4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

• ChemBase ID: 69050
• Molecular Formular: C8H14N4O
• Molecular Mass: 182.22296
• Monoisotopic Mass: 182.11676109
• SMILES: n1(nc(c(c1C(=O)N)N)CCC)C
• Canonical SMILES: CCCc1nn(c(c1N)C(=O)N)C
• InChI: InChI=1S/C8H14N4O/c1-3-4-5-6(9)7(8(10)13)12(2)11-5/h3-4,9H2,1-2H3,(H2,10,13)
• InChIKey: PZMXDLWWQHYXGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide
• IUPAC Traditional name: 4-amino-2-methyl-5-propylpyrazole-3-carboxamide
• Synonyms: 4-Amino-2-methyl-5-propyl-2H-pyrazole-3-carboxamide; 4-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide; 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide; 4-Amino-2-methyl-5-propyl-2H-pyrazole-3-carboxylic acid amide; 4-Amino-1-methyl-3-n-propyl-5-pyrazolecarboxamide; 4-氨基-1-甲基-3-正丙基-1H-吡唑-5-羧酰胺; 4-氨基-1-甲基-3-正丙基吡唑-5-甲酰胺

Database IDs

• CAS Number: 139756-02-8
• MDL Number: MFCD02927682
• PubChem SID: 24878098; 162034779
• PubChem CID: 3338044

CALCULATED PROPERTIES

• Acid pKa: 15.200855
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.26926467
• LogD (pH = 7.4): 0.26929563
• Log P: 0.26929602
• Molar Refractivity: 62.4371 cm^3
• Polarizability: 18.36274 Å^3
• Polar Surface Area: 86.93 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 90-92°C; 98-101 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 96%; 98%
• Empirical Formula (Hill Notation): C8H14N4O

DETAILS

Sigma Aldrich - 535745

Packaging
5 g in glass bottle

Toronto Research Chemicals - A617415

An impurity in the synthesis of Sildenafil.

REFERENCES

• Seki, K., et al.: Chem. Pharm. Bull, 32(4)
• 1568 (4)
• Bell, A.S., et al.: Eur. Pat. Appl., EP 911333 A1 19990428 (4)