KR830010058A - N-(아릴옥시알킬)-n'-(아미노알킬) 우레아의 제조방법 - Google Patents
N-(아릴옥시알킬)-n'-(아미노알킬) 우레아의 제조방법 Download PDFInfo
- Publication number
- KR830010058A KR830010058A KR1019820002210A KR820002210A KR830010058A KR 830010058 A KR830010058 A KR 830010058A KR 1019820002210 A KR1019820002210 A KR 1019820002210A KR 820002210 A KR820002210 A KR 820002210A KR 830010058 A KR830010058 A KR 830010058A
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- KR
- South Korea
- Prior art keywords
- formula
- alk
- hydrogen
- compound
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- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title 1
- 125000005160 aryl oxy alkyl group Chemical group 0.000 title 1
- 239000004202 carbamide Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 239000001257 hydrogen Substances 0.000 claims 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 229910052717 sulfur Chemical group 0.000 claims 2
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000004442 acylamino group Chemical group 0.000 claims 1
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- 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"
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- 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
- C07C275/04—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 acyclic carbon atoms
- C07C275/06—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 acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C275/14—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 acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- 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
- C07C275/04—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 acyclic carbon atoms
- C07C275/20—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 acyclic carbon atoms of an unsaturated carbon skeleton
- C07C275/24—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 acyclic carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/06—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms
- C07C335/08—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Cardiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- A) 일반식(Ⅳa)의 아릴옥시알킬아민을 적당한 유기용매중에서 1,8-비스-(디메틸아미노) 나프탈렌인프로톤 스폰지존재하에서 CXCI2(X는 산소 또는 황원자이다)인 화합물과 반응시켜 일반식(Ⅲ)의 화합물을 수득하고 일반식(Ⅲ)의 화합물을 일반식(Ⅱa)의 아민과 반응시켜 일반식(Ⅰ)화합물을 제조하거나(Ⅰ)(Ⅱa)(Ⅲ)ArO-alk1-NHR1(Ⅳa)상기식에서Ar은 1 및 2-나프틸, 2,3-디하이드로-1H-인덴-4(또는 5)-일, 페닐이거나, 저급알킬, 저급알콕시, 할로겐, 트리플루오로메틸, 아미노, 니트로, 저급알킬티오, 저급알킬설퍼닐, 저급알킬설포닐, 저급알카노일 아로일아미노 또는 아실아미노로 구성된 그룹중에서 선택한 같거나 다른 1개 내지 1개의 라디칼로 치환된 페닐이며, R1및 R2는 수소, 저급알킬, 시클로알킬, 페닐 또는 페닐저급알킬이며, (여기에서 페닐은 할로겐 저급알킬 및 저급알콕시로 치환될 수 있다)X는 산소 또는 황이며 R3및 R4는 같거나 다르며, 수소, 저급알킬, 페닐 및 페닐알킬이거나, (여기에서 페닐은 할로겐, 저급알킬 및 저급알콕시로 치환될 수 있다)R3및 R4는 인접한 질소원자와 함께 헤테로 시클릭잔기를 형성하며, alk1및 alk2는 같거나 다르며 저급아킬렌 또는 저급알킬렌-저급알킬이며 R1이 수소이면 p는 0이고 점선은 이소시아네이트를 형성하는 이중 결합이며 R1이 수소가 아니면 p는 1이고 점선은 무의미하며, 단 R2가 수소가 아니면 R3 및 R4는 수소 이외의 그룹이어야 하거나, R2가 R3와 같고 R4는 수소이다.)B) 일반식(Ⅱb)의 알킬디아민을 적당한 용매중에서 1,1′-카보닐디이미다졸과 반응시킨 다음 일반식(Ⅳa)의 아릴옥시-알킬아민과 반응시켜 일반식(Ⅰb)화합물을 제조하거나(Ⅰb)H2N-alk2NR3R4(Ⅱb)ArO-alk1-NH1(Ⅳa)(상기식에서 Ar, R1, R3, R4, alk1및 alk2는 A)에서 정의된 바와 같고 R2는 수소이다)C) 일반식(Ⅳb)의 아릴옥시알킬아민을 적당한 용매중에서, 1,1′-카보닐디이미다졸과 반응시킨 다음 일반식(Ⅱb)의 알킬디아민과 반응시켜 일반식(Ⅰc)화합물을 제조하거나(Ⅰc)R2NH-alk2-NR3R4(Ⅱb)ArO-alk1-NH2(Ⅳb)(상기식에서 Ar, R2, R3, R4, alk1및 alk2는 A)에서 정의된 바와 같고 R1은 수소이다)D) 일반식(Ⅱa)의 아민을 적당한 용매중에서 일반식 CXCI2(X는 전술한 바와 같다) 화합물과 반응시켜 일반식(Ⅴ)화합물을 수득하고 일반식(Ⅴ)화합물을 트리에틸아민 존재하에 일반식(Ⅳa)의 아릴옥시알킬아민과 반응시켜 일반식화(Ⅰd)합물을 제조하고(Ⅰd)(Ⅱa)(Ⅴ)Ar-O-alk1-NHR1(Ⅳa)(상기식에서 Ar, alk1, alk2, R1은 A)에서 정의된 바와 같고 R2, R3및 R4는 수소가 아닌것을 제외하고는 전술한 바와 같다) 필요시 수득한 유리 염기를 약제학적으로 허용할 수 있는 산부 가염으로 전환시킴을 포함하여 일반식(Ⅰ)화합물 및 그의 약제학적으로 허용할 수 있는 산부가염을 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26551081A | 1981-05-20 | 1981-05-20 | |
| US265510 | 1981-05-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830010058A true KR830010058A (ko) | 1983-12-24 |
| KR890001999B1 KR890001999B1 (ko) | 1989-06-07 |
Family
ID=23010745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8202210A KR890001999B1 (ko) | 1981-05-20 | 1982-05-20 | N-(아릴옥시알킬)-n'-(아미노알킬)우레아 및 이의 제조방법 |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP0066987B1 (ko) |
| JP (1) | JPS57197215A (ko) |
| KR (1) | KR890001999B1 (ko) |
| AU (1) | AU544977B2 (ko) |
| CA (1) | CA1190228A (ko) |
| DE (1) | DE3272856D1 (ko) |
| DK (1) | DK228582A (ko) |
| EG (1) | EG15911A (ko) |
| ES (3) | ES512335A0 (ko) |
| FI (1) | FI76552C (ko) |
| GR (1) | GR76408B (ko) |
| HK (1) | HK86187A (ko) |
| HU (1) | HU187706B (ko) |
| IE (1) | IE53319B1 (ko) |
| IL (1) | IL65556A (ko) |
| IN (1) | IN156479B (ko) |
| NO (1) | NO153295C (ko) |
| NZ (1) | NZ200668A (ko) |
| PH (1) | PH20208A (ko) |
| PT (1) | PT74931B (ko) |
| SG (1) | SG48887G (ko) |
| ZA (1) | ZA823213B (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4486344A (en) * | 1983-03-28 | 1984-12-04 | Miles Laboratories, Inc. | Urea-linked immunogens, antibodies, and preparative method |
| JPS61126065A (ja) * | 1984-11-26 | 1986-06-13 | Mitsui Petrochem Ind Ltd | 置換フエノキシ尿素、その製造法およびそれを有効成分として含有する除草剤 |
| US4895840A (en) * | 1987-06-10 | 1990-01-23 | A. H. Robins Company, Incorporated | N-(aryl-,aryloxy-,arylthio-arylsulfinyl-and arylsulfonyl-)alkyl-N,N'-(or n'n')alkylaminoalkyl ureas and cyanoguanidines |
| JP2826826B2 (ja) * | 1988-04-11 | 1998-11-18 | 日本ケミファ株式会社 | アルキレンジアミン誘導体 |
| AU2031692A (en) * | 1991-07-22 | 1993-01-28 | Zyma S.A. | Arylalkylamine derivatives |
| WO2008156816A2 (en) * | 2007-06-20 | 2008-12-24 | Vitae Pharmaceuticals, Inc. | Renin inhibitors |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2344934A (en) * | 1943-02-12 | 1944-03-21 | American Cyanamid Co | Quaternary nitrogen condensation products of methylol urea ethers |
| GB1031165A (en) * | 1965-08-18 | 1966-05-25 | Wellcome Found | Guanidines, isoureas and isothioureas |
-
1982
- 1982-04-20 IL IL65556A patent/IL65556A/xx unknown
- 1982-05-10 ZA ZA823213A patent/ZA823213B/xx unknown
- 1982-05-12 PH PH27277A patent/PH20208A/en unknown
- 1982-05-16 EG EG272/82A patent/EG15911A/xx active
- 1982-05-17 GR GR68173A patent/GR76408B/el unknown
- 1982-05-18 IE IE1192/82A patent/IE53319B1/en unknown
- 1982-05-18 IN IN556/CAL/82A patent/IN156479B/en unknown
- 1982-05-18 CA CA000403157A patent/CA1190228A/en not_active Expired
- 1982-05-18 HU HU821580A patent/HU187706B/hu not_active IP Right Cessation
- 1982-05-19 NZ NZ200668A patent/NZ200668A/en unknown
- 1982-05-19 EP EP82302556A patent/EP0066987B1/en not_active Expired
- 1982-05-19 ES ES512335A patent/ES512335A0/es active Granted
- 1982-05-19 PT PT74931A patent/PT74931B/pt unknown
- 1982-05-19 FI FI821775A patent/FI76552C/fi not_active IP Right Cessation
- 1982-05-19 DK DK228582A patent/DK228582A/da not_active Application Discontinuation
- 1982-05-19 NO NO821669A patent/NO153295C/no unknown
- 1982-05-19 DE DE8282302556T patent/DE3272856D1/de not_active Expired
- 1982-05-19 ES ES512338A patent/ES512338A0/es active Granted
- 1982-05-19 ES ES512337A patent/ES512337A0/es active Granted
- 1982-05-20 AU AU83882/82A patent/AU544977B2/en not_active Ceased
- 1982-05-20 JP JP57085626A patent/JPS57197215A/ja active Pending
- 1982-05-20 KR KR8202210A patent/KR890001999B1/ko active
-
1987
- 1987-06-03 SG SG48887A patent/SG48887G/en unknown
- 1987-11-19 HK HK861/87A patent/HK86187A/xx unknown
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