IE830146L - Antiatherolsclerotic ureas - Google Patents
Antiatherolsclerotic ureasInfo
- Publication number
- IE830146L IE830146L IE830146A IE14683A IE830146L IE 830146 L IE830146 L IE 830146L IE 830146 A IE830146 A IE 830146A IE 14683 A IE14683 A IE 14683A IE 830146 L IE830146 L IE 830146L
- Authority
- IE
- Ireland
- Prior art keywords
- group
- alkyl
- phenyl
- substituent
- alkynyl
- Prior art date
Links
- 235000013877 carbamide Nutrition 0.000 title abstract 2
- 150000003672 ureas Chemical class 0.000 title abstract 2
- -1 phenoxy, mercapto Chemical class 0.000 abstract 7
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 125000004953 trihalomethyl group Chemical group 0.000 abstract 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 abstract 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 1
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 abstract 1
- 230000000879 anti-atherosclerotic effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000006277 halobenzyl group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000006178 methyl benzyl group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 150000003585 thioureas Chemical class 0.000 abstract 1
- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 abstract 1
- 125000003944 tolyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
- C07C273/1818—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
- C07C273/1827—X being H
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/17—Amides, e.g. hydroxamic acids having the group >N—C(O)—N< or >N—C(S)—N<, e.g. urea, thiourea, carmustine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Furan Compounds (AREA)
Abstract
Substituted ureas and thioureas of the formula below are disclosed which are useful as antiatherosclerotic agents <IMAGE> wherein X represents at least one substituent selected from the group consisting of hydrogen, C1-C4 alkyl, C1-C4 alkenyl, C1-C4 alkynyl, hydroxy, C1-C4 alkoxy, phenoxy, mercapto, C1-C4 alkylthio, amino, C1-C4 alkylamino, di-(C1-C4 alkyl)amino, halo, trihalomethyl, C1-C4 alkanoyl, benzoyl, C1-C4 alkanamido, C1-C4 alkanesulfonyl, C1-C4 alkanesulfinyl, benzenesulfonyl, toluenesulfonyl, nitro, cyano, carboxy, C1-C4 carboalkoxy, carbamoyl, sulfamyl, methylenedioxy, phenyl, ortho-phenylene, tolyl, benzyl, halobenzyl, methylbenzyl, and the group: <IMAGE> wherein Y is selected from the group consisting of oxygen and sulfur; R1 and R2 are the same or different and are independently selected from the group consisting of C4-C12 alkyl, C4-C12 alkenyl, C4-C12 alkynyl, C4-C12 cycloalkyl, C4-C12 cycloalkylalkyl, C7-C14 aralkyl, furyl and C7-C14 aralkyl in which an aromatic ring bears at least one substituent selected from the group consisting of C1-C10 alkyl, C1-C10 alkoxy, phenoxy, benzyloxy, methylenedioxy, C1- C4 alkylthio, phenyl, halo, trihalomethyl, adamantyl, C1-C4 carboalkoxy, and nitro; and R3 is selected from the group consisting of hydrogen, C1-C4 alkyl, C1-C4 alkenyl, C1-C4 alkynyl, benzyl, benzyl bearing at least one substituent Z, naphthyl, phenyl, and phenyl bearing at least one substituent Z, Z being selected independently of X from the group consisting of those from which X is selected.
[GB2113684A]
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/342,698 US4387105A (en) | 1982-01-26 | 1982-01-26 | Methods of treating atherosclerosis with dialkylureas and dialkylthioureas |
| US06/342,693 US4473579A (en) | 1982-01-26 | 1982-01-26 | Antiatherosclerotic tetrasubstituted ureas and thioureas |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE830146L true IE830146L (en) | 1983-07-26 |
| IE54683B1 IE54683B1 (en) | 1990-01-03 |
Family
ID=26993144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE146/83A IE54683B1 (en) | 1982-01-26 | 1983-01-25 | Antiatherosclerotic substituted ureas |
Country Status (20)
| Country | Link |
|---|---|
| KR (1) | KR890001808B1 (en) |
| AT (1) | AT391313B (en) |
| AU (1) | AU562699B2 (en) |
| CH (1) | CH654571A5 (en) |
| DE (1) | DE3247581A1 (en) |
| DK (1) | DK160869C (en) |
| ES (2) | ES519246A0 (en) |
| FI (1) | FI85013C (en) |
| FR (1) | FR2521134B1 (en) |
| GB (1) | GB2113684B (en) |
| GR (1) | GR77186B (en) |
| HU (1) | HU200746B (en) |
| IE (1) | IE54683B1 (en) |
| IL (1) | IL67417A (en) |
| IT (1) | IT1203647B (en) |
| NL (1) | NL8300269A (en) |
| NO (1) | NO158417C (en) |
| PL (1) | PL143836B1 (en) |
| PT (1) | PT76138A (en) |
| SE (1) | SE462653B (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2138804A (en) * | 1983-04-27 | 1984-10-31 | Sumitomo Chemical Co | Fungicidal N-phenylcarbamates |
| GB2149394B (en) * | 1983-07-19 | 1986-09-24 | American Cyanamid Co | Ureas |
| US4818899A (en) * | 1986-12-03 | 1989-04-04 | Minnesota Mining And Manufacturing Company | Second harmonic generation by carbamic acid derivatives |
| ATE98223T1 (en) * | 1988-03-30 | 1993-12-15 | Warner Lambert Co | N-(((2,6-DISUBSTITUTED)PHENYL>N'-ARYLALKYL> UREAS AS ANTIHYPERCHOLESTEROLMIC AND ANTIATHEROSCLEROTIC AGENTS. |
| US5116848A (en) * | 1988-03-30 | 1992-05-26 | Warner-Lambert Company | N-(((2,6-disubstituted)phenyl)-n-diarylalkyl)ureas as antihyperlipidemic and antiatherosclerotic agents |
| CA2076012A1 (en) * | 1990-02-14 | 1991-08-15 | Yasuyuki Kato | Agent for inhibiting the formation of denatured ldl |
| US5668136A (en) * | 1990-09-25 | 1997-09-16 | Eisai Co., Ltd. | Trisubstituted benzene derivatives, composition and methods of treatment |
| HUT62558A (en) * | 1991-07-01 | 1993-05-28 | Sandoz Ag | Process for producing n-phenylthiourea derivaties and pharmaceutical compositions comprising same |
| CA2115915A1 (en) * | 1992-07-20 | 1994-02-03 | Kenji Hayashi | Benzene derivatives |
| WO1999007672A1 (en) * | 1997-08-05 | 1999-02-18 | Novo Nordisk A/S | Derivatives of 2,5- and 3,5-disubstituted anilines, their preparation and use |
| US6455566B1 (en) | 1997-09-03 | 2002-09-24 | Wyeth | Substituted 1-aryl-3-heteroaryl-thioureas (or isothioureas) as antiatherosclerotic agents |
| TW415942B (en) * | 1997-09-03 | 2000-12-21 | American Home Prod | Novel substituted 1-aryl-3-heteroaryl-thioureas and substituted 1-aryl-3-heteroaryl-isothioureas as antiatherosclerotic agents |
| JP2001501979A (en) * | 1998-01-21 | 2001-02-13 | ザイモジェネティクス，インコーポレイティド | Dialkyl ureas as mimetics of calcitonin. |
| AU2008275595B2 (en) * | 2007-07-10 | 2013-11-14 | Amgen Inc. | Derivatives of urea and related diamines, methods for their manufacture, and uses therefor |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL212631A (en) * | 1949-12-06 | |||
| US2688039A (en) * | 1952-02-08 | 1954-08-31 | Ciba Pharm Prod Inc | Halogen-containing di-(substituted phenyl)-thioureas |
| US3326663A (en) * | 1964-09-25 | 1967-06-20 | Shell Oil Co | Herbicidal phenylureas |
| US3335142A (en) * | 1965-07-07 | 1967-08-08 | American Cyanamid Co | Process for the preparation of n, n'-disubstituted ureas |
| US3659012A (en) * | 1969-05-26 | 1972-04-25 | Lilly Co Eli | Methods of treating helminth infections with thiourea derivatives |
| US3728386A (en) * | 1970-07-27 | 1973-04-17 | Exxon Research Engineering Co | N-cycloalkylalkyl and n-cycloalkyl substituted phenyl ureas and halo acetamides |
| US3928437A (en) * | 1970-09-02 | 1975-12-23 | Ciba Geigy Corp | Phenoxy-phenyl, phenylthiophenyl, phenylsulfonylphenyl and phenylaminophenyl diaminothioureas |
| US3856952A (en) * | 1973-03-01 | 1974-12-24 | Pennwalt Corp | Synergistic antimicrobial compositions employing certain n-(phenyl-carbamyl)amino-benzene sulfonyl flourides |
| US3903130A (en) * | 1974-05-03 | 1975-09-02 | Stauffer Chemical Co | 1-Trifluormethylphenyl-3-dicyanophenyl urea |
| DE2928485A1 (en) * | 1979-07-14 | 1981-01-29 | Bayer Ag | USE OF UREA DERIVATIVES AS A MEDICINAL PRODUCT IN THE TREATMENT OF FATTY METABOLISM DISORDERS |
-
1982
- 1982-12-05 IL IL67417A patent/IL67417A/en not_active IP Right Cessation
- 1982-12-22 DE DE19823247581 patent/DE3247581A1/en not_active Withdrawn
- 1982-12-28 KR KR8205843A patent/KR890001808B1/en not_active Expired
-
1983
- 1983-01-14 GR GR70261A patent/GR77186B/el unknown
- 1983-01-21 AU AU10681/83A patent/AU562699B2/en not_active Ceased
- 1983-01-24 GB GB08301863A patent/GB2113684B/en not_active Expired
- 1983-01-25 SE SE8300370A patent/SE462653B/en not_active IP Right Cessation
- 1983-01-25 PT PT76138A patent/PT76138A/en not_active IP Right Cessation
- 1983-01-25 PL PL1983240284A patent/PL143836B1/en unknown
- 1983-01-25 HU HU83227A patent/HU200746B/en not_active IP Right Cessation
- 1983-01-25 CH CH404/83A patent/CH654571A5/en not_active IP Right Cessation
- 1983-01-25 FR FR8301082A patent/FR2521134B1/en not_active Expired
- 1983-01-25 AT AT0023983A patent/AT391313B/en not_active IP Right Cessation
- 1983-01-25 ES ES519246A patent/ES519246A0/en active Granted
- 1983-01-25 NO NO830238A patent/NO158417C/en unknown
- 1983-01-25 IT IT47605/83A patent/IT1203647B/en active
- 1983-01-25 NL NL8300269A patent/NL8300269A/en not_active Application Discontinuation
- 1983-01-25 FI FI830247A patent/FI85013C/en not_active IP Right Cessation
- 1983-01-25 DK DK028683A patent/DK160869C/en not_active IP Right Cessation
- 1983-01-25 IE IE146/83A patent/IE54683B1/en not_active IP Right Cessation
-
1984
- 1984-04-11 ES ES531508A patent/ES8505943A1/en not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |