1H-imidazole-4-carbaldehyde

• ChemBase ID: 69404
• Molecular Formular: C4H4N2O
• Molecular Mass: 96.08736
• Monoisotopic Mass: 96.03236276
• SMILES: c1nc(c[nH]1)C=O
• Canonical SMILES: O=Cc1c[nH]cn1
• InChI: InChI=1S/C4H4N2O/c7-2-4-1-5-3-6-4/h1-3H,(H,5,6)
• InChIKey: ZQEXIXXJFSQPNA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-imidazole-4-carbaldehyde; 1H-imidazole-5-carbaldehyde
• IUPAC Traditional name: 1H-imidazole-4-carbaldehyde; 3H-imidazole-4-carbaldehyde
• Synonyms: 4-Formylimidazole; 5-Imidazolecarboxaldehyde; 4-Imidazolecarboxaldehyde; 1H-imidazole-4-carbaldehyde; 4-Formyl-1H-imidazole; 1H-Imidazole-4-carboxaldehyde 98%; Imidazole-4-carbaldehyde; 1H-imidazole-5-carbaldehyde; 4-Formylimidazole; Imidazole-4-carboxaldehyde; 5-咪唑甲醛; 4-咪唑甲醛; 咪唑-4-甲醛

Database IDs

• CAS Number: 3034-50-2
• EC Number: 221-227-3
• MDL Number: MFCD00173726
• PubChem SID: 162035130; 24869112
• PubChem CID: 76428

CALCULATED PROPERTIES

• Acid pKa: 9.891519
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.69087344
• LogD (pH = 7.4): -0.51731616
• Log P: -0.51272076
• Molar Refractivity: 25.4743 cm^3
• Polarizability: 9.080709 Å^3
• Polar Surface Area: 45.75 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 174 - 177°C; 174-177 °C(lit.); 174-177°C; 174-177°C
• Hydrophobicity(logP): -0.235

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant/Air Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C4H4N2O

DETAILS

Sigma Aldrich - 456128

Application
Starting material for a practical synthesis of a potent C17,20-lyase inhibitor. The lyase is a key enzyme in androgen biosynthesis and a target for treatment of androgen-dependent prostate cancer.1
Used to synthesize potent antimalarial drug.
Packaging
1, 5 g in glass bottle