GB1329590A - Amino-oxy carboxylic acid amides - Google Patents
Amino-oxy carboxylic acid amidesInfo
- Publication number
- GB1329590A GB1329590A GB6117770A GB6117770A GB1329590A GB 1329590 A GB1329590 A GB 1329590A GB 6117770 A GB6117770 A GB 6117770A GB 6117770 A GB6117770 A GB 6117770A GB 1329590 A GB1329590 A GB 1329590A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- formula
- compounds
- oxy
- reacting
- 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
- IVHKZGYFKJRXBD-UHFFFAOYSA-N amino carbamate Chemical class NOC(N)=O IVHKZGYFKJRXBD-UHFFFAOYSA-N 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 6
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 2
- 125000001589 carboacyl group Chemical group 0.000 abstract 2
- RZCFLGRUTAWUCN-UHFFFAOYSA-N (2,3,4,5,6-pentachlorophenyl) 2-(phenylmethoxycarbonylamino)acetate Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1OC(=O)CNC(=O)OCC1=CC=CC=C1 RZCFLGRUTAWUCN-UHFFFAOYSA-N 0.000 abstract 1
- HBUJURTWTSKHMN-UHFFFAOYSA-N 2-aminooxy-7-oxo-7-phenylmethoxyheptanoic acid Chemical compound NOC(C(=O)O)CCCCC(=O)OCC1=CC=CC=C1 HBUJURTWTSKHMN-UHFFFAOYSA-N 0.000 abstract 1
- WZQIHEBFGNASFQ-UHFFFAOYSA-N Cl.NOCC(=O)NC1=CC=CC=C1 Chemical compound Cl.NOCC(=O)NC1=CC=CC=C1 WZQIHEBFGNASFQ-UHFFFAOYSA-N 0.000 abstract 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical class C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- KCMRBSCAZQSFCR-UHFFFAOYSA-N benzyl N-(2-chloro-2-oxoethoxy)carbamate Chemical compound C(C1=CC=CC=C1)OC(=O)NOCC(=O)Cl KCMRBSCAZQSFCR-UHFFFAOYSA-N 0.000 abstract 1
- XWEDWSNUNPCYJY-UHFFFAOYSA-N benzyl N-[2-[(N-acetylanilino)oxyamino]-2-oxoethyl]carbamate Chemical compound C(C1=CC=CC=C1)OC(=O)NCC(=O)NON(C1=CC=CC=C1)C(C)=O XWEDWSNUNPCYJY-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/64—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups singly-bound to oxygen atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
1329590 Amino-oxy carboxylic acid amides RICHTER GEDEON VEGYESZETI GYAR RT 23 Dec 1970 [29 Dec 1969] 61177/70 Heading C2C [Also in Division A5] The invention comprises amino-oxy carboxylic acid amides of the Formula I wherein X is H or a carboxylic acyl group, R is H or an unsubstituted or substituted alkyl, aralkyl or aryl, and Z is an unsubstituted or substituted C 1-15 alkyl, cycloalkyl, aryl, aralkyl or heterocyclic radical, provided that X is not benzoyl when R is H, the pharmaceutically acceptable acid addition salts of those compounds capable of forming them, and/or the optically active isomers of such compounds containing asymmetric carbon atoms and their preparation and the preparation of compounds of the above Formula I in which X is benzoyl and R is H. The compounds are prepared by reacting compounds of the Formula II or reactive derivatives thereof, wherein A is a carboxylic acyl group, or when in the end product X is H, A is a radical capable of temporarily protecting the amino group, with amines of the formula and, if present, removing the protecting group from the resulting amides of the formula and, if desired, acylating the compounds of Formula I thus obtained in which X is H. N - (Benzyloxycarbonylglycyl)amino-oxyacetanilide is obtained by reacting amino-oxyacetanilide hydrochloride with benzyloxycarbonylglycine pentachlorophenyl ester. 2 - Benzyloxycarbonylamino-oxyacetyl chloride is made by treating the corresponding free acid with phosphorus pentachloride. 2 - Amino-oxy - 6 - benzyloxycarbonylaminohexanilide is prepared by reacting aniline with 2 - amino-oxy-6-benzyloxycarbonylhexanoic acid resulting from the hydrolysis of the corresponding dicyclohexylammonium salt.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HURI385A HU162469B (en) | 1969-12-29 | 1969-12-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1329590A true GB1329590A (en) | 1973-09-12 |
Family
ID=11000834
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB6117770A Expired GB1329590A (en) | 1969-12-29 | 1970-12-23 | Amino-oxy carboxylic acid amides |
Country Status (16)
Country | Link |
---|---|
JP (1) | JPS4928740B1 (en) |
AT (1) | AT305242B (en) |
BE (1) | BE760793A (en) |
CA (1) | CA952113A (en) |
CH (1) | CH561177A5 (en) |
DE (1) | DE2064061C3 (en) |
ES (1) | ES386847A1 (en) |
FI (1) | FI53815C (en) |
FR (1) | FR2081405B1 (en) |
GB (1) | GB1329590A (en) |
HU (1) | HU162469B (en) |
IL (1) | IL35932A (en) |
NL (1) | NL7018971A (en) |
NO (1) | NO132393C (en) |
SE (1) | SE370230B (en) |
YU (1) | YU34514B (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS52134132A (en) * | 1976-05-06 | 1977-11-10 | Hitachi Ltd | Controlling system for automatic burner |
JPS59134740U (en) * | 1983-02-23 | 1984-09-08 | 三国工業株式会社 | Combustion control safety circuit |
CA2932121A1 (en) | 2007-11-30 | 2009-06-11 | Newlink Genetics Corporation | Ido inhibitors |
JP5196448B2 (en) * | 2007-12-21 | 2013-05-15 | 独立行政法人産業技術総合研究所 | Reactive compounds containing aminooxy groups |
-
1969
- 1969-12-29 HU HURI385A patent/HU162469B/hu unknown
-
1970
- 1970-12-22 SE SE7017451A patent/SE370230B/xx unknown
- 1970-12-23 GB GB6117770A patent/GB1329590A/en not_active Expired
- 1970-12-23 BE BE760793A patent/BE760793A/en unknown
- 1970-12-26 ES ES386847A patent/ES386847A1/en not_active Expired
- 1970-12-28 NO NO4829/70A patent/NO132393C/no unknown
- 1970-12-28 FI FI3476/70A patent/FI53815C/en active
- 1970-12-28 DE DE2064061A patent/DE2064061C3/en not_active Expired
- 1970-12-29 JP JP45124602A patent/JPS4928740B1/ja active Pending
- 1970-12-29 CA CA101,590A patent/CA952113A/en not_active Expired
- 1970-12-29 YU YU3187/70A patent/YU34514B/en unknown
- 1970-12-29 IL IL35932A patent/IL35932A/en unknown
- 1970-12-29 AT AT1167970A patent/AT305242B/en not_active IP Right Cessation
- 1970-12-29 CH CH1929270A patent/CH561177A5/xx not_active IP Right Cessation
- 1970-12-29 FR FR7047039A patent/FR2081405B1/fr not_active Expired
- 1970-12-29 NL NL7018971A patent/NL7018971A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
BE760793A (en) | 1971-05-27 |
NO132393B (en) | 1975-07-28 |
HU162469B (en) | 1973-02-28 |
FI53815C (en) | 1978-08-10 |
DE2064061C3 (en) | 1974-05-22 |
FR2081405B1 (en) | 1974-07-12 |
CH561177A5 (en) | 1975-04-30 |
CA952113A (en) | 1974-07-30 |
NL7018971A (en) | 1971-07-01 |
IL35932A (en) | 1974-11-29 |
JPS4928740B1 (en) | 1974-07-29 |
AT305242B (en) | 1973-02-12 |
SE370230B (en) | 1974-10-07 |
ES386847A1 (en) | 1973-04-01 |
FR2081405A1 (en) | 1971-12-03 |
IL35932A0 (en) | 1971-02-25 |
FI53815B (en) | 1978-05-02 |
YU318770A (en) | 1979-02-28 |
DE2064061A1 (en) | 1971-07-15 |
NO132393C (en) | 1975-11-05 |
DE2064061B2 (en) | 1973-10-18 |
YU34514B (en) | 1979-09-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |