December 10, 1974

Compounds of the formula IV: ##SPC1## wherein X is selected from the group consisting of sulfur and ##SPC2## Wherein R.sub.1 is selected from the group consisting of hydrogen, alkyl of one to three carbon atoms, inclusive; ##SPC3## In which n is 2 or 3, R.sub.7 and R.sub.8 are hydrogen or alkyl as defined above, or together ##SPC4## Is pyrrolidino, piperidino or N-methylpiperazino; wherein R.sub.3 and R.sub.4 are selected from the group consisting of hydrogen, fluoro, chloro, bromo, or alkyl, defined as above, and alkoxy of one to three carbon atoms, inclusive, are prepared by reacting a thio compound of formula I: ##SPC5## wherein R.sub.3 and R.sub.4 are defined as above, in sequence: 1. with an alkylcarbazate; and the resulting product II 2. with an alkylating agent of the formula R.sub.1 'Cl in which R.sub.1 ' is alkyl as defined above, ##SPC6## As defined above in the presence of a strong base; to obtain the compound VI (with X' is sulfur) as defined above. If X is ##SPC7## Is desired the compound II is oxidized e.g. m-perchlorobenzoic acid to give compound III or compound V may be oxidized to give a compound IV with R' as substituent. Compounds of formula II, III, IV, and V can be presented in one formula as compound VI which including pharmacologically acceptable acid addition salts thereof has sedative and anti-depressant activity and can be used in mammals.

14

December 10, 1974

05/386,279

August 7, 1973

540/546   504/218 504/219 540/488

C07D   513/04   (20060101)   C07D   513/00   (20060101)   C07D   487/00   (20060101)   C07D   487/04   (20060101)  

CROSS REFERENCE TO RELATED APPLICATION This application is a continuation-in-part of application Ser. No. 307,113 filed Nov. 16, 1972, and now abandoned which is a continuation-in-part of application Ser. No. 220,405, filed Jan. 24, 1972 and now abandoned.

260/348C   260/268PC   260/293.57  

4002639 - 2-(Substituted phenyl)-dibenz[b,f][1,2,4]triazolo-[4,3-d][1,4]oxazepin or thiazepin-3(2H)-ones - Owned by E. R. Squibb & Sons, Inc. (Princeton, NJ) Compounds of the following formula ##STR1## wherein W is O or S; and X, Y and Z are independently selected from hydrogen, fluorine, bromine, chlorine, trifluoromethyl, lower alkyl and lower alkoxy; are disclosed. These compounds are useful as antiinflammatory agents.

7015212 - Thiazepine inhibitors of HIV-1 integrase - Owned by The United States of America as represented by the Department of Health and Human Services (Washington, DC) N/A The present invention discloses non-catechol compounds, such as thiazolothiazepines, and analogs and derivatives thereof, which are anti-integrase inhibitors. The compounds, which are useful as treatments for HIV disease, include compounds (I), (II), (III), or pharmaceutically acceptable salts thereof wherein A is thiazole, benzene, naphthalene, pyridine, pyrimidine, pyrazine, or quinoline; R is one or more of H, halogen, lower alkyl, lower alkoxy, NO.sub.2, lower ester or carboxylic acid; X--Y is CH.sub.2--S, S--CH.sub.2, CH.sub.2--O, CH.sub.2--S(O). S(O)--CH.sub.2, CH.sub.2--CH.sub.2, CH.sub.2--CH.sub.2--CH.sub.2, or CH.sub.2--CH.sub.2--CH.sub.2--CH.sub.2; R.sub.4 is H or hydroxy; R.sub.5 is H, phenyl, or alkylamine; W is S or O; and R.sub.6 is H, substituted or unsubstituted alkyl or amine; and Z is S, O, CH.sub.2, CH.sub.2CH.sub.2, or C.dbd.O.