GB1015026A - New derivatives of 2-oxazolidinone and the preparation thereof - Google Patents
New derivatives of 2-oxazolidinone and the preparation thereofInfo
- Publication number
- GB1015026A GB1015026A GB1238163A GB1238163A GB1015026A GB 1015026 A GB1015026 A GB 1015026A GB 1238163 A GB1238163 A GB 1238163A GB 1238163 A GB1238163 A GB 1238163A GB 1015026 A GB1015026 A GB 1015026A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- given
- formula
- acid
- bicycloalkanes
- 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
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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 to ring carbon atoms
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/26—Oxygen atoms attached in position 2 with hetero atoms or acyl radicals directly attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
The invention comprises compounds of the formula <FORM:1015026/C2/1> (wherein <FORM:1015026/C2/2> is a mono- or bicylic-unsubstituted saturated carbocyclic ring of 7 to 10 carbon atoms or a substituted mono- or bicyclic-saturated carbocyclic ring of 6 carbon atoms, the substituents being selected from halogen atoms, a hydroxyl group and alkyl and alkoxy radicals; X is O or NH; and Z is a dialkylamino group) and acid-addition salts thereof; and their preparation by reacting the compound HX-(CH2)2-Z with an acid chloride of the formula <FORM:1015026/C2/3> The compounds of the invention have a number of stereoisomeric forms, and given forms may be obtained by using given stereoisomeric acid chlorides in the process of the invention. Examples are given. Acid chlorides of the above general formula are prepared from phosgene and the sodium salts of the corresponding N-unsubstituted-oxazolidinones, themselves prepared by cyclizing reaction of substituted hydroxyamines with phosgene or by Curtius rearrangement and cyclization of 1-hydroxy - 1 - aminocarbamoylmethyl - cycloalkanes or bicycloalkanes, themselves prepared from corresponding 1 - hydroxy - 1 - alkoxycarbonylmethyl - cycloalkanes or bicycloalkanes (prepared by Reformatsky's reaction with cycloalkanones or bicycloalkanones). 1 - Aminomethyl - 2 - chloro - 1 - cyclohexanol (hydrochloride described) is prepared by catalytic reduction of 2-chloro-1-nitromethyl-1-cyclohexanol. The oxazolidinone derivatives of the invention, which are stated to possess analgesic and anti-inflammatory activity, may be made up into pharmaceutical compositions with suitable carriers. Tablets, suppositories and solutions are referred to.
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB12746/62A GB974134A (en) | 1963-03-28 | 1962-04-03 | Oxazolidinone derivatives |
GB1238163A GB1015026A (en) | 1961-04-04 | 1963-03-28 | New derivatives of 2-oxazolidinone and the preparation thereof |
BE645036A BE645036A (en) | 1961-04-04 | 1964-03-11 | |
CH380164A CH423781A (en) | 1963-03-28 | 1964-03-24 | Process for the preparation of new derivatives of oxazolidinone-2 |
BR157904/64A BR6457904D0 (en) | 1963-03-28 | 1964-03-25 | PROCESS FOR THE PREPARATION OF NEW OXAZOLIDINONE-2 DERIVATIVES |
DE19641470275 DE1470275C (en) | 1963-03-28 | 1964-03-26 | Oxazohdon (2) derivatives and processes for their preparation |
US355069A US3193560A (en) | 1963-03-28 | 1964-03-26 | New derivatives of 2-oxazolidinone |
ES298088A ES298088A2 (en) | 1963-03-28 | 1964-03-26 | Procedure for the preparation of new derivatives of oxazolidinone-2 (Machine-translation by Google Translate, not legally binding) |
FR968836A FR1395085A (en) | 1963-03-28 | 1964-03-26 | New derivatives of oxazolidinone-2 and their preparation processes |
FR979462A FR3480M (en) | 1963-03-28 | 1964-06-24 | New drugs based on spiro derivatives of oxazolidinone-2. |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR857672A FR1301267A (en) | 1961-04-04 | 1961-04-04 | New derivatives of oxazolidinone-2 and their preparation methods |
FR866961 | 1961-07-04 | ||
GB1238163A GB1015026A (en) | 1961-04-04 | 1963-03-28 | New derivatives of 2-oxazolidinone and the preparation thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1015026A true GB1015026A (en) | 1965-12-31 |
Family
ID=27245932
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1238163A Expired GB1015026A (en) | 1961-04-04 | 1963-03-28 | New derivatives of 2-oxazolidinone and the preparation thereof |
Country Status (2)
Country | Link |
---|---|
BE (1) | BE645036A (en) |
GB (1) | GB1015026A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003073979A2 (en) * | 2002-03-07 | 2003-09-12 | Schwarz Pharma Ag | Derivatives of azaspiro compounds for the treatment of pain |
-
1963
- 1963-03-28 GB GB1238163A patent/GB1015026A/en not_active Expired
-
1964
- 1964-03-11 BE BE645036A patent/BE645036A/xx unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003073979A2 (en) * | 2002-03-07 | 2003-09-12 | Schwarz Pharma Ag | Derivatives of azaspiro compounds for the treatment of pain |
WO2003073979A3 (en) * | 2002-03-07 | 2003-12-31 | Sanol Arznei Schwarz Gmbh | Derivatives of azaspiro compounds for the treatment of pain |
US7282515B2 (en) | 2002-03-07 | 2007-10-16 | Schwarz Pharma Ag | Derivatives of azaspiro compounds for the treatment of pain |
Also Published As
Publication number | Publication date |
---|---|
BE645036A (en) | 1964-09-11 |
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