I5513

Imidazole

for molecular biology, ≥99% (titration)

• Synonym(s): 1,3-Diaza-2,4-cyclopentadiene, Glyoxaline
• Empirical Formula (Hill Notation): C₃H₄N₂
• CAS Number: 288-32-4
• Molecular Weight: 68.08
• Beilstein: 103853
• EC Number: 206-019-2
• MDL number: MFCD00005183
• eCl@ss: 39161001
• PubChem Substance ID: 24896072
• NACRES: NA.25

Properties

• grade: for molecular biology
• Quality Level: 200
• vapor pressure: <1 mmHg ( 20 °C)
• assay: ≥99% (titration)
• form: crystalline powder
• pH: 6.2-7.8 (25 °C)
• pKa (25 °C): 6.95
• bp: 256 °C (lit.)
• mp: 88-91 °C (lit.)
• solubility: water: 500 mg/mL, clear, colorless to very faintly yellow
• application(s): diagnostic assay manufacturing
• foreign activity: DNase, RNase and protease, none detected
• storage temp.: room temp
• SMILES string: c1c[nH]cn1
• InChI: 1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
• InChI key: RAXXELZNTBOGNW-UHFFFAOYSA-N

Description

General description

Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.

Application

Imidazole has been used

• in the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein
• in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography
• as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells

Excellent for buffers in the range of pH 6.2-7.8

Packaging

5, 25, 100 g in glass bottle

Biochem/physiol Actions

Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division. It also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).

Safety Information

• Pictograms: GHS05,GHS07,GHS08
• Signal Word: Danger
• Hazard Statements: H302 - H314 - H360D
• Precautionary Statements: P260 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Flash Point(F): 293.0 °F - closed cup
• Flash Point(C): 145 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves