Beta-carbolines for use in the treatment of hearing loss and vertigoThe invention relates to beta-carbolines, preferably 9-alkyl-beta-carbolines (9-alkyl-BC), the production thereof and the use for the prophylaxis and treatment of hearing loss, tinnitus, acoustic shocks, vertigo and equilibrium disorders and to pharmaceutical compositions containing said beta-carbolines.The purposes of the chemical compound of general formula (i),wherein,r 1be a kind of in the following radicals: –r 12、–cr 4r 5r 6、-nr 12r 13、–co-nh–r 12、–co–o–r 12； r 2–r 6represent independently following group: – r7、–r 8、–r 9、–r 10、–r 11、–h、–oh、–or 7、–och 3、 –oc 2h 5、–oc 3h 7、–o–cyclo-c 3h 5、–och(ch 3) 2、–oc(ch 3) 3、–oc 4h 9、-oph、-och 2-ph、 -ocph 3、–sh、–sch 3、–sc 2h 5、–sc 3h 7、–s–cyclo-c 3h 5、–sch(ch 3) 2、–sc(ch 3) 3、-no 2、 –f、–cl、–br、-i、-n 3、–cn、–ocn、-nco、–scn、-ncs、–cho、–coch 3、–coc 2h 5、 –coc 3h 7、–co–cyclo-c 3h 5、–coch(ch 3) 2、–coc(ch 3) 3、–cooh、–cocn、–cooch 3、 –cooc 2h 5、–cooc 3h 7、–coo–cyclo-c 3h 5、–cooch(ch 3) 2、–cooc(ch 3) 3、–ooc-ch 3、 –ooc–c 2h 5、–ooc–c 3h 7、–ooc–cyclo-c 3h 5、–ooc–ch(ch 3) 2、–ooc–c(ch 3) 3、–conh 2、 –conhch 3、–conhc 2h 5、–conhc 3h 7、–conh–cyclo-c 3h 5、–conh[ch(ch 3) 2]、 -conh[c(ch 3) 3]、-con(ch 3) 2、-con(c 2h 5) 2、-con(c 3h 7) 2、-con(cyclo-c 3h 5) 2、 –con[ch(ch 3) 2] 2、–con[c(ch 3) 3] 2、-nhcoch 3、-nhcoc 2h 5、-nhcoc 3h 7、 -nhco-cyclo-c 3h 5、-nhcoch(ch 3) 2、-nhcoc(ch 3) 3、-nhco-och 3、-nhco-oc 2h 5、 -nhco–oc 3h 7、-nhco–o–cyclo-c 3h 5、-nhco–och(ch 3) 2、-nhco–oc(ch 3) 3、-nh 2、 -nhch 3、-nhc 2h 5、-nhc 3h 7、-nh-cyclo-c 3h 5、-nhch(ch 3) 2、-nhc(ch 3) 3、-n(ch 3) 2、 -n(c 2h 5) 2、-n(c 3h 7) 2、-n(cyclo-c 3h 5) 2、-n[ch(ch 3) 2] 2、-n[c(ch 3) 3] 2、–soch 3、–soc 2h 5、 -soc 3h 7、-so-cyclo-c 3h 5、-soch(ch 3) 2、-soc(ch 3) 3、-so 2ch 3、-so 2c 2h 5、-so 2c 3h 7、 -so 2-cyclo-c 3h 5、-so 2ch(ch 3) 2、-so 2c(ch 3) 3、-so 3h、-so 3ch 3、-so 3c 2h 5、-so 3c 3h 7、 -so 3-cyclo-c 3h 5、-so 3ch(ch 3) 2、-so 3c(ch 3) 3、-ocf 3、-oc 2f 5、-o-cooch 3、-o-cooc 2h 5、 -o-cooc 3h 7、-o-coo-cyclo-c 3h 5、-o-cooch(ch 3) 2、-o-cooc(ch 3) 3、-nh-co-nh 2、 -nh-co-nhch 3、-nh-co-nhc 2h 5、-nh-co-nhc 3h 7、-nh-co-nh-cyclo-c 3h 5、 -nh–co-nh[ch(ch 3) 2]、-nh–co-nh[c(ch 3) 3]、-nh–co-n(ch 3) 2、-nh–co-n(c 2h 5) 2、 -nh–co-n(c 3h 7) 2、-nh-co-n(cyclo-c 3h 5) 2、-nh–co-n[ch(ch 3) 2] 2、 -nh-co-n[c(ch 3) 3] 2、-nh-cs-nh 2、-nh-cs-nhch 3、-nh-cs-nhc 2h 5、 -nh–cs–nhc 3h 7、-nh–cs-nh–cyclo-c 3h 5、-nh–cs-nh[ch(ch 3) 2]、 -nh–cs-nh[c(ch 3) 3]、–nh–cs-n(ch 3) 2、-nh–cs-n(c 2h 5) 2、-nh–cs-n(c 3h 7) 2、 -nh–cs-n(cyclo-c 3h 5) 2、-nh–cs-n[ch(ch 3) 2] 2、-nh–cs-n[c(ch 3) 3] 2、-nh–c(=nh)-nh 2、 -nh–c(=nh)-nhch 3、-nh–c(=nh)-nhc 2h 5、-nh–c(=nh)-nhc 3h 7、–oc 6h 4-och 3、 -nh–c(=nh)-nh–cyclo-c 3h 5、-nh–c(=nh)-nh[ch(ch 3) 2]、-cf 2cl、 -nh–c(=nh)-nh[c(ch 3) 3]、-nh–c(=nh)-n(ch 3) 2、-nh–c(=nh)-n(c 2h 5) 2、 -nh–c(=nh)-n(c 3h 7) 2、-nh–c(=nh)-n(cyclo-c 3h 5) 2、–oc 6h 4-ch 3、 -nh–c(=nh)-n[ch(ch 3) 2] 2、-nh–c(=nh)-n[c(ch 3) 3] 2、–o–co-nh 2、–o–co-nhch 3、 –o–co-nhc 2h 5、–o–co-nhc 3h 7、–o–co-nh–cyclo-c 3h 5、–o–co-nh[ch(ch 3) 2]、 –o–co-nh[c(ch 3) 3]、–o–co-n(ch 3) 2、–o–co-n(c 2h 5) 2、–o–co-n(c 3h 7) 2、 –o–co-n(cyclo-c 3h 5) 2、–o–co-n[ch(ch 3) 2] 2、–o–co-n[c(ch 3) 3] 2、–o–co–och 3、 –o–co–oc 2h 5、–o–co–oc 3h 7、–o–co–o–cyclo-c 3h 5、–o–co–och(ch 3) 2、 –o–co–oc(ch 3) 3、–ch 2–cooh、–ch 2–cooch 3、–ch 2–cooc 2h 5、–ch 2–coc 3h 7、 –ch 2–co–cyclo-c 3h 5、–ch 2–coch(ch 3) 2、–ch 2–coc(ch 3) 3。  r 7– r 13represent following group independently: -ch 2f、-chf 2、-cf 3、-ch 2cl、-ch 2br、-ch 2i、-ch 2-ch 2f、-ch 2-chf 2、-ch 2-cf 3、-ch 2-ch 2cl、-ch 2-ch 2br、-ch 2-ch 2i、cyclo-c 3h 5、cyclo-c 4h 7、cyclo-c 5h 9、cyclo-c 6h 11、cyclo-c 7h 13、cyclo-c 8h 15、-ph、-ch 2-ph、-cph 3、-ch 3、-c 2h 5、-c 3h 7、-ch(ch 3) 2、-c 4h 9、-ch 2-ch(ch 3) 2、-ch(ch 3)-c 2h 5、-c(ch 3) 3、-c 5h 11、-ch(ch 3)–c 3h 7、–ch 2–ch(ch 3)–c 2h 5、-ch(ch 3)-ch(ch 3) 2、-c(ch 3) 2-c 2h 5、-ch 2-c(ch 3) 3、-ch(c 2h 5) 2、-c 2h 4-ch(ch 3) 2、-c 6h 13、–c 3h 6–ch(ch 3) 2、–c 2h 4–ch(ch 3)–c 2h 5、–ch(ch 3)–c 4h 9、–ch 2–ch(ch 3)–c 3h 7、-ch(ch 3)-ch 2-ch(ch 3) 2、-ch(ch 3)-ch(ch 3)-c 2h 5、-ch 2-ch(ch 3)-ch(ch 3) 2、–ch 2–c(ch 3) 2–c 2h 5、–c(ch 3) 2–c 3h 7、–c(ch 3) 2–ch(ch 3) 2、–c 2h 4–c(ch 3) 3、-ch(ch 3)-c(ch 3) 3、-ch=ch 2、-ch 2-ch=ch 2、-c(ch 3)=ch 2、-ch=ch-ch 3、–c 2h 4–ch=ch 2、-c 7h 15、-c 8h 17、–ch 2–ch=ch–ch 3、–ch=ch–c 2h 5、–ch 2–c(ch 3)=ch 2、-ch(ch 3)-ch=ch、-ch=c(ch 3) 2、-c(ch 3)=ch-ch 3、-ch=ch-ch=ch 2、-c 3h 6-ch=ch 2、-c 2h 4-ch=ch-ch 3、-ch 2-ch=ch-c 2h 5、-ch=ch-c 3h 7、-ch 2-ch=ch-ch=ch 2、-ch=ch-ch=ch-ch 3、-ch=ch-ch 2-ch=ch 2、-c(ch 3)=ch-ch=ch 2、-ch=c(ch 3)-ch=ch 2、-ch=ch-c(ch 3)=ch 2、-c 2h 4-c(ch 3)=ch 2、-ch 2-ch(ch 3)-ch=ch 2、-ch(ch 3)-ch 2-ch=ch 2、-ch 2-ch=c(ch 3) 2、-ch 2-c(ch 3)=ch-ch 3、-ch(ch 3)-ch=ch-ch 3、-ch=ch-ch(ch 3) 2、-ch=c(ch 3)-c 2h 5、-c(ch 3)=ch-c 2h 5、-c(ch 3)=c(ch 3) 2、-c(ch 3) 2-ch=ch 2、-ch(ch 3)-c(ch 3)=ch 2、-c(ch 3)=ch-ch=ch 2、-ch=c(ch 3)-ch=ch 2、-ch=ch-c(ch 3)=ch 2、-c 4h 8-ch=ch 2、–c 3h 6–ch=ch–ch 3、–c 2h 4–ch=ch–c 2h 5、–ch 2–ch=ch–c 3h 7、–ch=ch–c 4h 9、–c 3h 6–c(ch 3)=ch 2、-ch 2-ch 2-ch 2-och 3、–c 2h 4–ch(ch 3)–ch=ch 2、–ch 2–ch(ch 3)–ch 2–ch=ch 2、-ch 2nh 2、–ch(ch 3)–c 2h 4–ch=ch 2、–c 2h 4–ch=c(ch 3) 2、–c 2h 4–c(ch 3)=ch-ch 3、–ch 2–ch(ch 3)–ch=ch–ch 3、–ch(ch 3)–ch 2–ch=ch–ch 3、-ch 2oh、-ch 2sh、–ch 2-ch=ch–ch(ch 3) 2、–ch 2–ch=c(ch 3)–c 2h 5、-ch 2-ch 2-ch 2nh 2、–ch 2–c(ch 3)=ch–c 2h 5、–ch(ch 3)–ch=ch–c 2h 5、-ch 2-ch 2nh 2、–ch=ch–ch 2–ch(ch 3) 2、–ch=ch–ch(ch 3)–c 2h 5、–ch=c(ch 3)–c 3h 7、–c(ch 3)=ch–c 3h 7、–ch 2–ch(ch 3)–c(ch 3)=ch 2、-ch 2-ch 2sh、–ch(ch 3)–ch 2–c(ch 3)=ch ...
청각장애 및 현기증을 치료하기 위한 β-카르볼린 본 발명은 β-카르볼린, 바람직하게는 9-알킬-β-카르볼린 (9-알킬-β-BC), 이의 제조는 물론 청각장애, 현기증 및 전정장애의 예방 및 치료에서 이들의 용도, 및 이들 유도체를 함유하는 약제학적 조성물에 관한 것이다. 청각장애, 현기증 및 전정장애의 예방 및 치료용 약제학적 조성물을 제조하기 위한 화학식(I)의 화합물은 물론 전술한 화합물의 약리학적 허용 가능한 염, 용매화물, 수화물, 복합 화합물, 에난티오머, 디아스테레오머 및 라세메이트의 용도. [화학식 (1)][이미지] 상기 식에서, R1은 다음 부위 중의 하나를 나타내며: -R12, -CR4R5R6, -NR12R13, -CO-NH-R12, -CO-O-R12;R2 내지 R6은 서로 독립적으로 다음 부위 중의 하나를 나타내며: -R7, -R8, -R9, -R10, -R11, -H, -OH, -OR7, -OCH3, -OC2H5, -OC3H7, -O-사이클로-OC3H5, -OCH(CH3)2, -OCH(CH3)3, -OC4H9, -OPh, -OCH2-Ph, -OCPh3, -SH, -SCH3, -SC2H5, -SC3H7, -S-사이클로-C3H5, -SCH(CH3)2, -SC(CH3)3, -NO2, -F, -Cl, -Br, -I, -N3, -CN, -OCN, -NCO, -SCN, -NCS, -CHO, -COCH3, -COC2H5, -COC3H7, -CO-사이클로-C3H5, -COCH(CH3)2, -COC(CH3)3, -COOH, -COCN, -COOCH3, -COOC2H5, -COOC3H7, -COO-사이클로-C3H5, -COOCH(CH3)2, -COOCH(CH3)3, -OOC-CH3, -OOC-C2H5, -OOC-C3H7, -OOC-사이클로-C3H5, -OOC-CH(CH3)2, -OOC-C(CH3)3, -CONH2, -CONHCH3, -CONHC2H5, -CONHCC3H7, -CONH-사이클로-C3H5, -CONH[CH(CH3)2], -CONH[C(CH3)3], -CON(CH3)2, -CON(C2H5)2, -CON(C3H7)2, -CON(사이클로-C3H5)2, -CON[CH(CH3)2]2, -CON[C(CH3)3]2, -NHCOCH3, -NHCOC2H5, -NHCOC3H7, -NHCO-사이클로-C3H5, -NHCO-CH(CH3)2, -NHCO-C(CH3)3, -NHCO-OCH3, -NHCO-OC2H5, -NHCO-OC3H7, -NHCO-O-사이클로-C3H5, -NHCO-OCH(CH3)2, -NHCO-OC(CH3)3, -NH2, -NHCH3, -NHC2H5, -NHC3H7, -NH-사이클로-C3H5, -NHCH(CH3)2, -NHC(CH3)3, -N(CH3)2, -N(C2H5)2, -N(C3H7)2, -N(사이클로-C3H5)2, -N[CH(CH3)2]2, -N[C(CH3)3]2, -SOCH3, -SOC2H5, -SOC3H7, -SO-사이클로-C3H5, -SOCN(CH3)2, -SOC(CH3)3, -SO2CH3, -SO2C2H5, -SO2C3H7, -SO2-사이클로-C3H5, -SO2CH(CH3)2, -SO2C(CH3)3, -SO3H, -SO3CH3, -SO3C2H5, -SO3C3H7, -SO3-사이클로-C3H5, -SO3CH(CH3)2, -SO3C(CH3)3, -OCF3, -OC2F5, -O-COOCH3, -O-COOC2H5, -O-COOC3H7, -O-COO-사이클로-C3H5, -O-COOCH(CH3)2, -O-COOCH(CH3)3, -NH-CO-NH2, -NH-CO-NHCH3, -NH-CO-NHC2H5, -NH-CO-NHC3H7, -NH-CO-NH-사이클로-C3H5, -NH-CO-NH[CH(CH3)2], -NH-CO-NH[C(CH3)3], -NH-CO-N(CH3)2, -NH-CO-N(C2H5)2, -NH-CO-N(C3H7)2, -NH-CO-N(사이클로-C3H5)2, -NH-CO-N[CH(CH3)2]2, -NH-CO-N[C(CH3)3]2, -NH-CS-NH2, -NH-CS-NHCH3, -NH-CS-NHC2H5, -NH-CS-NHC3H7, -NH-CS-NH-사이클로-C3H5, -NH-CS-NH[CH(CH3)2], -NH-CS-NH[C(CH3)3], -NH-CS-N(CH3)2, -NH-CS-N(C2H5)2, -NH-CS-N(C3H7)2, -NH-CS-N(사이클로-C3H5)2, -NH-CS-N[CH(CH3)2]2, -NH-CS-N[C(CH3)3]2, -NH-C(=NH)-NH2, -NH-C(=NH)-NHCH3, -NH-C(=NH)-NHC2H5, -NH-C(=NH)-NHC3H7, -O-C6H4-OCH3, -NH-C(=NH)NH-사이클로-C3H5, -NH-C(=NH)-NH[CH(CH3)2], -CF2Cl, -NH-C(=NH)-NH[C(CH3)3], -NH-C(=NH)-N(CH3)2, -NH-C(=NH)-N(C2H5)2, -NH-C(=NH)-N(C3H7)2, -NH-C(=NH)-N(사이클로-C3H5)2, -OC6H4-CH3, -NH-C(=NH)-N[CH(CH3)2]2, -NH-C(=NH)-N[C(CH3)3]2, -O-CO-NH2, -O-CO-NHCH3, -O-CO-NHC2H5, -O-CO-NHC3H7, -O-CO-NH-사이클로-C3H5, -O-CO-NH[CH(CH3)2], -O-CO-NH[C(CH3)3], -O-CO-N(CH3)2, -O-CO-N(C2H5)2, -O-CO-N(C3H7)2, -O-CO-N(사이클로-C3H5)2, -O-CO-N[CH(CH3)2]2, -O-CO-N[C(CH3)3]2, -O-CO-OCH3, -O-CO-OC2H5, -O-CO-OC3H7, -O-CO-O-사이클로-C3H5, -O-CO-OCH(CH3)2, -O-CO-OC(CH3)3, -CH2-COOH, -CH2-COOCH3, -CH2-COOC2H5, -CH2-CO-C3H7, -CH2-CO-사이클로-C3H5, -CH2-COCH(CH3)2, -CH2-COC(CH3)3.R7 내지 R13는 서로 독립적으로 다음 부위 중의 하나를 나타낸다: -CH2F, -CHF2, -CF3, -CH2Cl, -CH2Br, -CH2I, -CH2-CH2F, -CH2-CHF2, -CH2-CF3, -CH2-CH2Cl, -CH2-CH2Br, -CH2-CH2I, 사이클로-C3H5, 사이클로-C4H7, 사이클로-C5H9, 사이클로-C6H11, 사이클로-C7H13, 사이클로-C8H15, -Ph, -CH2-Ph, -CPh3, -CH3, -C2H5, -C3H7, -CH(CH3)2, -C4H9, -CH2-CH(CH3)2, -CH(CH3)-C2H5, -C(CH3)3, -C5H11, -CH(CH3)-C3H7, -CH2-CH(CH3)-C2H5, -CH(CH3)-CH(CH3)2, -C(CH3)2-C2H5, -CH2-C(CH3)3, -CH(C2H5)2, -C2H4-CH(CH3)2, -C6H13, -C3H6-CH(CH3)2, -C2H4-CH(CH3)-C2H5, -CH(CH3)-C4H9, -CH2-CH-(CH3)C3H7, -CH(CH3)-CH2-CH(CH3)2, -CH-(CH3)-CH(CH3)-C2H5, -CH2-CH(CH3)-CH(CH3)2, -CH2-C(CH3)2-C2H5, -C(CH3)2-C3H7, -C(CH3)2-CH(CH3)2, -C2H4-C(CH3)3, -CH(CH3)-C(CH3)3, -CH=CH2, -CH2-CH=CH2, -C(CH3)=CH2, -CH=CH-CH3, -C2H4-CH=CH2, -C7H15, -C8H17, -CH2-CH=CH-CH3, -CH=CH-C2H5, -CH2-C(CH3)=CH2, -CH(CH3)-CH=CH, -CH=C(CH3)2, -C(CH3)=CH-CH3, -CH=CH-CH=CH2, -C3H6-CH=CH2, -C2H4-CH=CH-CH3, -CH2-CH=CH-C2H5, -CH=CH-C3H7, -CH2-CH=CH-CH=CH2, -CH=CH-CH=CH-CH3, -CH=CH-CH2-CH=CH2, -C(CH3)=CH-CH=CH2, -CH=C(CH3)-CH=CH2, -CH=CH-C(CH3)=CH2, -C2H4-C(CH3)=CH2, -CH2-CH(CH3)-CH=CH2, -CH-(CH3)-CH2-CH=CH2, -CH2-CH=C(CH3)2, -CH2-C(CH3)=CH-CH3, -CH-(CH3)-CH=CH-CH3, -CH=CH-CH-(CH3)2, -CH=C(CH3)-C2H5, -C(CH3)=CH-C2H5, -C(CH3)=C(CH3)2, -C(CH3)2CH=CH2, -CH(CH3)-C(CH3)=CH2, -C(CH3)=CH-CH=CH2, -CH=C(CH3)-CH=CH2, -CH=CH-C(CH3)=CH2, -C4H8-CH=CH2, -C3H6-CH=CH-CH3, -C2H4-CH=CH-C2H5, -CH2-CH=CH-C3H7, -CH=CH-C4H9, -C3H6-C(CH3)=CH2, -CH2-CH2-CH2-OCH3, -C2H4-CH(CH3)-CH=CH2, -CH2-CH-(CH3)-CH2-CH=CH2, -CH2NH2, -CH(CH3)C2H4-CH=CH2, -C2H4-CH=C(CH3)2, -C2H4-C(CH3)=CH-CH3, -CH2-CH(CH3)-CH=CH-CH3, -CH(CH3)-CH2-CH=CH-CH3, -CH2OH, -CH2SH, -CH2-CH=CH-CH(CH3)2, -CH2-CH=C(CH3)-C2H5, -CH2-CH2-CH2NH2, -CH2-C(CH3)=CH-C2H5, -CH(CH3)-CH=CH-C2H5, -CH2-CH2NH2, -CH=CH-CH2-CH(CH3)2, -CH=CH-CH(CH3)-C2H5, -CH=C(CH3)-C3H7, -C(CH3)=CH-C3H7, -CH2-CH(CH3)-C(CH3)=CH2, -CH2-CH2SH, -CH(CH3)-CH2-C(CH3)=CH2, -CH(CH3)-CH(CH3)-CH=CH2, -CH2-CH2-CH2OH, -CH2-C(CH3)2-CH=CH2, -C(CH3)2-CH2-CH=CH2, -CH2-C(CH3)=C(CH3)2, -CH(CH3)-CH=C(CH3)2, -C(CH3)2-CH=CH-CH3, -CH2-CH2-CH2SH, -CH(CH3)-C(CH3)=CH-CH3, -CH=C(CH3)-CH-(CH3)2, -C(CH3)=CH-CH(CH3)2, -C(CH3)=C(CH3)-C2H5, -CH=CH-C(CH3)3, -C(CH3)2-C(CH3)=CH2, -CH(C2H5)-C(CH3)=CH2, -C(CH3)-(C2H5)-CH=CH2, -CH(CH3)-C(C2H5)=CH2, -CH2-C(C3H7)=CH2, -CH2-C(C...