyridinyl)-1,3,4-oxadiazole-2(3H)-thione;5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol, 97%;J-008943;Z55879305;F0300-0187;F1145-0002;F2135-0161;5-(4-PYRIDYL)-1,3,4-OXADIAZOL-2-YLHYDROSULFIDE;5-(pyridin-4-yl)-2,3-dihydro-1,3,4-oxadiazole-2-thione;InChI=1/C7H5N3OS/c12-7-10-9-6(11-7)5-1-3-8-4-2-5/h1-4H,(H,10,12

Chemical Property of 5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol

Chemical Property:

• Vapor Pressure: 0.00524mmHg at 25°C
• Melting Point: 270-275 °C(lit.)
• Refractive Index: 1.744
• Boiling Point: 274.9°C at 760 mmHg
• PKA: 3.38±0.70(Predicted)
• Flash Point: 120.1°C
• Density: 1.52g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 179.01533297
• Heavy Atom Count: 12
• Complexity: 223

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(Pyridin-4-yl)-1,3,4-oxadiazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1=CN=CC=C1C2=NNC(=S)O2
• Uses: 5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol can be used in the formation of metal organic frameworks (MOFs), which include supramolecules and co-ordination polymers that find potential applications in ion exchange, catalysis, and storage of gases.

Technology Process of 5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol

There total 26 articles about 5-(4-Pyridyl)-1,3,4-oxadiazole-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: 95.0%

carbon disulfide (75-15-0,12122-00-8) + isoniazid (54-85-3,7640-37-1) → 5-(4-pyridinyl)-1,3,4-oxadiazole-2-thiol (15264-63-8)

Guidance literature:

With potassium hydroxide; Heating;

DOI:10.1081/NCN-100105903

Reference yield: 84.0%

carbon disulfide (75-15-0,12122-00-8) + isoniazid (54-85-3,7640-37-1) → 5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-thione (15264-63-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 10h; Reflux;

DOI:10.1016/j.ejmech.2012.01.030

Reference yield: 84.0%

potassium 4-pyridinyldithiocarbazate (61019-32-7) → 5-(4-pyridinyl)-1,3,4-oxadiazole-2-thiol (15264-63-8)

Guidance literature:

In N,N-dimethyl-formamide; for 0.00833333h; Irradiation;

DOI:10.1081/SCC-120001516

upstream raw materials:

ethanol

N'-(pyridine-4-carbonyl) hydrazine carbodithioic acid methyl ester

sodium ethanolate

decalin

Downstream raw materials:

2-(4-pyridinyl)-1,3,4-oxadiazole

2-(4-pyridyl)-4-(4-methylphenyl aminomethyl)-Δ²-1,3,4-oxadiazoline-5-thione hydrochloride

5-Pyridin-4-yl-3-(o-tolylamino-methyl)-3H-[1,3,4]oxadiazole-2-thione; hydrochloride

3-[(2,6-Dimethyl-phenylamino)-methyl]-5-pyridin-4-yl-3H-[1,3,4]oxadiazole-2-thione; hydrochloride

Refernces

• 1、 Khalil, Nadia Abdalla,Kamal, Aliaa Moh,Emam, Soha Hussein. "Design, synthesis, and antitumor activity of novel 5-pyridyl-1,3,4-oxadiazole derivatives against the breast cancer cell line MCF-7". . p. 763 - 773. Retrieved 2015.
• 2、 Rutavichyus,Valiulene,Kuodis. "Synthesis and structure of hydrazones obtained from hydrazides of [5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]acetic or 2-[5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]propionic acids". . p. 851 - 856. Retrieved 2000.
• 3、 Zhang, Fei,Wang, Xiao-Liang,Shi, Jing,Wang, She-Feng,Yin, Yong,Yang, Yu-Shun,Zhang, Wei-Ming,Zhu, Hai-Liang. "Synthesis, molecular modeling and biological evaluation of N-benzylidene-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide derivatives as potential anticancer agents". . p. 468 - 477. Retrieved 2014.
• 4、 Bayrak, Hacer,Demirbas, Ahmet,Demirbas, Neslihan,Karaoglu, Senguel Alpay. "Synthesis of some new 1,2,4-triazoles starting from isonicotinic acid hydrazide and evaluation of their antimicrobial activities". . p. 4362 - 4366. Retrieved 2009.
• 5、 Abid, Aisha,Eijaz, Sana,Lateef, Mehreen,Qurrat-ul-Ain,Rafiq, Naushaba,Tauseef, Saima. "Multi-activity tetracoordinated pallado-oxadiazole thiones as anti-inflammatory, anti-Alzheimer, and anti-microbial agents: Structure, stability and bioactivity comparison with pallado-hydrazides". . . Retrieved 2021/12/30.
• 6、 Yarmohammadi, Elahe,Beyzaei, Hamid,Aryan, Reza,Moradi, Ashraf. "Ultrasound-assisted, low-solvent and acid/base-free synthesis of 5-substituted 1,3,4-oxadiazole-2-thiols as potent antimicrobial and antioxidant agents". . p. 2367 - 2378. Retrieved 2020/08/10.