4-(2-ethyl-2,3-dihydro-1H-inden-2-yl)-1H-imidazole

• ChemBase ID: 154887
• Molecular Formular: C14H16N2
• Molecular Mass: 212.29024
• Monoisotopic Mass: 212.13134852
• SMILES: CCC1(Cc2ccccc2C1)c1c[nH]cn1
• Canonical SMILES: CCC1(Cc2c(C1)cccc2)c1c[nH]cn1
• InChI: InChI=1S/C14H16N2/c1-2-14(13-9-15-10-16-13)7-11-5-3-4-6-12(11)8-14/h3-6,9-10H,2,7-8H2,1H3,(H,15,16)
• InChIKey: HSWPZIDYAHLZDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-ethyl-2,3-dihydro-1H-inden-2-yl)-1H-imidazole
• IUPAC Traditional name: 4-(2-ethyl-1,3-dihydroinden-2-yl)-1H-imidazole
• Synonyms: Atipamezole; 4-(2-Ethyl-2,3-dihydro-1H-inden-2-yl)-1H-Imidazole; Antisedan; MPV 1248; 4-(2-ethyl-2,3-dihydro-1h-inden-2-yl)-1h-imidazole

Database IDs

• CAS Number: 104054-27-5
• MDL Number: MFCD00864502
• PubChem SID: 162249025
• PubChem CID: 71310

CALCULATED PROPERTIES

• Acid pKa: 14.347341
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.617933
• LogD (pH = 7.4): 3.3599055
• Log P: 3.4137504
• Molar Refractivity: 65.2417 cm^3
• Polarizability: 25.000526 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥30 mg/mL
• Apperance: white to brown powder

Safety Information

• German water hazard class: 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC); 97%
• Empirical Formula (Hill Notation): C14H16N2

DETAILS

Sigma Aldrich - A9611

Biochem/physiol Actions
Atipamezole is more potent than yohimbine; it is very selective for alpha2-adrenergic vs alpha1sites, but not selelctive for alpha2 - subtypes.