Heterocyclic thioamides and related analogs as antiviral agents with a unique mode of action
US5543413A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Dec 15, 1994 |
| Grant date | Aug 6, 1996 |
| Priority date | — |
| Expiry date | Dec 15, 2014 |
Classification
- Technology area (CPC A)Human Necessities
- CPC primaryA61P31/12
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
This invention relates to a novel class of 4,5,6,7-substituted non-nucleoside, non-phosphorylatable pyrrolo[2,3-d]pyrimidines which exhibit both significantly lower levels of cytotoxicity and superior antiviral activity than known nucleoside, non-nucleoside, and non-nucleoside, non-phosphorylatable pyrrolo[2,3-d]pyrimidine derivatives, particularly against human DNA viruses such as cytomegalovirus (HCMV) and herpes simplex virus type 1 (HSV-1). These compounds are represented by the following formula: ##STR1## wherein R.sup.4 is -NH.sub.2 or -NHCH.sub.3 ; PA1 R.sup.5 is -CN,-CSNH.sub.2, or -CSeNH.sub.2 ; PA1 R.sup.6 is -H or -NH.sub.2 ; and PA1 R.sup.7 is selected from the group consisting of PA2 aryls and aralkyls having 6 to 30 carbon atoms; PA2 aliphatic oxy-hydrocarbyls having 2 to 15 carbon atoms, lacking free hydroxyl groups and further lacking acyl or acyl derivatized groups; and PA2 oxy-hydrocarbyls having 6 to 30 carbon atoms, at least one aryl or aralkyl group, and only one oxy-group; PA1 with the proviso that if R.sup.5 is -CN and R.sup.6 is -H then R.sup.4 is -NH.sub.2 and R.sup.7 is -CH.sub.2 C.sub.6 H.sub.4 -2-CH.sub.3.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.