GB1125559A - Novel urea derivatives and their production - Google Patents
Novel urea derivatives and their productionInfo
- Publication number
- GB1125559A GB1125559A GB51522/66A GB5152266A GB1125559A GB 1125559 A GB1125559 A GB 1125559A GB 51522/66 A GB51522/66 A GB 51522/66A GB 5152266 A GB5152266 A GB 5152266A GB 1125559 A GB1125559 A GB 1125559A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- reacting
- splitting
- hydrolysis
- amine
- 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
- 150000003672 ureas Chemical class 0.000 title 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- 230000007062 hydrolysis Effects 0.000 abstract 3
- 238000006460 hydrolysis reaction Methods 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 2
- 150000002540 isothiocyanates Chemical class 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- ZZLQURFGCICSRP-UHFFFAOYSA-N (2-oxaadamant-1-yl)amine Chemical compound C1C(C2)CC3CC2OC1(N)C3 ZZLQURFGCICSRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- AVCVSHJPTVSSGB-UHFFFAOYSA-N 1-(1-adamantyl)-3-(3,4-dichlorophenyl)thiourea Chemical compound C1=C(Cl)C(Cl)=CC=C1NC(=S)NC1(C2)CC(C3)CC2CC3C1 AVCVSHJPTVSSGB-UHFFFAOYSA-N 0.000 abstract 1
- LZMPFLUXNFJCAQ-UHFFFAOYSA-N 3-(benzylamino)-2-oxatricyclo[3.3.1.13,7]decan-1-ol Chemical compound C(C1=CC=CC=C1)NC12OC3(CC(CC(C1)C3)C2)O LZMPFLUXNFJCAQ-UHFFFAOYSA-N 0.000 abstract 1
- RAIVHMQUOOTBBM-UHFFFAOYSA-N C12(CC3CC(CC(C1)C3)C2)N=C=NC2=CC(=C(C=C2)Cl)Cl Chemical compound C12(CC3CC(CC(C1)C3)C2)N=C=NC2=CC(=C(C=C2)Cl)Cl RAIVHMQUOOTBBM-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical class C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000005277 alkyl imino group Chemical group 0.000 abstract 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- KIKCULSOJJAIEB-UHFFFAOYSA-N bicyclo[3.3.1]nonane-3,7-dione Chemical compound C1C2CC(=O)CC1CC(=O)C2 KIKCULSOJJAIEB-UHFFFAOYSA-N 0.000 abstract 1
- GNVMUORYQLCPJZ-UHFFFAOYSA-N carbamothioic s-acid Chemical compound NC(S)=O GNVMUORYQLCPJZ-UHFFFAOYSA-N 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 abstract 1
- YRARHZZXNYBCEZ-UHFFFAOYSA-N chembl450420 Chemical compound C1C(C2)CC(C3)CC2OC13NCC1=CC=CC=C1 YRARHZZXNYBCEZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 229910000464 lead oxide Inorganic materials 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 1
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 abstract 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
- PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical compound OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 150000003585 thioureas Chemical class 0.000 abstract 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/14—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing 9-azabicyclo [3.3.1] nonane ring systems, e.g. granatane, 2-aza-adamantane; Cyclic acetals thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1590965A CH456570A (de) | 1965-11-18 | 1965-11-18 | Verfahren zur Herstellung von neuen substituierten Harnstoffderivaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1125559A true GB1125559A (en) | 1968-08-28 |
Family
ID=4412947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB51522/66A Expired GB1125559A (en) | 1965-11-18 | 1966-11-17 | Novel urea derivatives and their production |
Country Status (10)
| Country | Link |
|---|---|
| AT (2) | AT267543B (enrdf_load_stackoverflow) |
| BE (1) | BE689823A (enrdf_load_stackoverflow) |
| CH (1) | CH456570A (enrdf_load_stackoverflow) |
| DE (1) | DE1246722B (enrdf_load_stackoverflow) |
| ES (4) | ES333486A1 (enrdf_load_stackoverflow) |
| FR (2) | FR1504098A (enrdf_load_stackoverflow) |
| GB (1) | GB1125559A (enrdf_load_stackoverflow) |
| NL (1) | NL6616214A (enrdf_load_stackoverflow) |
| NO (1) | NO119270B (enrdf_load_stackoverflow) |
| SE (1) | SE325024B (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005009391A2 (en) | 2003-07-24 | 2005-02-03 | Merck & Co., Inc. | Antibiotic compound |
| WO2010112946A1 (en) | 2009-03-31 | 2010-10-07 | Rudjer Boskovic Institute | Adamantane bisurea derivatives, method of preparation and application in anion sensing |
| WO2017017048A1 (en) * | 2015-07-28 | 2017-02-02 | Universitat De Barcelona | Analogs of adamantylureas as soluble epoxide hydrolase inhibitors |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3621100A (en) * | 1965-11-18 | 1971-11-16 | Geigy Chem Corp | Composition and method for producing a tuberculostatic effect |
| US3615941A (en) * | 1968-05-07 | 1971-10-26 | Hitachi Ltd | Method for manufacturing semiconductor device with passivation film |
| BE758165A (fr) * | 1969-10-28 | 1971-04-28 | Cilag Chemie | Adamantylurees et procedes pour les preparer |
| EP0297610B1 (en) * | 1987-07-02 | 1991-03-13 | Warner-Lambert Company | N-[(2,6-disubstituted)phenyl]-urea and carbamate inhibitors of acyl-CoA:cholesterol acyl-transferase |
-
1965
- 1965-11-18 CH CH1590965A patent/CH456570A/de unknown
-
1966
- 1966-11-17 ES ES333486A patent/ES333486A1/es not_active Expired
- 1966-11-17 ES ES0333484A patent/ES333484A1/es not_active Expired
- 1966-11-17 NL NL6616214A patent/NL6616214A/xx unknown
- 1966-11-17 DE DEG48486A patent/DE1246722B/de active Pending
- 1966-11-17 ES ES0333485A patent/ES333485A1/es not_active Expired
- 1966-11-17 AT AT20468A patent/AT267543B/de active
- 1966-11-17 SE SE1575566A patent/SE325024B/xx unknown
- 1966-11-17 ES ES0333487A patent/ES333487A1/es not_active Expired
- 1966-11-17 AT AT1062866A patent/AT267540B/de active
- 1966-11-17 FR FR84005A patent/FR1504098A/fr not_active Expired
- 1966-11-17 NO NO16562966A patent/NO119270B/no unknown
- 1966-11-17 BE BE689823D patent/BE689823A/xx unknown
- 1966-11-17 GB GB51522/66A patent/GB1125559A/en not_active Expired
-
1967
- 1967-02-15 FR FR95032A patent/FR6433M/fr not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005009391A2 (en) | 2003-07-24 | 2005-02-03 | Merck & Co., Inc. | Antibiotic compound |
| EP1651628A4 (en) * | 2003-07-24 | 2008-07-16 | Merck & Co Inc | ANTIBIOTIC COMPOUND |
| WO2010112946A1 (en) | 2009-03-31 | 2010-10-07 | Rudjer Boskovic Institute | Adamantane bisurea derivatives, method of preparation and application in anion sensing |
| WO2017017048A1 (en) * | 2015-07-28 | 2017-02-02 | Universitat De Barcelona | Analogs of adamantylureas as soluble epoxide hydrolase inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| ES333487A1 (es) | 1967-12-01 |
| DE1246722B (de) | 1967-08-10 |
| ES333484A1 (es) | 1967-12-01 |
| ES333485A1 (es) | 1967-12-01 |
| SE325024B (enrdf_load_stackoverflow) | 1970-06-22 |
| ES333486A1 (es) | 1968-01-01 |
| FR1504098A (fr) | 1967-12-01 |
| AT267543B (de) | 1969-01-10 |
| AT267540B (de) | 1969-01-10 |
| NL6616214A (enrdf_load_stackoverflow) | 1967-05-19 |
| NO119270B (enrdf_load_stackoverflow) | 1970-04-27 |
| FR6433M (enrdf_load_stackoverflow) | 1968-11-04 |
| BE689823A (enrdf_load_stackoverflow) | 1967-05-17 |
| CH456570A (de) | 1968-07-31 |
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