TREA

2-(1,3-Diazacycloalkenyl)-2-hydrazones of substituted chalcones

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Information

  • Patent Grant
  • 3931152
  • Patent Number
    3,931,152
  • Date Filed
    Tuesday, January 29, 1974
    51 years ago
  • Date Issued
    Tuesday, January 6, 1976
    49 years ago
Information
Abstract
The preparation of 2-(1,3-Diazacycloalkenyl)-2-hydrazones of substituted chalcones is described. These compounds are useful as anti-tubercular agents in warm-blooded animals.
Description
Claims
  • 1. A substituted chalcone of the formula: ##EQU4## wherein R.sub.1 and R.sub.2 are the same or different and are selected from the group consisting of monohalophenyl, monomethylphenyl, dimethylphenyl, C.sub.1 -C.sub.4 -alkylthiophenyl, methylsulfonylphenyl, trifluoromethylphenyl and biphenylyl; R is hydrogen or methyl and X is chloro, iodo or bromo.
  • 2. The substituted chalcone in accordance with claim 1,4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of 4,4'-dichloro-62-methylchalcone hydrochloride.
  • 3. The substituted chalcone in accordance with claim 1,4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of 4,4'-dichlorochalcone hydrochloride.
  • 4. The substituted chalcone in accordance with claim 1,4,5,6,7-tetrahydro-1H-, 1,3-diazepin-2-ylhydrazone of 4-chloro- 4'-(methylthio)chalcone hydrochloride.
  • 5. The substituted chalcone in accordance with claim 1,4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of 4-bromo-4'-chlorochalcone hydrochloride.
  • 6. The substituted chalcone in accordance with claim 1 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of 4'-chloro-4-(trifluoromethyl)chalcone hydrochloride.
  • 7. The substituted chalcone in accordance with claim 1, 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of 4,4-bis(trifluoromethyl)chalcone hydrochloride.
  • 8. The substituted chalcone in accordance with claim 1, 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of 4,4'-bis(methylthio)chalcone hydrochloride.
  • 9. The substituted chalcone in accordance with claim 1, 4,5,6,7-tetrahydro-1H-1,3diazepin-2-ylhydrazone of .beta., 4,4'-trimethylchalcone hydrochloride.
  • 10. The substituted chalcone in accordance with claim 1, 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-yl-hydrazone of 4-chloro-4'-(methylsulfonyl)chalcone hydrochloride.
  • 11. The substituted chalcone in accordance with claim 1, 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of 4'-chloro-4-(methylthio)chalcone hydrochloride.
  • 12. The substituted chalcone in accordance with claim 1, 4,5,6,7-tetrahydro-1H, 1,3-diazepin-2-ylhydrazone of 4-chloro-3',4'-dimethylchalcone hydrochloride.
  • 13. The substituted chalcone in accordance with claim 1, 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone of .beta., 2,2',5,5'-pentamethylchalcone.
US Referenced Citations (2)
Number Name Date Kind
2369817 De Groote et al. Feb 1945
3468887 Stahle et al. Sep 1969