5-amino-1H-pyrazole-4-carbonitrile

• ChemBase ID: 64903
• Molecular Formular: C4H4N4
• Molecular Mass: 108.10136
• Monoisotopic Mass: 108.04359615
• SMILES: [nH]1c(c(cn1)C#N)N
• Canonical SMILES: Nc1c(cn[nH]1)C#N
• InChI: InChI=1S/C4H4N4/c5-1-3-2-7-8-4(3)6/h2H,(H3,6,7,8)
• InChIKey: FFNKBQRKZRMYCL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-1H-pyrazole-4-carbonitrile; 3-amino-1H-pyrazole-4-carbonitrile
• IUPAC Traditional name: 3-amino-2H-pyrazole-4-carbonitrile; 3-amino-1H-pyrazole-4-carbonitrile
• Synonyms: 5-Amino-1H-pyrazole-4-carbonitrile; 3-Amino-4-cyanopyrazole; 3-Aminopyrazole-4-carbonitrile; 3-Aminopyrazole-4-carbonitrile; 3-Amino-1H-pyrazole-4-carbonitrile; 3-Amino-4-pyrazolecarbonitrile; NSC 44932; 3-Amino-1H-pyrazole-4-carbonitrile; 3-AMINO-4-CYANOPYRAZOLE; 3-AMINOPYRAZOLE-4-NITRILE; 3-Amino-4-cyano-1H-pyrazole; 3-Amino-1H-pyrazole-4-carbonitrile; 3-氨基-4-氰基吡唑; 3-氨基吡唑-4-腈; 3-氨基-1H-吡唑-4-甲腈

Database IDs

• CAS Number: 16617-46-2; 1204396-41-7
• EC Number: 240-665-6
• MDL Number: MFCD00067703; MFCD00005237
• Beilstein Number: 2647
• PubChem SID: 162030642; 24849278
• PubChem CID: 85515

CALCULATED PROPERTIES

• Acid pKa: 10.808194
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.60661227
• LogD (pH = 7.4): -0.60628074
• Log P: -0.60610896
• Molar Refractivity: 29.4207 cm^3
• Polarizability: 10.151359 Å^3
• Polar Surface Area: 78.49 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; MEthanol
• Apperance: off-white powder; Off-White Solid
• Melting Point: 166 - 168°C; 166-168°C; 166-168°C; 172-174 °C(lit.); 173-176°C
• Hydrophobicity(logP): -0.319

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT; Toxic/Harmful
• European Hazard Symbols: X
• UN Number: UN3439
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 97%; 98%; 99%
• Empirical Formula (Hill Notation): C4H4N4

DETAILS

MP Biomedicals - 05206600

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05215456

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - OR0352T

A synthetic intermediate.

Sigma Aldrich - 153044

Application
Building block used in the synthesis of a variety of heterocycles.1,2
Packaging
5, 25 g in glass bottle

REFERENCES

• La Motta, C., et al.: J. Med. Chem., 52, 1681 (2009)
• Rana, S., et al.: Bioorg. Med. Chem. Lett., 19, 670 (2009)