33146-99-5

Basic information

• Product Name: 1,3,5-TRIMETHYL-PYRAZOLE-3,5-DICARBOXYLATE
• Synonyms: 1,3,5-TRIMETHYL-PYRAZOLE-3,5-DICARBOXYLATE;1-Methyl-1H-pyrazole-3,5-dicarboxylic acid dimethyl ester;Methyl ester of 1-Methylpyrazole-3,5-dicarboxylic acid;diMethyl 1-Methyl pyrazole-3,5-dicarboxylate;dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate;3,5-dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate
• CAS NO: 33146-99-5
• Molecular Formula: C₈H₁₀N₂O₄
• Molecular Weight: 198.18
• Mol File: 33146-99-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 303.2°Cat760mmHg
• Flash Point: 137.2°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 0.000943mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1,3,5-TRIMETHYL-PYRAZOLE-3,5-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-TRIMETHYL-PYRAZOLE-3,5-DICARBOXYLATE(33146-99-5)
• EPA Substance Registry System: 1,3,5-TRIMETHYL-PYRAZOLE-3,5-DICARBOXYLATE(33146-99-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 33146-99-5(Hazardous Substances Data)

Usage

General Description

1,3,5-Trimethyl-pyrazole-3,5-dicarboxylate is a chemical compound with the molecular formula C9H10N2O4. It is an ester of pyrazole-3,5-dicarboxylic acid, and is most commonly used as a pharmaceutical intermediate in the synthesis of various drugs. 1,3,5-TRIMETHYL-PYRAZOLE-3,5-DICARBOXYLATE has two carboxylic acid groups and three methyl groups attached to the pyrazole ring, and it exhibits pharmacological properties. It is also known to have potential antioxidant and anti-inflammatory effects, making it a valuable compound for research and drug development. Additionally, its chemical structure and properties make it useful in various organic synthesis reactions.

InChI:InChI=1/C8H10N2O4/c1-10-6(8(12)14-3)4-5(9-10)7(11)13-2/h4H,1-3H3

Upstream product

• 67-56-1 methanol 
• 75092-39-6 1-Methyl-1H-pyrazole-3,5-dicarboxylic acid 
• 4077-76-3 3,5-dicarbomethoxypyrazole 
• 77-78-1 dimethyl sulfate 
• 116131-09-0 hydroxy-(5-hydroxymethyl-1⁽²⁾H-pyrazol-3-yl)-acetaldehyde hydrazone 
• 3112-31-0 3,5-pyrazoledicarboxylic acid 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 60-34-4 methylhydrazine 
• 74621-40-2 1H-pyrazole-3,5-dicarbonyl dichloride 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 

Downstream Products

• 232281-30-0 methyl 3-cyano-1-methyl-1H-pyrazole-5-carboxylate 
• 117860-57-8 methyl 5-<(benzyloxycarbonyl)amino>-1-methylpyrazole-3-carboxylate 
• 203792-49-8 1-methyl-3-methoxycarbonylpyrazole-3-carboxylic acid chloride 
• 232281-29-7 1-methyl-5-methoxycarbonylpyrazole-3-carbonyl chloride 
• 92406-53-6 methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate 
• 117860-58-9 methyl 3-<(benzyloxycarbonyl)amino>-1-methylpyrazole-5-carboxylate 
• 89088-56-2 methyl 1-methyl-3-aminopyrazole-5-carboxylate 
• 97633-83-5 (4-{[5-(4-Benzyloxycarbonylamino-butylcarbamoyl)-2-methyl-2H-pyrazole-3-carbonyl]-amino}-butyl)-carbamic acid benzyl ester 
• 97614-97-6 (3-{[5-(3-Benzyloxycarbonylamino-propylcarbamoyl)-2-methyl-2H-pyrazole-3-carbonyl]-amino}-propyl)-carbamic acid benzyl ester 
• 97614-96-5 (2-{[5-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-methyl-2H-pyrazole-3-carbonyl]-amino}-ethyl)-carbamic acid benzyl ester 
• 117860-56-7 5-(methoxycarbonyl)-1-methyl-1H-pyrazole-3-carboxylic acid 
• 75092-39-6 1-Methyl-1H-pyrazole-3,5-dicarboxylic acid 
• 117860-55-6 3-(methoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid 

Relevant articles and documents

FUSED RING PYRIMIDONE DERIVATIVES FOR USE IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES

Provided are compounds according to any of Formula (I-1) to (I-7), pharmaceutical compositions comprising at least one of said compounds, their use as a medicament, and their use in treating chronic hepatitis B virus (HBV) infection. Methods for preparing compounds according to any of Formula (I-1) to (I-7) are also provided.

Optimization of Novel 1-Methyl-1 H-Pyrazole-5-carboxamides Leads to High Potency Larval Development Inhibitors of the Barber's Pole Worm

A phenotypic screen of a diverse library of small molecules for inhibition of the development of larvae of the parasitic nematode Haemonchus contortus led to the identification of a 1-methyl-1H-pyrazole-5-carboxamide derivative with an IC50 of 0.29 μM. Medicinal chemistry optimization targeted modifications on the left-hand side (LHS), middle section, and right-hand side (RHS) of the scaffold in order to elucidate the structure-activity relationship (SAR). Strong SAR allowed for the iterative and directed assembly of a focus set of 64 analogues, from which compound 60 was identified as the most potent compound, inhibiting the development of the fourth larval (L4) stage with an IC50 of 0.01 μM. In contrast, only 18% inhibition of the mammary epithelial cell line MCF10A viability was observed, even at concentrations as high as 50 μM.

Rapid synthesis of tetrahydro-4H-pyrazolo[1,5-a]diazepine-2-carboxylate

Hydrazines condense with dimethyl 2-pyrrolidino-4-oxo-2-pentenedioate in the presence of aq. HCl to form N-substituted pyrazole-3,5-dicarboxylates 2. Complex bicyclic derivatives, such as pyrazolo-oxazine 3a, pyrazolo-oxazepine 3b, pyrazolo-pyrazine 4a, and pyrazolo-diazepine 4b, were generated using 2-hydrazinoethanol, 3-hydrazinopropanol, 2-hydrazinoethylamine, and 3-hydrazinopropylamine.