1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide

• CAS: 139756-01-7
• Catalog Number: ACM139756017
• Category: Main Products
• Molecular Weight: 212.21
• Molecular Formula: C₈H₁₂N₄O₃
• Synonyms: 1-Methyl-4-nitro-3-propyl-(1H)-pyrazole-5-carboxamide;1-Methyl-3-propyl-4-nitro-5-carboxamide pyrazole
• IUPAC Name: 2-methyl-4-nitro-5-propylpyrazole-3-carboxamide
• Canonical SMILES: CCCC1=NN(C(=C1[N+](=O)[O-])C(=O)N)C
• InChI Key: BMLPAJIEDKJHSB-UHFFFAOYSA-N
• Boiling Point: 334.559ºC at 760 mmHg
• Flash Point: 156.136ºC
• Density: 1.453 g/cm³
• Appearance: Light beige to light brown solid
• EC Number: 604-159-2
• Exact Mass: 212.09100

Case Study

1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide Used in the Synthetic Route of Sildenafil

Nagaraju, Velupula, et al. Analytical sciences, 2003, 19(7), 1007-1011.

Side reaction products, raw material that is not reacting and intermediates could also be some of the impurities that occur during sildenafil (SLD) synthesis. The sensitive HPLC method for determining SLD and its synthetic impurities, MNP, MNC, AMP, CMP and EMP, was also devised in this paper. One of them is MNC, a critical intermediary in the synthetic route of sildenafil. Specifically, they were separated on a reversed phase C18 column with acetonitrile-0.05M potassium dihydrogen phosphate (70:30v/v) as mobile solvent, 1.0 ml/min flow rate and 230 nm UV wavelength.
Synthetic steps of sildenafil
· It has many steps, starting from the reduction of 1-methyl-4-nitro-3-propylpyrazole-5-carboxamide (MNC) by SnCl2 under reflux into 4-amino-1-methyl-3-propylpyrazole-5-carboxamide (AMP).
· AMP is then dried with 2-ethoxybenzoyl chloride and then oxidised with H2O2 to 5-(2-ethoxyphenyl)-1-methyl-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-7-one (EMP).
· The latter is sulfoned with chlorosulfonic acid, to give 5-[5-(chlorosulfonyl)-2-ethoxyphenyl]-1-methyl-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-7-one (CMP).
· At last, CMP is combined with methyl piperazine to yield SLD, typically converted into citrate for medical use without purification.

Custom Q&A

What is the molecular formula of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

The molecular formula is C8H12N4O3.

What are the synonyms of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

The synonyms are 139756-01-7, 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide, 1-Methyl-4-nitro-3-propyl-(1H)-pyrazole-5-carboxamide, and 2-methyl-4-nitro-5-propylpyrazole-3-carboxamide.

What is the molecular weight of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

The molecular weight is 212.21 g/mol.

When was 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide created?

It was created on July 19, 2005.

When was 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide last modified?

It was last modified on October 21, 2023.

What is the IUPAC name of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

The IUPAC name is 2-methyl-4-nitro-5-propylpyrazole-3-carboxamide.

What is the InChI of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

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

What is the InChIKey of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

The InChIKey is BMLPAJIEDKJHSB-UHFFFAOYSA-N.

What is the CAS number of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

The CAS number is 139756-01-7.

What is the XLogP3-AA value of 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide?

The XLogP3-AA value is 0.5.