ES424514A1 - A procedure for the preparation of derivatives of the oxamic acid. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for the preparation of derivatives of the oxamic acid. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES424514A1 ES424514A1 ES424514A ES424514A ES424514A1 ES 424514 A1 ES424514 A1 ES 424514A1 ES 424514 A ES424514 A ES 424514A ES 424514 A ES424514 A ES 424514A ES 424514 A1 ES424514 A1 ES 424514A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- lower alkoxy
- chosen
- hydrogen
- amine
- 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
- SOWBFZRMHSNYGE-UHFFFAOYSA-N oxamic acid Chemical compound NC(=O)C(O)=O SOWBFZRMHSNYGE-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- -1 ethoxy, 4-pyridyl Chemical group 0.000 abstract 8
- 125000003545 alkoxy group Chemical group 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 150000002431 hydrogen Chemical class 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 abstract 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 101100134922 Gallus gallus COR5 gene Proteins 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 abstract 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/02—Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides
- C07C245/06—Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides with nitrogen atoms of azo groups bound to carbon atoms of six-membered aromatic rings
- C07C245/08—Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides with nitrogen atoms of azo groups bound to carbon atoms of six-membered aromatic rings with the two nitrogen atoms of azo groups bound to carbon atoms of six-membered aromatic rings, e.g. azobenzene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D241/20—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
-
- 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
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D277/38—Nitrogen atoms
- C07D277/44—Acylated amino or imino radicals
- C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pulmonology (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (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)
- Pyridine Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
A process for the preparation of derivatives of oxamic acid, of the formula **(See formula)** in which R is -OH, lower alkoxy or an amine radical, A is a member chosen from the group consisting of 3-pyridyl, 2-pyridyl when R is other than ethoxy, 4-pyridyl, 2-pyrazinyl and 2-pyrimidinyl, 2-cyanophenyl, 3-fluorophenyl, 4-phenylazophenyl, 4-carbamylphenyl, 2-nitro-4-trifluoromethylphenyl, 2-cyano-3-methoxyphenyl, 4-nitro-3-trifluoromethylphenyl, 5-chloro-2-sulfamoylphenyl and **(See formula)** in which R1 is a member chosen from the group consisting of hydroxyl, lower alkoxy, and amine radicals; R2 is a member chosen from the group consisting of hydrogen, lower alkoxy, halogen, and phenoxy-lower alkoxy; R3 is a member chosen from the group consisting of hydrogen, lower alkoxy, chlorine, fluorine and nitro; and R4 is a member chosen from the group consisting of hydrogen and lower alkoxy; with the proviso that one of R2, R3 and R4 is other than hydrogen, characterized by reacting by coupling an amine of the formula ANH2 with a reactive compound ZCOX, where Z represents an amine reactive group chosen from the group consisting of hydroxyl, halogens, azido, diazotate and steric active fractions; and X represents a group capable of becoming -CO2H, -CO2R5, (see formula), chosen from -CH = CHCOZ, -C (OR5) 3, -CH (COR5) 2 or -COZ, where R5 is lower alkyl, cycloalkyl or aralkyl. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34446673A | 1973-03-23 | 1973-03-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES424514A1 true ES424514A1 (en) | 1976-06-16 |
Family
ID=23350656
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES424514A Expired ES424514A1 (en) | 1973-03-23 | 1974-03-22 | A procedure for the preparation of derivatives of the oxamic acid. (Machine-translation by Google Translate, not legally binding) |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS5920664B2 (en) |
| AR (1) | AR207563A1 (en) |
| BE (1) | BE812743A (en) |
| CA (1) | CA1034118A (en) |
| CH (1) | CH612914A5 (en) |
| DE (1) | DE2413966A1 (en) |
| EG (1) | EG11281A (en) |
| ES (1) | ES424514A1 (en) |
| FI (1) | FI61688C (en) |
| FR (1) | FR2222097B1 (en) |
| NL (1) | NL7403843A (en) |
| PH (1) | PH14870A (en) |
| SE (1) | SE411898B (en) |
| ZA (1) | ZA74635B (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4011337A (en) | 1975-07-07 | 1977-03-08 | The Upjohn Company | Oxamide-oxamic compounds, compositions and methods of use |
| US4172147A (en) * | 1976-11-17 | 1979-10-23 | The Upjohn Company | 3,5-Dinitro oxanilic acid ester compounds, compositions and methods |
| US4119783A (en) * | 1977-02-18 | 1978-10-10 | The Upjohn Company | 3'Lower alkylcarbonyl oxanilic acid esters |
| NL7810634A (en) * | 1977-10-28 | 1979-05-02 | May & Baker Ltd | TETRAZOLE DERIVATIVES. |
| DE3027527A1 (en) | 1980-07-19 | 1982-02-18 | Basf Ag, 6700 Ludwigshafen | NEW OXAMID ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THERAPEUTIC AGENTS CONTAINING THEM |
| DE3027528A1 (en) * | 1980-07-19 | 1982-02-18 | Basf Ag, 6700 Ludwigshafen | BRIDGED THIAZOLYLOXAMID ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THERAPEUTIC AGENTS CONTAINING THEM |
| DE3135250A1 (en) * | 1981-09-05 | 1983-03-17 | Basf Ag, 6700 Ludwigshafen | TRICYCLIC THIAZOLYLOXAMATES, METHOD FOR THE PRODUCTION THEREOF AND THERAPEUTIC AGENTS CONTAINING THEM |
| FR2546885B1 (en) * | 1983-06-06 | 1986-02-07 | Fabre Sa Pierre | FUNCTIONALIZED ANTHRANILATE OXAMATES USEFUL AS MEDICAMENTS IN THE TREATMENT OF INFLAMMATORY DERMATOSIS |
| JPS6112268U (en) * | 1984-06-25 | 1986-01-24 | 松下電工株式会社 | printed wiring board |
| JPH072697B2 (en) * | 1985-05-24 | 1995-01-18 | 久光製薬株式会社 | Novel oxanilic acid derivative |
| WO1999046236A1 (en) * | 1998-03-12 | 1999-09-16 | Novo Nordisk A/S | Modulators of protein tyrosine phosphatases (ptpases) |
| US6225329B1 (en) | 1998-03-12 | 2001-05-01 | Novo Nordisk A/S | Modulators of protein tyrosine phosphatases (PTPases) |
| ES2395682T3 (en) | 2007-08-20 | 2013-02-14 | Symrise Ag | Oxalic acid derivatives and their use as physiological refreshing active ingredients |
-
1974
- 1974-01-01 AR AR252822A patent/AR207563A1/en active
- 1974-01-30 ZA ZA00740635A patent/ZA74635B/en unknown
- 1974-03-04 PH PH15573A patent/PH14870A/en unknown
- 1974-03-06 FI FI662/74A patent/FI61688C/en active
- 1974-03-20 EG EG86/74A patent/EG11281A/en active
- 1974-03-21 NL NL7403843A patent/NL7403843A/xx not_active Application Discontinuation
- 1974-03-22 ES ES424514A patent/ES424514A1/en not_active Expired
- 1974-03-22 SE SE7403941A patent/SE411898B/en unknown
- 1974-03-22 DE DE2413966A patent/DE2413966A1/en not_active Ceased
- 1974-03-22 BE BE142383A patent/BE812743A/en not_active IP Right Cessation
- 1974-03-22 CH CH405374A patent/CH612914A5/en not_active IP Right Cessation
- 1974-03-22 FR FR7409903A patent/FR2222097B1/fr not_active Expired
- 1974-03-22 CA CA195,729A patent/CA1034118A/en not_active Expired
- 1974-03-23 JP JP49033104A patent/JPS5920664B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2222097B1 (en) | 1978-06-30 |
| DE2413966A1 (en) | 1974-09-26 |
| ZA74635B (en) | 1975-09-24 |
| NL7403843A (en) | 1974-09-25 |
| SE411898B (en) | 1980-02-11 |
| CA1034118A (en) | 1978-07-04 |
| JPS49135929A (en) | 1974-12-27 |
| FR2222097A1 (en) | 1974-10-18 |
| EG11281A (en) | 1977-05-31 |
| BE812743A (en) | 1974-09-23 |
| JPS5920664B2 (en) | 1984-05-15 |
| FI61688C (en) | 1982-09-10 |
| AR207563A1 (en) | 1976-10-15 |
| FI61688B (en) | 1982-05-31 |
| AU6575374A (en) | 1975-08-21 |
| PH14870A (en) | 1982-01-08 |
| CH612914A5 (en) | 1979-08-31 |
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