IE43528L - PYRIDO [3,4-b] INDOLE DERIVATIVES - Google Patents

PYRIDO [3,4-b] INDOLE DERIVATIVES

Info

Publication number
IE43528L
IE43528L IE761873A IE187376A IE43528L IE 43528 L IE43528 L IE 43528L IE 761873 A IE761873 A IE 761873A IE 187376 A IE187376 A IE 187376A IE 43528 L IE43528 L IE 43528L
Authority
IE
Ireland
Prior art keywords
compounds
qch
pyrido
aug
prepared
Prior art date
Application number
IE761873A
Other versions
IE43528B1 (en
Original Assignee
Endo Lab
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.)
Filing date
Publication date
Priority claimed from US05/695,361 external-priority patent/US4091102A/en
Application filed by Endo Lab filed Critical Endo Lab
Publication of IE43528L publication Critical patent/IE43528L/en
Publication of IE43528B1 publication Critical patent/IE43528B1/en

Links

Classifications

    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C07D209/16Tryptamines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

1502038 Pyrido[3,4 - b]indole derivatives ENDO LABORATORIES Inc 20 Aug 1976 [22 Aug 1975 22 June 1976] 34864/76 Heading C2C The invention comprises compounds of formula and their pharmaceutically suitable salts, wherein one of R 1 and R 3 is Me or Et and the other is H, Me or Et; and R 2 is H, C 1-3 alkyl, allyl or propargyl, provided that the total no. of C atoms in R 1 +R 2 +R 3 is #4. In examples, these compounds are prepared by reducing with BH 3 or NaBH 4 , followed by acid treatment, of the 4a,9a-dehydro analogues in which the 2- substituent is R 2 , MeCO or EtCO, or by hydrolysis of the corresponding 2-cyano compounds (for R 2 =H). Starting materials otherwise prepared are the corresponding 3,4 - dihydropyrido[3,4-b)indoles and their quaternary salts, 2-acyl analogues of the compounds of the invention, and compounds of formulae QCH:CRNO 2 , QCH 2 CHRNH 2 and QCH 2 CHRNHCOR<SP>1</SP>, where R is H, Me or Et, and R<SP>1</SP> is Me or Et. Therapeutic compositions having antidepressant activity comprise compounds of the above formula and may be administered orally, parenterally or rectally. [GB1502038A]
IE1873/76A 1975-08-22 1976-08-20 Pyrido / 3,4-b / indole derivatives IE43528B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US60687175A 1975-08-22 1975-08-22
US05/695,361 US4091102A (en) 1975-08-22 1976-06-22 Anti-depressant trans-hexahydropyrido[3,4-b]indoles

Publications (2)

Publication Number Publication Date
IE43528L true IE43528L (en) 1977-02-22
IE43528B1 IE43528B1 (en) 1981-03-25

Family

ID=27085353

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1873/76A IE43528B1 (en) 1975-08-22 1976-08-20 Pyrido / 3,4-b / indole derivatives

Country Status (20)

Country Link
JP (1) JPS5225799A (en)
AR (1) AR212633A1 (en)
AU (1) AU497249B2 (en)
CA (1) CA1058617A (en)
DD (1) DD126298A5 (en)
DE (1) DE2637503A1 (en)
DK (1) DK374976A (en)
ES (1) ES450876A1 (en)
FI (1) FI762384A (en)
FR (1) FR2321289A1 (en)
GB (1) GB1502038A (en)
GR (1) GR61611B (en)
IE (1) IE43528B1 (en)
IL (1) IL50322A (en)
LU (1) LU75637A1 (en)
NL (1) NL7609293A (en)
NO (1) NO762869L (en)
PH (1) PH12211A (en)
PT (1) PT65505B (en)
SE (1) SE7607882L (en)

Also Published As

Publication number Publication date
DD126298A5 (en) 1977-07-06
AU497249B2 (en) 1978-12-07
GB1502038A (en) 1978-02-22
NL7609293A (en) 1977-02-24
JPS5225799A (en) 1977-02-25
SE7607882L (en) 1977-02-23
DK374976A (en) 1977-02-23
FR2321289A1 (en) 1977-03-18
PH12211A (en) 1978-11-29
AU1700976A (en) 1978-02-23
GR61611B (en) 1978-12-02
PT65505B (en) 1978-10-10
FI762384A (en) 1977-02-23
NO762869L (en) 1977-02-23
ES450876A1 (en) 1977-12-01
LU75637A1 (en) 1977-03-31
IE43528B1 (en) 1981-03-25
PT65505A (en) 1976-09-01
IL50322A (en) 1979-07-25
DE2637503A1 (en) 1977-03-03
IL50322A0 (en) 1976-10-31
CA1058617A (en) 1979-07-17
AR212633A1 (en) 1978-08-31

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