CH614954A5 - Process for the preparation of substituted alpha-aminooxycarboxylic acid hydrazide derivatives and their acid addition salts - Google Patents
Process for the preparation of substituted alpha-aminooxycarboxylic acid hydrazide derivatives and their acid addition saltsInfo
- Publication number
- CH614954A5 CH614954A5 CH1154777A CH1154777A CH614954A5 CH 614954 A5 CH614954 A5 CH 614954A5 CH 1154777 A CH1154777 A CH 1154777A CH 1154777 A CH1154777 A CH 1154777A CH 614954 A5 CH614954 A5 CH 614954A5
- Authority
- CH
- Switzerland
- Prior art keywords
- radical
- substituted
- acid
- carbon atoms
- aminooxycarboxylic
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 5
- 150000003839 salts Chemical class 0.000 title 1
- -1 alkyl radicals Chemical class 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 abstract 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002429 hydrazines Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 abstract 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000000814 tuberculostatic agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- A61P31/06—Antibacterial agents for tuberculosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom 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
- C07D307/70—Nitro radicals
- C07D307/71—Nitro radicals attached in position 5
- C07D307/72—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2
- C07D307/73—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by amino or imino, or substituted amino or imino radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Substituted alpha -aminooxycarboxylic acid hydrazide derivatives of the general formula I <IMAGE> are obtained by reaction of the corresponding acid or acid ester with hydrazine derivatives. In the formula, X denotes a cycloalkylidene radical or an alkoxycarbonyl-substituted azacycloalkylidene radical having 5-6 carbon atoms or a methylene radical which may be substituted by one or more alkyl radicals having 1 to 5 carbon atoms and/or a phenyl radical which is optionally substituted by 1 or more halogens or nitro groups or a furyl radical which is optionally substituted by a nitro group, R denotes hydrogen, a benzyl radical or an alkyl radical having 1 to 5 carbon atoms which is optionally substituted by a methylthio radical and Z denotes hydrogen or an acyl radical derived from a pyridinecarboxylic acid. The substances are tuberculostatic agents. The compounds which are substituted in the hydrazide group by isonicotinoyl or 5-nitrofurfurylidene are particularly active.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HURI530A HU167365B (en) | 1973-11-29 | 1973-11-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH614954A5 true CH614954A5 (en) | 1979-12-28 |
Family
ID=11000941
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1549474A CH612926A5 (en) | 1973-11-29 | 1974-11-21 | Process for the preparation of substituted alpha-aminooxy-carbohydrazide derivatives and their acid addition salts |
| CH1154777A CH614954A5 (en) | 1973-11-29 | 1974-11-21 | Process for the preparation of substituted alpha-aminooxycarboxylic acid hydrazide derivatives and their acid addition salts |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1549474A CH612926A5 (en) | 1973-11-29 | 1974-11-21 | Process for the preparation of substituted alpha-aminooxy-carbohydrazide derivatives and their acid addition salts |
Country Status (13)
| Country | Link |
|---|---|
| JP (2) | JPS5951537B2 (en) |
| AT (1) | AT340920B (en) |
| BE (1) | BE822767A (en) |
| CA (1) | CA1018171A (en) |
| CH (2) | CH612926A5 (en) |
| CS (1) | CS199568B2 (en) |
| DD (1) | DD118874A5 (en) |
| DE (1) | DE2455353C3 (en) |
| FR (1) | FR2252845B1 (en) |
| GB (1) | GB1446980A (en) |
| HU (1) | HU167365B (en) |
| NL (1) | NL7415589A (en) |
| SU (2) | SU574146A3 (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE52765T1 (en) * | 1984-10-18 | 1990-06-15 | Shell Int Research | ALPHA AMINOOXY C4 ALKANOIC ACIDS AND ESTERS. |
| US5002605A (en) * | 1988-12-21 | 1991-03-26 | Ici Americas Inc. | Alkylidine aminooxyamide compounds useful in controlling undesirable vegetation |
| BRPI0509282A (en) | 2004-03-30 | 2007-09-18 | Univ California | cftr inhibitor hydrazide containing compounds and their uses |
| US8552067B2 (en) | 2006-12-22 | 2013-10-08 | The Regents Of The University Of California | Macromolecular conjugates of cystic fibrosis transmembrane conductance regulator protein inhibitors and uses therefor |
| EP2142498A2 (en) | 2007-04-02 | 2010-01-13 | Institute for Oneworld Health | Cftr inhibitor compounds and uses thereof |
| JP5380435B2 (en) * | 2007-05-31 | 2014-01-08 | ユーロ−セルティーク ソシエテ アノニム | Amide compounds and uses thereof |
| EP2164325B1 (en) | 2007-05-31 | 2013-04-24 | Shionogi&Co., Ltd. | Oxyimino compounds and the use thereof |
| EP2278879B1 (en) | 2008-04-21 | 2016-06-15 | PATH Drug Solutions | Compounds, compositions and methods comprising oxadiazole derivatives |
| US8236838B2 (en) | 2008-04-21 | 2012-08-07 | Institute For Oneworld Health | Compounds, compositions and methods comprising isoxazole derivatives |
| WO2009151152A1 (en) | 2008-06-11 | 2009-12-17 | Shionogi & Co., Ltd. | Oxycarbamoyl compounds and the use thereof |
| US8343976B2 (en) | 2009-04-20 | 2013-01-01 | Institute For Oneworld Health | Compounds, compositions and methods comprising pyrazole derivatives |
| CN102276593B (en) * | 2011-07-01 | 2013-10-30 | 华东师范大学 | Heterocyclic ketene hydrazone compound and preparation method as well as tubercle bacillus resistant application |
| WO2014201446A2 (en) * | 2013-06-14 | 2014-12-18 | Hellmich Mark | Use of hydrogen sulfide synthesis inhibitors for the therapy of colorectal cancers |
-
1973
- 1973-11-29 HU HURI530A patent/HU167365B/hu unknown
-
1974
- 1974-11-20 GB GB5027274A patent/GB1446980A/en not_active Expired
- 1974-11-21 CH CH1549474A patent/CH612926A5/en not_active IP Right Cessation
- 1974-11-21 CH CH1154777A patent/CH614954A5/en not_active IP Right Cessation
- 1974-11-22 DE DE2455353A patent/DE2455353C3/en not_active Expired
- 1974-11-25 AT AT940574A patent/AT340920B/en not_active IP Right Cessation
- 1974-11-26 CS CS748076A patent/CS199568B2/en unknown
- 1974-11-27 DD DD182612A patent/DD118874A5/xx unknown
- 1974-11-28 SU SU7402082854A patent/SU574146A3/en active
- 1974-11-29 CA CA214,911A patent/CA1018171A/en not_active Expired
- 1974-11-29 JP JP49136382A patent/JPS5951537B2/en not_active Expired
- 1974-11-29 FR FR7439299A patent/FR2252845B1/fr not_active Expired
- 1974-11-29 NL NL7415589A patent/NL7415589A/en not_active Application Discontinuation
- 1974-11-29 BE BE150997A patent/BE822767A/en not_active IP Right Cessation
-
1976
- 1976-06-21 SU SU762373709A patent/SU608472A3/en active
-
1982
- 1982-04-01 JP JP57052368A patent/JPS5953264B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE822767A (en) | 1975-03-14 |
| SU608472A3 (en) | 1978-05-25 |
| HU167365B (en) | 1975-09-27 |
| SU574146A3 (en) | 1977-09-25 |
| FR2252845A1 (en) | 1975-06-27 |
| JPS5084523A (en) | 1975-07-08 |
| DE2455353B2 (en) | 1978-12-07 |
| CH612926A5 (en) | 1979-08-31 |
| DE2455353A1 (en) | 1975-06-05 |
| DE2455353C3 (en) | 1979-08-09 |
| JPS5953264B2 (en) | 1984-12-24 |
| NL7415589A (en) | 1975-06-02 |
| DD118874A5 (en) | 1976-03-20 |
| GB1446980A (en) | 1976-08-18 |
| AT340920B (en) | 1978-01-10 |
| JPS57192365A (en) | 1982-11-26 |
| ATA940574A (en) | 1977-05-15 |
| JPS5951537B2 (en) | 1984-12-14 |
| FR2252845B1 (en) | 1978-07-21 |
| CA1018171A (en) | 1977-09-27 |
| CS199568B2 (en) | 1980-07-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |