ES397821A1 - Bis-basic ketones of xanthene and xanthen-9-one - Google Patents
Bis-basic ketones of xanthene and xanthen-9-oneInfo
- Publication number
- ES397821A1 ES397821A1 ES397821A ES397821A ES397821A1 ES 397821 A1 ES397821 A1 ES 397821A1 ES 397821 A ES397821 A ES 397821A ES 397821 A ES397821 A ES 397821A ES 397821 A1 ES397821 A1 ES 397821A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- carbon atoms
- group
- see formula
- lower alkyl
- 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
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
- C07D311/82—Xanthenes
- C07D311/84—Xanthenes 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 in position 9
- C07D311/86—Oxygen atoms, e.g. xanthones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
- C07D311/82—Xanthenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Insertion, Bundling And Securing Of Wires For Electric Apparatuses (AREA)
Abstract
Procedure for the preparation of bis-basic xanthene and xanthene-9-one ketones, having antiviral, having the formula **(See formula)** where Z is a member selected from the group consisting of oxygen or H2; each A is a straight or branched chain of alkylene, containing from about 1 to 6 carbon atoms; and each Y is a selected member of the group consisting of **(See formula)** individually selected from the group consisting of hydrogen, lower alkyl, having from 1 to 6 carbon atoms, cycloalkyl, having from 3 to 6 carbon atoms, alkenyl from 3 to 6 carbon atoms and having the vinyl unsaturation in a position other than that position -1 of the alkenyl group; or **(See formula)** whole 4 to 6 and is a member selected from the group consisting of hydrogen or lower alkyl of from about 1 to about 4 carbon atoms and can bind to any of the carbon atoms in the heterocyclic group; or (C) the group (see formula), wherein X is a member selected from the group consisting of oxygen or NR4, and R4 is hydrogen or lower alkyl of from 1 to about 4 carbon atoms, or a pharmaceutically acceptable acid addition salt thereof, characterized by comprising the selected processes of (I) reacting in a solvent, a xanthene derivative of the formula **(See formula)** With a compound of the formula Y-h where Z, A and Y are as defined above and Hal is chlorine, bromine or iodine; (II) when A is an alkylene chain of 3 to 6 carbon atoms and Z is H2, reacting a xanthene derivative of the formula **(See formula)** with a Grignard reagent of the formula XMg (CH2) p Y where Y is as defined above first, except those containing a hydrogen attached to the nitrogen atom, X is chlorine or bromine, p is an integer from 3 to 6, (see formula) where R5 and R6 are hydrogen or lower alkyl or -NR5R6 taken together form a heterocyclic monocyclic saturated group, and R7 is lower alkyl or aryl; (III) when A is -CH2CH2- and Y is one of the groups first defined herein, except those containing two hydrogens on the nitrogen atom, react, in the presence of formaldehyde, a xanthene derivative of the formula **(See formula)** with a compound of the formula Y-h where Z is oxygen or H2; (IV) when Z is oxygen, oxidizing the corresponding bis-basic xanthene ketone compound of the formula **(See formula)** where A and Y are as first defined above; (V) when Y is -NH2, Z is H2 and A is an alkylene chain of 2 to 6 carbon atoms, hydrolyzing and decarboxylating a bis-phthalimido derivative of the formula **(See formula)** where R8 is lower alkyl; and (VI) Whenever the pharmaceutically acceptable acid addition salt thereof is desired, react a pharmaceutically acceptable acid with the base compound. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US097379A US3859286A (en) | 1970-12-11 | 1970-12-11 | Bis-basic ketones of xanthene and xanthen-9-one |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES397821A1 true ES397821A1 (en) | 1975-06-16 |
Family
ID=22263057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES397821A Expired ES397821A1 (en) | 1970-12-11 | 1971-12-10 | Bis-basic ketones of xanthene and xanthen-9-one |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US3859286A (en) |
| JP (1) | JPS5545549B1 (en) |
| AR (1) | AR196404A1 (en) |
| AT (2) | AT319944B (en) |
| AU (1) | AU453068B2 (en) |
| BE (1) | BE776535A (en) |
| CA (1) | CA948192A (en) |
| CH (1) | CH562818A5 (en) |
| CS (1) | CS166791B2 (en) |
| DE (1) | DE2151707A1 (en) |
| DK (1) | DK132275C (en) |
| ES (1) | ES397821A1 (en) |
| FR (1) | FR2118031B1 (en) |
| GB (1) | GB1313454A (en) |
| HU (1) | HU163026B (en) |
| IE (1) | IE35643B1 (en) |
| IL (1) | IL37755A (en) |
| NL (1) | NL7115559A (en) |
| NO (1) | NO135249C (en) |
| SE (1) | SE382458B (en) |
| ZA (1) | ZA716267B (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4061768A (en) * | 1971-09-08 | 1977-12-06 | Burroughs Wellcome Co. | Certain cyclic carbonyl compounds used in the prophylaxis of allergic conditions |
| US3817992A (en) * | 1972-12-21 | 1974-06-18 | Richardson Merrell Inc | Xanthene and thioxanthene derivatives |
| US4108896A (en) * | 1972-12-21 | 1978-08-22 | Richardson-Merrell Inc. | Anthracene derivatives |
| US4008240A (en) | 1972-12-21 | 1977-02-15 | Richardson-Merrell Inc. | Xanthene and thioxanthene derivatives |
| US4250097A (en) * | 1978-03-08 | 1981-02-10 | Syntex (U.S.A.) Inc. | Compositions for and a method of preventing diabetic complications |
| DE3008411A1 (en) * | 1980-03-05 | 1981-09-10 | Merck Patent Gmbh, 6100 Darmstadt | NEW AROMATIC-ALIPHATIC KETONES, THEIR USE AS PHOTOINITIATORS AND PHOTOPOLYMERIZABLE SYSTEMS CONTAINING SUCH KETONES |
| JP2004531474A (en) * | 2001-01-16 | 2004-10-14 | ギルフォード ファーマシューティカルズ インコーポレイテッド | Pharmaceutical compositions for inhibiting symmetrically disubstituted aromatic compounds and poly (ADP-ribose) glycohydrolase, and methods of using them |
| US10113075B2 (en) | 2014-09-04 | 2018-10-30 | Igm Malta Limited | Polycyclic photoinitiators |
| EP3535243B1 (en) * | 2016-11-04 | 2021-12-15 | Auckland Uniservices Limited | Substituted 9h-xanthen-9-one, 9h-thioxanthen-9-one and acridin-9(10h)-one derivatives and related compounds csf-1r inhibitors for the treatment of cancer |
| CA3172124A1 (en) | 2020-03-26 | 2021-09-30 | Aru NARENDRAN | Uses of halogenated xanthenes in oncology and virology |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA711333B (en) * | 1970-03-27 | 1971-11-24 | Richardson Merrell Inc | Bis-basic ketones of fluorene and fluorenone |
| US3767674A (en) * | 1971-10-01 | 1973-10-23 | Ostra Lakemedel Ab | Cyclohexeno thioxanthones |
-
1970
- 1970-12-11 US US097379A patent/US3859286A/en not_active Expired - Lifetime
-
1971
- 1971-07-14 CA CA118,192A patent/CA948192A/en not_active Expired
- 1971-09-07 NO NO3324/71A patent/NO135249C/no unknown
- 1971-09-15 GB GB4302671A patent/GB1313454A/en not_active Expired
- 1971-09-15 IE IE1168/71A patent/IE35643B1/en unknown
- 1971-09-17 IL IL37755A patent/IL37755A/en unknown
- 1971-09-20 ZA ZA716267A patent/ZA716267B/en unknown
- 1971-09-27 AU AU33908/71A patent/AU453068B2/en not_active Expired
- 1971-10-14 CH CH1501371A patent/CH562818A5/xx not_active IP Right Cessation
- 1971-10-18 DE DE19712151707 patent/DE2151707A1/en not_active Withdrawn
- 1971-10-20 JP JP8252971A patent/JPS5545549B1/ja active Pending
- 1971-11-05 AT AT956871A patent/AT319944B/en not_active IP Right Cessation
- 1971-11-05 AT AT1010272A patent/AT317890B/en not_active IP Right Cessation
- 1971-11-12 NL NL7115559A patent/NL7115559A/xx not_active Application Discontinuation
- 1971-11-19 CS CS8104A patent/CS166791B2/cs unknown
- 1971-12-03 SE SE7115518A patent/SE382458B/en unknown
- 1971-12-06 AR AR239429A patent/AR196404A1/en active
- 1971-12-08 HU HURI458A patent/HU163026B/hu unknown
- 1971-12-10 FR FR7144506A patent/FR2118031B1/fr not_active Expired
- 1971-12-10 BE BE776535A patent/BE776535A/en unknown
- 1971-12-10 ES ES397821A patent/ES397821A1/en not_active Expired
- 1971-12-10 DK DK605771A patent/DK132275C/en active
Also Published As
| Publication number | Publication date |
|---|---|
| IE35643B1 (en) | 1976-04-14 |
| GB1313454A (en) | 1973-04-11 |
| CH562818A5 (en) | 1975-06-13 |
| FR2118031B1 (en) | 1975-06-13 |
| DK132275B (en) | 1975-11-17 |
| FR2118031A1 (en) | 1972-07-28 |
| NL7115559A (en) | 1972-06-13 |
| AR196404A1 (en) | 1973-12-27 |
| CS166791B2 (en) | 1976-03-29 |
| AU453068B2 (en) | 1974-09-19 |
| CA948192A (en) | 1974-05-28 |
| SE382458B (en) | 1976-02-02 |
| BE776535A (en) | 1972-04-04 |
| AT319944B (en) | 1975-01-10 |
| IL37755A0 (en) | 1971-11-29 |
| NO135249C (en) | 1977-03-09 |
| AU3390871A (en) | 1973-04-05 |
| ZA716267B (en) | 1972-05-31 |
| DK132275C (en) | 1976-04-12 |
| IE35643L (en) | 1972-06-11 |
| JPS5545549B1 (en) | 1980-11-18 |
| AT317890B (en) | 1974-09-25 |
| NO135249B (en) | 1976-11-29 |
| DE2151707A1 (en) | 1972-06-29 |
| US3859286A (en) | 1975-01-07 |
| HU163026B (en) | 1973-05-28 |
| IL37755A (en) | 1974-07-31 |
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