KR830001932A - 2-치환된-트랜스-5-아릴-2,3,4,4a,5,9b-헥사하이드로-1H-피리도[4,3-b]인돌 - Google Patents

2-치환된-트랜스-5-아릴-2,3,4,4a,5,9b-헥사하이드로-1H-피리도[4,3-b]인돌 Download PDF

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KR830001932A
KR830001932A KR1019800000225A KR800000225A KR830001932A KR 830001932 A KR830001932 A KR 830001932A KR 1019800000225 A KR1019800000225 A KR 1019800000225A KR 800000225 A KR800000225 A KR 800000225A KR 830001932 A KR830001932 A KR 830001932A
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South Korea
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structural formula
hydrogen
fluoro
trans
positions
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KR1019800000225A
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English (en)
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멕코웬 웰치 제이알 윌라드
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테렌스 제이 겔라거
화이자 인코포레이티드
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Publication of KR830001932A publication Critical patent/KR830001932A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Abstract

내용 없음

Description

2-치환된 -트랜스-5-아릴-2,3,4,4a,5,9b-헥사하이드로-1H-피리도[4, 3-b]인돌
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 구조식 (Ⅱ)인 다이아스테레오머싱 화합물을 광학적으로 활성인 산으로 에스테르화 시키고, 다이아스테레오머싱 에스테르를 분리하여 우선성 이성체를 회수하고 가수 분해하며 필요하다면 M인 C=O 생성물을 얻기 위해 가수분해 생성물을 산화시킴을 특징으로 하여 구조식 A인 우선성 트랜스-2-치환된-5-아릴-2, 3, 4, 4a, 5, 9b-헥사하이드로-1H-피리도[4, 3-b]인돌을 제조하는 방법.
    상기 구조식 중 4a- 및 9b- 위치에 부착된 수소원자는 서로 트랜스-위치이고 5-아릴-2, 3, 4, 4a, 5, 9b-헥사하이드로-1H-피리도[4, 3-b]인돌 잔기는 우선성이며 X1과 Y1은 동일하거나 다르고 각기 수소 또는 플루오로이다. Z1은 수소, 플루오로 또는 메톡시이고 n은 3 또는 4M은또는 그의 혼합물이거나이다.
  2. 구조식 B인 우선성 또는 라세믹 아민과 구조식 C인 화합물 동물량을 반응-불활성 유기용매 중, 소디움 시아노보로 하이드라이드 또는 수소 당량과 귀금속 촉매 촉매량 존재시 약 -10 -50℃에서 반응시킴을 특징으로 하여 구조식 D인 화합물을 제조하는 방법.
    상기 구조식중 4a- 및 9b- 위치의 탄소에 부착된 수소는 서로 트랜스-위치이고 X1과 Y1은 동일하거나 다르며 각기 수소 또는 플루오로이다. Z1은 수소, 플루오로 또는 메톡시이고 n은 3 또는 4 q는 1 또는 2이다.
  3. 구조식 F인 락톤을 금속 하이드라이드와 환원 반응 시킴을 특징으로 하여 특허청구의 범위 8의 방법 중에서 사용되는 구조식 E인 화합물을 제조하는 방법.
    상기 구조식 Z1은 수소, 플루오로 또는 메톡시이고 q는 1 또는 2이다.
  4. 구조식 G인 화합물의 라세믹 혼합물을 광학적으로 활성인 산과 반응시켜 염의 혼합물을 제조하고, 그 염을 분리 및 분해함을 특징으로 하여 특허청구의 범위 8의 방법 중에서 유용한 아민의 우선성 이성체를 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019800000225A 1979-01-23 1980-01-22 2-치환된-트랜스-5-아릴-2,3,4,4a,5,9b-헥사하이드로-1H-피리도[4,3-b]인돌 KR830001932A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US005698 1979-01-23
US06/005,698 US4224329A (en) 1979-01-23 1979-01-23 2-Substituted-trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indoles

Publications (1)

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KR830001932A true KR830001932A (ko) 1983-05-19

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KR1019800000225A KR830001932A (ko) 1979-01-23 1980-01-22 2-치환된-트랜스-5-아릴-2,3,4,4a,5,9b-헥사하이드로-1H-피리도[4,3-b]인돌

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US (1) US4224329A (ko)
JP (4) JPS55100386A (ko)
KR (1) KR830001932A (ko)
AR (1) AR231291A1 (ko)
AT (1) AT376674B (ko)
AU (1) AU521986B2 (ko)
BE (1) BE881283A (ko)
CA (1) CA1144168A (ko)
CH (2) CH651040A5 (ko)
CS (4) CS221808B2 (ko)
DD (2) DD149071A5 (ko)
DE (1) DE3002367A1 (ko)
DK (1) DK25580A (ko)
EG (1) EG14767A (ko)
FI (1) FI800179A (ko)
FR (3) FR2447379A1 (ko)
GB (1) GB2041925B (ko)
GR (1) GR73567B (ko)
HU (3) HU189174B (ko)
IE (1) IE49500B1 (ko)
IL (1) IL59189A (ko)
IN (1) IN153300B (ko)
IT (1) IT1149927B (ko)
LU (1) LU82105A1 (ko)
NL (1) NL8000385A (ko)
NO (2) NO151895C (ko)
NZ (3) NZ197582A (ko)
PH (4) PH15736A (ko)
PL (4) PL126532B1 (ko)
PT (1) PT70724A (ko)
SE (3) SE441358B (ko)
SU (3) SU1168094A3 (ko)
YU (2) YU269379A (ko)
ZA (1) ZA796374B (ko)

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US4431649A (en) * 1979-07-30 1984-02-14 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4432978A (en) * 1979-07-30 1984-02-21 Pfizer Inc. Hexahydro-trans-pyridoindole
US4431646A (en) * 1979-07-30 1984-02-14 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4337250A (en) * 1979-07-30 1982-06-29 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4427679A (en) 1981-01-16 1984-01-24 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4477669A (en) * 1982-09-30 1984-10-16 Pfizer Inc. Processes and intermediates useful in the preparation of flutroline
US4467090A (en) * 1982-09-30 1984-08-21 Pfizer Inc. Compound, 8-fluoro-5-(p-fluorophenyl)-2-[4-(p-fluorophenyl)-4-hydroxybutyryl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
US4451655A (en) * 1982-05-17 1984-05-29 Pfizer Inc. Process for preparing carboline derivatives and compounds used in their preparation
US4698444A (en) * 1982-09-30 1987-10-06 Pfizer Inc. 1,1-bis(p-fluorophenyl)urea
US4568748A (en) * 1982-09-30 1986-02-04 Pfizer Inc. 2-Carbobenzoxy-8-fluoro-5-(p-fluorophenyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
JPS61248502A (ja) * 1985-04-26 1986-11-05 Pioneer Electronic Corp 磁性材料の接合方法
US4636563A (en) * 1985-09-16 1987-01-13 American Home Products Corporation Antipsychotic γ-carbolines
US4672117A (en) * 1985-09-16 1987-06-09 American Home Products Corporation Antipsychotic gamma-carbolines
US4798896A (en) * 1988-01-19 1989-01-17 American Home Products Corporation Antipsychotic gamma-carboline N-oxides
US5075315A (en) * 1990-05-17 1991-12-24 Mcneilab, Inc. Antipsychotic hexahydro-2H-indeno[1,2-c]pyridine derivatives
CA2355716C (en) * 1998-12-21 2010-05-18 Janssen Pharmaceutica N.V. Benzisoxazoles and phenones as .alpha.2-antagonists
RU2329044C1 (ru) * 2006-11-16 2008-07-20 Андрей Александрович Иващенко Лиганды 5-ht6 рецепторов, фармацевтическая композиция, способ ее получения и лекарственное средство

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US3382250A (en) * 1966-12-07 1968-05-07 Abbott Lab Aroylalkyl derivatives of 1, 2, 3, 4-tetrahydro-5h-pyrido[4, 3b]indoles
US3687961A (en) * 1971-05-03 1972-08-29 Abbott Lab 8-fluoro-2-{8 3-(4-fluorophenylanilinopropyl{9 -gamma-carboline
AR205452A1 (es) * 1973-12-06 1976-05-07 Endo Lab Metodo para preparar nuevos trans-2, 3, 4, 4a, 5, 9b-hexahidro-5-fenil-1h-pirido(4,3-b) indoles
JPS50126699A (ko) * 1974-03-20 1975-10-04
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NO151895C (no) 1985-06-26
YU269379A (en) 1984-04-30
NZ197581A (en) 1984-05-31
YU242183A (en) 1984-06-30
AT376674B (de) 1984-12-27
PH15072A (en) 1982-06-03
FI800179A (fi) 1980-07-24
JPS5636486A (en) 1981-04-09
FR2453175A1 (fr) 1980-10-31
NO151895B (no) 1985-03-18
IL59189A0 (en) 1980-05-30
SE8404555L (sv) 1984-09-11
FR2453174B1 (ko) 1983-07-29
GB2041925A (en) 1980-09-17
FR2447379B1 (ko) 1983-08-19
FR2453175B1 (ko) 1983-07-29
PH17773A (en) 1984-12-11
IT1149927B (it) 1986-12-10
PH15736A (en) 1983-03-18
SE441358B (sv) 1985-09-30
PL120774B1 (en) 1982-03-31
BE881283A (fr) 1980-07-22
LU82105A1 (fr) 1980-08-08
HU184712B (en) 1984-10-29
IE800121L (en) 1980-07-23
PL126532B1 (en) 1983-08-31
IL59189A (en) 1984-01-31
PL221248A1 (ko) 1980-12-01
SE8404554D0 (sv) 1984-09-11
CS221808B2 (en) 1983-04-29
JPS5636487A (en) 1981-04-09
NO843041L (no) 1980-07-24
IN153300B (ko) 1984-06-30
IT8019373A0 (it) 1980-01-22
ATA33380A (de) 1984-05-15
DK25580A (da) 1980-07-24
AR231291A1 (es) 1984-10-31
PL126867B1 (en) 1983-09-30
SU1168094A3 (ru) 1985-07-15
CS221807B2 (en) 1983-04-29
EG14767A (en) 1985-12-31
JPS5636475A (en) 1981-04-09
DE3002367A1 (de) 1980-07-24
JPS5855151B2 (ja) 1983-12-08
NL8000385A (nl) 1980-07-25
US4224329A (en) 1980-09-23
SE8000329L (sv) 1980-07-24
CH648314A5 (fr) 1985-03-15
JPS55100386A (en) 1980-07-31
NZ197582A (en) 1984-05-31
PT70724A (en) 1980-02-01
GB2041925B (en) 1982-10-20
AU521986B2 (en) 1982-05-13
SE8404554L (sv) 1984-09-11
FR2447379A1 (fr) 1980-08-22
CS221809B2 (en) 1983-04-29
DD156369A5 (de) 1982-08-18
IE49500B1 (en) 1985-10-16
CS221806B2 (en) 1983-04-29
SE8404555D0 (sv) 1984-09-11
PH15086A (en) 1982-07-02
SU1080746A3 (ru) 1984-03-15
CH651040A5 (fr) 1985-08-30
NZ192175A (en) 1984-05-31
DD149071A5 (de) 1981-06-24
FR2453174A1 (fr) 1980-10-31
JPS5740151B2 (ko) 1982-08-25
PL126032B1 (en) 1983-07-30
ZA796374B (en) 1980-11-26
HU189174B (en) 1986-06-30
SU1333239A3 (ru) 1987-08-23
GR73567B (ko) 1984-03-16
AU5476580A (en) 1980-07-31
CA1144168A (en) 1983-04-05
NO794317L (no) 1980-07-24
HU188201B (en) 1986-03-28

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