4-methyl-1H-imidazole

• ChemBase ID: 3066
• Molecular Formular: C4H6N2
• Molecular Mass: 82.10384
• Monoisotopic Mass: 82.0530982
• SMILES: Cc1c[nH]cn1
• Canonical SMILES: Cc1c[nH]cn1
• InChI: InChI=1S/C4H6N2/c1-4-2-5-3-6-4/h2-3H,1H3,(H,5,6)
• InChIKey: XLSZMDLNRCVEIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-1H-imidazole; 5-methyl-1H-imidazole; 4-methylimidazole
• IUPAC Traditional name: 4-methylimidazole; 4(5)-methylimidazole; histidine side-chain
• Synonyms: 4-Methylimidazole; 4(5)-Methylimidazole; 4(5)-Methylimidazole; 5-Methyl-1H-imidazole; 4(or 5)-Methylimidazole; 4-Methyl-1H-imidazole; 4-Methylimidazole; 5-Methylimidazole; NSC 40744; 5-methyl-1H-imidazole; 4-Methylimidazole; 4-Methyl-1H-imidazole; 4-甲基-1H-咪唑; 4-甲基咪唑

Database IDs

• CAS Number: 822-36-6
• EC Number: 212-497-3
• MDL Number: MFCD00005201
• Beilstein Number: 1453
• PubChem SID: 24851942; 24885301; 46508375; 160966512
• PubChem CID: 13195
• CHEBI ID: 40035
• Chemspider ID: 12640
• Wikipedia Title: 4-Methylimidazole

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.777268
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.14870745
• LogD (pH = 7.4): -0.14778051
• Log P: -0.14776868
• Molar Refractivity: 22.9708 cm^3
• Polarizability: 8.579644 Å^3
• Polar Surface Area: 25.78 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.1
• LOG S: 0.85
• Solubility (Water): 5.78e+02 g/l

PROPERTIES

Physical Property

• Apperance: Slightly yellowish solid
• Melting Point: 44-47 °C(lit.); 44-47°C; 46 - 48°C; 47-53 °C; 47-54°C
• Boiling Point: 263 °C(lit.); 263°C; 263°C
• Flash Point: 157 °C; 157°C; 157°C (314.6°F); 157°C(314°F); 314.6 °F
• Density: 1.02 g/cm^3; 1.020
• Hydrophobicity(logP): 0.24

Safety Information

• Storage Warning: Corrosive/Harmful; IRRITANT
• RTECS: NI7350000
• European Hazard Symbols: Corrosive (C); X
• UN Number: 3263
• German water hazard class: 2
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 21/22-34; 22-36/37/38
• Safety Statements: 26-36/37; 26-36/37/39-45
• TSCA Listed: false; 是
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335; H302 + H312-H314
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3263 8/PG 3

Product Information

• Purity: ≥98.0% (GC); 95%; 95+%; 97%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C4H6N2

DETAILS

DrugBank - DB03385

Drug information: experimental

Sigma Aldrich - 199885

Packaging
50, 250 g in glass bottle

Toronto Research Chemicals - M312990

4-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 4-Methylimidazole is a product which results from the interaction of reducing sugars with ammonia. 4-

REFERENCES

• Nishie, K. et al.: Toxicol. Appl. Pharmacol., 14, 301 (1969): Cunha, S.C. et al.: J. Food Comp. Anal., 24, 609 (2011)
• Chan, P.C. et al.: Arch. Toxicol., 82, 55 (2011)