GB1180202A - Imidazo[2,1-b]Thiazole Derivatives - Google Patents
Imidazo[2,1-b]Thiazole DerivativesInfo
- Publication number
- GB1180202A GB1180202A GB102169A GB102169A GB1180202A GB 1180202 A GB1180202 A GB 1180202A GB 102169 A GB102169 A GB 102169A GB 102169 A GB102169 A GB 102169A GB 1180202 A GB1180202 A GB 1180202A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- phenyl
- prepared
- imino
- thiazolidine
- 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
- UFBBWLWUIISIPW-UHFFFAOYSA-N imidazo[2,1-b][1,3]thiazole Chemical class C1=CSC2=NC=CN21 UFBBWLWUIISIPW-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000000543 intermediate Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 238000007363 ring formation reaction Methods 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 abstract 1
- JYMAASGIKPNKOV-UHFFFAOYSA-N 1-chloro-1-phenylpropan-2-amine Chemical compound CC(N)C(Cl)C1=CC=CC=C1 JYMAASGIKPNKOV-UHFFFAOYSA-N 0.000 abstract 1
- VINBOSJKEGSZSC-UHFFFAOYSA-N 2-(2-imino-4-methyl-5-phenyl-1,3-thiazolidin-3-yl)-1-phenylethanone hydrobromide Chemical compound Br.N=C1SC(C(N1CC(C1=CC=CC=C1)=O)C)C1=CC=CC=C1 VINBOSJKEGSZSC-UHFFFAOYSA-N 0.000 abstract 1
- VLFXOWAVNJSXSM-UHFFFAOYSA-N 2-(2-imino-5-phenyl-1,3-thiazolidin-3-yl)-1-phenylethanone hydrobromide Chemical compound Br.N=C1SC(CN1CC(C1=CC=CC=C1)=O)C1=CC=CC=C1 VLFXOWAVNJSXSM-UHFFFAOYSA-N 0.000 abstract 1
- UMZCLZPXPCNKML-UHFFFAOYSA-N 2h-imidazo[4,5-d][1,3]thiazole Chemical class C1=NC2=NCSC2=N1 UMZCLZPXPCNKML-UHFFFAOYSA-N 0.000 abstract 1
- MFFQCDCARUTDOO-UHFFFAOYSA-N 4-methyl-5-phenyl-4,5-dihydro-1,3-thiazol-2-amine Chemical compound CC1NC(=N)SC1C1=CC=CC=C1 MFFQCDCARUTDOO-UHFFFAOYSA-N 0.000 abstract 1
- DYCPPIZGEQFLOF-UHFFFAOYSA-N Br.N=C1SC(C(N1CC(C1=CC=C(C=C1)OC(C)=O)=O)C)C1=CC=CC=C1 Chemical compound Br.N=C1SC(C(N1CC(C1=CC=C(C=C1)OC(C)=O)=O)C)C1=CC=CC=C1 DYCPPIZGEQFLOF-UHFFFAOYSA-N 0.000 abstract 1
- RZHQUHAXOORPTC-UHFFFAOYSA-N N-[(1-hydroxy-1-phenylpropan-2-yl)carbamothioyl]benzamide Chemical compound C(C1=CC=CC=C1)(=O)NC(=S)NC(C(C1=CC=CC=C1)O)C RZHQUHAXOORPTC-UHFFFAOYSA-N 0.000 abstract 1
- DYWNLSQWJMTVGJ-KUSKTZOESA-N Phenylpropanolamine hydrochloride Chemical compound Cl.C[C@H](N)[C@H](O)C1=CC=CC=C1 DYWNLSQWJMTVGJ-KUSKTZOESA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003443 antiviral agent Substances 0.000 abstract 1
- CPEKAXYCDKETEN-UHFFFAOYSA-N benzoyl isothiocyanate Chemical compound S=C=NC(=O)C1=CC=CC=C1 CPEKAXYCDKETEN-UHFFFAOYSA-N 0.000 abstract 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- LIGACIXOYTUXAW-UHFFFAOYSA-N phenacyl bromide Chemical compound BrCC(=O)C1=CC=CC=C1 LIGACIXOYTUXAW-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
- C07D277/18—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR135359 | 1968-01-09 | ||
| FR177067 | 1968-12-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1180202A true GB1180202A (en) | 1970-02-04 |
Family
ID=26181714
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB102169A Expired GB1180202A (en) | 1968-01-09 | 1969-01-07 | Imidazo[2,1-b]Thiazole Derivatives |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE726629A (enrdf_load_stackoverflow) |
| BR (1) | BR6905354D0 (enrdf_load_stackoverflow) |
| CH (1) | CH501667A (enrdf_load_stackoverflow) |
| DE (1) | DE1900974C3 (enrdf_load_stackoverflow) |
| DK (1) | DK131940C (enrdf_load_stackoverflow) |
| GB (1) | GB1180202A (enrdf_load_stackoverflow) |
| NL (1) | NL164285C (enrdf_load_stackoverflow) |
| SE (1) | SE362650B (enrdf_load_stackoverflow) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4110460A (en) * | 1976-03-10 | 1978-08-29 | Metabio | 2,3-Dihydro-imidazo[2,1-b]-thiazole derivatives and applications thereof |
| US4224334A (en) * | 1976-01-19 | 1980-09-23 | Diamond Shamrock Corporation | Antiinflammatory imidazothiazoles and thiazolopyrimidines |
| US4263311A (en) * | 1976-09-27 | 1981-04-21 | Smithkline Corporation | 5,6-Phenyl-2,3-dihydroimidazo [2,1-b] thiazoles |
| US4489083A (en) * | 1981-11-25 | 1984-12-18 | Pfizer Inc. | Phenyl imidazole derivatives |
| US4719218A (en) * | 1985-12-12 | 1988-01-12 | Smithkline Beckman Corporation | Pyrrolo[1,2-a]imidazole and pyrrolo[1,2-a]pyridine derivatives and their use as 5-lipoxygenase pathway inhibitor |
| US4751310A (en) * | 1985-12-12 | 1988-06-14 | Smithkline Beckman Corporation | Inhibition of the 5-lipoxygenase pathway |
| US5002941A (en) * | 1985-12-12 | 1991-03-26 | Smithkline Beecham Corporation | Pyrrolo(1,2-a)imidazole and imidazo(1,2-a)pyridine derivatives and their use as 5-lipoxygenase pathway inhibitors |
| US5134150A (en) * | 1985-12-12 | 1992-07-28 | Smithkline Beecham Corporation | Inhibition of the 5-lipoxygenase pathway |
| US5145858A (en) * | 1985-12-12 | 1992-09-08 | Smithkline Beecham Corp. | Pyrrolo [1,2-a] imidazole and imidazo [1,2a] pyridine derivatives and their use as 5-lipoxygenase pathway inhibitors |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU77703A1 (de) * | 1977-07-07 | 1979-03-26 | Ciba Geigy Ag | Verfahren zur herstellung von bicyclischen thia-diaza-verbindungen |
| ZW24186A1 (en) * | 1985-12-12 | 1987-07-08 | Smithkline Beckman Corp | Inhibition of the 5-lipoxygenase pathway |
-
1968
- 1968-12-31 NL NL6818870A patent/NL164285C/xx active
-
1969
- 1969-01-06 BR BR20535469A patent/BR6905354D0/pt unknown
- 1969-01-07 GB GB102169A patent/GB1180202A/en not_active Expired
- 1969-01-08 CH CH16769A patent/CH501667A/fr not_active IP Right Cessation
- 1969-01-08 BE BE726629D patent/BE726629A/xx unknown
- 1969-01-08 SE SE20769A patent/SE362650B/xx unknown
- 1969-01-08 DK DK10269A patent/DK131940C/da active
- 1969-01-09 DE DE19691900974 patent/DE1900974C3/de not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4224334A (en) * | 1976-01-19 | 1980-09-23 | Diamond Shamrock Corporation | Antiinflammatory imidazothiazoles and thiazolopyrimidines |
| US4110460A (en) * | 1976-03-10 | 1978-08-29 | Metabio | 2,3-Dihydro-imidazo[2,1-b]-thiazole derivatives and applications thereof |
| US4263311A (en) * | 1976-09-27 | 1981-04-21 | Smithkline Corporation | 5,6-Phenyl-2,3-dihydroimidazo [2,1-b] thiazoles |
| US4489083A (en) * | 1981-11-25 | 1984-12-18 | Pfizer Inc. | Phenyl imidazole derivatives |
| US4719218A (en) * | 1985-12-12 | 1988-01-12 | Smithkline Beckman Corporation | Pyrrolo[1,2-a]imidazole and pyrrolo[1,2-a]pyridine derivatives and their use as 5-lipoxygenase pathway inhibitor |
| US4751310A (en) * | 1985-12-12 | 1988-06-14 | Smithkline Beckman Corporation | Inhibition of the 5-lipoxygenase pathway |
| US5002941A (en) * | 1985-12-12 | 1991-03-26 | Smithkline Beecham Corporation | Pyrrolo(1,2-a)imidazole and imidazo(1,2-a)pyridine derivatives and their use as 5-lipoxygenase pathway inhibitors |
| US5134150A (en) * | 1985-12-12 | 1992-07-28 | Smithkline Beecham Corporation | Inhibition of the 5-lipoxygenase pathway |
| US5145858A (en) * | 1985-12-12 | 1992-09-08 | Smithkline Beecham Corp. | Pyrrolo [1,2-a] imidazole and imidazo [1,2a] pyridine derivatives and their use as 5-lipoxygenase pathway inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| SE362650B (enrdf_load_stackoverflow) | 1973-12-17 |
| BR6905354D0 (pt) | 1973-02-08 |
| DK131940B (da) | 1975-09-29 |
| DE1900974A1 (de) | 1969-07-31 |
| DE1900974B2 (de) | 1978-05-03 |
| NL164285B (nl) | 1980-07-15 |
| DK131940C (da) | 1976-02-23 |
| NL164285C (nl) | 1980-12-15 |
| NL6818870A (enrdf_load_stackoverflow) | 1969-07-11 |
| DE1900974C3 (de) | 1979-01-18 |
| BE726629A (enrdf_load_stackoverflow) | 1969-07-08 |
| CH501667A (fr) | 1971-01-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |