HU177578B - Process for preparing new 0-/3-amino-2-hydroxy-propyl/-amidoxime derivatives - Google Patents
Process for preparing new 0-/3-amino-2-hydroxy-propyl/-amidoxime derivatives Download PDFInfo
- Publication number
- HU177578B HU177578B HU76CI1682A HUCI001682A HU177578B HU 177578 B HU177578 B HU 177578B HU 76CI1682 A HU76CI1682 A HU 76CI1682A HU CI001682 A HUCI001682 A HU CI001682A HU 177578 B HU177578 B HU 177578B
- Authority
- HU
- Hungary
- Prior art keywords
- formula
- amidoxime
- defined above
- hydrogen
- phenyl
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- SFZULDYEOVSIKM-UHFFFAOYSA-N chembl321317 Chemical compound C1=CC(C(=N)NO)=CC=C1C1=CC=C(C=2C=CC(=CC=2)C(=N)NO)O1 SFZULDYEOVSIKM-UHFFFAOYSA-N 0.000 claims abstract description 45
- 150000001875 compounds Chemical class 0.000 claims abstract description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 23
- 150000001412 amines Chemical class 0.000 claims abstract description 22
- 239000001257 hydrogen Substances 0.000 claims abstract description 17
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 7
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 5
- 150000002367 halogens Chemical group 0.000 claims abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 29
- 150000003839 salts Chemical class 0.000 claims description 20
- -1 halogen amine Chemical group 0.000 claims description 18
- 239000011541 reaction mixture Substances 0.000 claims description 17
- 238000002360 preparation method Methods 0.000 claims description 15
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- 238000000034 method Methods 0.000 claims description 14
- 239000003960 organic solvent Substances 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
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- 239000002585 base Substances 0.000 claims description 8
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 5
- 125000006705 (C5-C7) cycloalkyl group Chemical group 0.000 claims description 3
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- 125000001624 naphthyl group Chemical group 0.000 claims description 3
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- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 3
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- 230000008020 evaporation Effects 0.000 description 7
- WJFPRBYVVFXVFB-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-n'-hydroxyethanimidamide Chemical compound COC1=CC=C(CC(N)=NO)C=C1OC WJFPRBYVVFXVFB-UHFFFAOYSA-N 0.000 description 5
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- 239000000706 filtrate Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 230000007954 hypoxia Effects 0.000 description 1
- 210000003405 ileum Anatomy 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 229940125396 insulin Drugs 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 208000030159 metabolic disease Diseases 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- TVEGBGLLZMPPOI-UHFFFAOYSA-N n'-hydroxyethanimidamide;dihydrochloride Chemical compound Cl.Cl.CC(N)=NO TVEGBGLLZMPPOI-UHFFFAOYSA-N 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- FHYUCVWDMABHHH-UHFFFAOYSA-N toluene;1,2-xylene Chemical group CC1=CC=CC=C1.CC1=CC=CC=C1C FHYUCVWDMABHHH-UHFFFAOYSA-N 0.000 description 1
- CMQCNTNASCDNGR-UHFFFAOYSA-N toluene;hydrate Chemical compound O.CC1=CC=CC=C1 CMQCNTNASCDNGR-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 208000019553 vascular disease Diseases 0.000 description 1
- 230000025033 vasoconstriction Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- 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
- C07C259/12—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 with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines
- C07C259/14—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 with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines having carbon atoms of hydroxamidine groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/04—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyrrole Compounds (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Quinoline Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Priority Applications (27)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU76CI1682A HU177578B (en) | 1976-08-27 | 1976-08-27 | Process for preparing new 0-/3-amino-2-hydroxy-propyl/-amidoxime derivatives |
AT874178A AT361457B (de) | 1976-08-27 | 1977-08-22 | Verfahren zur herstellung von neuen o-(3-amino- -2-hydroxypropyl)-amidoxim-derivaten und deren saeureadditionssalzen |
AT605477A AT355554B (de) | 1976-08-27 | 1977-08-22 | Verfahren zur herstellung von neuen o-(3-amino- 2-hydroxypropyl)-amidoxim-derivaten, deren saeureadditionssalzen und deren optisch aktiven antipoden |
SE7709482A SE435280B (sv) | 1976-08-27 | 1977-08-23 | Sett att framstella nya 0-(3-amino-2-hydroxipropyl)-amidoximderivat |
NLAANVRAGE7709276,A NL187478C (nl) | 1976-08-27 | 1977-08-23 | Werkwijze voor het bereiden van amidoximderivaten, alsmede werkwijze ter bereiding van een geneesmiddel. |
IL7752804A IL52804A (en) | 1976-08-27 | 1977-08-23 | O-(3-amino-2-hydroxy-propyl)-amidoxime derivatives,their preparation and pharmaceutical compositions containing them |
CS775551A CS204008B2 (en) | 1976-08-27 | 1977-08-24 | Process for preparing new derivatives of 0-/3-amino-2-hydroxypropyl/-amidoxime |
DD7700200719A DD132433A5 (de) | 1976-08-27 | 1977-08-24 | Verfahren zur herstellung neuer 0-(3-amino-2-hydroxypropyl)-amidoxim-derivate |
GR54222A GR63623B (en) | 1976-08-27 | 1977-08-24 | Process for the preparation of new o-/3-amino-2-hydroxyl-propyl/-amidoxime derivatives |
YU02023/77A YU202377A (en) | 1976-08-27 | 1977-08-25 | Process for obtaining o-(3-amino-2-hydroxypropyl)-amidoximes |
GB35745/77A GB1582029A (en) | 1976-08-27 | 1977-08-25 | Amidoxime derivatives |
FR7726070A FR2362845A1 (fr) | 1976-08-27 | 1977-08-26 | Nouveaux derives de o-(3-amino-2-hydroxy-propyl)-amidoxime, procede pour leur preparation et compositions pharmaceutiques les contenant |
CH1047377A CH630344A5 (en) | 1976-08-27 | 1977-08-26 | Process for the preparation of novel O-(3-amino-2-hydroxypropyl)-amidoxime derivatives. |
FI772551A FI68396C (fi) | 1976-08-27 | 1977-08-26 | Foerfarande foer framstaellning av nya terapeutiskt anvaendbara 0-(3-amino-2-hydroxi-propyl)-amidoximderivat |
PL20048077A PL106317B1 (pl) | 1976-08-27 | 1977-08-26 | Sposob wytwarzania nowych pochodnych 0-/3-amino-2-hydroksypropylo/-amidoksymu |
BE180447A BE858134A (fr) | 1976-08-27 | 1977-08-26 | Nouveaux derives de 0-(3-amino-2-hydroxy-propyl)-amidoxime, procede pour leur preparation et compositions pharmaceutiques |
CA285,529A CA1077506A (en) | 1976-08-27 | 1977-08-26 | O-(3-amino-2-hydroxy-propyl)-amidoxime derivatives, process for the preparation thereof and pharmaceutical compositions comprising the same |
PL1977206476A PL107628B1 (pl) | 1976-08-27 | 1977-08-26 | Sposob wytwarzania nowych pochodnych o-/3-amino-2-hydroksypropylo/-amidoksymu |
DE19772738589 DE2738589A1 (de) | 1976-08-27 | 1977-08-26 | Neue 0-(3-amino-2-hydroxypropyl)- amidoxim-derivate, ihr herstellungsverfahren und pharmazeutische mittel |
SU772514754A SU730296A3 (ru) | 1976-08-27 | 1977-08-26 | Способ получени производных 0-(з-амино2-оксипропил)-амидоксима или их солей |
AU28254/77A AU521432B2 (en) | 1976-08-27 | 1977-08-26 | 0-(3-amino-2-hydroxy - propyl) - amidoxine derivatives |
NO772958A NO144793C (no) | 1976-08-27 | 1977-08-26 | Analogifremgangsmaate ved fremstilling av o-(3-amino-2-hydroxypropyl)-amidoximderivater |
JP10250477A JPS5350131A (en) | 1976-08-27 | 1977-08-26 | Production of novel amidoxime derivatives and pharmaceutical composition |
DK379777A DK150196C (da) | 1976-08-27 | 1977-08-26 | Analogifremgangsmaade til fremstilling af 0-(3-amino-2-hydroxypropyl)-amidoximderivater eller farmaceutisk acceptable salte deraf |
ES77462346A ES462346A1 (es) | 1976-08-27 | 1977-09-08 | Procedimiento para preparar derivados de amidoxima. |
CS785952A CS204009B2 (cs) | 1976-08-27 | 1978-09-14 | Způsob výroby nových derivátů O-(3-amino-2-hydroxypropyl)amidoximu |
YU02377/82A YU237782A (en) | 1976-08-27 | 1982-10-22 | Process for obtaining new o-(3-amino-2-hydroxy-propyl)-amidoxime derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU76CI1682A HU177578B (en) | 1976-08-27 | 1976-08-27 | Process for preparing new 0-/3-amino-2-hydroxy-propyl/-amidoxime derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
HU177578B true HU177578B (en) | 1981-11-28 |
Family
ID=10994625
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU76CI1682A HU177578B (en) | 1976-08-27 | 1976-08-27 | Process for preparing new 0-/3-amino-2-hydroxy-propyl/-amidoxime derivatives |
Country Status (23)
Country | Link |
---|---|
JP (1) | JPS5350131A (en, 2012) |
AT (1) | AT355554B (en, 2012) |
AU (1) | AU521432B2 (en, 2012) |
BE (1) | BE858134A (en, 2012) |
CA (1) | CA1077506A (en, 2012) |
CH (1) | CH630344A5 (en, 2012) |
CS (1) | CS204008B2 (en, 2012) |
DD (1) | DD132433A5 (en, 2012) |
DE (1) | DE2738589A1 (en, 2012) |
DK (1) | DK150196C (en, 2012) |
ES (1) | ES462346A1 (en, 2012) |
FI (1) | FI68396C (en, 2012) |
FR (1) | FR2362845A1 (en, 2012) |
GB (1) | GB1582029A (en, 2012) |
GR (1) | GR63623B (en, 2012) |
HU (1) | HU177578B (en, 2012) |
IL (1) | IL52804A (en, 2012) |
NL (1) | NL187478C (en, 2012) |
NO (1) | NO144793C (en, 2012) |
PL (1) | PL107628B1 (en, 2012) |
SE (1) | SE435280B (en, 2012) |
SU (1) | SU730296A3 (en, 2012) |
YU (2) | YU202377A (en, 2012) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4849522A (en) * | 1983-11-03 | 1989-07-18 | Merrell Dow Pharmaceuticals | Novel alkoxyimino ether derivatives of 5-acyl-2(1H)-pyridinones |
ZA848428B (en) * | 1983-11-03 | 1985-06-26 | Merrell Pharma Inc | Novel alkoxyimino ether derivatives of 5-acyl-2(1h)-pyridiones |
US5212314A (en) * | 1983-11-03 | 1993-05-18 | Merrell Dow Pharmaceuticals Inc. | Alkoxyimino ether derivatives of 5-acyl-2(1H)-pyridinones |
JPH01169445A (ja) * | 1987-12-25 | 1989-07-04 | Fuji Photo Film Co Ltd | 焦点距離切換えカメラ |
HU207988B (en) * | 1988-10-20 | 1993-07-28 | Biorex Kutato Fejlesztoe Kft | Process for producing halogenides of o-/3-amino-2-hydroxy-propyl/hydroximic acid and pharmaceutical compositions containing them as active components |
HUT54347A (en) * | 1989-01-10 | 1991-02-28 | Chinoin Gyogyszer Es Vegyeszet | Improved process for producing amidoximes |
HU222994B1 (hu) | 1995-11-02 | 2004-01-28 | BIOREX Kutató és Fejlesztő Rt. | Hidroxilaminszármazékok és azok alkalmazása sejtek molekuláris chaperon-termelésének fokozására alkalmas gyógyszerkészítmények előállítására |
HUT78139A (hu) * | 1995-12-22 | 2000-11-28 | BIOREX Kutató és Fejlesztő Rt. | Készítmény, különösen a bőr öregedési folyamatainak mérséklésére |
HUP9602204D0 (en) * | 1996-08-09 | 1996-10-28 | Biorex Rt | Pharmaceutical compositions for treating diseases connected with the disfunction of the vascular endothelial cells |
WO1999058510A1 (en) | 1998-05-11 | 1999-11-18 | Takeda Chemical Industries, Ltd. | Oxyiminoalkanoic acid derivatives with hypoglycemic and hypolipidemic activity |
WO2000007580A2 (en) * | 1998-08-03 | 2000-02-17 | N-Gene Kutató Kft. | Pharmaceutical compositions against autoimmune diseases |
EP1492763A1 (en) | 2002-01-11 | 2005-01-05 | Biorex Kutato Es Fejlesztö Rt. | Carboxamidine derivatives and their use in the treatment of vascular diseases |
HUP0303584A3 (en) | 2003-10-30 | 2009-12-28 | Cytrx Corp | Use of a hydroximic acid halide derivative in the treatment of neurodegenerative diseases |
JP2024500632A (ja) | 2020-11-19 | 2024-01-10 | ゼブラ デンマーク エー/エス | アリモクロモルクエン酸塩及びその中間体の調製プロセス |
-
1976
- 1976-08-27 HU HU76CI1682A patent/HU177578B/hu unknown
-
1977
- 1977-08-22 AT AT605477A patent/AT355554B/de not_active IP Right Cessation
- 1977-08-23 NL NLAANVRAGE7709276,A patent/NL187478C/xx not_active IP Right Cessation
- 1977-08-23 IL IL7752804A patent/IL52804A/xx unknown
- 1977-08-23 SE SE7709482A patent/SE435280B/xx not_active IP Right Cessation
- 1977-08-24 DD DD7700200719A patent/DD132433A5/xx unknown
- 1977-08-24 CS CS775551A patent/CS204008B2/cs unknown
- 1977-08-24 GR GR54222A patent/GR63623B/el unknown
- 1977-08-25 GB GB35745/77A patent/GB1582029A/en not_active Expired
- 1977-08-25 YU YU02023/77A patent/YU202377A/xx unknown
- 1977-08-26 CA CA285,529A patent/CA1077506A/en not_active Expired
- 1977-08-26 JP JP10250477A patent/JPS5350131A/ja active Granted
- 1977-08-26 SU SU772514754A patent/SU730296A3/ru active
- 1977-08-26 NO NO772958A patent/NO144793C/no unknown
- 1977-08-26 DK DK379777A patent/DK150196C/da not_active IP Right Cessation
- 1977-08-26 AU AU28254/77A patent/AU521432B2/en not_active Expired
- 1977-08-26 DE DE19772738589 patent/DE2738589A1/de active Granted
- 1977-08-26 FR FR7726070A patent/FR2362845A1/fr active Granted
- 1977-08-26 FI FI772551A patent/FI68396C/fi not_active IP Right Cessation
- 1977-08-26 BE BE180447A patent/BE858134A/xx not_active IP Right Cessation
- 1977-08-26 PL PL1977206476A patent/PL107628B1/pl unknown
- 1977-08-26 CH CH1047377A patent/CH630344A5/de not_active IP Right Cessation
- 1977-09-08 ES ES77462346A patent/ES462346A1/es not_active Expired
-
1982
- 1982-10-22 YU YU02377/82A patent/YU237782A/xx unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
HU90 | Patent valid on 900628 |