Serving 500+ biopharmaceutical companies globally:
Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing
Serving 500+ biopharmaceutical companies globally:
Generated: August 18, 2017
| Title: | Process for preparing pyrano[3,4-b]indole or thio pyrano[3,4-b]indole derivatives |
| Abstract: | Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole or 1,3,4,9-tetrahydrothiopyrano[3,4-b]indole nucleus bearing a substituent in position 1, said substituent incorporating an acid, ester or amide function therein, are disclosed. The nucleus is further substituted at position 1 and may be optionally substituted at positions 3, 4, 5, 6, 7, 8, and 9. The derivatives are useful antiinflammatory, analgesic, antibacterial and antifungal agents and methods for their preparation and use are also disclosed. |
| Inventor(s): | Demerson; Christopher A. (Montreal, CA), Humber; Leslie G. (Dollard des Ormeaux, CA), Dobson; Thomas A. (Dollard des Ormeaux, CA), Jirkovsky; Ivo L. (Montreal, CA) |
| Assignee: | American Home Products Corporation (New York, NY) |
| Filing Date: | Mar 05, 1975 |
| Application Number: | 05/555,506 |
| Claims: | 1. A process for preparing a compound of the formula Ia ##STR158## in which R.sup.1 is selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, lower cycloalkyl, phenyl, benzyl and 2-thienyl, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are each selected from the group consisting of hydrogen and lower alkyl, R.sup.6a, R.sup.6b, R.sup.6c, and R.sup.6d are the same or different and selected from the group consisting of hydrogen, lower alkyl, lower cycloalkyl, hydroxy, lower alkoxy, benzyloxy, lower alkanoyloxy, phenyl, nitro, halo, mercapto, lower alkylthio, trifluoromethyl, amino and sulfamoyl, R.sup.7 is selected from the group consisting of hydrogen, lower alkyl and lower alkenyl, X is selected from the group consisting of oxy and thio, Y is selected from the group consisting of carbonyl, ##STR159## in which each of R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12 and R.sup.13 is hydrogen or lower alkyl, and Z is hydroxy or lower alkoxy comprising: reacting a compound of the formula IIa ##STR160## in which R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.7, R.sup.6a, R.sup.6b, R.sup.6c, R.sup.6d, and R.sup.7 are as defined herein and X' is hydroxy or mercapto with a compound of formula ##STR161## in which R.sup.1, Y and Z are as defined herein, in the presence of an acid catalyst. 2. The process of claim 1 in which the compound of formula IIa is reacted with a compound of formula ##STR162## in which R.sup.1 and Y are as defined therein and Z is lower alkoxy, and the corresponding compound of formula Ia in which Z is lower alkoxy is obtained. 3. The process of claim 1 in which the compound of formula Ia in which Z is lower alkoxy is hydrolyzed to give the corresponding compound of formula Ia in which Z is hydroxy. |
Serving 500+ biopharmaceutical companies globally:
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.
Follow DrugPatentWatch:
Join the 22,354 others who get our Drug Patent Expiration Alerts:
