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Home > Imidazoles > 1491-59-4
1491-59-4 | Phenol, 3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethyl-
CAS No: 1491-59-4 Catalog No: AG001LE8 MDL No:
Product Description
Catalog Number:
AG001LE8
Chemical Name:
Phenol, 3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethyl-
CAS Number:
1491-59-4
Molecular Formula:
C16H24N2O
Molecular Weight:
260.3746
IUPAC Name:
6-tert-butyl-3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethylphenol
InChI:
InChI=1S/C16H24N2O/c1-10-8-13(16(3,4)5)15(19)11(2)12(10)9-14-17-6-7-18-14/h8,19H,6-7,9H2,1-5H3,(H,17,18)
InChI Key:
WYWIFABBXFUGLM-UHFFFAOYSA-N
SMILES:
Cc1cc(c(c(c1CC1=NCCN1)C)O)C(C)(C)C
EC Number:
216-079-1
UNII:
8VLN5B44ZY
RTECS Number:
SK1050000
Properties
Complexity:
345
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
260.189g/mol
Formal Charge:
0
Heavy Atom Count:
19
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
260.381g/mol
Monoisotopic Mass:
260.189g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
44.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9
Literature
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| The effects of topical agents of fluticasone propionate, oxymetazoline, and 3% and 0.9% sodium chloride solutions on mucociliary clearance in the therapy of acute bacterial rhinosinusitis in vivo. | The Laryngoscope 20020201 |
| Involvement of central K(ATP) channels in the gastric antisecretory action of alpha2-adrenoceptor agonists and beta-endorphin in rats. | European journal of pharmacology 20020125 |
| Acute exudative inflammation and nasally exhaled nitric oxide are two independent phenomena. | ORL; journal for oto-rhino-laryngology and its related specialties 20020101 |
| Increased nasal mucosal swelling in subjects with asthma. | Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20020101 |
| The stability of oxymetazoline hydrochloride in aqueous solution. | Acta poloniae pharmaceutica 20020101 |
| Effects of oxymetazoline on the ventilation of paranasal sinuses in healthy subjects. | American journal of rhinology 20020101 |
| [The relationship between ostial patency and medical treatment in acute maxillary sinusitis: an experimental study]. | Kulak burun bogaz ihtisas dergisi : KBB = Journal of ear, nose, and throat 20020101 |
| Endothelial inhibitory modulation on the contractile responses to alpha 2-adrenergic agonists. | Proceedings of the Western Pharmacology Society 20020101 |
| Vasocontractile effects of alpha 2-adrenergic agonists associated with intracellular calcium release. | Proceedings of the Western Pharmacology Society 20020101 |
| Search of antimicrobial activity of selected non-antibiotic drugs. | Acta poloniae pharmaceutica 20020101 |
| The effect of inferior turbinate hypertrophy on nasal spray distribution to the middle meatus. | Clinical otolaryngology and allied sciences 20011201 |
| Clonidine-induced nitric oxide-dependent vasorelaxation mediated by endothelial alpha(2)-adrenoceptor activation. | British journal of pharmacology 20011101 |
| [Excitatory effect of noradrenaline on rat airway parasympathetic ganglion neurons]. | Fukuoka igaku zasshi = Hukuoka acta medica 20011101 |
| Endothelial G protein beta-subunits trigger nitric oxide-but not endothelium-derived hyperpolarizing factor-dependent dilation in rabbit resistance arteries. | Circulation research 20011012 |
| Renal actions of the alpha2-adrenoceptor agonist, xylazine, in the anaesthetised rat. | New Zealand veterinary journal 20011001 |
| A study of the effect of nasal steroid sprays in perennial allergic rhinitis patients with rhinitis medicamentosa. | Otolaryngology--head and neck surgery : official journal of American Academy of Otolaryngology-Head and Neck Surgery 20010901 |
| Molecular cloning and functional expression of the guinea pig alpha(1a)-adrenoceptor. | European journal of pharmacology 20010831 |
| Potent alpha(2A)-adrenoceptor-mediated vasoconstriction by brimonidine in porcine ciliary arteries. | Investigative ophthalmology & visual science 20010801 |
| Differential capacities of the RGS1, RGS16 and RGS-GAIP regulators of G protein signaling to enhance alpha2A-adrenoreceptor agonist-stimulated GTPase activity of G(o1)alpha. | Journal of neurochemistry 20010801 |
| Phe-308 and Phe-312 in transmembrane domain 7 are major sites of alpha 1-adrenergic receptor antagonist binding. Imidazoline agonists bind like antagonists. | The Journal of biological chemistry 20010706 |
| Prejunctional actions of methylenedioxymethamphetamine in vas deferens from wild-type and alpha(2A/D)-adrenoceptor knockout mice. | European journal of pharmacology 20010706 |
| Inhibition of synovial plasma extravasation by preemptive administration of an antiinflammatory irrigation solution in the rat knee. | Anesthesia and analgesia 20010501 |
| Analysis of ligand activation of alpha 2-adrenoceptor subtypes under conditions of equal G alpha protein stoichiometry. | Naunyn-Schmiedeberg's archives of pharmacology 20010501 |
| Evidence for a non-adrenoceptor, imidazoline-mediated contractile response to oxymetazoline in the porcine isolated rectal artery. | British journal of pharmacology 20010401 |
| Effects of N-(2-chloroethyl)-N-ethyl-2-bromobenzylamine (DSP4) on alpha2-adrenoceptors which regulate the synthesis and release of noradrenaline in the rat brain. | Pharmacology & toxicology 20010301 |
| Reduced baroreceptor sensitivity during hypotension in ANP-knockout mice. | Canadian journal of physiology and pharmacology 20010301 |
| Presynaptic alpha2-adrenoceptor-mediated modulation of adenosine 5' triphosphate and noradrenaline corelease: differences in canine mesenteric artery and vein. | Journal of autonomic pharmacology 20010201 |
| Receptor reserve analysis of the human alpha(2C)-adrenoceptor using. | European journal of pharmacology 20010112 |
| Frequency dependent alpha(2)-adrenoceptor mediated modulation of excitatory junction potentials in guinea-pig mesenteric artery. | European journal of pharmacology 20010105 |
| Involvement of the opioid system in the central antisecretory action of alpha-2 adrenoceptor agonists in rat. | Journal of physiology, Paris 20010101 |
| Intranasal application of the alpha2-adrenoceptor agonist BHT-920 produces decongestion in the cat. | American journal of rhinology 20010101 |
| Microphysiometric analysis of human alpha1a-adrenoceptor expressed in Chinese hamster ovary cells. | British journal of pharmacology 19990601 |
| High-affinity agonist binding correlates with efficacy (intrinsic activity) at the human serotonin 5-HT2A and 5-HT2C receptors: evidence favoring the ternary complex and two-state models of agonist action. | Journal of neurochemistry 19990501 |
| Anterior ischemic optic neuropathy following the use of a nasal decongestant. | American journal of ophthalmology 19990101 |
| Effects of sustained-release oral phenylpropanolamine on the nasal mucosa of healthy subjects. | Acta oto-laryngologica 19990101 |
| Benzylimidazolines as h5-HT1B/1D serotonin receptor ligands: a structure-affinity investigation. | Journal of medicinal chemistry 19980618 |
| Ligand efficacy and potency at recombinant alpha2 adrenergic receptors: agonist-mediated [35S]GTPgammaS binding. | Biochemical pharmacology 19980401 |
| Gene targeting--homing in on alpha 2-adrenoceptor-subtype function. | Trends in pharmacological sciences 19970601 |
| Buffers differentially alter the binding of [3H]rauwolscine and [3H]RX821002 to the alpha-2 adrenergic receptor subtypes. | The Journal of pharmacology and experimental therapeutics 19960901 |
| NS-49, a novel alpha 1a-adrenoceptor-selective agonist characterization using recombinant human alpha 1-adrenoceptors. | European journal of pharmacology 19951130 |
| Alpha- and beta-adrenoceptors: from the gene to the clinic. 1. Molecular biology and adrenoceptor subclassification. | Journal of medicinal chemistry 19950901 |
| Cardiac arrest after oxymetazoline nasal spray. | Journal of clinical anesthesia 19950901 |
| Selectivity of the imidazoline alpha-adrenoceptor agonists (oxymetazoline and cirazoline) for human cloned alpha 1-adrenoceptor subtypes. | British journal of pharmacology 19950901 |
| KMD-3213, a novel, potent, alpha 1a-adrenoceptor-selective antagonist: characterization using recombinant human alpha 1-adrenoceptors and native tissues. | Molecular pharmacology 19950801 |
| The novel alpha-2 adrenergic radioligand [3H]-MK912 is alpha-2C selective among human alpha-2A, alpha-2B and alpha-2C adrenoceptors. | The Journal of pharmacology and experimental therapeutics 19941201 |
| Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes. | Molecular pharmacology 19941101 |
| Paranoid psychosis induced by oxymetazoline nasal spray. | CMAJ : Canadian Medical Association journal = journal de l'Association medicale canadienne 19940201 |
| Identification of alpha 1-adrenoceptor subtypes present in the human prostate. | Life sciences 19940101 |
| Molecular characterization of a rat alpha 2B-adrenergic receptor. | Proceedings of the National Academy of Sciences of the United States of America 19900401 |
| Novel alpha 2-adrenoceptor antagonists show selectivity for alpha 2A- and alpha 2B-adrenoceptor subtypes. | European journal of pharmacology 19890922 |
| A case of secondary mania. | Psychosomatics 19880101 |
| A case of panic disorder precipitated by oxymetazoline withdrawal. | The Journal of clinical psychiatry 19870701 |
| Location of the mechanism of the clonidine withdrawal tachycardia in rats. | The Journal of pharmacy and pharmacology 19850801 |
| Bradycardia, hypotension, and near-syncope associated with Afrin (oxymetazoline) nasal spray. | The New England journal of medicine 19830922 |
| Urethane inhibits cardiovascular responses mediated by the stimulation of alpha-2 adrenoceptors in the rat. | The Journal of pharmacology and experimental therapeutics 19821101 |
| Noradrenergic influences on sound-induced seizures. | The Journal of pharmacology and experimental therapeutics 19800801 |
| The inhibitory effects of presynaptic alpha-adrenoceptor agonists on contractions of guinea-pig ileum and mouse vas deferens in the morphine-dependent and withdrawn states produced in vitro. | British journal of pharmacology 19790801 |
| Pharmacology of AH 5158; a drug which blocks both - and -adrenoceptors. | British journal of pharmacology 19720801 |
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