KR830002716A - 구아니딘 화합물의 제조방법 - Google Patents
구아니딘 화합물의 제조방법Info
- Publication number
- KR830002716A KR830002716A KR1019800002130A KR800002130A KR830002716A KR 830002716 A KR830002716 A KR 830002716A KR 1019800002130 A KR1019800002130 A KR 1019800002130A KR 800002130 A KR800002130 A KR 800002130A KR 830002716 A KR830002716 A KR 830002716A
- Authority
- KR
- South Korea
- Prior art keywords
- structural formula
- group
- compound
- separable
- hydrogen
- Prior art date
Links
- -1 guanidine compound Chemical class 0.000 title claims 7
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 title 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N anhydrous guanidine Natural products NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 title 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 239000012458 free base Substances 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
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims 1
- 150000002357 guanidines Chemical class 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/16—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with acylated ring nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D225/00—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom
- C07D225/02—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom not condensed with other rings
-
- 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
- C07D295/16—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 acylated on ring nitrogen atoms
- C07D295/20—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 acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/215—Radicals derived from nitrogen analogues of carbonic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- 다음 구조식(Ⅱ)의 화합물을 다음 X1, X2또는 X3에서 정의한 분리 아미노-또는 이미노 그룹에 상응하는 아민 또는 아민과 반응시키거나, 다음 구조식(Ⅳ)화합물을 다음 구조식(Ⅴ)의 화합물과 반응 시키거나 R1이 후술한 바와 같고 R2및/또는 R3가 수소인 구조식(Ⅰ)화합물을, R2및/ R3가 수소가 아니고 후술한 바와 같은 구조식(Ⅰ)의 화합물과 저급 알카놀의 반응성 에스테르 또는 특히 사이클로알카놀을 반응시켜 제조하거나, 다음 구조식(Ⅵ)생성 화합물에서 후술한 아미노 보호그룹을 분리하고, 추가 반응 단계를 진행시키고 필요시 구조식(Ⅰ)의 생성 화합물을 염으로 전환하거나, 필요시 구조식(Ⅰ) 화합물의 생성된 염을 유리염기로 전환시키는 것을 특징으로 하여 다음 구조식(Ⅰ)의 신규 구아니딘 유도체 및 그 호변 이성하합물 및 염을 제조하는 방법.상기 구조식에서 Ph는 치환 또는 미치환된 페닐 그룹이고, R1및 R2는 서로 다르며 각각 저급 알킬 또는 사이클로알킬 또는 R1과 R2를 합쳐서 고리의 탄소원자가 이질성 원자로 혼입되고 지방족 특성을 갖는 치환 또는 비치환된 2가 탄화 수소 래디칼이고, R3는 수소 또는 저급알킬 이고 X1은 Ph-N그룹(여기에서 Ph는 구조식(Ⅰ)에서 정의한 치환 또는 비치환된 페닐그룹)이거나 분리 가능 그룹이고 X2는 -NR1R2(여기에서 R1및 R2는 구조식(Ⅰ)에서 상술한 바와 같음)이거나 분리 가능 그룹이고 X3는그룹(여기에서 R3는 구조식(Ⅰ)에서 상술한 바와 같음)이거나 분리 가능그룹이며 (여기에서 단 치환체 X1,X2또는 X3중 단지 1개가 분리가능 그룹일 경우 X1,X2또는 X3중 1개는 탄소원자와 이중 결합을 이룬다)Y는 저급알콕시 (예를 들면 메틸티오 또는 에틸티오) 할로겐 (예를들면 염소 또는 브롬)이고 또는 Y는 동일 탄소원장와 결합한 2개의 저습알콕시이고 또 Z는 테트라 플루오로보레이트 음이온, 플루오로 설포네이트 음이온, 메틸 설페이트음이온 같은 저급 알킬 설페이트 음이온 또는 메탄설포네이트 음이온등의 알칸 설포네이트 음이온 또는 염소 또는 브롬 등의 할라이드이고 또, Y가 동일 탄소상의 2개의 저급 알콕시기인 경우, 음이온으로서 Z는 존재하지 않거나 또는 R2가 수소인 경우 호변이성 형은 유리염기로서 존재하며, R2'및 R3'의 치환기중 하나는 R2또는 R3의 의미를 가지며, 다른 하나는 분리 가능한 아미노보호 그룹이다.※ 참고 사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019840005881A KR840002310B1 (ko) | 1979-05-29 | 1984-09-25 | 구아니딘 화합물의 제조방법 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH4993 | 1979-05-29 | ||
| CH499379 | 1979-05-29 | ||
| CH4993/79-1 | 1979-05-29 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840005881A Division KR840002310B1 (ko) | 1979-05-29 | 1984-09-25 | 구아니딘 화합물의 제조방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830002716A true KR830002716A (ko) | 1983-05-30 |
| KR840002309B1 KR840002309B1 (ko) | 1984-12-17 |
Family
ID=4286083
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019800002130A KR840002309B1 (ko) | 1979-05-29 | 1980-05-29 | 구아니딘 화합물의 제조방법 |
| KR1019840005881A KR840002310B1 (ko) | 1979-05-29 | 1984-09-25 | 구아니딘 화합물의 제조방법 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840005881A KR840002310B1 (ko) | 1979-05-29 | 1984-09-25 | 구아니딘 화합물의 제조방법 |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4626537A (ko) |
| EP (1) | EP0020303B1 (ko) |
| JP (1) | JPS55160764A (ko) |
| KR (2) | KR840002309B1 (ko) |
| AT (1) | ATE15189T1 (ko) |
| CS (2) | CS220327B2 (ko) |
| CY (1) | CY1442A (ko) |
| DD (1) | DD151163A5 (ko) |
| DE (1) | DE3071029D1 (ko) |
| DK (1) | DK156059B (ko) |
| ES (1) | ES491926A0 (ko) |
| FI (1) | FI75154C (ko) |
| GR (1) | GR68377B (ko) |
| HK (1) | HK80788A (ko) |
| HU (1) | HU183145B (ko) |
| IL (1) | IL60161A (ko) |
| NO (1) | NO153850C (ko) |
| PL (2) | PL124028B1 (ko) |
| PT (1) | PT71313A (ko) |
| SG (1) | SG33688G (ko) |
| SU (2) | SU1222191A3 (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8312665D0 (en) * | 1983-05-09 | 1983-06-15 | Ici Plc | 4,4'-alkylenedipiperidine derivatives |
| GB8903592D0 (en) * | 1989-02-16 | 1989-04-05 | Boots Co Plc | Therapeutic agents |
| ES2132393T3 (es) * | 1993-03-23 | 1999-08-16 | Astra Ab | Derivados de guanidina utiles en terapeutica. |
| US6756389B2 (en) * | 1996-08-09 | 2004-06-29 | Cambridge Neuroscience, Inc. | Pharmaceutically active compounds and methods of use |
| US7034033B2 (en) * | 2002-05-23 | 2006-04-25 | Chiron Corporation | Substituted quinazolinone compounds |
| AU2004249120B2 (en) * | 2003-05-23 | 2008-07-24 | Glaxosmithkline | Guanidino-substituted quinazolinone compounds as MC4-R agonists |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH514584A (de) * | 1967-02-27 | 1971-10-31 | Hoffmann La Roche | Verfahren zur Herstellung von Pyrrolinverbindungen |
| DE2205744A1 (de) * | 1972-02-08 | 1973-08-09 | Thomae Gmbh Dr K | Neue durch einen guanidinylidenrest substituierte heterocyclen und verfahren zu ihrer herstellung |
| US3840524A (en) * | 1973-04-25 | 1974-10-08 | Richardson Merrell Inc | Alpha-cycloalkylbenzyl lactamimides |
| US4126611A (en) * | 1973-08-09 | 1978-11-21 | Richardson-Merrell Inc. | Substituted cycloalkyl lactamimides |
| NZ183570A (en) * | 1976-03-19 | 1979-06-08 | Mcneilab Inc | Heterocyclic guanidine derivatives, having anti-secretory and hypogliycaemic activity |
| US4211867A (en) * | 1976-03-19 | 1980-07-08 | Mcneil Laboratories, Incorporated | Nitrogen heterocyclic carboximidamide compounds |
| CS225804B2 (cs) * | 1976-03-19 | 1984-02-13 | Mcneilab Inc | Způsob výroby heterocyklických derivátů guanidinu |
-
1980
- 1980-05-12 JP JP6184880A patent/JPS55160764A/ja active Pending
- 1980-05-23 AT AT80810171T patent/ATE15189T1/de active
- 1980-05-23 EP EP80810171A patent/EP0020303B1/de not_active Expired
- 1980-05-23 DE DE8080810171T patent/DE3071029D1/de not_active Expired
- 1980-05-26 FI FI801690A patent/FI75154C/fi not_active IP Right Cessation
- 1980-05-26 IL IL60161A patent/IL60161A/xx unknown
- 1980-05-27 PL PL1980224523A patent/PL124028B1/pl unknown
- 1980-05-27 DD DD80221398A patent/DD151163A5/de unknown
- 1980-05-27 GR GR62058A patent/GR68377B/el unknown
- 1980-05-27 SU SU802928398A patent/SU1222191A3/ru active
- 1980-05-27 PL PL1980233449A patent/PL126790B1/pl unknown
- 1980-05-28 NO NO801585A patent/NO153850C/no unknown
- 1980-05-28 DK DK229480AA patent/DK156059B/da not_active Application Discontinuation
- 1980-05-28 PT PT71313A patent/PT71313A/pt unknown
- 1980-05-28 ES ES491926A patent/ES491926A0/es active Granted
- 1980-05-29 HU HU801356A patent/HU183145B/hu unknown
- 1980-05-29 CS CS803792A patent/CS220327B2/cs unknown
- 1980-05-29 KR KR1019800002130A patent/KR840002309B1/ko active
- 1980-05-29 CS CS812654A patent/CS220336B2/cs unknown
-
1981
- 1981-08-24 SU SU813324653A patent/SU1227111A3/ru active
-
1984
- 1984-09-25 KR KR1019840005881A patent/KR840002310B1/ko not_active IP Right Cessation
-
1986
- 1986-02-28 US US06/834,506 patent/US4626537A/en not_active Expired - Fee Related
-
1988
- 1988-05-27 SG SG336/88A patent/SG33688G/en unknown
- 1988-10-06 HK HK807/88A patent/HK80788A/xx unknown
-
1989
- 1989-03-10 CY CY1442A patent/CY1442A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR840002309B1 (ko) | 1984-12-17 |
| DK156059B (da) | 1989-06-19 |
| US4626537A (en) | 1986-12-02 |
| FI75154B (fi) | 1988-01-29 |
| IL60161A0 (en) | 1980-07-31 |
| DE3071029D1 (en) | 1985-10-03 |
| PL124028B1 (en) | 1982-12-31 |
| CS220336B2 (en) | 1983-03-25 |
| JPS55160764A (en) | 1980-12-13 |
| CY1442A (en) | 1989-03-10 |
| SU1227111A3 (ru) | 1986-04-23 |
| CS220327B2 (en) | 1983-03-25 |
| HU183145B (en) | 1984-04-28 |
| FI75154C (fi) | 1988-05-09 |
| NO153850C (no) | 1986-06-04 |
| FI801690A (fi) | 1980-11-30 |
| KR840002310B1 (ko) | 1984-12-17 |
| DK229480A (da) | 1980-11-30 |
| PL224523A1 (ko) | 1981-02-13 |
| NO801585L (no) | 1980-12-01 |
| ATE15189T1 (de) | 1985-09-15 |
| PL126790B1 (en) | 1983-08-31 |
| PT71313A (de) | 1980-06-01 |
| ES8103031A1 (es) | 1981-02-16 |
| NO153850B (no) | 1986-02-24 |
| SG33688G (en) | 1989-01-27 |
| IL60161A (en) | 1984-05-31 |
| ES491926A0 (es) | 1981-02-16 |
| DD151163A5 (de) | 1981-10-08 |
| GR68377B (ko) | 1981-12-28 |
| HK80788A (en) | 1988-10-14 |
| SU1222191A3 (ru) | 1986-03-30 |
| EP0020303A1 (de) | 1980-12-10 |
| EP0020303B1 (de) | 1985-08-28 |
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