75430-97-6

Basic information

• Product Name: 1,2-dihydro-1-(p-nitrophenyl)-5H-tetrazol-5-one
• Synonyms: 1,2-dihydro-1-(p-nitrophenyl)-5H-tetrazol-5-one;1,2-Dihydro-1-(4-nitrophenyl)-5H-tetrazol-5-one
• CAS NO: 75430-97-6
• Molecular Formula: C₇H₅N₅O₃
• Molecular Weight: 207.1463
• EINECS: 278-206-7
• Mol File: 75430-97-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 353.8°C at 760 mmHg
• Flash Point: 167.7°C
• Appearance: /
• Density: 1.78g/cm³
• Vapor Pressure: 3.51E-05mmHg at 25°C
• Refractive Index: 1.795
• CAS DataBase Reference: 1,2-dihydro-1-(p-nitrophenyl)-5H-tetrazol-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihydro-1-(p-nitrophenyl)-5H-tetrazol-5-one(75430-97-6)
• EPA Substance Registry System: 1,2-dihydro-1-(p-nitrophenyl)-5H-tetrazol-5-one(75430-97-6)

Safety Data

• Hazardous Substances Data: 75430-97-6(Hazardous Substances Data)

Usage

Chemical class

Diarylureas

Primary use

Sedative or hypnotic for short-term relief of severe, disabling anxiety or insomnia

Physical appearance

Yellow crystalline powder

Solubility

Insoluble in water, soluble in alcohol and chloroform

Mechanism of action

Enhances the effect of gamma-aminobutyric acid (GABA) in the brain

Effects

Sedation, muscle relaxation, and anti-anxiety

Potential risks

Dependence, tolerance, and withdrawal symptoms with prolonged use and high doses

Precaution

Use under medical supervision to avoid misuse and side effects

InChI:InChI=1/C7H5N5O3/c13-7-8-9-10-11(7)5-1-3-6(4-2-5)12(14)15/h1-4H,(H,8,10,13)

Upstream product

• 5097-82-5 5-phenyl-1H-tetrazolone 
• 100-28-7 4-Nitrophenyl isocyanate 
• 67-56-1 methanol 
• 94201-87-3 5-Methylsulfanyl-1-(4-nitrophenyl)tetrazole 
• 64-17-5 ethanol 
• 67-63-0 isopropyl alcohol 
• 100-51-6 benzyl alcohol 
• 71-36-3 butan-1-ol 
• 133088-47-8 5-methanesulfonyl-1-(4-nitrophenyl)-1H-tetrazole 
• 877067-09-9 5-(1-imidazolyl)-1-(4-nitrophenyl)tetrazole 
• 133088-64-9 5-methylsulfinyl-1-(4-nitrophenyl)tetrazole 
• 1455-92-1 5-methylsulfanyl-1-phenyl-1H-tetrazole 
• 3206-44-8 5-methanesulfonyl-1-phenyl-1H-tetrazole 
• 14210-45-8 1-(4-nitro-phenyl)-1,4-dihydro-tetrazole-5-thione 

Downstream Products

• 99595-73-0 1-(4-aminophenyl)-1H-tetrazol-5(4H)-one 
• 124313-57-1 1-(4-Nitro-phenyl)-4-(3-oxo-butyl)-1,4-dihydro-tetrazol-5-one 
• 54246-63-8 1-methyl-4-(4-nitrophenyl)-1H-tetrazol-5(4H)-one 

Relevant articles and documents

Interaction of aryl tetrazolones with anions: proton transfervs.hydrogen bonding

In this study, the interaction of two monosubstituted aryl tetrazolones, namely 1-(4-nitrophenyl)-1,4-dihydro-tetrazol-5-one1aand 1-(4-trifluoromethylphenyl)-1,4-dihydro-tetrazol-5-one1b, with anions of varying basicitye.g.hydrogen sulfate (HSO4?), bromide (Br?), nitrate (NO3?), thiocyanate (NCS?), chloride (Cl?) and acetate (AcO?) was investigated in acetonitrile and DMSO. UV and NMR titrations indicated that tetrazolones interact through hydrogen bonding or weak electrostatic interactions with HSO4?, Br?, NO3?, NCS?, and Cl?. The association constants (Ka) were found to be in the order Cl?> Br?> NO3?> NCS?> HSO4?. Tetrazolones1a,bexhibited almost 9 times higher selectivity towards Cl?compared to Br?which may be attributed to the higher basicity of the former. The affinity of1atowards most anions was higher than1b, except for HSO4?. This was attributed to the higher electron withdrawing ability of the -NO2group compared to -CF3that renders the N-H proton more acidic for interaction with anions resulting in higherKavalues. Significant UV changes were observed upon addition of the AcO?anion to the solution of1a,bin acetonitrile as new bands formed and isosbestic points were observed indicating the formation of a new species. NMR titrations in DMSO-d6further confirmed that1a,bunderwent deprotonation with AcO?owing to its higher basicity.

Reactions of dimethyl 2-chloroethynylphosphonate with 1-substituted 5-oxo-1H-1,2,3,4-tetrazoles

Addition of 1-substituted tetrazol-5-ones to dimethyl 2-chloroethynylphosphonate occurred regioselectively to form new geminally substituted bis(4-R-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)ethenylphosphonates with 65- 92% yield.

NOVEL SULFONAMIDE SUBSTITUTED CHROMAN DERIVATIVES USEFUL AS BETA-3 ADRENORECEPTOR AGONISTS

This invention relates to novel sulfonamide substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.