KR840002773A - 치환우레아 및 티오우레아류의 제조방법 - Google Patents
치환우레아 및 티오우레아류의 제조방법 Download PDFInfo
- Publication number
- KR840002773A KR840002773A KR1019820005843A KR820005843A KR840002773A KR 840002773 A KR840002773 A KR 840002773A KR 1019820005843 A KR1019820005843 A KR 1019820005843A KR 820005843 A KR820005843 A KR 820005843A KR 840002773 A KR840002773 A KR 840002773A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- phenoxy
- group
- halo
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical class NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 title 2
- 239000004202 carbamide Substances 0.000 title 1
- 150000003672 ureas Chemical class 0.000 title 1
- -1 aryl isocyanate Chemical class 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 6
- 125000001475 halogen functional group Chemical group 0.000 claims 4
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000004982 aromatic amines Chemical class 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000006277 halobenzyl group Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 125000006178 methyl benzyl group Chemical group 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 claims 1
- 125000004953 trihalomethyl group Chemical group 0.000 claims 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)
- Furan Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- 하기 구조식(III)의 아릴이소시아네이트 또는 아릴티오이소시아네이트를 하기 구조식(IV)의 2급 아민과 반응시키는 것으로 구성된 하기 구조식(II)의 화합물을 제조하는 방법.상기 식들에서, X는 수소, C1-C4알케닌, C1-C4알키닐, 하이드록시, C1-C4알콕시, 펜옥시, 메르캅토, C1-C4알킬디오, 아미노, C1-C4알킬아미노, 디-(C2-C4알킬)-아미노, 할로, 트리할로메틴, C1-C4알카노일, 벤조일, C1-C4알칸아미도, C1-C4알칸설포닐, C1-C4알칸설피닐, 벤젠설포닐, 톨루엔설포닐, 니트로, 시아노, 카복시, C1-C4카보알콕시, 카바모일, 설파밀, 메틸랜디옥시, 페닐, 오르토-페닐랜톨릴, 벤질, 할로벤질, 메틸벤질 및 기로 구성된 군으로부터 선택된 적어도 하나의 치환분이며(Y는 산소 및 유황으로 구성된 군으로부터 선택되며);R1과 R2는 동일 또는 상이한 것으로 C4-C12알킬, C4-C12알케닐, C4-C12알키닐, C4-C12사이클로알킬, C4-C12사이클로알킬알킬, C4-C14아르알킬, C7-C14아르알킬로 구성된 군으로부터 독립적으로 선택되며, 여기서 방향족환은 C1-C10알킬, C1-C4알콕시, 펜옥시, 벤질옥시, 메틸랜디옥시, C1-C4알킬티오, 페닐, 할로, 트리할로메틸, 아다만틸, C1-C4카보알콕시 및 니트로로 구성된 군으로부터 선택된 적어도 하나의 치환분을 함유하며; R3는 수소이다.
- 하기 구조식(V)의 화합물을 하기 구조식(IV)의 2급 아민과 반응시켜 하기 구조식(VI)의 중간체를 얻고 이 중간체를 하기 구조식(VI)의 아릴아민과 반응시키는 것으로 구성된 제1항에서와 같은 화합물을 제조하는 방법.상기 식들에서 Y, R1, R2, X, R3는 1항에서 정의한 바와 같으며 A와 B는 할로, C1-C4알콕시, C1-C4알킬티오, 펜옥시, 4-클로로펜옥시, 4-니트로펜옥시로 구성된 군으로부터 독립적으로 선택된다.
- 하기 구조식(V)의 화합물을 하기 구조식(VII)의 아릴아민과 반응시켜 하기 구조식(VIII)의 중간체를 얻고 이 중간체를 하기 구조식(IV)의 2급 아민과 반응시키는 것으로 구성된 제1항에서와 같은 화합물을 제조하는 방법.상기 식들에서 Y, X, R3, R1및 R2는 제1항에서 정의한 바와 같으며, A와 B는 할로, C1-C4알콕시, C1-C4알킬티오, 펜옥시, 4-클로로펜옥시, 4-니트로펜옥시로 구성된 군으로부터 독립적으로 선택된다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US342693 | 1982-01-26 | ||
US06/342,693 US4473579A (en) | 1982-01-26 | 1982-01-26 | Antiatherosclerotic tetrasubstituted ureas and thioureas |
US06/342,698 US4387105A (en) | 1982-01-26 | 1982-01-26 | Methods of treating atherosclerosis with dialkylureas and dialkylthioureas |
US342.693 | 1982-01-26 | ||
US342.698 | 1982-01-26 | ||
US342698 | 1994-11-21 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR840002773A true KR840002773A (ko) | 1984-07-16 |
KR890001808B1 KR890001808B1 (ko) | 1989-05-23 |
Family
ID=26993144
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR8205843A KR890001808B1 (ko) | 1982-01-26 | 1982-12-28 | 우레아 및 티오우레아류의 제조방법 |
Country Status (20)
Country | Link |
---|---|
KR (1) | KR890001808B1 (ko) |
AT (1) | AT391313B (ko) |
AU (1) | AU562699B2 (ko) |
CH (1) | CH654571A5 (ko) |
DE (1) | DE3247581A1 (ko) |
DK (1) | DK160869C (ko) |
ES (2) | ES519246A0 (ko) |
FI (1) | FI85013C (ko) |
FR (1) | FR2521134B1 (ko) |
GB (1) | GB2113684B (ko) |
GR (1) | GR77186B (ko) |
HU (1) | HU200746B (ko) |
IE (1) | IE54683B1 (ko) |
IL (1) | IL67417A (ko) |
IT (1) | IT1203647B (ko) |
NL (1) | NL8300269A (ko) |
NO (1) | NO158417C (ko) |
PL (1) | PL143836B1 (ko) |
PT (1) | PT76138A (ko) |
SE (1) | SE462653B (ko) |
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 |
ES2060682T3 (es) * | 1988-03-30 | 1994-12-01 | Warner Lambert Co | N-((fenil(2,6-disubstituido))-n'-aril)ureas como agentes antihipercolesterolemicos y antiateroscleroticos. |
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 |
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 |
US6455566B1 (en) | 1997-09-03 | 2002-09-24 | Wyeth | Substituted 1-aryl-3-heteroaryl-thioureas (or isothioureas) as antiatherosclerotic agents |
EP0975589A2 (en) * | 1998-01-21 | 2000-02-02 | ZymoGenetics, Inc. | Dialkyl ureas as calcitonin mimetics |
EP2176247A2 (en) * | 2007-07-10 | 2010-04-21 | 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 (ko) * | 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 (de) * | 1979-07-14 | 1981-01-29 | Bayer Ag | Verwendung von harnstoffderivaten als arzneimittel bei der behandlung von fettstoffwechselstoerungen |
-
1982
- 1982-12-05 IL IL67417A patent/IL67417A/xx not_active IP Right Cessation
- 1982-12-22 DE DE19823247581 patent/DE3247581A1/de not_active Withdrawn
- 1982-12-28 KR KR8205843A patent/KR890001808B1/ko active
-
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 PL PL1983240284A patent/PL143836B1/pl unknown
- 1983-01-25 NO NO830238A patent/NO158417C/no unknown
- 1983-01-25 NL NL8300269A patent/NL8300269A/nl not_active Application Discontinuation
- 1983-01-25 HU HU83227A patent/HU200746B/hu not_active IP Right Cessation
- 1983-01-25 FR FR8301082A patent/FR2521134B1/fr not_active Expired
- 1983-01-25 CH CH404/83A patent/CH654571A5/de not_active IP Right Cessation
- 1983-01-25 IT IT47605/83A patent/IT1203647B/it active
- 1983-01-25 AT AT0023983A patent/AT391313B/de not_active IP Right Cessation
- 1983-01-25 ES ES519246A patent/ES519246A0/es active Granted
- 1983-01-25 SE SE8300370A patent/SE462653B/sv not_active IP Right Cessation
- 1983-01-25 IE IE146/83A patent/IE54683B1/en not_active IP Right Cessation
- 1983-01-25 DK DK028683A patent/DK160869C/da not_active IP Right Cessation
- 1983-01-25 PT PT76138A patent/PT76138A/pt not_active IP Right Cessation
- 1983-01-25 FI FI830247A patent/FI85013C/fi not_active IP Right Cessation
-
1984
- 1984-04-11 ES ES531508A patent/ES8505943A1/es not_active Expired
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