Synthesis and pharmacological properties of 4(5)-(2-ethyl-2,3-dihydro-2 silainden-2-yl)imidazole, a silicon analogue of atipamezole

4(5)-(2-Ethyl-2,3-dihydro-2-silainden-2-yl)imidazole 2a, 4(5)-(2-methyl-2,3-dihydro-2-silainden-2-yl)imidazole 2b and 4(5)-(2-ethyl-2,3-dihydro-2-silainden-2-yl)-2-methylimidazole 2c, C2 silicon analogues of the commercially available α 2-adrenergic receptor antagonist atipamezole 1, were prepared a...

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Published inEuropean journal of medicinal chemistry Vol. 31; no. 9; pp. 725 - 729
Main Authors Heinonen, P, Sipilä, H, Neuvonen, K, Lönnberg, H, Cockcroft, VB, Wurster, S, Virtanen, R, Savola, MKT, Salonen, JS, Savola, JM
Format Journal Article
LanguageEnglish
Published PARIS CEDEX 15 Elsevier Masson SAS 1996
Elsevier
Subjects
adrenergic receptor
atipamezole
Biological and medical sciences
Catecholaminergic system
Chemistry, Medicinal
Grignard reaction
Life Sciences & Biomedicine
Medical sciences
Neuropharmacology
Neurotransmitters. Neurotransmission. Receptors
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Science & Technology
semi-empirical calculation
silaindane
silaindane
adrenergic receptor
Grignard reaction
atipamezole
semi-empirical calculation
ALPHA-2-ADRENOCEPTORS
BINDING
Human
α2-Adrenergic receptor
Imidazole derivatives
Silicon heterocycle
Rat
Nitrogen heterocycle
Rodentia
In vitro
In vivo
Vertebrata
Biological fixation
Mammalia
Structure activity relation
Animal
Affinity
Subcutaneous administration
Antagonist
Pharmacokinetics
Chemical synthesis
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Abstract 4(5)-(2-Ethyl-2,3-dihydro-2-silainden-2-yl)imidazole 2a, 4(5)-(2-methyl-2,3-dihydro-2-silainden-2-yl)imidazole 2b and 4(5)-(2-ethyl-2,3-dihydro-2-silainden-2-yl)-2-methylimidazole 2c, C2 silicon analogues of the commercially available α 2-adrenergic receptor antagonist atipamezole 1, were prepared and their pharmacological properties were evaluated. The results show that 2a retained significant affinity for the receptors, and the in vivo pharmacokinetic properties of 2a were comparable to those of 1.
AbstractList 4(5)-(2-Ethyl-2,3-dihydro-2-silainden-2-yl)imidazole 2a, 4(5)-(2-methyl-2,3-dihydro-2-silainden-2-yl)imidazole 2b and 4(5)-(2-ethyl-2,3-dihydro-2-silainden-2-yl)-2-methylimidazole 2c, C2 silicon analogues of the commercially available alpha(2)-adrenergic receptor antagonist atipamezole 1, were prepared and their pharmacological properties were evaluated. The results show that 2a retained significant affinity for the receptors, and the in vivo pharmacokinetic properties of 2a were comparable to those of 1.
4(5)-(2-Ethyl-2,3-dihydro-2-silainden-2-yl)imidazole 2a, 4(5)-(2-methyl-2,3-dihydro-2-silainden-2-yl)imidazole 2b and 4(5)-(2-ethyl-2,3-dihydro-2-silainden-2-yl)-2-methylimidazole 2c, C2 silicon analogues of the commercially available α 2-adrenergic receptor antagonist atipamezole 1, were prepared and their pharmacological properties were evaluated. The results show that 2a retained significant affinity for the receptors, and the in vivo pharmacokinetic properties of 2a were comparable to those of 1.
Author Lönnberg, H
Cockcroft, VB
Sipilä, H
Savola, JM
Neuvonen, K
Salonen, JS
Wurster, S
Heinonen, P
Virtanen, R
Savola, MKT
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Issue 9
Keywords silaindane
adrenergic receptor
Grignard reaction
atipamezole
semi-empirical calculation
ALPHA-2-ADRENOCEPTORS
BINDING
Human
α2-Adrenergic receptor
Imidazole derivatives
Silicon heterocycle
Rat
Nitrogen heterocycle
Rodentia
In vitro
In vivo
Vertebrata
Biological fixation
Mammalia
Structure activity relation
Animal
Affinity
Subcutaneous administration
Antagonist
Pharmacokinetics
Chemical synthesis
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Snippet 4(5)-(2-Ethyl-2,3-dihydro-2-silainden-2-yl)imidazole 2a, 4(5)-(2-methyl-2,3-dihydro-2-silainden-2-yl)imidazole 2b and...
4(5)-(2-Ethyl-2,3-dihydro-2-silainden-2-yl)imidazole 2a, 4(5)-(2-methyl-2,3-dihydro-2-silainden-2-yl)imidazole 2b and...
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SubjectTerms adrenergic receptor
atipamezole
Biological and medical sciences
Catecholaminergic system
Chemistry, Medicinal
Grignard reaction
Life Sciences & Biomedicine
Medical sciences
Neuropharmacology
Neurotransmitters. Neurotransmission. Receptors
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Science & Technology
semi-empirical calculation
silaindane
Title Synthesis and pharmacological properties of 4(5)-(2-ethyl-2,3-dihydro-2 silainden-2-yl)imidazole, a silicon analogue of atipamezole
URI https://dx.doi.org/10.1016/0223-5234(96)85882-X
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