Poster presentation
288
1-(AMINOALKYL)ISOQUINOLINES AS CONVENIENT
INTERMEDIATES FOR IMPORTANT HETEROCYCLIC
PRODUCTS
S.M. Mirzokulov, A.B. Yusupov, D.B. Tukhtaev
Samarkand state university, Samarkand
e_mail: davlatuzb@mail.ru
1-(Aminoalkyl)isoquinolines are known as important intermediates in the preparation
of tricyclic and polycyclic heterocycles, in addition to
being the end products of
research. In particular, the manipulation of 1-(aminoalkyl)isoquinolines allows the
formation of the imidazo[5,1-a]isoquinoline skeleton in convenient ways [1]. 1-
(aminoalkyl) isoquinolines can be converted into starting products
for the synthesis of
pyrazino [2,1-a] isoquinolines using the possibility of changing reagents and conditions
[2]. Also, the specific strategy chosen may make this compound a good intermediate for
the synthesis of benzo[
de
][1,7]naphthyridines.
Accordingly, 1-phthalimidomethyltetrahydroisoquinolines derived via N-phthaloyl-
α-amino acids [3] may be a convenient strategy for the synthesis of new saturated 1,7-
naphthyridines. Positive results of natural saturated 1,7-naphthyridine
compounds
against several types of cancer cells [4] give hope that such new structures are
promising.
References:
1.
Tukhtaev D.B., Saidov A.S., Turgunov K.K., Vinogradova V.I., and
Tashkhodzhaev B. Synthesis of N-Containing Heterocycles Based on α-Amino Acids.
1. 8, 9-Dimethoxy-5, 6-Dihydro-3-Phenyl-1-Alkylimidazo [5,1-a] Isoquinolines
//Chemistry of Natural Compounds. – 2019. – V. 55. – P. 1119-1122.
2.
Tang H., Zheng C., Lv J., Wu J., Li Y., Yang H., and Zhu J.
Synthesis and
antifungal activities in vitro of novel pyrazino [2,1-a] isoquinolin derivatives
//Bioorganic and medicinal chemistry letters. – 2010. – V. 20. – №. 3. – P. 979-982.
3.
Tukhtaev D., Yusupov A., Vinogradova V. Synthesis of new Amides based on N-
Phthaloyl-α-Amino Acids //Egyptian Journal of Chemistry. – 2021. – V. 64. – №. 6. –
P. 3049-3058.
4.
Wang F., Sun P., Sun Q. Bisleuconothine A protects
periodontal tissue via the
regulation of RANKL expression and infiltration of inflammatory cells //Tropical
Journal of Pharmaceutical Research. – 2020. – V. 19. – №. 3. – P. 497-503.
N
NRR'
R''
and other
1,7-Naphthyridines
N
N
O
O
R
H
Benzo[
de
][1,7]naphthyridines
Pyrazino[2,1-
a
]isoquinolines
Imidazo[5,1-
a
]isoquinolines
1-(Aminoalkyl)isoquinolines
N
N
N
N
N
N
This work