SI9010198B - Derivatives of tetrahydrobenzimidazole and process for their preparation - Google Patents

Derivatives of tetrahydrobenzimidazole and process for their preparation Download PDF

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Publication number
SI9010198B
SI9010198B SI9010198A SI9010198A SI9010198B SI 9010198 B SI9010198 B SI 9010198B SI 9010198 A SI9010198 A SI 9010198A SI 9010198 A SI9010198 A SI 9010198A SI 9010198 B SI9010198 B SI 9010198B
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SI
Slovenia
Prior art keywords
compound according
het
tetrahydrobenzimidazole
carbonyl
lower alkyl
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SI9010198A
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Slovenian (sl)
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SI9010198A (en
Inventor
Mitsuaki Ohta
Tokuo Koide
Takeshi Suzuki
Akira Matsuhisa
Keiji Miyata
Junya Ohmori
Isao Yanagisawa
Original Assignee
Yamanouchi Pharmaceutical Co., Ltd.
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Application filed by Yamanouchi Pharmaceutical Co., Ltd. filed Critical Yamanouchi Pharmaceutical Co., Ltd.
Priority claimed from YU19890A external-priority patent/YU47555B/en
Publication of SI9010198A publication Critical patent/SI9010198A/en
Publication of SI9010198B publication Critical patent/SI9010198B/en

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  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Claims (8)

PATENTNI ZAHTEVKI 1. Tetrahidrobenzimidazolni derivat, označen s tem, da ima formulo (I): IIA tetrahydrobenzimidazole derivative characterized in that it has the formula (I): II o kjer Het pomeni člana, izbranega iz skupine, ki jo sestavljajo pirolidin, piperidin, piperazin, morfolin, pirol, furan, tiofen, imidazol, oksazol, tiazol, pirazol, izoksazol, izotiazol, triazol, tiadiazol, oksadiazol, piridin, piridazin, pirimidin, pirazin, 4H-ciklopentatiazol, indol, izoindol, 2,3-dihidroindol, (indolin), izoindolin, hidroksiindol, indazol, indolizin, benzotiofen, benzofuran, benzotiazol, benzimidazol, benzooksazol, 4,5,6,7-tetrahidrobenzotiofen, 2,3-dihidrobenzimidazol-2-on, kinolin, izokinolin, 1,2,3,4-tetrahidrokinolin, 1,2,3,4-tetrahidroizokinolin, 1,4-benzoksazin, fenotiazin, karbazol in /3-karbolin in kjer je Het lahko substituiran z enim do tri substituenti, izbranimi iz skupine, ki jo sestavljajo nižji alkil, nižji alkenil, nižji alkinil, cikloalkil-nižji alkil, ar alkil, nižji alkoksi, nitro, hidroksil, nižji alkoksikarbonil in halo; in X pomeni enojno vez ali -ΝΗ-, ki je vezan na atom ogljika ali dušika heterocikličnega obroča navedenega Het, ali njegova farmacevtsko sprejemljiva sol.o wherein Het means a member selected from the group consisting of pyrrolidine, piperidine, piperazine, morpholine, pyrrole, furan, thiophene, imidazole, oxazole, thiazole, pyrazole, isoxazole, isothiazole, triazole, thiadiazole, oxadiazole, pyridine, pyridine, pyridine , pyrazine, 4H-cyclopentathiazole, indole, isoindole, 2,3-dihydroindole, (indoline), isoindoline, hydroxyindole, indazole, indolizine, benzothiophene, benzofuran, benzothiazole, benzimidazole, benzooxazole, 4,5,6,7-tetrahydrobenzo , 3-dihydrobenzimidazol-2-one, quinoline, isoquinoline, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline, 1,4-benzoxazine, phenothiazine, carbazole and N-carboline, and wherein Het may be substituted with one to three substituents selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, cycloalkyl-lower alkyl, aryl alkyl, lower alkoxy, nitro, hydroxyl, lower alkoxycarbonyl and halo; and X represents a single bond or -ΝΗ- which is attached to a carbon or nitrogen atom of the heterocyclic ring of said Het, or a pharmaceutically acceptable salt thereof. 2. Spojina po zahtevku 1, označena s tem, da ima Het formulo:Compound according to Claim 1, characterized in that Het has the formula: kjer R1 pomeni vodik, nižji alkil, nižji alkenil, nižji alkinil, cikloalkil-nižji alkil ali aralkil; R2 pomeni vodik, nižji alkil ali aralkil; in R1 pomeni vodik, nižji alkoksi, nitro, hidroksil, nižji alkoksikarbonil ali halo; in X pomeni enojno vez. 1 Spojina po zahtevku 1, označena s tem, da Het pomeni heterociklično skupino, ki vsebuje dušik in je X enojna vez, vezana na atom dušika heterocikličnega obroča, ki vsebuje dušik.wherein R 1 represents hydrogen, lower alkyl, lower alkenyl, lower alkynyl, cycloalkyl-lower alkyl or aralkyl; R 2 represents hydrogen, lower alkyl or aralkyl; and R 1 represents hydrogen, lower alkoxy, nitro, hydroxyl, lower alkoxycarbonyl or halo; and X represents a single bond. Compound according to Claim 1, characterized in that Het represents a nitrogen-containing heterocyclic group and X is a single bond attached to the nitrogen atom of the nitrogen-containing heterocyclic ring. 4. Spojina po zahtevku 2, označena s tem, da je 5-[(l-metilindol-3-il)karbonil]-4,5,6,7-tetrahidrobenzimidazol.Compound according to Claim 2, characterized in that 5 - [(1-methylindol-3-yl) carbonyl] -4,5,6,7-tetrahydrobenzimidazole. 5. Spojina po zahtevku 4, označena s tem, daje (R)-spojina.Compound according to Claim 4, characterized in that it is an (R) -compound. 6. Spojina po zahtevku 4, označena s tem, da je (S)-spojina.Compound according to Claim 4, characterized in that it is an (S) -compound. 7. Spojina po zahtevku 2, označena s tem, da je 5-[[l-(2-propinil)indol-3-il]karbonil]-4,5,6,7-tetrahidrobenzimidazol.A compound according to claim 2, characterized in that 5 - [[1- (2-propynyl) indol-3-yl] carbonyl] -4,5,6,7-tetrahydrobenzimidazole. 8. Spojina po zahtevku 3, označena s tem, da je 5-[(2,3-dihidroindol-l-il)karbonil]-4,5,6,7-tetrahidrobenzimidazol.Compound according to Claim 3, characterized in that 5 - [(2,3-dihydroindol-1-yl) carbonyl] -4,5,6,7-tetrahydrobenzimidazole. 9. Spojina po zahtevku 3, označena s tem, daje l-[(4,5,6,7-tetrahidrobenzimidazol--5-il)karbonil]-2,3-dihidrobenzimidazol-2-on. Za YAMANOUCHIPHARMACEUTICAL CO., Ltd.:Compound according to Claim 3, characterized in that 1 - [(4,5,6,7-tetrahydrobenzimidazol-5-yl) carbonyl] -2,3-dihydrobenzimidazol-2-one. For YAMANOUCHIPHARMACEUTICAL CO., Ltd .: PATENTNA PISARNA, d.o.o. LJUBLJANA, ČOPOVA 14PATENT OFFICE, d.o.o. LJUBLJANA, ČOPOVA 14
SI9010198A 1989-02-02 1990-02-02 Derivatives of tetrahydrobenzimidazole and process for their preparation SI9010198B (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2539789 1989-02-02
JP4889789 1989-02-28
JP27344489 1989-10-20
JP34293989 1989-12-28
YU19890A YU47555B (en) 1989-02-02 1990-02-02 TETRAHYDROBENZIMIDAZOL DERIVATIVES AND PROCEDURE FOR THEIR PRODUCTION

Publications (2)

Publication Number Publication Date
SI9010198A SI9010198A (en) 1997-06-30
SI9010198B true SI9010198B (en) 1998-10-31

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Owner name: ASTELLAS PHARMA INC.; JP

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