2-(4-TERT-BUTYL-2,6-DIMETHYL-BENZYL)-4,5-DIHYDRO-1H-IMIDAZOLE
2-(4-TERT-BUTYL-2,6-DIMETHYL-BENZYL)-4,5-DIHYDRO-1H-IMIDAZOLE Basic information
- Product Name:
- 2-(4-TERT-BUTYL-2,6-DIMETHYL-BENZYL)-4,5-DIHYDRO-1H-IMIDAZOLE
- Synonyms:
-
- XYLOMETAZOLINE
- 2-(4-TERT-BUTYL-2,6-DIMETHYL-BENZYL)-4,5-DIHYDRO-1H-IMIDAZOLE
- AKOS BBS-00000259
- XYLOMETAZOLINEANDITSHYDROCHLORIDE
- Xylometazoline (base and/or unspecified salts)
- 1h-imidazole,2-((4-(1,1-dimethylethyl)-2,6-dimethylphenyl)methyl)-4,5-dihydr
- 2-(4-tert-butyl-2,6-dimethylbenzyl)-2-imidazolin
- 2-(4-tert-Butyl-2,6-dimethylbenzyl)-2-imidazoline
- CAS:
- 526-36-3
- MF:
- C16H24N2
- MW:
- 244.38
- EINECS:
- 208-390-6
- Mol File:
- 526-36-3.mol
2-(4-TERT-BUTYL-2,6-DIMETHYL-BENZYL)-4,5-DIHYDRO-1H-IMIDAZOLE Chemical Properties
- Melting point:
- 131-133°
- Boiling point:
- 394.2±21.0 °C(Predicted)
- Density
- 1.00±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMSO: 49 mg/mL (200.51 mM);Ethanol: 49 mg/mL (200.51 mM)
- pka
- pKa 10.6±0.1(H2O t = 22.0) (Uncertain)
- Water Solubility
- Water: Insoluble
- InChI
- InChI=1S/C16H24N2/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)
- InChIKey
- HUCJFAOMUPXHDK-UHFFFAOYSA-N
- SMILES
- C1(CC2=C(C)C=C(C(C)(C)C)C=C2C)NCCN=1
- CAS DataBase Reference
- 526-36-3
2-(4-TERT-BUTYL-2,6-DIMETHYL-BENZYL)-4,5-DIHYDRO-1H-IMIDAZOLE Usage And Synthesis
Uses
Adrenergic (vasoconstrictor).
Uses
Xylometazoline is used for rhinitis, laryngitis, sinusitis, inflammation of antrum of Highmore, and allergic illnesses of the nasal cavity and throat.
Definition
ChEBI: Xylometazoline is an alkylbenzene.
brand name
Neo-Synephrine II (Sterling Winthrop); Otrivin Hydrochloride (Ciba-Geigy).
Synthesis
Xylometazoline, 2-(4-tert-butyl-2,6-dimethylbenzyl)-2-imidazoline (11.1.40), is also synthesized in a single reaction by cyclocondensation of 4-tert-butyl-2,6- dimethylbenzylcyanide with ethylendiamine [43,44].
in vivo
Xylometazoline (1 mg/mL, intranasal, single dose) improves sinusitis in rats[3].
Xylometazoline and its excipients, when used for prolonged periods, may cause ophthalmic problems such as dry eyes, corneal edema, cataracts, retinal nerve fiber layer damage, and vascular damage[4].
| Animal Model: | SpragueDawley rat induced by platelet-activating factor[3] |
| Dosage: | 1 mg/mL; single dose |
| Administration: | Intranasal administration |
| Result: | Showed almost no vascular congestion, little infiltration, and the epithelium was completely intact. |
IC 50
Alpha-1A adrenergic receptor: 0.05 μM (Ki); Alpha-1B adrenergic receptor: 0.30 μM (Ki); Alpha-1D adrenergic receptor: 0.15 μM (Ki); Alpha-2A adrenergic receptor: 0.88 μM (Ki); Alpha-2B adrenergic receptor: 1.7 μM (Ki); Alpha-2C adrenergic receptor: 0.19 μM (Ki)
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2-(4-TERT-BUTYL-2,6-DIMETHYL-BENZYL)-4,5-DIHYDRO-1H-IMIDAZOLE(526-36-3)Related Product Information
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