1H-Pyrrolo[2,3-b]pyridin Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R36:Reizt die Augen.
R41:Gefahr ernster Augenschäden.
R37/38:Reizt die Atmungsorgane und die Haut.
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S39:Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
7-Azaindole is the starting material for the synthesis of azaserotonin. Its derivatives are of great value in drug development, for example, as the backbone of protein kinase B (PKB/Akt) inhibitors. 7-Azaindole and its derivatives have a variety of biological activities, for example, 7-azatryptophan is able to inhibit the growth of tobacco and carrot cells. In addition, it also binds to the Erm enzyme (methyltransferase family), thereby conferring antibiotic resistance.
Chemische Eigenschaften
Brown-Cyrstalline Solid
Verwenden
7-Azaindole is imidazolinone derivatives as CGRP receptor antagonists used in the treatment.
A heterocyclic molecule that can be utilized as a pharmaceutical building block.
Starting material in a recent synthesis of azaserotonin.
Application
7-Azaindole is a heterocyclic organic compound, which is an organic synthesis intermediate and a pharmaceutical intermediate. It is the core structure of many drugs, such as antitumor drugs, dopamine D4 receptors, p38 kinase inhibitors, thrombin inhibitors, etc.
synthetische
Synthesis of 7-azaindole: in a single-necked flask, add 2.0 g of 2-amino-3-methylpyridine and 2.5 g of N-Methylformanilide into 40 mL of dichloromethane, and add 3.15 g of PCl with stirring under an ice-water bath. After 4 hours of reaction, the reaction system was slowly poured into 40 mL of ammonia water, and the insoluble matter was removed by suction filtration. The organic layer was separated, washed twice with water, dried over anhydrous sodium sulfate, and evaporated to dryness to obtain 2.91 g of 7-azaindole as a pale yellow solid, with a yield of 70%.
läuterung methode
Recrystallise it repeatedly from EtOH, then sublime it in a vacuum [Tokumura et al. J Am Chem Soc 109 1346 1987]. The N-acetate has m 65-66o (from *C6H6), and the picrate has m 232-233o (from Me2CO) [Clemo & Swan J Chem Soc 603 1945, Beilstein 23 III/IV 1105.]
1H-Pyrrolo[2,3-b]pyridin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
2-(2,3-DIHYDRO-1BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ETHANAMINE
6-BROMO-1H-PYRROLO[2,3-B]PYRIDINE
4-IODO-7-AZAINDOLE
1H-Pyrrolo[2,3-b]pyridine, 4-nitro-, 7-oxide
4-Bromo-7-azaindole
4-Chloro-7-azaindole
7-OXIDE-7-AZAINDOLE
5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE
5-Bromo-7-azaindole
2-(2,3-DIHYDRO-1-BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ACETONITRILE
4-CYANO-7-AZAINDOLE
1,7-DIDEAZAADENINE
6-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE
3-Bromo-7-azaindole
1H-PYRROLO[2,3-B]PYRIDINE, 4-NITRO-
2-(2,9-diazabicyclo[4.3.0]nona-2,4,7,10-tetraen-7-yl)ethanamine
4-HYDROXYMETHYL-7-AZAINDOLE
5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one
4-CHLORO-5-NITRO-1-(PHENYLSULFONYL)-1H-PYRROLO[2,3-B]PYRIDINE
1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine
