GB1162257A - 3-(5-Nitro-2-Furyl) Isoxazole Derivatives and methods of preparation thereof - Google Patents
3-(5-Nitro-2-Furyl) Isoxazole Derivatives and methods of preparation thereofInfo
- Publication number
- GB1162257A GB1162257A GB41885/66A GB4188566A GB1162257A GB 1162257 A GB1162257 A GB 1162257A GB 41885/66 A GB41885/66 A GB 41885/66A GB 4188566 A GB4188566 A GB 4188566A GB 1162257 A GB1162257 A GB 1162257A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitro
- alkyl
- group
- furyl
- alkoxy
- 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
- USWYRJPZOCLAGG-UHFFFAOYSA-N 3-(5-nitrofuran-2-yl)-1,2-oxazole Chemical class O1C([N+](=O)[O-])=CC=C1C1=NOC=C1 USWYRJPZOCLAGG-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- -1 aralkanoyl Chemical group 0.000 abstract 8
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 5
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 4
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- DNADTKOFYPWSLP-UHFFFAOYSA-N 5-amino-3-(5-nitrofuran-2-yl)-1,2-oxazole-4-carbonitrile Chemical compound N#CC1=C(N)ON=C1C1=CC=C([N+]([O-])=O)O1 DNADTKOFYPWSLP-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000004442 acylamino group Chemical group 0.000 abstract 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 2
- 229940027988 antiseptic and disinfectant nitrofuran derivative Drugs 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- 125000004970 halomethyl group Chemical group 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical class NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 125000006413 ring segment Chemical group 0.000 abstract 2
- JXPDNDHCMMOJPC-UHFFFAOYSA-N 2-hydroxybutanedinitrile Chemical compound N#CC(O)CC#N JXPDNDHCMMOJPC-UHFFFAOYSA-N 0.000 abstract 1
- DUJNJLFQOODDNJ-UHFFFAOYSA-N 5-nitrofuran-2-carbonitrile Chemical compound [O-][N+](=O)C1=CC=C(C#N)O1 DUJNJLFQOODDNJ-UHFFFAOYSA-N 0.000 abstract 1
- JLUWJHHWNWJLLJ-UHFFFAOYSA-N 5-nitrofuran-2-carbonitrile oxide Chemical compound [O-][N+]#CC1=CC=C([N+]([O-])=O)O1 JLUWJHHWNWJLLJ-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- LELOWRISYMNNSU-UHFFFAOYSA-N Hydrocyanic acid Natural products N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 abstract 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 230000000842 anti-protozoal effect Effects 0.000 abstract 1
- 239000003904 antiprotozoal agent Substances 0.000 abstract 1
- 125000005129 aryl carbonyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical compound CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 abstract 1
- SZTUSSFUQKECSK-UHFFFAOYSA-N ethyl 5-amino-3-(5-nitrofuran-2-yl)-1,2-oxazole-4-carboxylate Chemical compound CCOC(=O)C1=C(N)ON=C1C1=CC=C([N+]([O-])=O)O1 SZTUSSFUQKECSK-UHFFFAOYSA-N 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 150000002545 isoxazoles Chemical class 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Chemical group 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
Classifications
-
- 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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5829465 | 1965-09-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1162257A true GB1162257A (en) | 1969-08-20 |
Family
ID=13080181
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB41885/66A Expired GB1162257A (en) | 1965-09-22 | 1966-09-20 | 3-(5-Nitro-2-Furyl) Isoxazole Derivatives and methods of preparation thereof |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1670534A1 (enrdf_load_stackoverflow) |
| FR (1) | FR6916M (enrdf_load_stackoverflow) |
| GB (1) | GB1162257A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003013517A1 (en) * | 2001-08-06 | 2003-02-20 | Pharmacia Italia S.P.A. | Aminoisoxazole derivatives active as kinase inhibitors |
| JP2015535821A (ja) * | 2012-09-25 | 2015-12-17 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 除草活性と殺菌活性を示す３−ヘテロアリール−イソオキサゾリン−５−カルボキサミド類及び３−ヘテロアリール−イソオキサゾリン−５−チオアミド類 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3711495A (en) * | 1970-01-07 | 1973-01-16 | Merck & Co Inc | Isoxazalin-3-yl-substituted-5-nitroimidazoles |
-
1966
- 1966-09-20 GB GB41885/66A patent/GB1162257A/en not_active Expired
- 1966-09-22 FR FR77261A patent/FR6916M/fr not_active Expired
- 1966-09-22 DE DE19661670534 patent/DE1670534A1/de active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003013517A1 (en) * | 2001-08-06 | 2003-02-20 | Pharmacia Italia S.P.A. | Aminoisoxazole derivatives active as kinase inhibitors |
| JP2015535821A (ja) * | 2012-09-25 | 2015-12-17 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 除草活性と殺菌活性を示す３−ヘテロアリール−イソオキサゾリン−５−カルボキサミド類及び３−ヘテロアリール−イソオキサゾリン−５−チオアミド類 |
| US10104892B2 (en) | 2012-09-25 | 2018-10-23 | Bayer Cropscience Ag | Herbicidally and fungicidally active 3-heteroaryl-isoxazoline-5-carboxamides and 3-heteroaryl-isoxazoline-5-thioamides |
Also Published As
| Publication number | Publication date |
|---|---|
| FR6916M (enrdf_load_stackoverflow) | 1969-05-05 |
| DE1670534A1 (de) | 1970-11-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |