Preparation and regiochemical assignments of new pyrazolo[3,4-c][2,1]benzothiazepines

被引:9
作者
Arranz, E
Diaz, JA
Morante, E
Perez, C
Vega, S
机构
[1] Inst. de Quim. Médica, CSIC, 28006 Madrid, Juan de la Cierva
[2] Synthelabo, S. A., 28100 Alcobendas (Madrid), Avda
关键词
D O I
10.1002/jhet.5570330126
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of new pyrazolo[3,4-c][2,1]benzothiazepines substituted at the nitrogen atoms of the pyrazole moiety is described. It was carried out by reaction of the 4,9-dihydro-9-methyl-4,10,10-trioxo-1(2)H-pyrazolo [3,4-c] [2,1]benzothiazepine (1) with several alkylating agents under bo th classical and phase-transfer catalysis (PTC) conditions. Assignments of the N-alkyl regioisomers obtained were performed by study of their H-1 nmr spectra and NOE experiments.
引用
收藏
页码:151 / 156
页数:6
相关论文
共 44 条
[1]   RP-70676 - A POTENT SYSTEMICALLY AVAILABLE INHIBITOR OF ACYL-COA-CHOLESTEROL O-ACYL TRANSFERASE (ACAT) [J].
ASHTON, MJ ;
BRIDGE, AW ;
BUSH, RC ;
DRON, DI ;
HARRIS, NV ;
JONES, GD ;
LYTHGOE, DJ ;
RIDDELL, D ;
SMITH, C .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (05) :375-380
[2]  
ASTRATYAN GV, 1986, ZH PRIKL KHIM, V59, P1296
[3]   ALKYLATION, ACYLATION AND SILYLATION OF AZOLES [J].
BEGTRUP, M ;
LARSEN, P .
ACTA CHEMICA SCANDINAVICA, 1990, 44 (10) :1050-1057
[4]   SYNTHESIS OF CERTAIN FLUORESCENT TRICYCLIC NUCLEOSIDES DERIVED FROM PYRAZOLO[3,4-D]PYRIMIDINE NUCLEOSIDES [J].
BHAT, GA ;
TOWNSEND, LB .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (09) :2387-2393
[5]   MICROWAVE IRRADIATION PLUS SOLID-LIQUID PHASE-TRANSFER CATALYSIS WITHOUT SOLVENT - FURTHER IMPROVEMENT IN ANIONIC ACTIVATION [J].
BRAM, G ;
LOUPY, A ;
MAJDOUB, M .
SYNTHETIC COMMUNICATIONS, 1990, 20 (01) :125-129
[6]   2-(AMINOALKYL)-5-NITROPYRAZOLO[3,4,5-KL]ACRIDINES, A NEW CLASS OF ANTICANCER AGENTS [J].
CAPPS, DB ;
DUNBAR, J ;
KESTEN, SR ;
SHILLIS, J ;
WERBEL, LM ;
PLOWMAN, J ;
WARD, DL .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (26) :4770-4778
[7]  
CARMICHAEL J, 1989, CANCER CHEMOTH PHARM, V24, P45
[8]  
CLARAMUNT RM, 1985, HETEROCYCLES, V23, P2895
[9]   SYNTHESIS OF N-(AMINOETHYL)AZOLES UNDER PHASE-TRANSFER CATALYSIS [J].
CUADRO, AM ;
MATIA, MP ;
GARCIA, JL ;
VAQUERO, JJ ;
ALVAREZBUILLA, J .
SYNTHETIC COMMUNICATIONS, 1991, 21 (04) :535-544
[10]   SYNTHESIS OF 1H-PYRAZOLO[3,4-C][2,1]BENZOTHIAZEPINE AND 2H-PYRAZOLO[3,4-C][2,1]BENZOTHIAZEPINE [J].
DIAZ, JA ;
VEGA, S .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (01) :93-96