IE35166B1 - Bis-basic ketones of fluoranthene - Google Patents

Bis-basic ketones of fluoranthene

Info

Publication number
IE35166B1
IE35166B1 IE513/71A IE51371A IE35166B1 IE 35166 B1 IE35166 B1 IE 35166B1 IE 513/71 A IE513/71 A IE 513/71A IE 51371 A IE51371 A IE 51371A IE 35166 B1 IE35166 B1 IE 35166B1
Authority
IE
Ireland
Prior art keywords
fluoranthene
reacting
hydrogen
alkyl
bis
Prior art date
Application number
IE513/71A
Original Assignee
Richardson Merrell Inc
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 Richardson Merrell Inc filed Critical Richardson Merrell Inc
Publication of IE35166B1 publication Critical patent/IE35166B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Landscapes

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

Abstract

1304651 Bis-basic ketones of fluoroanthene RICHARDSON-MERRELL Inc 27 April 1971 [27 April 1970] 11674/71 Heading C2C Novel compounds of the Formula I wherein A is C 1-6 alkylene and Y is (a) a group -NR<SP>1</SP>R<SP>2</SP> wherein R<SP>1</SP> and R<SP>2</SP> are each hydrogen, C 1-6 alkyl, C 3-6 cycloalkyl, C 3-6 alkenyl in which the vinyl unsaturation is other than in the 1-position or, (b) where n is 4 to 6, R<SP>3</SP> is hydrogen, C 1-4 alkyl, phenyl or benzyl attached to any one of the carbon atoms of the heterocyclic ring or (c) wherein X is O or NR<SP>4</SP> and R<SP>4</SP> is hydrogen or C 1-4 alkyl or (d) wherein p is 2 or 3 and m is 1 or 2, or (e) wherein q is 1 or 2 and r is 1 to 3 providing when r = 3, q = 1 and pharmaceutically acceptable salts thereof may be prepared by (i) reacting a compound VI with an amine Y-H, wherein Hal is chlorine, bromine or iodine; (ii) when A is a straight chain C 3-6 alkylene chain and Y is tertiary amino group, reacting a dinitrile of fluoranthene of the formula with a Grignard reagent XMg(CH 2 ) t Y to produce a compound wherein X:is bromine or chlorine, t is 3 to 6; (iii) when A is CH 2 CH 2 and Y is a tertiary amino group, reacting a diacetyl fluoranthene with formaldehyde and Y-H, or (IV) forming a salt from the free base. The intermediate VI may be formed by a Friedel Craft reaction of fluoranthene with a halo alkanoyl halide. 3,9 - Bis (4 - chlorobutyryl) fluoranthene bisdiethyl ketal may be formed by reacting VI, A = (CH 2 ) 3 , Hal = chloro with ethyl orthoformate in ethanolic hydrogen chloride. Pharmaceutical compositions of the compounds I show antiviral activity when administered orally, parenterally, topically or buccally with the usual excipients. [GB1304651A]
IE513/71A 1970-04-27 1971-04-26 Bis-basic ketones of fluoranthene IE35166B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US3234870A 1970-04-27 1970-04-27

Publications (1)

Publication Number Publication Date
IE35166B1 true IE35166B1 (en) 1975-11-26

Family

ID=21864464

Family Applications (1)

Application Number Title Priority Date Filing Date
IE513/71A IE35166B1 (en) 1970-04-27 1971-04-26 Bis-basic ketones of fluoranthene

Country Status (19)

Country Link
JP (1) JPS5541224B1 (en)
AT (1) AT307393B (en)
BE (1) BE766284A (en)
CA (1) CA956948A (en)
CH (1) CH561682A5 (en)
CS (1) CS178078B2 (en)
DE (1) DE2120314A1 (en)
DK (1) DK133460C (en)
ES (1) ES390586A1 (en)
FR (1) FR2092099B1 (en)
GB (1) GB1304651A (en)
HU (1) HU165002B (en)
IE (1) IE35166B1 (en)
IL (1) IL36645A (en)
NL (1) NL168499C (en)
NO (1) NO130514C (en)
PH (1) PH9503A (en)
SE (1) SE360854B (en)
ZA (1) ZA712220B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3882113A (en) * 1972-12-21 1975-05-06 Richardson Merrell Inc Fluoranthene derivatives

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1480656A (en) * 1965-05-21 1967-05-12 Sandoz Sa New fluoranthyl ketones and their preparation
US3531489A (en) * 1968-10-18 1970-09-29 Richardson Merrell Inc Bis-basic esters and thioesters of fluoranthene

Also Published As

Publication number Publication date
NL168499C (en) 1982-04-16
IL36645A (en) 1975-03-13
JPS5541224B1 (en) 1980-10-22
DK133460B (en) 1976-05-24
HU165002B (en) 1974-05-28
GB1304651A (en) 1973-01-24
ZA712220B (en) 1971-12-29
CH561682A5 (en) 1975-05-15
NL168499B (en) 1981-11-16
DE2120314A1 (en) 1971-11-11
AT307393B (en) 1973-05-25
CS178078B2 (en) 1977-08-31
PH9503A (en) 1976-01-09
SE360854B (en) 1973-10-08
FR2092099B1 (en) 1974-05-24
NL7105633A (en) 1971-10-29
FR2092099A1 (en) 1972-01-21
IL36645A0 (en) 1971-06-23
NO130514B (en) 1974-09-16
ES390586A1 (en) 1974-04-01
BE766284A (en) 1971-09-16
DK133460C (en) 1976-10-18
NO130514C (en) 1974-12-27
CA956948A (en) 1974-10-29

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