European Journal of Medicinal Chemistry p. 321 - 332 (2001)
Update date:2022-08-05
Topics:
Quintela, Jose M
Peinador, Carlos
Moreira, Maria J
Alfonso, Amparo
Botana, Luis M
Riguera, Ricardo
A series of 1H-pyrazolo[3,4-d]pyrimidines (3-6) substituted at positions 1 (R1 = Ph, H, tert-butyl and ribosetribenzoate), 4 (R2 = chlorine, nitrogen and oxygen nucleophiles), and 6 (dimethylamino) have been synthesized and their effect on the release of histamine from rat peritoneal mast cells measured. After chemical stimulation, (polymer 48/80), several compounds (i.e. 3b, 4a, 4b, 4d, 4g, 5a), produce inhibition two to three times higher (40-60%) than DSCG but this action is lower after preincubation. 4b (R1 = Ph, R2 = NHCH2Ph; 50-70% inhibition) and 5a (R1 = H, R2 = OMe; 50-55% inhibition) are the most active ones in both experiments. With ovoalbumin as stimulus, several pyrazolopyrimidines show inhibition similar to DSCG, the most active compounds being 6a-d (IC50 = 12-16 μM; R1 = ribosetribenzoate, R2 = methoxy and amino). Compounds 4e (R1 = t-butyl, R2 = OMe) and 4g (R1 = t-butyl, R2 = piperidino) are inducers of the release of histamine (60 and 150% increase). Compounds 4b and 4c showed cytotoxic activity (IC50 = 1 μg/mL) to HT-29 human colon cancer cells.
View MoreZhejiang Haizhou Pharmaceutical Co., Ltd.
website:https://www.haizhoupharma.com/
Contact:+86-576-88221016
Address:No. 19, Donghai 5th Avenue, Yanhai Industrial Zone, Linhai, Zhejiang, China
Shandong Shouguang Songchuan Industrial Additives Co.,Ltd
Contact:+86-536-8566856
Address:Shouguang,Shandong,China
Contact:0550-7041128 0550-7090578
Address:Wangdian Street,Xinjie Town
website:http://www.NEM.COM.CN
Contact:+86-393-4411771
Address:The west section of shengli Road,Puyang,Henan Province,China
Tai zhou world Pharm & Chem Co., Ltd
Contact:+86-576-85301198
Address:Rome 1001,wangjiang plaza,unti 2,jinshan east Road linhai,zhejiang,china
Doi:10.1055/s-2002-32533
(2002)Doi:10.1021/jm020233w
(2002)Doi:10.1016/S0040-4020(02)00292-2
(2002)Doi:10.1002/1522-2675(200206)85:6<1742::AID-HLCA1742>3.0.CO;2-E
(2002)Doi:10.1246/bcsj.53.2642
(1980)Doi:10.1021/ja01133a018
(1952)