2-AMINO-5,5-DIMETHYL-4,5-DIHYDRO-7H-PYRANO-[4,3-D]-THIAZOLE SHOWING TRANQUILIZING ACTIVITY Russian patent published in 1996 - IPC

Abstract SU 1441749 A1

FIELD: organic chemistry. SUBSTANCE: synthesis of proposed compound can be carried out by two variants I: a) from 2,2-dimethyl-4-morpholino-2,3-dihydro-6H-pyrane, Br2 in chloroform medium at stirring and cooling up to -15 C (above 1 hr) and at 20 C (2.5 hr); b) from prepared product with thiourea in ethanol medium at boiling (8 hr); or II: by reaction of 2,2-dimethyltetrahydropyrane-4-one, sulfur, cyanamide and diethylamine in ethanol medium at boiling and stirring reaction mixture (1.5 hr). The yield of the end product is 42.6-53.5%; m. p. is 163-164 C (in ethanol); empirical formula is C8H12N2OS. The end product has toxicity LD50 = 760 mg/kg, anticorazol activity at the dose ED50 = 35 mg/kg. Neurotoxic effect (coordination injury in mice) is observed at the dose 310 mg/kg). Under condition of conflict situation water drinking is increased by 3-fold at the dose of proposed compound as compared with control. Known phazepam under the same conditions increases water drinking by 38-fold. EFFECT: enhanced activity of product. 2 tbl

Similar patents SU1441749A1

Title Year Author Number
2-METHYLAMINO-4-OXO-3,6,6-TRIMETHYL-5,6-DIHYDRO-8H-PIRANO[4′,3′:4,5]TIENO[2,3-<D>]PYRAMIDIN OR ITS SALTS POSSESSING ANTICONVULSIVE ACTIVITY 1983
  • Noravjan A.S.
  • Oganisjan A.Sh.
  • Grigorjan G.O.
  • Vartanjan S.A.
  • Dzhagatspanjan I.A.
  • Akopjan A.G.
  • Akopjan N.E.
  • Voronina T.A.
  • Nerobkova L.N.
  • Val'Dman A.V.
SU1132513A1
5-SUBSTITUTED 1-AMINO-8,9- DIHYDRO-8,8- DIMETHYL-3,6H- PYRAZOLO-[3,4-B]- PYRANO-[4',3'-D]- PYRIDINE OR THEIR HYDROCHLORIDES SHOWING ANTICONVULSANT ACTIVITY 1988
  • Paronikjan E.G.
  • Sirakanjan S.N.
  • Noravjan A.S.
  • Paronikjan R.G.
  • Akopjan N.E.
SU1540240A1
2-AMINO-5,5- DIMETHYL- 3-CYAN-4,5-DIHYDRO- 7H-PYRANO[3,4-C]8H -TIOPYRANTION-8 POSSESSING ANTICONVULSIVE ACTIVITY 1983
  • Paronikjan E.G.
  • Mirzojan G.V.
  • Noravjan A.S.
  • Vartanjan S.A.
  • Dzhagatspanjan I.A.
  • Nazarjan I.M.
SU1125961A1
DERIVATIVES OF 2,2-DIMETHYL-1,2-DIHYDRO-4H-PYRANO-[4,3D]-FURO-[2,3-B]-PYRIDINE SHOWING ANTITUMOR ACTIVITY 1990
  • Paronikjan E.G.
  • Oganesjan A.Kh.
  • Noravjan A.S.
  • Arsenjan F.G.
  • Stepanjan G.M.
  • Garibdzhanjan B.T.
SU1786804A1
COMPOSITION FOR INJECTIONS BASED ON CRYSTALLINE β-MODIFICATION OF 7-BROM-1,3-DIHYDRO-5-(2-CHLORPHENYL)-2H-1,4-BENZODIAZEPIN-2-ONE EXHIBITING TRANQUILISING ACTION AND METHOD FOR PREPARING IT 2010
  • Morozov Jurij Nikolaevich
  • Kolotilov Pavel Nikolaevich
  • Shabatin Vladimir Petrovich
  • Sergeev Gleb Borisovich
  • Chernyshev Vladimir Vasil'Evich
  • Voronina Tat'Jana Aleksandrovna
  • Molodavkin Gennadij Matveevich
RU2440120C1
1-AMINO-8,9-DIHYDRO-5,8,8-TRIMETHYL-3,6H-PYRAZOLO(3,4-b)THIOP- YRANO(4,3-D)PYRIDINE OR ITS HYDROCHLORIDE SHOWING ANTICONVULSANT ACTIVITY 1989
  • Paronikjan E.G.
  • Sirakanjan S.N.
  • Noravjan A.S.
  • Paronikjan R.G.
  • Akopjan N.E.
SU1626648A1
3-AMINO -2- CARBETHOXY -5,5- DIMETHYL-8- (N-MORPHOLINO) -4,5-DIHYDRO -7H-PYRANO (4,3-D)T IENO (2,3-B)PYRIDINE POSSESSING ANTIMUTAGEN ACTIVITY 1984
  • Paronikjan E.G.
  • Mirzojan G.V.
  • Noravjan A.S.
  • Vartanjan S.A.
  • Akopjan L.G.
  • Paronikjan G.M.
SU1184244A1
8-METHYL-8-PHENYL-3-OXOTHIAZOLIDINO-[3,2-A]-PIPERAZINE OR ITS HYDROCHLORIDE SHOWING TRANQUILIZING ACTION 1991
  • Kurojan R.A.
  • Snkhchjan G.M.
  • Mkrtchjan A.K.
  • Markosjan A.I.
  • Engojan A.P.
  • Dzhagatspanjan I.A.
  • Asrjan A.B.
  • Sukasjan R.S.
SU1829361A1
1,2,4-TRIAZOLO- [1,5-A] -8,8-DEMETHYL -8,9- DIHYDRO-10- CYAN-6H- PYRANO- [4′,3′:4,5] -PYRIDINE-5 (1H)-TION 1983
  • Paronikjan E.G.
  • Mirzojan G.V.
  • Noravjan A.S.
  • Vartanjan S.A.
SU1187440A1
SUBSTITUTED 1,2-DIHYDRO-5-MORPHOLINO-4H-PYRANO-[4′,3′:4,5]-PYRIDO-[2,3-B]-THIENO-[3,2-D]-PYRIMIDINE-8(9H)-ONE OR -[9,11]-OXAZINE-8-ONE SHOWING ANTIBACTERIAL EFFECT 1985
  • Paronikjan E.G.
  • Noravjan A.S.
  • Mirzojan G.V.
  • Vartanjan S.A.
  • Ter-Zakharjan Ju.Z.
  • Oganjan Sh.G.
SU1282510A1

SU 1 441 749 A1

Authors

Paronikjan E.G.

Noravjan A.S.

Vartanjan S.A.

Dzhagatspanjan I.A.

Nazarjan I.M.

Dates

1996-01-10Published

1987-03-16Filed