GB1304651A - - Google Patents
Info
- Publication number
- GB1304651A GB1304651A GB1167471*[A GB1167471A GB1304651A GB 1304651 A GB1304651 A GB 1304651A GB 1167471 A GB1167471 A GB 1167471A GB 1304651 A GB1304651 A GB 1304651A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fluoranthene
- reacting
- hydrogen
- alkyl
- hal
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
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)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (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.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3234870A | 1970-04-27 | 1970-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1304651A true GB1304651A (en) | 1973-01-24 |
Family
ID=21864464
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1167471*[A Expired GB1304651A (en) | 1970-04-27 | 1971-04-27 |
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)
| 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)
| 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 |
-
1971
- 1971-04-07 ZA ZA712220A patent/ZA712220B/en unknown
- 1971-04-08 CA CA109,996A patent/CA956948A/en not_active Expired
- 1971-04-16 PH PH12373*UA patent/PH9503A/en unknown
- 1971-04-18 IL IL36645A patent/IL36645A/en unknown
- 1971-04-20 AT AT337071A patent/AT307393B/en not_active IP Right Cessation
- 1971-04-23 HU HURI427A patent/HU165002B/hu unknown
- 1971-04-23 DK DK197771A patent/DK133460C/en active
- 1971-04-26 NO NO1542/71A patent/NO130514C/no unknown
- 1971-04-26 DE DE19712120314 patent/DE2120314A1/de not_active Withdrawn
- 1971-04-26 SE SE05384/71A patent/SE360854B/xx unknown
- 1971-04-26 CH CH610771A patent/CH561682A5/xx not_active IP Right Cessation
- 1971-04-26 ES ES390586A patent/ES390586A1/en not_active Expired
- 1971-04-26 BE BE766284A patent/BE766284A/en not_active IP Right Cessation
- 1971-04-26 NL NLAANVRAGE7105633,A patent/NL168499C/en not_active IP Right Cessation
- 1971-04-26 IE IE513/71A patent/IE35166B1/en unknown
- 1971-04-26 JP JP2681271A patent/JPS5541224B1/ja active Pending
- 1971-04-27 CS CS3037A patent/CS178078B2/cs unknown
- 1971-04-27 GB GB1167471*[A patent/GB1304651A/en not_active Expired
- 1971-04-27 FR FR7115023A patent/FR2092099B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SE360854B (en) | 1973-10-08 |
| CA956948A (en) | 1974-10-29 |
| DK133460C (en) | 1976-10-18 |
| NL168499B (en) | 1981-11-16 |
| IE35166B1 (en) | 1975-11-26 |
| FR2092099B1 (en) | 1974-05-24 |
| PH9503A (en) | 1976-01-09 |
| HU165002B (en) | 1974-05-28 |
| IL36645A (en) | 1975-03-13 |
| NL168499C (en) | 1982-04-16 |
| BE766284A (en) | 1971-09-16 |
| ES390586A1 (en) | 1974-04-01 |
| NO130514C (en) | 1974-12-27 |
| IL36645A0 (en) | 1971-06-23 |
| JPS5541224B1 (en) | 1980-10-22 |
| ZA712220B (en) | 1971-12-29 |
| AT307393B (en) | 1973-05-25 |
| NO130514B (en) | 1974-09-16 |
| FR2092099A1 (en) | 1972-01-21 |
| DE2120314A1 (en) | 1971-11-11 |
| NL7105633A (en) | 1971-10-29 |
| CS178078B2 (en) | 1977-08-31 |
| DK133460B (en) | 1976-05-24 |
| CH561682A5 (en) | 1975-05-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |