| Autor: |
P A, Bonnet, O, Vitse, V, Bénezech, G, Subra, J R, Fabréguettes, L, Zanik, F, Laurent, A, Michel, J, Bompart, J P, Chapat |
| Jazyk: |
francouzština |
| Rok vydání: |
1998 |
| Předmět: |
|
| Zdroj: |
Annales pharmaceutiques francaises. 56(4) |
| ISSN: |
0003-4509 |
| Popis: |
Asthma is a complex disease characterised by bronchoconstriction and airways inflammation. Recent advances in medicinal chemistry will surely lead to a better reappraisal of therapeutic strategies. 8-(Methylamino)imidazo(1,2-a)pyrazines with substitution either on position 2 or 3 powerful relaxing agents in vitro as well as in vivo in animals. 6-Bromo-8-(methylamino)imidazo[1,2-a]pyrazine- 2-carbonitrile, SCA40, is a new and potent bronchodilator. Chemical synthesis of such a series of derivatives involves a condensation reaction with formation of the imidazole ring and/or diverse electrophilic substitutions. Chemical reactivity of the heterocycle can be modulated by introduction on position 8 of electrodonating groups that highly favor electrophilic substitution on position 3. Interestingly, lithiation studies on the heterocycle exhibit regioselectivity, leading either to an halogen exchange when position 3 is occupied by a bromine atom or an ortho-directed metalation in accord with the presence of an halogen on position 6. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
|
