139756-01-7

Basic information

• Product Name: 1-Methyl-4-nitro-3-propyl-(1H)-pyrazole-5-carboxamide
• Synonyms: 1-methyl-4-nitro-3-propyl-(1h)-pyrazole-5-carboxamide;1-Methyl-3-Propyl-4-Nitro-5-Carboxamide Pyrazole;1-Methyl-3-Propyl-4-Nitro-5-Carboxamide-(1H)-Pyrazole;2-methyl-4-nitro-5-propylpyrazole-3-carboxamide;1H-Pyrazole-5-carboxamide,1-methyl-4-nitro-3-propyl-;1-methyl-4-nitro-3-propyl-1H-5-pyrazole carboxamide
• CAS NO: 139756-01-7
• Molecular Formula: C₈H₁₂N₄O₃
• Molecular Weight: 212.20588
• Product Categories: Erectile Dysfunction;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 139756-01-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 137.0 to 141.0 °C
• Boiling Point: 334.559 °C at 760 mmHg
• Flash Point: 156.136 °C
• Appearance: /
• Density: 1.453 g/cm³
• Vapor Pressure: 0.000127mmHg at 25°C
• Refractive Index: 1.629
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 14.62±0.50(Predicted)
• CAS DataBase Reference: 1-Methyl-4-nitro-3-propyl-(1H)-pyrazole-5-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-4-nitro-3-propyl-(1H)-pyrazole-5-carboxamide(139756-01-7)
• EPA Substance Registry System: 1-Methyl-4-nitro-3-propyl-(1H)-pyrazole-5-carboxamide(139756-01-7)

Safety Data

• Hazardous Substances Data: 139756-01-7(Hazardous Substances Data)

Usage

Chemical Properties

Off-White to Light Brown Solid

Uses

Intermediate in the production of Sildenafil.

InChI:InChI=1/C8H12N4O3/c1-3-4-5-6(12(14)15)7(8(9)13)11(2)10-5/h3-4H2,1-2H3,(H2,9,13)

Upstream product

• 360068-47-9 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carbonyl chloride 
• 92945-27-2 ethyl 3-propyl-1H-pyrazole-5-carboxylate 
• 107-87-9 2-Pentanone 
• 36983-31-0 ethyl 3-butyrylpyruvate 
• 139756-00-6 1-methyl-2-nitro-3-propyl-1H-pyrazole-5-carboxylic acid 
• 133261-07-1 1-Methyl-3-n-propylpyrazole-5-carboxylic acid ethyl ester 
• 139755-99-0 1-methyl-3-propyl-1 H-pyrazole-5-carboxylic acid 

Downstream Products

• 139756-22-2 5-(5-Chlorosulphonyl-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one 
• 147676-70-8 5-(5-bromo-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one 

Relevant articles and documents

A new process for the synthesis of sildenafil intermediate and resulting sildenafil intermediates (by machine translation)

The present invention discloses a new process for the synthesis of sildenafil intermediate and resulting sildenafil intermediate, which belongs to the technical field of pharmaceutical intermediates. The invention comprises the following steps: S1: nitration reaction to 1 - methyl - 3 - propyl pyrazole - 5 - carboxylic acid ethyl ester as the starting material, adopts concentrated sulfuric acid and concentrated nitric acid to the starting material to nitration, shall nitration product; S2: amidation reaction uses ammonium chloride and trimethyl aluminum of the nitration reagent to the aminolysis product aminolysis, quenching, separation, drying, evaporation of the solvent, shall be sildenafil intermediate 1 - methyl - 3 - propyl - 4 - nitryl pyrazole - 5 - carboxamide. The invention from an initial raw material to the target product only needing two-step reaction can be completed, the process flow is short, mild condition, a substantial increase in product yield, save a large number of strong acid, strong alkali and thionyl chloride and other inorganic irritation raw materials, will not cause corrosion of the apparatus, to reduce the large amount of waste water and waste acid, reduce the environmental pressure. (by machine translation)

Synthesis method for industrially producing sildenafil amide intermediate

The invention discloses a synthesis method for a sildenafil amide intermediate 1-methyl-3-propyl-4-nitropyrazole-5-formamide, and the synthesis method is easy and convenient to operate and suitable for industrial production. According to the method, harm of thionyl chloride to instruments and equipment is specifically reduced, appropriate solvent is found to protect acyl chloride, and the yield is greatly increased. The method is high in safety, easy and convenient to operate and little in environmental pollution, the used solvent can be recycled, and the industrial cost is greatly reduced.

Novel pyrazole-5-carboxamide and pyrazole-pyrimidine derivatives: Synthesis and anticancer activity

A series of novel pyrazole-5-carboxamide and pyrazole-pyrimidine derivatives were designed and synthesized. All compounds have been screened for their antiproliferative activity against MGC-803, SGC-7901 and Bcap-37 cell lines in vitro. The results revealed that compounds 8a, 8c and 8e exhibited strong inhibitory activity against MGC-803 cell line. The flow cytometric analysis result showed that compound 8e could inhibit MGC-803 proliferation. Some title compounds were tested against telomerase, and compound 8e showed the most potent inhibitory activity with IC50 value at 1.02 ± 0.08 μM. The docking simulation of compound 8e was performed to get the probable binding model, among them, LYS 189, LYS 372, LYS 249 and ASP 254 may be the key residues for the telomerase activity.