IE32417B1 - Guanidines - Google Patents

Guanidines

Info

Publication number
IE32417B1
IE32417B1 IE1223/68A IE122368A IE32417B1 IE 32417 B1 IE32417 B1 IE 32417B1 IE 1223/68 A IE1223/68 A IE 1223/68A IE 122368 A IE122368 A IE 122368A IE 32417 B1 IE32417 B1 IE 32417B1
Authority
IE
Ireland
Prior art keywords
alkyl
compounds
prepared
ethoxy
reacting
Prior art date
Application number
IE1223/68A
Other versions
IE32417L (en
Original Assignee
American Home Prod
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
Application filed by American Home Prod filed Critical American Home Prod
Priority to IE1363/71A priority Critical patent/IE32852B1/en
Priority to IE1364/71A priority patent/IE32853B1/en
Publication of IE32417L publication Critical patent/IE32417L/en
Publication of IE32417B1 publication Critical patent/IE32417B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
    • C07C281/18—Compounds containing any of the groups, e.g. aminoguanidine the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,223,491. Aminoguanidine derivatives. AMERICAN HOME PRODUCTS CORP. 22 Feb., 1968 [13 Oct., 1967], No. 8629/68. Heading C2C. The invention comprises compounds of formula and their acid-addition salts, wherein X is a direct bond, CH 2 , CH 2 CH 2 or CH: CH; R<SP>1</SP>, R<SP>2</SP> and Y are each halogen, NO 2 , amino, alkylsubstituted amino, alkyl, alkoxy, benzyloxy (possibly halogen-substituted), OH or CF 3 , n is 0, 1, 2 or 3 (or n is 1 and Y+R<SP>2</SP> form together O-CH 2 -O), R<SP>3</SP> is H, C 3-5 cycloalkyl, alkyl, ethynyl, allyl or benzyl, and R<SP>4</SP>, R<SP>5</SP>, R<SP>6</SP> are each H or alkyl (or when R<SP>6</SP> is H, then R<SP>4</SP>, R<SP>5</SP> and the attached N atoms may form an imidazoline ring), the alkyl and alkoxy groups containing 1-6 C atoms, but excluding 2,6-dichlorobenzylideneaminoguanidine (A). These compounds are prepared by reacting the corresponding carbonyl compound (B) with an aminoguanidine or its salt, or by heating B-thiosemicarbazone with NH 3 , or by reacting B-hydrazone with CNNH 2 . Starting materials.-2,5-Dibromopropiophenone and 2,5-dichlorobutyrophenone are prepared by a Friedel-Crafts reaction. 2,6-Dichloro-3- ethoxy- and 2,4,6-trichloro-3-ethoxy-benzaldehydes are prepared from the 3-hydroxy compounds with Et 2 SO 4 + K 2 CO 3 . Pharmaceutical and veterinary compositions for oral or parenteral administration comprise compounds of the above formula (including A), which have hypotensive, antihypertensive, antibacterial, CNS (e.g. anti-reserpine, anti-morphine, anti-oxytremorine, depressant or mydriatic), analgesic, diuretic, hyperglycaemic, anti-inflammatory, anorectic, stimulant, psychic energizing, tranquilizing and anti-Parkinson activity. [GB1223491A]
IE1223/68A 1967-10-13 1968-10-14 Guanidines IE32417B1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
IE1363/71A IE32852B1 (en) 1967-10-13 1968-10-14 Guanidines
IE1364/71A IE32853B1 (en) 1968-02-22 1968-10-14 Guanidines

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US67502667A 1967-10-13 1967-10-13
GB8629/68A GB1223491A (en) 1967-10-13 1968-02-22 Guanidines
US75449468A 1968-08-21 1968-08-21

Publications (2)

Publication Number Publication Date
IE32417L IE32417L (en) 1969-04-13
IE32417B1 true IE32417B1 (en) 1973-07-25

Family

ID=27255238

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1223/68A IE32417B1 (en) 1967-10-13 1968-10-14 Guanidines

Country Status (13)

Country Link
BE (1) BE722136A (en)
CA (2) CA958018A (en)
CH (2) CH560188A5 (en)
DE (1) DE1802394C2 (en)
DK (1) DK128350B (en)
FI (1) FI49958C (en)
GB (2) GB1223491A (en)
IE (1) IE32417B1 (en)
IL (1) IL30782A (en)
IT (1) IT1062053B (en)
NL (1) NL166014C (en)
PH (1) PH10262A (en)
SE (1) SE381041B (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH523232A (en) * 1968-12-16 1972-05-31 Sandoz Ag Process for the preparation of a benzylidene aminoguanidine
DK153787C (en) * 1979-06-01 1989-01-16 Wellcome Found METHOD OF ANALOGUE FOR THE PREPARATION OF SUBSTITUTED 3,5-DIAMINO-6-PHENYL-1,2,4-TRIAZINES AND ALFA-CYANOBENZYLIDEEN-AMINOGUANIDE COMPOUNDS FOR USE AS INTERMEDIATES
EP0021120B1 (en) * 1979-06-01 1983-04-06 The Wellcome Foundation Limited 3,5-diamino-1,2,4-triazine derivatives, process for preparing such compounds and pharmaceutical compositions containing them
DE3360148D1 (en) * 1982-02-10 1985-06-05 Beecham Group Plc Guanidine derivatives
FR2669927B1 (en) * 1990-11-29 1994-04-08 Adir Cie NOVEL GUANIDINE DERIVATIVES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.
GB2277090A (en) * 1993-04-16 1994-10-19 Shell Int Research Fungicidal tetrahydropyrimidine and imidazoline derivatives
SE9604348D0 (en) 1996-11-26 1996-11-26 Wapharm Ab Use of hydroxyguanidines
WO2001025192A1 (en) * 1999-10-06 2001-04-12 Melacure Therapeutics Ab Guanidine derivatives and their use in the production of a medicament for blocking xanthine oxidase/dehydrogenase
GB0019357D0 (en) 2000-08-07 2000-09-27 Melacure Therapeutics Ab Novel phenyl guanidines
GB0108631D0 (en) * 2001-04-05 2001-05-30 Melacure Therapeutics Ab Novel benzylideneamino guanidines and their uses as ligands to the melanocortin receptors
DE10149919A1 (en) 2001-10-10 2003-04-24 Biosphings Ag New carboxylic acid salts of guanidine derivatives useful as sphingomyelinase inhibitors for treating e.g. tumor, cardiovascular or viral diseases
FR2893844B1 (en) * 2005-11-28 2008-02-01 Centre Nat Rech Scient USE OF GUANABENZ AND ITS DERIVATIVES FOR THE MANUFACTURE OF MEDICAMENTS FOR THE TREATMENT OF MUCOVISCIDOSIS AND DISEASES ASSOCIATED WITH A DEFECT OF ADDRESSING PROTEINS IN CELLS
GB0624987D0 (en) 2006-12-14 2007-01-24 Acure Pharma Ab Novel aminoguanidines as melanocortin receptor ligands
GB201300435D0 (en) 2013-01-10 2013-02-27 Medical Res Council Benzylideneguanidine Derivatives and Therapeutic Use for the Treatment of Protein Misfolding Diseases
DK3280404T3 (en) 2015-04-08 2021-11-08 Res & Innovation Uk PROCEDURES FOR CHOOSING PHOSPHATASE-SELECTIVE AND NON-SELECTIVE PHOSPHATASE INHIBITORS
EP3109237A1 (en) * 2015-06-22 2016-12-28 AnaMar AB Novel 5-ht2 antagonists
US11166464B2 (en) * 2017-03-06 2021-11-09 The United States Of America, As Represented By The Secretary Of Agriculture Self-assembled active agents

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE958832C (en) * 1952-11-14 1957-02-28 Bayer Ag Process for the preparation of guanylhydrazones
GB1019120A (en) * 1964-03-18 1966-02-02 Shell Int Research Novel hydrazine compounds and compositions containing them

Also Published As

Publication number Publication date
DE1802394A1 (en) 1969-05-08
FI49958C (en) 1975-11-10
FI49958B (en) 1975-07-31
NL6814608A (en) 1969-04-15
GB1223491A (en) 1971-02-24
BE722136A (en) 1969-04-10
CA958018A (en) 1974-11-19
SE381041B (en) 1975-11-24
PH10262A (en) 1976-10-20
CH560188A5 (en) 1975-03-27
IL30782A (en) 1972-08-30
IE32417L (en) 1969-04-13
NL166014C (en) 1981-06-15
CH524577A (en) 1972-06-30
DK128350B (en) 1974-04-16
DE1802394C2 (en) 1984-06-28
IT1062053B (en) 1983-06-25
GB1223492A (en) 1971-02-24
CA921829A (en) 1973-02-27
NL166014B (en) 1981-01-15

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