2,3-Di(4-substituted phenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles

• US 4,186,205 A
• Filed: 01/08/1979
• Issued: 01/29/1980
• Est. Priority Date: 01/08/1979
• Status: Expired due to Term

• Current Assignee: Smithkline Beecham Corporation (GSK plc)
• Original Assignee: SmithKline Corporation (GSK plc)
• Inventors: Bender, Paul E.
• Primary Examiner(s): Trousof, Natalie
• Application Number:
  US06/001,620
• Time in Patent Office: 386 Days
• Field of Search: 548/324, 424/273 R
• US Class Current: 514/393
• CPC Class Codes: C07D 487/04 Ortho-condensed systems

Abstract

New 6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles having substituted phenyl groups in the 2- and 3- positions are disclosed. These compounds regulate cell-mediated immunity and/or have anti-arthritic activity and are useful to relieve inflammation, for example in the treatment of rheumatoid arthritis.

Claims

1. A compound of the formula:

##STR3## in which;

R is lower alkoxy of from one to four carbon atoms, methylthio or chloro, or a non-toxic pharmaceutically acceptable salt thereof.

2. A compound as claimed in claim 1 where R is methoxy.

3. A compound as claimed in claim 1 where R is ethoxy.

4. A compound as claimed in claim 1 where R is isopropoxy.

5. A compound as claimed in claim 1 where R is methylthio.

6. A compound as claimed in claim 1 wherein R is chloro.

7. A pharmaceutical composition for the regulation of cell-mediated immunity, in dosage unit form, comprising a pharmaceutical carrier and a compound of claim 1 where R is isopropoxy, methylthio or chloro.

8. A pharmaceutical composition having antiarthritic activity, in dosage unit form, comprising a pharmaceutical carrier and a compound of claim 1 where R is methoxy, ethoxy, methylthio or chloro.

9. A pharmaceutical composition for the regulation of cell-mediated immunity and having antiarthritic activity, in dosage unit form, comprising a pharmaceutical carrier and a compound of claim 1 where R is methylthio or chloro.

10. A method of regulating cell-mediated immunity which comprises administering internally to an animal in need thereof an effective amount of a compound of claim 1 where R is isopropoxy, methylthio or chloro.

11. A method of producing antiarthritic activity which comprises administering internally to an animal in need thereof an effective amount of a compound of claim 1 where R is methoxy, ethoxy, methylthio or chloro.

12. A method of regulating cell-mediated immunity and producing antiarthritic activity which comprises administering internally to an animal in need thereof an effective amount of a compound of claim 1 where R is methylthio or chloro.