.

Pharmaceutical Business Intelligence

  • Anticipate P&T budget requirements
  • Evaluate market entry opportunities
  • Find generic sources and suppliers
  • Predict branded drug patent expiration

► Plans and Pricing

Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing

DrugPatentWatch Database Preview

Details for Patent: 3,898,226

« Back to Dashboard

Details for Patent: 3,898,226

Title: Tetrahydropyrimidinyl phenyl carbonyl acid addition salts and related compounds
Abstract:This invention is concerned with tetrahydropyrimidinyl phenyl carbonyl acid addition salts, imidazolinyl phenyl carbonyl acid addition salts, dihydroimidazoisoindolols, tetrahydropyrimidoisoindolols, and tetrahydropyrimidoisoindolol acid addition salts which are all pharmacologically efficacious as anti-depressants. The tetrahydropyrimidinyl phenyl carbonyl acid addition salts, the tetrahydropyrimidoisoindolols and the tetrahydropyrimidoisoindolol acid addition salts are also efficacious as diuretics while the imidazolinyl phenyl carbonyl acid addition salts and the dihydroimidazoisoindolols are efficacious as anorexiants. This invention is also concerned with several processes for the preparation of these compounds.
Inventor(s): Sulkowski; Theodore S. (Wayne, PA)
Assignee: American Home Products Corporation (New York, NY)
Filing Date:Sep 05, 1973
Application Number:05/394,616
Claims:1. A compound selected from the group consisting of those having the formulae: ##SPC7##

wherein R.sub.4 is selected from the group consisting of hydrogen, lower alkyl, phen (lower) alkyl, phenyl, monohalophenyl, dihalophenyl, mono(lower)alkylphenyl, di(lower) alkylphenyl, trifluoromethylphenyl, mono(lower)alkoxyphenyl, di(lower)alkoxyphenyl, thienyl, pyridyl, furyl and tetrahydro-2-naphthyl, and R.sub.1 is hydrogen, lower alkyl, and phen(lower)alkyl R.sub.2 is selected from the group consisting of hydrogen, halogen, amino, lower alkylamino, lower alkyl and lower alkoxy; R.sub.3 is hydrogen when R.sub.2 and R.sub.3 are dissimilar and when R.sub.2 and R.sub.3 are the same they are both selected from the group consisting of hydrogen, halogen, lower alkyl and lower alkoxy; R.sub.5 is selected from the group consisting of phenyl, monohalophenyl, dihalophenyl, mono(lower)alkylphenyl, di(lower)alkylphenyl, trifluoromethylphenyl, mono(lower)alkoxyphenyl; di(lower)alkoxyphenyl, thienyl, pyridyl, furyl and tetrahydro-2-naphthyl; n is 2; lower alkyl and lower alkoxy have from one to six carbon atoms; and HX is a pharmacologically acceptable acid addition salt.

2. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is 4-chlorophenyl which is: 6-(4-chlorophenyl)-2,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-ol.

3. An acid addition salt as described in claim 1, formula (III) wherein R.sub.2 and R.sub.3 are hydrogen; R.sub.5 is 4-chloropheny; and HX is hydrochloride which is: 6-(4-chlorophenyl)-2,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-olhydrochlo ride.

4. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is phenyl which is: 2,3,4,6-tetrahydro-6-phenylpyrimido[2,1-a]isoindol 6-ol.

5. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is 3,4-dichlorophenyl which is: 6-(3,4-dichlorophenyl)-2,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-ol.

6. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is 4-bromophenyl which is: 6-(4-brophenyl)-2,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-ol.

7. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is 5,6,7,8-tetrahydro-2-naphthyl which is: 6-(5,6,7,8-tetrahydro-2-naphthyl)-2,3,4,6-tetrahydropyrimido[2,11l -a]isoindol-6-ol.

8. A compound as described in claim 1, formula (II) wherein R.sub.2, r.sub.3 and R.sub.4 are hydrogen which is: 2,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-ol.

9. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is methyl which is: 2,3,4,6-tetrahydro-6-methylpyrimido[2,1-a]isoindol 6-ol.

10. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is benzyl which is: 6-benzyl-2,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-ol.

11. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is butyl which is: 6-butyl12,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-ol.

12. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is 3-amino-4-chlorophenyl which is: 6-(3-amino-4-chlorophenyl)-2,3,4,6-tetrahydropyrimido[2,1-a]isoindol-6-ol.

13. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is 4-tolyl which is: 2,3,4,6-tetrahydro-6-(4-tolyl)pyrimido[2,1-a]isoindol-6-ol.

14. A compound as described in claim 1, formula (II) wherein R.sub.2 and R.sub.3 are hydrogen; and R.sub.4 is 2-thienyl which is: 2,3,4,6-tetrahydro-6-(2-thienyl)pyrimido[2,1-a]isoindol-6-ol.
« Back to Dashboard

For more information try a trial or see the database preview and plans and pricing

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.

`abc