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

• 5470-48-4 para-nitrobenzaldehyde thiosemicarbazone 
• 40546-45-0 ethyl 4-nitrobenzenecarboximidoate hydrochloride 
• 79-19-6 thiosemicarbazide 
• 333-20-0 potassium thioacyanate 
• 555-16-8 4-nitrobenzaldehdye 
• 1747-50-8 4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide 
• 122-04-3 4-nitro-benzoyl chloride 
• 4346-94-5 thiosemicarbazide hydrochloride 
• 62-23-7 4-nitro-benzoic acid 
• 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 

Downstream Products

• 105492-95-3 (7-Chloro-quinolin-4-yl)-[5-(4-nitro-phenyl)-[1,3,4]thiadiazol-2-yl]-amine 
• 978-52-9 4-amino-N-[5-(4-nitro-phenyl)-[1,3,4]thiadiazol-2-yl]-benzenesulfonamide 
• 138019-65-5 C₁₅H₉N₅O₄S 
• 1095167-43-3 C₁₇H₁₅N₅O₂S 
• 1174069-43-2 C₂₀H₂₃N₄O₆PS 
• 1293376-67-6 3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethyl-N-[5-(4-nitrophenyl)-1,3,4-thiadiazol-2-yl]cyclopropanecarboxamide 
• 1019855-17-4 3-(2,2-dichlorovinyl)-2,2-dimethyl-N-[5-(4-nitrophenyl)-1,3,4-thiadiazol-2-yl]cyclopropanecarboxamide 
• 1266592-87-3 4-[2-(5-(4-nitrophenyl)-1,3,4-thiadiazol-2-yl)diazenyl]benzene-1,3-diol 
• 1174430-05-7 C₁₄H₉FN₆O₅S 
• 1448543-91-6 C₃₀H₁₈CuN₈O₆S₂ 
• 1448543-92-7 C₃₀H₁₈N₈O₆S₂Zn 
• 1448543-93-8 C₃₀H₁₈CdN₈O₆S₂ 
• 1448543-90-5 C₃₀H₁₈N₈NiO₆S₂ 

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.]

Synthesis and antimicrobial activities of thiadiazole containing quinoline derivatives

A novel series of 1-[(substituted 2-chloroquinolin-3-yl)methylidene]-3-[substituted-5-phenyl-1,3,4-thiadiazol-2-yl] thioureas have been synthesized by acid catalyzed reaction between the 1-(5-substitued phenyl-1,3,4-thiadiazol-2-yl) thioureas and 6-substi

1,2,4-Triazole-conjugated 1,3,4-thiadiazole hybrid scaffolds: A potent ameliorant of carrageenan-induced inflammation by lessening proinflammatory mediators

Inflammation acts as an alarming signal for the progression of various biological complications. Various reports in the literature have revealed that heterocycle-containing synthetic compounds have a restorative capability against acute and chronic inflammatory stages. In the current study, we synthesized a series of 1,2,4-triazole-conjugated 1,3,4-thiadiazole hybrid scaffolds and evaluated their impacts against carrageenan-induced paw edema and proinflammatory markers in Wistar rats. Further, 3D QSAR study (three-dimensional quantitative structure–activity relationships), ADMET (absorption, distribution, metabolism, and excretion) profiling, and docking studies were performed to determine the possible mechanism of the action of the derivatives. The study shows that the most active derivatives, 13f and 13g, have optimal logP, a higher anti-inflammatory activity score, and poor metabolism at various sites of cytochrome P450. The docking studies recommended that the synthesized compounds have a similar affinity as the ligands A307, 63X, and S58 to interact with tumor necrosis factor-α, COX-1, and COX-2. So, these molecules will definitely hold a promise for the future drug development initiative.