IE32628B1 - Substituted cyclopentanones - Google Patents
Substituted cyclopentanonesInfo
- Publication number
- IE32628B1 IE32628B1 IE103/69A IE10369A IE32628B1 IE 32628 B1 IE32628 B1 IE 32628B1 IE 103/69 A IE103/69 A IE 103/69A IE 10369 A IE10369 A IE 10369A IE 32628 B1 IE32628 B1 IE 32628B1
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- substituted
- acyloxy
- alkoxycarbonyl
- reacting
- Prior art date
Links
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical class O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004423 acyloxy group Chemical group 0.000 abstract 2
- -1 hydroxy, tetrahydropyranyloxy Chemical group 0.000 abstract 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 208000001953 Hypotension Diseases 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 210000002460 smooth muscle Anatomy 0.000 abstract 1
- 230000004936 stimulating effect Effects 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
- C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
- C07C29/42—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing triple carbon-to-carbon bonds, e.g. with metal-alkynes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0025—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing keto groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/40—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with ozone; by ozonolysis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
- C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
- C07C45/676—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton by elimination of carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/783—Separation; Purification; Stabilisation; Use of additives by gas-liquid treatment, e.g. by gas-liquid absorption
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/185—Saturated compounds containing keto groups bound to acyclic carbon atoms containing —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/185—Saturated compounds having only one carboxyl group and containing keto groups
- C07C59/215—Saturated compounds having only one carboxyl group and containing keto groups containing singly bound oxygen containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/185—Saturated compounds having only one carboxyl group and containing keto groups
- C07C59/225—Saturated compounds having only one carboxyl group and containing keto groups containing —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Epoxy Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Toys (AREA)
Abstract
1,259,673. Substituted cyclopentanones. AMERICAN HOME PRODUCTS CORP. 10 Jan., 1969 [1 Feb., 1968; 4 Oct., 1968], No. 1601/69. Heading C2C. Processes for the production of substituted cyclopentanones of the formula wherein R<SP>1</SP> and R<SP>2</SP> are C 1-20 alkyl radicals optionally mono substituted with carboxy, C 1-6 alkoxycarbonyl, hydroxy, tetrahydropyranyloxy or C 1-7 acyloxy and the symbol (#) indicates that the compounds can have these substituents in the α- or #-configuration, by reacting the corresponding 4-R<SP>2</SP>-5-R<SP>1</SP>-2,3-epoxycyclopentanones with hydrogen in the presence of a catalyst, and by reacting 2,3-disubstituted levulinaldehydes of the formula with organic nitrogenous bases, and the novel compounds of the above Formula I in which R<SP>1</SP> and R<SP>2</SP> are methyl, or R<SP>1</SP> is 6-carboxyhexyl or 6-(C 1-6 alkoxycarbonyl)hexyl and R<SP>2</SP> is 3- tetrahydropyran - 2<SP>1 </SP>- yloxyoctyl or 3 - (C 1-20 acyloxy)octyl. Pharmaceutical compositions, having hypotensive and smooth muscle stimulating activity, contain the above novel compounds of Formula I and pharmacologically acceptable carriers. Reference has been directed by the Comptroller to Specification 1,186,505.
[GB1259673A]
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IE304/72A IE32630B1 (en) | 1968-02-01 | 1969-01-27 | Substituted cyclopentanones |
IE303/72A IE32629B1 (en) | 1968-02-01 | 1969-01-27 | Substituted aldehydes |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US70218568A | 1968-02-01 | 1968-02-01 | |
US76502068A | 1968-10-04 | 1968-10-04 |
Publications (2)
Publication Number | Publication Date |
---|---|
IE32628L IE32628L (en) | 1969-08-01 |
IE32628B1 true IE32628B1 (en) | 1973-10-03 |
Family
ID=27106925
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE103/69A IE32628B1 (en) | 1968-02-01 | 1969-01-27 | Substituted cyclopentanones |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS5112622B1 (en) |
BE (1) | BE727755A (en) |
CA (1) | CA946380A (en) |
CH (1) | CH523860A (en) |
DE (1) | DE1902864A1 (en) |
FR (2) | FR2001141B1 (en) |
GB (1) | GB1259673A (en) |
IE (1) | IE32628B1 (en) |
NL (1) | NL6901591A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2119855A1 (en) * | 1970-12-29 | 1972-08-11 | Roussel Uclaf | Synthesis of prostaglandins - without loss of stereospecificity |
GB1538201A (en) * | 1976-08-11 | 1979-01-10 | Ici Ltd | Prostane derivatives |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1052705A (en) * | 1951-03-22 | 1954-01-26 | Ciba Geigy | Process for the preparation of alicyclic hydroxy ketones |
-
1969
- 1969-01-10 GB GB1601/69A patent/GB1259673A/en not_active Expired
- 1969-01-21 DE DE19691902864 patent/DE1902864A1/en active Pending
- 1969-01-27 IE IE103/69A patent/IE32628B1/en unknown
- 1969-01-30 CA CA041,516A patent/CA946380A/en not_active Expired
- 1969-01-31 NL NL6901591A patent/NL6901591A/xx unknown
- 1969-01-31 FR FR6902159A patent/FR2001141B1/fr not_active Expired
- 1969-01-31 BE BE727755D patent/BE727755A/xx unknown
- 1969-01-31 JP JP44006762A patent/JPS5112622B1/ja active Pending
- 1969-02-03 CH CH163369A patent/CH523860A/en not_active IP Right Cessation
-
1971
- 1971-04-08 FR FR717112582A patent/FR2091945B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
CH523860A (en) | 1972-06-15 |
IE32628L (en) | 1969-08-01 |
FR2091945B1 (en) | 1973-06-08 |
FR2091945A1 (en) | 1972-01-21 |
GB1259673A (en) | 1972-01-12 |
CA946380A (en) | 1974-04-30 |
BE727755A (en) | 1969-07-01 |
DE1902864A1 (en) | 1969-09-11 |
JPS5112622B1 (en) | 1976-04-21 |
FR2001141B1 (en) | 1973-12-21 |
NL6901591A (en) | 1969-08-05 |
FR2001141A1 (en) | 1969-09-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NL168203C (en) | PROCESS FOR PREPARING 1,1,3,4,4,6-HEXAMETHYL-1,2,3,4-TETRAHYDRONOPHALTALES BY REACTION OF β-CYMENE WITH NEOHEXENE. | |
IE32628B1 (en) | Substituted cyclopentanones | |
GB1490486A (en) | 4-imino-1,3-diazobicyclo-(3.1.0)hexan-2-one | |
GB1198942A (en) | Benzimidazole Derivatives | |
GB1254414A (en) | Novel aminoethanesulfonylamino derivatives and their production | |
GB1498931A (en) | Tetrahalopentyl ketone derivatives processes for producing them and their conversion to beta-dihaloethenylcyclopropane derivatives | |
ES414645A1 (en) | Process for preparing desacetoxycephalosporins | |
ES392110A1 (en) | 3-piperidylidene methane derivatives | |
GB1363658A (en) | Benzobicycloalkane compounds | |
GB1386210A (en) | 2-methyl-5 nitro-1- 2-heteroaryloxy-ethyl imidazoles | |
IE35985L (en) | Penicillanic acid derivatives | |
IE37657L (en) | Prednisolone derivative. | |
GB1130190A (en) | Improvements in or relating to steroid intermediates and the production thereof | |
GB1249613A (en) | PROCESS OF PREPARING gamma-CYANOBUTYRALDIMINES | |
GB1217427A (en) | Cinchona alkaloid derivatives | |
GB1318932A (en) | 20-acyl-oxy-delta16-pregnene compounds process for their production and compositions containing same | |
GB1468171A (en) | 2-amino-4-hydroxy-7,8-dihydropteridine-6-carboxaldehyde deri vatives | |
GB1419431A (en) | 2-methyl-butadienyl-sulphones | |
GB1294825A (en) | ||
GB1165317A (en) | (2-Propynyloxy)-Beta-Nitro-Styrenes and a Process for the Production of these Compounds | |
GB1149508A (en) | Novel iminodibenzyl derivatives | |
GB1494939A (en) | 3,7-dimethyl-3-hydroxy-6-octenenitrile and process for its preparation | |
GB1526235A (en) | Preparation of pyrimidines | |
GB1240159A (en) | 4-(nicotinoylaminoethanesulfonylamino)-antipyrine and its preparation | |
GB1461440A (en) | 2,5-substituted tetrahydrofurans and their production |