GB1409768A - Hererocyclic derivatives of a guanidine - Google Patents
Hererocyclic derivatives of a guanidineInfo
- Publication number
- GB1409768A GB1409768A GB607273A GB607273A GB1409768A GB 1409768 A GB1409768 A GB 1409768A GB 607273 A GB607273 A GB 607273A GB 607273 A GB607273 A GB 607273A GB 1409768 A GB1409768 A GB 1409768A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- hydrogen
- reacting
- compounds
- prepared
- 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
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 title 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 title 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 11
- 150000001875 compounds Chemical class 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- DKYBVKMIZODYKL-UHFFFAOYSA-N 1,3-diazinane Chemical class C1CNCNC1 DKYBVKMIZODYKL-UHFFFAOYSA-N 0.000 abstract 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 2
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- FJISUHIGEMWUHA-UHFFFAOYSA-N 2-(4,5-dihydro-1h-imidazol-2-yl)guanidine Chemical class NC(=N)NC1=NCCN1 FJISUHIGEMWUHA-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- HXSWHOSGIAODPA-UHFFFAOYSA-O N#CN=[S+]C(O)=S Chemical compound N#CN=[S+]C(O)=S HXSWHOSGIAODPA-UHFFFAOYSA-O 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001351 alkyl iodides Chemical class 0.000 abstract 1
- 230000000845 anti-microbial effect Effects 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000001879 copper Chemical class 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002461 imidazolidines Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 230000003253 viricidal effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
- C07D233/52—Nitrogen atoms not forming part of a nitro radical with hetero atoms directly attached to said nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/12—Nitrogen atoms not forming part of a nitro radical
- C07D239/16—Nitrogen atoms not forming part of a nitro radical acylated on said nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2205744A DE2205744A1 (de) | 1972-02-08 | 1972-02-08 | Neue durch einen guanidinylidenrest substituierte heterocyclen und verfahren zu ihrer herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1409768A true GB1409768A (en) | 1975-10-15 |
Family
ID=5835294
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB607273A Expired GB1409768A (en) | 1972-02-08 | 1973-02-07 | Hererocyclic derivatives of a guanidine |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS4891068A (enExample) |
| AT (2) | AT324351B (enExample) |
| AU (1) | AU472170B2 (enExample) |
| BE (1) | BE795112A (enExample) |
| DE (1) | DE2205744A1 (enExample) |
| ES (2) | ES411341A1 (enExample) |
| FR (1) | FR2181714B1 (enExample) |
| GB (1) | GB1409768A (enExample) |
| NL (1) | NL7301701A (enExample) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2361366A1 (fr) * | 1976-03-19 | 1978-03-10 | Mcneilab Inc | Derives heterocycliques de la guanidine |
| US4182865A (en) * | 1978-09-18 | 1980-01-08 | Mcneil Laboratories, Inc. | Diaza-cyclic derivatives of guanidine |
| EP0011963A1 (en) * | 1978-11-29 | 1980-06-11 | Beecham Group Plc | Heterocyclic carboxamidine compounds, their preparation and pharmaceutical compositions containing them |
| US4211867A (en) | 1976-03-19 | 1980-07-08 | Mcneil Laboratories, Incorporated | Nitrogen heterocyclic carboximidamide compounds |
| EP0020303A1 (de) * | 1979-05-29 | 1980-12-10 | Ciba-Geigy Ag | Guanidine, Verfahren zur Herstellung und pharmazeutische Präparate enthaltend solche Verbindungen |
| EP0020304A1 (de) * | 1979-05-29 | 1980-12-10 | Ciba-Geigy Ag | Guanidine, Verfahren zur Herstellung, pharmazeutische Präparate enthaltend solche Verbindungen und ihre Verwendung |
| US4266062A (en) | 1978-09-18 | 1981-05-05 | Mcneilab, Inc. | (1-Methyl-2-pyridinylidene) derivatives of guanidine |
| EP0034002A3 (en) * | 1980-01-22 | 1981-09-23 | Beecham Group Plc | Carboxamidine derivatives |
| US4409216A (en) | 1979-04-20 | 1983-10-11 | Beecham Group Limited | Method of treating diabetes using oxazoline or thiazoline compounds |
| US4414211A (en) | 1978-09-18 | 1983-11-08 | Mcneilab, Inc. | Heterocyclic derivatives of guanidine |
| US8431604B2 (en) | 2004-02-19 | 2013-04-30 | Abbott Gmbh & Co. Kg | Guanidine compounds, and use thereof as binding partners for 5-HT5 receptors |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1201119A (en) * | 1978-09-18 | 1986-02-25 | Mcneilab, Inc. | Diaza-cyclic derivatives of guanidine |
| WO2018058109A1 (en) | 2016-09-26 | 2018-03-29 | Nusirt Sciences, Inc. | Compositions and methods for treating metabolic disorders |
-
1972
- 1972-02-08 DE DE2205744A patent/DE2205744A1/de active Pending
-
1973
- 1973-02-06 ES ES411341A patent/ES411341A1/es not_active Expired
- 1973-02-07 AT AT1061673A patent/AT324351B/de not_active IP Right Cessation
- 1973-02-07 JP JP48015457A patent/JPS4891068A/ja active Pending
- 1973-02-07 AT AT107173A patent/AT319268B/de not_active IP Right Cessation
- 1973-02-07 BE BE795112D patent/BE795112A/xx unknown
- 1973-02-07 AU AU51928/73A patent/AU472170B2/en not_active Expired
- 1973-02-07 NL NL7301701A patent/NL7301701A/xx unknown
- 1973-02-07 GB GB607273A patent/GB1409768A/en not_active Expired
- 1973-02-08 FR FR7304496A patent/FR2181714B1/fr not_active Expired
-
1974
- 1974-03-21 ES ES424483A patent/ES424483A1/es not_active Expired
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2361366A1 (fr) * | 1976-03-19 | 1978-03-10 | Mcneilab Inc | Derives heterocycliques de la guanidine |
| US4211867A (en) | 1976-03-19 | 1980-07-08 | Mcneil Laboratories, Incorporated | Nitrogen heterocyclic carboximidamide compounds |
| US4182865A (en) * | 1978-09-18 | 1980-01-08 | Mcneil Laboratories, Inc. | Diaza-cyclic derivatives of guanidine |
| US4266062A (en) | 1978-09-18 | 1981-05-05 | Mcneilab, Inc. | (1-Methyl-2-pyridinylidene) derivatives of guanidine |
| US4414211A (en) | 1978-09-18 | 1983-11-08 | Mcneilab, Inc. | Heterocyclic derivatives of guanidine |
| EP0011963A1 (en) * | 1978-11-29 | 1980-06-11 | Beecham Group Plc | Heterocyclic carboxamidine compounds, their preparation and pharmaceutical compositions containing them |
| US4409216A (en) | 1979-04-20 | 1983-10-11 | Beecham Group Limited | Method of treating diabetes using oxazoline or thiazoline compounds |
| EP0020303A1 (de) * | 1979-05-29 | 1980-12-10 | Ciba-Geigy Ag | Guanidine, Verfahren zur Herstellung und pharmazeutische Präparate enthaltend solche Verbindungen |
| EP0020304A1 (de) * | 1979-05-29 | 1980-12-10 | Ciba-Geigy Ag | Guanidine, Verfahren zur Herstellung, pharmazeutische Präparate enthaltend solche Verbindungen und ihre Verwendung |
| EP0034002A3 (en) * | 1980-01-22 | 1981-09-23 | Beecham Group Plc | Carboxamidine derivatives |
| US4333929A (en) | 1980-01-22 | 1982-06-08 | Beecham Group Limited | Carboxamidine derivatives and hypoglycemical use |
| US8431604B2 (en) | 2004-02-19 | 2013-04-30 | Abbott Gmbh & Co. Kg | Guanidine compounds, and use thereof as binding partners for 5-HT5 receptors |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4891068A (enExample) | 1973-11-27 |
| AU5192873A (en) | 1974-08-08 |
| NL7301701A (enExample) | 1973-08-10 |
| DE2205744A1 (de) | 1973-08-09 |
| BE795112A (fr) | 1973-08-07 |
| ES411341A1 (es) | 1976-03-16 |
| ES424483A1 (es) | 1976-06-16 |
| FR2181714A1 (enExample) | 1973-12-07 |
| AU472170B2 (en) | 1976-05-20 |
| FR2181714B1 (enExample) | 1977-07-01 |
| AT319268B (de) | 1974-12-10 |
| AT324351B (de) | 1975-08-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |