CS221806B2 - Method of making the trans-2-substituted-5-aryl-2,3,4,4a5, 98-hexahydro-1h-pyrido/1,3-b/indole - Google Patents

Method of making the trans-2-substituted-5-aryl-2,3,4,4a5, 98-hexahydro-1h-pyrido/1,3-b/indole Download PDF

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Publication number
CS221806B2
CS221806B2 CS8098A CS9880A CS221806B2 CS 221806 B2 CS221806 B2 CS 221806B2 CS 8098 A CS8098 A CS 8098A CS 9880 A CS9880 A CS 9880A CS 221806 B2 CS221806 B2 CS 221806B2
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CS
Czechoslovakia
Prior art keywords
formula
trans
acid
pyrido
indole
Prior art date
Application number
CS8098A
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Czech (cs)
English (en)
Inventor
Willard Welch
Original Assignee
Pfizer
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Application filed by Pfizer filed Critical Pfizer
Publication of CS221806B2 publication Critical patent/CS221806B2/cs

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26Heterocyclic 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
    • C07D307/30Heterocyclic 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
    • C07D307/32Oxygen atoms
    • C07D307/33Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/487Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04Heterocyclic 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
    • C07D307/18Heterocyclic 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
    • C07D307/20Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Anesthesiology (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
CS8098A 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a5, 98-hexahydro-1h-pyrido/1,3-b/indole CS221806B2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
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)

Publication Number Publication Date
CS221806B2 true CS221806B2 (en) 1983-04-29

Family

ID=21717248

Family Applications (4)

Application Number Title Priority Date Filing Date
CS815711A CS221808B2 (en) 1979-01-23 1980-01-03 Method of making the 5-phenyl-2-hydroxytetrahydrofurane
CS8098A CS221806B2 (en) 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a5, 98-hexahydro-1h-pyrido/1,3-b/indole
CS815712A CS221809B2 (en) 1979-01-23 1980-01-03 Method of making the dextrorotary trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3-b/indole
CS815710A CS221807B2 (en) 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3b/indole

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CS815711A CS221808B2 (en) 1979-01-23 1980-01-03 Method of making the 5-phenyl-2-hydroxytetrahydrofurane

Family Applications After (2)

Application Number Title Priority Date Filing Date
CS815712A CS221809B2 (en) 1979-01-23 1980-01-03 Method of making the dextrorotary trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3-b/indole
CS815710A CS221807B2 (en) 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3b/indole

Country Status (34)

Country Link
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) HU184712B (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) NZ197581A (ko)
PH (4) PH15736A (ko)
PL (4) PL120774B1 (ko)
PT (1) PT70724A (ko)
SE (3) SE441358B (ko)
SU (3) SU1168094A3 (ko)
YU (2) YU269379A (ko)
ZA (1) ZA796374B (ko)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4431646A (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
US4337250A (en) * 1979-07-30 1982-06-29 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4431649A (en) * 1979-07-30 1984-02-14 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4427679A (en) 1981-01-16 1984-01-24 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
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
US4477669A (en) * 1982-09-30 1984-10-16 Pfizer Inc. Processes and intermediates useful in the preparation of flutroline
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
ID28967A (id) * 1998-12-21 2001-07-19 Janssen Pharmaceutica Nv Benzisoksazol dan fenon sebagai alfa 2-antagonis
RU2329044C1 (ru) * 2006-11-16 2008-07-20 Андрей Александрович Иващенко Лиганды 5-ht6 рецепторов, фармацевтическая композиция, способ ее получения и лекарственное средство

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA551241A (en) * 1958-01-07 S. Abbott Leslie Production of substituted piperidines
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
AR207799A1 (es) * 1974-04-01 1976-10-29 Pfizer Procedimiento para preparar azaciclo(3,4-a)-n-fenilindoles-2-substituidos
US4001263A (en) * 1974-04-01 1977-01-04 Pfizer Inc. 5-Aryl-1,2,3,4-tetrahydro-γ-carbolines
SE7702301L (sv) * 1976-04-08 1977-10-09 Endo Lab Trans-hexahydro-pyrido-indoler
SE441448B (sv) * 1977-05-23 1985-10-07 Pfizer Sett att framstella hexahydro-gamma-karbolinforeningar

Also Published As

Publication number Publication date
NO843041L (no) 1980-07-24
SE8404554D0 (sv) 1984-09-11
JPS5855151B2 (ja) 1983-12-08
JPS5740151B2 (ko) 1982-08-25
CA1144168A (en) 1983-04-05
NZ197582A (en) 1984-05-31
BE881283A (fr) 1980-07-22
PL120774B1 (en) 1982-03-31
DK25580A (da) 1980-07-24
IE800121L (en) 1980-07-23
PH15072A (en) 1982-06-03
GB2041925A (en) 1980-09-17
CH648314A5 (fr) 1985-03-15
AU521986B2 (en) 1982-05-13
HU188201B (en) 1986-03-28
IL59189A0 (en) 1980-05-30
SE441358B (sv) 1985-09-30
EG14767A (en) 1985-12-31
ZA796374B (en) 1980-11-26
DE3002367A1 (de) 1980-07-24
US4224329A (en) 1980-09-23
PH15736A (en) 1983-03-18
NL8000385A (nl) 1980-07-25
SE8404555L (sv) 1984-09-11
PL221248A1 (ko) 1980-12-01
JPS5636486A (en) 1981-04-09
SE8000329L (sv) 1980-07-24
HU184712B (en) 1984-10-29
CS221807B2 (en) 1983-04-29
CH651040A5 (fr) 1985-08-30
CS221808B2 (en) 1983-04-29
NZ197581A (en) 1984-05-31
JPS5636487A (en) 1981-04-09
JPS55100386A (en) 1980-07-31
FR2453175B1 (ko) 1983-07-29
IT8019373A0 (it) 1980-01-22
NO794317L (no) 1980-07-24
PL126532B1 (en) 1983-08-31
LU82105A1 (fr) 1980-08-08
IE49500B1 (en) 1985-10-16
NO151895C (no) 1985-06-26
FR2453175A1 (fr) 1980-10-31
DD156369A5 (de) 1982-08-18
IL59189A (en) 1984-01-31
IT1149927B (it) 1986-12-10
GR73567B (ko) 1984-03-16
FR2453174B1 (ko) 1983-07-29
SU1333239A3 (ru) 1987-08-23
FI800179A (fi) 1980-07-24
SU1168094A3 (ru) 1985-07-15
FR2447379B1 (ko) 1983-08-19
CS221809B2 (en) 1983-04-29
NZ192175A (en) 1984-05-31
SE8404555D0 (sv) 1984-09-11
YU269379A (en) 1984-04-30
SE8404554L (sv) 1984-09-11
AU5476580A (en) 1980-07-31
FR2453174A1 (fr) 1980-10-31
GB2041925B (en) 1982-10-20
ATA33380A (de) 1984-05-15
PH15086A (en) 1982-07-02
IN153300B (ko) 1984-06-30
PL126032B1 (en) 1983-07-30
NO151895B (no) 1985-03-18
JPS5636475A (en) 1981-04-09
KR830001932A (ko) 1983-05-19
HU189174B (en) 1986-06-30
PH17773A (en) 1984-12-11
YU242183A (en) 1984-06-30
FR2447379A1 (fr) 1980-08-22
PT70724A (en) 1980-02-01
AR231291A1 (es) 1984-10-31
DD149071A5 (de) 1981-06-24
AT376674B (de) 1984-12-27
SU1080746A3 (ru) 1984-03-15
PL126867B1 (en) 1983-09-30

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