69746-32-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1H-Tetrazole, 1-methyl-5-(3-nitrophenyl)is used as a building block in the synthesis of pharmaceuticals and agrochemicals. Its unique chemical structure allows it to participate in various organic chemistry reactions, contributing to the development of new drugs and agrochemicals with improved properties and efficacy.
Used in Rocket Propellants:
1H-Tetrazole, 1-methyl-5-(3-nitrophenyl)is used as a stabilizer for rocket propellants. Its ability to enhance the stability and performance of propellants makes it a valuable component in the aerospace industry.
Used in Dyes and Pigments Production:
1H-Tetrazole, 1-methyl-5-(3-nitrophenyl)serves as a precursor in the production of dyes and pigments. Its chemical properties enable the synthesis of a wide range of colorants used in various applications, such as textiles, plastics, and inks.
Potential Applications in Biological Research:
1H-Tetrazole, 1-methyl-5-(3-nitrophenyl)has the potential to exhibit biological activity. Researchers may study its pharmacological properties to explore its potential as a therapeutic agent or as a tool for understanding biological processes. Further investigation could lead to the discovery of new applications in the field of medicine and biotechnology.

Upstream product

• 3400-26-8 N-methyl-3-nitro-benzamide 
• 78137-21-0 C₇H₄N₅O₂^(1-)*K⁽¹⁺⁾ 
• 77-78-1 dimethyl sulfate 
• 121-89-1 3-Nitroacetophenone 
• 619-24-9 3-nitrobenzonitrile 
• 74-88-4 methyl iodide 
• 20743-50-4 1-methyl-5-phenyltetrazole 

Downstream Products

• 120819-56-9 C₉H₁₀N₅O₂⁽¹⁺⁾*CH₃O₄S^(1-) 
• 120819-40-1 C₉H₁₀N₅O₂⁽¹⁺⁾*CH₃O₄S^(1-) 
• 101258-12-2 1-methyl-5-(3-aminophenyl)-tetrazole 
• 382637-78-7 [3-(1-methyl-1H-tetrazol-5-yl)-phenyl]-carbamic acid phenyl ester 

Relevant academic research and scientific papers

Discovery of mercaptopropanamide-substituted aryl tetrazoles as new broad-spectrum metallo-β-lactamase inhibitors

β-Lactam antibiotic resistance mediated by metallo-β-lactamases (MBL) has threatened global public health. There are currently no available inhibitors of MBLs for clinical use. We previously reported the ruthenium-catalyzed meta-selective C-H nitration synthesis method, leading to some meta-mercaptopropanamide substituted aryl tetrazoles as new potent MBL inhibitors. Here, we described the structure-activity relationship of meta- and ortho-mercaptopropanamide substituted aryl tetrazoles with clinically relevant MBLs. The resulting most potent compound 13a showed IC50 values of 0.044 μM, 0.396 μM and 0.71 μM against VIM-2, NDM-1 and IMP-1 MBL, respectively. Crystallographic analysis revealed that 13a chelated to active site zinc ions via the thiol group and interacted with the catalytically important residues Asn233 and Tyr67, providing further structural information for the development of thiol based MBL inhibitors. This journal is

Gram-Scale Laboratory Synthesis of UM171, a Potent Agonist of Human Hematopoietic Stem Cell Self-Renewal

A short economic synthesis of pyrimidoindole derivative UM171, a potent agonist for the ex vivo expansion of hematopoietic stem cells, has been developed in this work. A unique [3,3]-sigmatropic rearrangement upon a hydroxamic precursor followed by base-promoted cyclization was successfully applied as the key step, furnishing the fully functionalized indole nucleus. The current synthesis is not only capable of affording UM171 in gram quantities but also offers great flexibility in late-stage diversification. Three new analogues of UM171 were synthesized accordingly in excellent yields using the common indole-carboxamide intermediate.

ARYLUREA DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY

A compound of formula (I), wherein substituents are as given above, useful in the treatment of a disease mediated by the action of CCR3, in particular inflammatory or obstructive airway diseases.

Discovery of CC chemokine receptor-3 (CCR3) antagonists with picomolar potency

Starting with our previously described20 class of CC chemokine receptor-3 (CCR3) antagonist, we improved the potency by replacing the phenyl linker of 1 with a cyclohexyl linker and by replacing the 4-benzylpiperidine with a 3-benzylpiperidine. The resulting compound, 32, is a potent and selective antagonist of CCR3. SAR studies showed that the 3-acetylphenyl urea of 32 could be replaced with heterocyclic ureas or heterocyclic-substituted phenyl ureas and still maintain the potency (inhibition of eotaxin-induced chemotaxis) of this class of compounds in the low-picomolar range (IC50 = 10-60 pM), representing some of the most potent CCR3 antagonists reported to date. The potency of 32 for mouse CCR3 (chemotaxis IC50 = 41 nM) and its oral bioavailability in mice (20% F) were adequate to assess the efficacy in animal models of allergic airway inflammation. Oral administration of 32 reduced eosinophil recruitment into the lungs in a dose-dependent manner in these animal models. On the basis of its overall potency, selectivity, efficacy, and safety profile, the benzenesulfonate salt of 32, designated DPC168, entered phase I clinical trials.

SUBSTITUTED SPIRO AZABICYCLICS AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY

The present application describes modulators of CCR3 of formula (Ia) and (Ib): (I) or pharmaceutically acceptable salt forms thereof, wherein Z, R1, R2, R3, R4, R5, R5', R6, a, b

N-substituted heterocyclic amines as modulators of chemokine receptor activity

The present application describes modulators of chemokine receptors of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma and other allergic diseases.

N-ureidoheterocycloalkyl-piperidines as modulators of chemokine receptor activity

The present application describes modulators of CCR3 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma and other allergic diseases.

A facile and convenient synthesis of substituted tetrazole derivatives from ketones or α,β-unsaturated ketones.

Triazidochlorosilane (SiCl4-NaN3 in situ) is a new and efficient reagent for the direct conversion of ketones or α,β-unsaturated ketones to the corresponding tetrazole derivatives in nearly quantitative yield.

TETRAZOLES. VIII. KINETICS AND RATIO OF THE REACTION PRODUCTS IN THE ALKYLATION OF THE SALTS OF SUBSTITUTED 5-PHENYLTETRAZOLES BY DIMETHYL SULFATE IN ACETONITRILE

The kinetics and the ratio of the reaction products were investigated for the alkylation of potassium salts of a series of substituted 5-phenyltetrazoles by dimethyl sulfate in acetonitrile.It was shown that with the salt at a concentration of less than 10-3M the corresponding tetrazolate ion enters into reaction with dimethyl sulfate.Electron-withdrawing substituents in the benzene ring reduce the rate of the alkylation reaction and help to increase the proportion of the N2 isomer in the reaction products.The rate constants for the reaction of substituted 5-phenyltetrazoles with dimethyl sulfate and the ratios of the isomeric tetrazoles formed during alkylation correlate with the ? constants of the substituents.