2-[(4-tert-butyl-2,6-dimethylphenyl)methyl]-4,5-dihydro-1H-imidazole hydrochloride

• ChemBase ID: 89367
• Molecular Formular: C16H25ClN2
• Molecular Mass: 280.8361
• Monoisotopic Mass: 280.17062649
• SMILES: N1=C(NCC1)Cc1c(cc(cc1C)C(C)(C)C)C.Cl
• Canonical SMILES: Cc1cc(cc(c1CC1=NCCN1)C)C(C)(C)C.Cl
• InChI: InChI=1S/C16H24N2.ClH/c1-11-8-13(16(3,4)5)9-12(2)14(11)10-15-17-6-7-18-15;/h8-9H,6-7,10H2,1-5H3,(H,17,18);1H
• InChIKey: YGWFCQYETHJKNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-tert-butyl-2,6-dimethylphenyl)methyl]-4,5-dihydro-1H-imidazole hydrochloride
• IUPAC Traditional name: stas hydrochloride; xylometazoline hydrochloride
• Synonyms: Xylometazoline hydrochloride; 2-(4-tert-Butyl-2,6-dimethylbenzyl)-2-imidazoline hydrochloride; 2-(4-tert-Butyl-2,6-dimethylbenzyl)-4,5-dihydro-1H-imidazole hydrochloride; Xylometazoline hydrochloride; 2-[[4-(1,1-Dimethylethyl)-2,6-dimethylphenyl]methyl]-4,5-dihydro-1H-imidazole Hydrochlroide; 2-(4-tert-Butyl-2,6-dimethylbenzyl)-2-imidazoline Monohydrochloride; Brizolin; Galazolin; Neo-Rinoleina; Neo-Synephrine II; Novorin; Olynth; Otrivin Hydrochloride; Therapin; Xymelin; Xylometazoline Hydrochloride; Xylometazoline HCl

Database IDs

• CAS Number: 1218-35-5
• EC Number: 214-936-4
• MDL Number: MFCD00238707
• PubChem SID: 162076247; 24278781
• PubChem CID: 5282386

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3619118
• LogD (pH = 7.4): 1.48564
• Log P: 3.7755392
• Molar Refractivity: 77.8176 cm^3
• Polarizability: 29.674038 Å^3
• Polar Surface Area: 24.39 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: NJ2390000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Target: Others
• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152)

Product Information

• Salt Data: HCl

DETAILS

Sigma Aldrich - X6000

Biochem/physiol Actions
α-adrenoceptor agonist; imidazoline binding site ligand.

Toronto Research Chemicals - X749950

Vasoconstrictor, used as a nasal decongestant.

REFERENCES

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)