833-63-6

Basic information

• Product Name: 2-AMINO-5-(4-NITROPHENYL)-1 3 4-THIADIA&
• Synonyms: 1,3,4-Thiadiazol-2-aMine, 5-(4-nitrophenyl)-;5-(4-nitrophenyl)-1,3,4-thiadiazol-2-ammonium chloride;2-AMINO-5-(4-NITROPHENYL)-1 3 4-THIADIA&;2-amino-5-(p-nitrophenyl)-1,3,4-thiadiazole;2-amino-5-p-nitrofenil-1,3,4-tiadiazolo;4-thiadiazole,2-amino-5-(p-nitrophenyl)-3
• CAS NO: 833-63-6
• Molecular Formula: C₈H₆N₄O₂S
• Molecular Weight: 222.22384
• Product Categories: API intermediates;Building Blocks;Heterocyclic Building Blocks;Thiadiazoles
• Mol File: 833-63-6.mol
• Article Data: 65

Chemical Properties

• Melting Point: 257-261 °C(lit.)
• Boiling Point: 454.4°C at 760 mmHg
• Flash Point: 228.6°C
• Appearance: /
• Density: 1.535g/cm³
• Vapor Pressure: 1.91E-08mmHg at 25°C
• Refractive Index: 1.703
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-AMINO-5-(4-NITROPHENYL)-1 3 4-THIADIA&(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(4-NITROPHENYL)-1 3 4-THIADIA&(833-63-6)
• EPA Substance Registry System: 2-AMINO-5-(4-NITROPHENYL)-1 3 4-THIADIA&(833-63-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: XI3603000
• Hazardous Substances Data: 833-63-6(Hazardous Substances Data)

Usage

General Description

2-Amino-5-(4-nitrophenyl)-1,3,4-thiadiazole is a chemical compound with the molecular formula C8H6N4O2S. It is a heterocyclic organic compound that contains nitrogen, sulfur, and oxygen atoms in its structure. 2-AMINO-5-(4-NITROPHENYL)-1 3 4-THIADIA& has potential applications in pharmaceuticals and agrochemicals due to its diverse biological activities, such as antimicrobial, antifungal, and antitumor properties. It is also used as a building block in the synthesis of various other compounds. Additionally, it has been studied for its potential use as a fluorescent probe for the detection of metal ions. The compound is included in the thiazole class of chemicals and is known for its versatile chemical and biological properties.

InChI:InChI=1/C8H6N4O2S/c9-8-11-10-7(15-8)5-1-3-6(4-2-5)12(13)14/h1-4H,(H2,9,11)

Upstream product

• 79-19-6 thiosemicarbazide 
• 62-23-7 4-nitro-benzoic acid 
• 555-16-8 4-nitrobenzaldehdye 
• 1747-50-8 4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide 
• 333-20-0 potassium thioacyanate 
• 122-04-3 4-nitro-benzoyl chloride 
• 4346-94-5 thiosemicarbazide hydrochloride 
• 619-72-7 4-nitrobenzonitrile 
• 180864-33-9 (2E)-2-[(4-nitrophenyl)methylidene]hydrazine-1-carbothioamide 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 344885-00-3 C₈H₈N₄O₂S 
• 40546-45-0 ethyl 4-nitrobenzenecarboximidoate hydrochloride 
• 836-16-8 1-(4-nitrobenzoyl)thiosemicarbazide 

Downstream Products

• 16430-12-9 2-[5-(4-nitro-phenyl)-[1,3,4]thiadiazol-2-ylamino]-ethanol 
• 158979-98-7 3-(4-chlorophenyl)-5-amino-(4-hydroxyphenyl)-methyl>-2-thio-4-thiazolidinone 
• 158980-02-0 3-(4-Chloro-phenyl)-4-hydroxy-5-{(4-methoxy-phenyl)-[5-(4-nitro-phenyl)-3H-[1,3,4]thiadiazol-(2E)-ylideneamino]-methyl}-3H-thiazole-2-thione 
• 158980-04-2 4-Hydroxy-3-(4-methoxy-phenyl)-5-{(4-methoxy-phenyl)-[5-(4-nitro-phenyl)-3H-[1,3,4]thiadiazol-(2E)-ylideneamino]-methyl}-3H-thiazole-2-thione 
• 19430-38-7 1-[5-(4-nitro-phenyl)-[1,3,4]thiadiazol-2-yl]-piperidine 
• 1023697-03-1 N-(5-(4-nitrophenyl)-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea 
• 1060691-98-6 C₂₁H₁₉N₅O₅S 
• 1060691-88-4 C₂₀H₁₇N₅O₅S 
• 1060691-76-0 C₂₀H₁₇N₅O₄S 
• 138019-65-5 C₁₅H₉N₅O₄S 
• 1095167-43-3 C₁₇H₁₅N₅O₂S 
• 1164242-36-7 C₁₂H₁₀N₄O₃S 
• 1307738-43-7 C₂₄H₂₅N₅O₇S 
• 138019-60-0 2-{[5-(4-nitrophenyl)-1,3,4-thiadiazol-2-ylimino]methyl}phenol 

Relevant articles and documents

Synthesis, in vitro thymidine phosphorylase activity and molecular docking study of thiadiazole bearing isatin analogs

A series of seventeen analogs (1─17) were synthesized and characterized through different spectroscopic techniques such as 1H, 13CNMR, HR-EI-MS and were evaluated for in vitro thymidine phosphorylase inhibition. All compounds showed excellent to good thymidine phosphorylase activity having IC50 value ranging between 4.10 ± 0.20 and 54.60 ± 1.40?μM when compared with standard drug 7-deazaxanthine (IC50 = 38.68 ± 1.12?μM). Among the series, compounds 1 (IC50 = 8.30 ± 0.30?μM), 6 (IC50 = 6.30 ± 0.10?μM), 11 (IC50 = 8.40 ± 0.30?μM) and 16 (IC50 = 4.10 ± 0.20?μM) were found more potent. Potent compounds were further subjected to molecular docking study to identify their interactions with the active site of amino acid. Structure activity relationship was done for all analogs mostly based on substitution pattern on phenyl and isatin rings. Graphic abstract: [Figure not available: see fulltext.]

Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

1,3,4-Thiadiazole-Containing Azo Dyes: Synthesis, Spectroscopic Properties and Molecular Structure

Three series of azo dyes derived from 2-amino-5-aryl-1,3,4-thiadiazoles and aniline, N,N-dimethylaniline and phenol were synthesized in high yields by a conventional diazotization-coupling sequence. The chemical structures of the prepared compounds were confirmed by 1H-NMR, 13C-NMR, IR, UV-Vis spectroscopy, mass spectrometry and elemental analysis. In addition, the X-ray single crystal structure of a representative azo dye was presented. For explicit determination of the influence of a substituent on radiation absorption in UV-Vis range, time-dependent density functional theory calculations were performed.