CA1190058A - Application comme facteurs de croissance des vegetaux de l'o-phenyl hydroxylamine et de certains de ses derives - Google Patents
Application comme facteurs de croissance des vegetaux de l'o-phenyl hydroxylamine et de certains de ses derivesInfo
- Publication number
- CA1190058A CA1190058A CA000420341A CA420341A CA1190058A CA 1190058 A CA1190058 A CA 1190058A CA 000420341 A CA000420341 A CA 000420341A CA 420341 A CA420341 A CA 420341A CA 1190058 A CA1190058 A CA 1190058A
- Authority
- CA
- Canada
- Prior art keywords
- radical
- plants
- hydroxylamine
- active ingredient
- treated
- 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
- 230000008635 plant growth Effects 0.000 title claims description 11
- UOKZUTXLHRTLFH-UHFFFAOYSA-N o-phenylhydroxylamine Chemical compound NOC1=CC=CC=C1 UOKZUTXLHRTLFH-UHFFFAOYSA-N 0.000 title description 3
- 230000001105 regulatory effect Effects 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 150000003839 salts Chemical class 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 14
- 239000002253 acid Substances 0.000 claims abstract description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 12
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 4
- 235000013311 vegetables Nutrition 0.000 claims abstract description 4
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical group O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 claims description 18
- 239000004480 active ingredient Substances 0.000 claims description 14
- 150000007513 acids Chemical class 0.000 claims description 10
- -1 CF3 radical Chemical class 0.000 claims description 9
- 239000000843 powder Substances 0.000 claims description 8
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 5
- 239000011707 mineral Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 3
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 125000000129 anionic group Chemical group 0.000 claims 2
- 125000002091 cationic group Chemical group 0.000 claims 2
- 230000035943 smell Effects 0.000 claims 2
- RZCHLGFRESKFTE-UHFFFAOYSA-N 2-n-tert-butyl-6-chloro-4-n-ethyl-1,3,5-triazine-2,4-diamine;2-(phosphonomethylamino)acetic acid Chemical compound OC(=O)CNCP(O)(O)=O.CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 RZCHLGFRESKFTE-UHFFFAOYSA-N 0.000 claims 1
- 239000003093 cationic surfactant Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000002736 nonionic surfactant Substances 0.000 claims 1
- 230000035790 physiological processes and functions Effects 0.000 claims 1
- 230000012010 growth Effects 0.000 abstract description 5
- 239000000460 chlorine Substances 0.000 abstract description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 230000029553 photosynthesis Effects 0.000 description 47
- 238000010672 photosynthesis Methods 0.000 description 47
- 241000196324 Embryophyta Species 0.000 description 29
- 229910052760 oxygen Inorganic materials 0.000 description 21
- 241000209140 Triticum Species 0.000 description 20
- 235000021307 Triticum Nutrition 0.000 description 20
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 20
- 239000001301 oxygen Substances 0.000 description 20
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 18
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 18
- 230000000694 effects Effects 0.000 description 16
- 230000029058 respiratory gaseous exchange Effects 0.000 description 15
- 238000012360 testing method Methods 0.000 description 15
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 13
- 229910002092 carbon dioxide Inorganic materials 0.000 description 12
- 238000011282 treatment Methods 0.000 description 12
- 239000003102 growth factor Substances 0.000 description 11
- 235000010469 Glycine max Nutrition 0.000 description 9
- OOHKBWPOLBTKMR-UHFFFAOYSA-N o-(4-nitrophenyl)hydroxylamine Chemical compound NOC1=CC=C([N+]([O-])=O)C=C1 OOHKBWPOLBTKMR-UHFFFAOYSA-N 0.000 description 8
- 210000001938 protoplast Anatomy 0.000 description 8
- 239000004563 wettable powder Substances 0.000 description 8
- 210000003763 chloroplast Anatomy 0.000 description 7
- 244000068988 Glycine max Species 0.000 description 6
- 230000005764 inhibitory process Effects 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 230000000638 stimulation Effects 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 241000227653 Lycopersicon Species 0.000 description 4
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 238000003306 harvesting Methods 0.000 description 4
- 238000009331 sowing Methods 0.000 description 4
- 231100000419 toxicity Toxicity 0.000 description 4
- 230000001988 toxicity Effects 0.000 description 4
- 241000335053 Beta vulgaris Species 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 235000013339 cereals Nutrition 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- XXFXVCXUJCOLSU-UHFFFAOYSA-N n-(4-nitrophenyl)hydroxylamine Chemical compound ONC1=CC=C([N+]([O-])=O)C=C1 XXFXVCXUJCOLSU-UHFFFAOYSA-N 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000016068 Berberis vulgaris Nutrition 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000004495 emulsifiable concentrate Substances 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000003840 hydrochlorides Chemical class 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 230000003340 mental effect Effects 0.000 description 2
- 125000006501 nitrophenyl group Chemical group 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- HSWPRGXFWCEPCF-UHFFFAOYSA-N o-(4-chlorophenyl)hydroxylamine Chemical compound NOC1=CC=C(Cl)C=C1 HSWPRGXFWCEPCF-UHFFFAOYSA-N 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 235000021533 Beta vulgaris Nutrition 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- PWNAWOCHVWERAR-UHFFFAOYSA-N Flumetralin Chemical compound [O-][N+](=O)C=1C=C(C(F)(F)F)C=C([N+]([O-])=O)C=1N(CC)CC1=C(F)C=CC=C1Cl PWNAWOCHVWERAR-UHFFFAOYSA-N 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 241000258241 Mantis Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000751066 Monotropastrum Species 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 208000037656 Respiratory Sounds Diseases 0.000 description 1
- 235000004789 Rosa xanthina Nutrition 0.000 description 1
- 241000220222 Rosaceae Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 230000006682 Warburg effect Effects 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- DQPBABKTKYNPMH-UHFFFAOYSA-N amino hydrogen sulfate Chemical compound NOS(O)(=O)=O DQPBABKTKYNPMH-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 229930002875 chlorophyll Natural products 0.000 description 1
- 235000019804 chlorophyll Nutrition 0.000 description 1
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- LRCFXGAMWKDGLA-UHFFFAOYSA-N dioxosilane;hydrate Chemical compound O.O=[Si]=O LRCFXGAMWKDGLA-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000012053 enzymatic serum creatinine assay Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000002803 maceration Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000010338 mechanical breakdown Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- VVHWLFNAYRLPBL-UHFFFAOYSA-N o-(4-chlorophenyl)hydroxylamine;hydrochloride Chemical compound Cl.NOC1=CC=C(Cl)C=C1 VVHWLFNAYRLPBL-UHFFFAOYSA-N 0.000 description 1
- DBTXKJJSFWZJNS-UHFFFAOYSA-N o-phenylhydroxylamine;hydrochloride Chemical compound Cl.NOC1=CC=CC=C1 DBTXKJJSFWZJNS-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 230000002351 pectolytic effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 210000002706 plastid Anatomy 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 206010037833 rales Diseases 0.000 description 1
- 230000008117 seed development Effects 0.000 description 1
- 230000009758 senescence Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229960004029 silicic acid Drugs 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds only one oxygen atom attached to the nitrogen atom
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Breeding Of Plants And Reproduction By Means Of Culturing (AREA)
- Seasonings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR82-01321 | 1982-01-28 | ||
| FR8201321A FR2520194A1 (fr) | 1982-01-28 | 1982-01-28 | Application, comme facteur de croissance des vegetaux de la 4-nitrophenyl hydroxylamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1190058A true CA1190058A (fr) | 1985-07-09 |
Family
ID=9270403
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000420341A Expired CA1190058A (fr) | 1982-01-28 | 1983-01-27 | Application comme facteurs de croissance des vegetaux de l'o-phenyl hydroxylamine et de certains de ses derives |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4472194A (cg-RX-API-DMAC7.html) |
| EP (1) | EP0085596B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JPS58134001A (cg-RX-API-DMAC7.html) |
| AT (1) | ATE12335T1 (cg-RX-API-DMAC7.html) |
| AU (1) | AU562357B2 (cg-RX-API-DMAC7.html) |
| BR (1) | BR8300408A (cg-RX-API-DMAC7.html) |
| CA (1) | CA1190058A (cg-RX-API-DMAC7.html) |
| DD (1) | DD208292A5 (cg-RX-API-DMAC7.html) |
| DE (1) | DE3360080D1 (cg-RX-API-DMAC7.html) |
| DK (1) | DK158438C (cg-RX-API-DMAC7.html) |
| FR (1) | FR2520194A1 (cg-RX-API-DMAC7.html) |
| HU (1) | HU189219B (cg-RX-API-DMAC7.html) |
| OA (1) | OA07547A (cg-RX-API-DMAC7.html) |
| PL (1) | PL135139B1 (cg-RX-API-DMAC7.html) |
| SU (1) | SU1313331A3 (cg-RX-API-DMAC7.html) |
| WO (1) | WO1983002545A1 (cg-RX-API-DMAC7.html) |
| ZA (1) | ZA83142B (cg-RX-API-DMAC7.html) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2541282B1 (fr) * | 1983-02-23 | 1985-10-11 | Roussel Uclaf | Nouveaux derives de l'hydroxylamine, leur procede de preparation et leur application comme facteurs de croissance des vegetaux |
| GB8515132D0 (en) * | 1985-06-14 | 1985-07-17 | British Nuclear Fuels Plc | Measuring photosynthetic activities of plants |
| SK3695A3 (en) * | 1993-04-13 | 1995-07-11 | Ciba Geigy Ag | Ornithine decarboxylase inhibiting cyclic aminooxy compounds |
| WO2004007462A1 (en) * | 2002-07-11 | 2004-01-22 | Scios Inc. | Improved reagents for n-amination |
| EP2227233B1 (en) | 2007-11-30 | 2013-02-13 | Newlink Genetics | Ido inhibitors |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3686237A (en) * | 1969-12-04 | 1972-08-22 | Ortho Pharma Corp | O-(nitroaryl)oximes of 3-keto steroids |
-
1982
- 1982-01-28 FR FR8201321A patent/FR2520194A1/fr active Granted
-
1983
- 1983-01-10 ZA ZA83142A patent/ZA83142B/xx unknown
- 1983-01-17 AT AT83400108T patent/ATE12335T1/de not_active IP Right Cessation
- 1983-01-17 DE DE8383400108T patent/DE3360080D1/de not_active Expired
- 1983-01-17 EP EP83400108A patent/EP0085596B1/fr not_active Expired
- 1983-01-26 JP JP58010042A patent/JPS58134001A/ja active Granted
- 1983-01-26 WO PCT/FR1983/000019 patent/WO1983002545A1/fr not_active Ceased
- 1983-01-26 DD DD83247476A patent/DD208292A5/de not_active IP Right Cessation
- 1983-01-27 PL PL1983240319A patent/PL135139B1/pl unknown
- 1983-01-27 DK DK031383A patent/DK158438C/da not_active IP Right Cessation
- 1983-01-27 BR BR8300408A patent/BR8300408A/pt unknown
- 1983-01-27 CA CA000420341A patent/CA1190058A/fr not_active Expired
- 1983-01-27 AU AU10826/83A patent/AU562357B2/en not_active Ceased
- 1983-01-27 SU SU833546752A patent/SU1313331A3/ru active
- 1983-01-28 HU HU83293A patent/HU189219B/hu not_active IP Right Cessation
- 1983-01-28 US US06/462,084 patent/US4472194A/en not_active Expired - Fee Related
- 1983-09-26 OA OA58117A patent/OA07547A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0085596A1 (fr) | 1983-08-10 |
| ZA83142B (en) | 1984-02-29 |
| DK31383D0 (da) | 1983-01-27 |
| DK158438C (da) | 1990-10-22 |
| SU1313331A3 (ru) | 1987-05-23 |
| DK158438B (da) | 1990-05-21 |
| DD208292A5 (de) | 1984-05-02 |
| FR2520194B1 (cg-RX-API-DMAC7.html) | 1984-03-16 |
| JPS58134001A (ja) | 1983-08-10 |
| OA07547A (fr) | 1985-03-31 |
| US4472194A (en) | 1984-09-18 |
| DE3360080D1 (en) | 1985-05-02 |
| AU1082683A (en) | 1983-08-04 |
| FR2520194A1 (fr) | 1983-07-29 |
| EP0085596B1 (fr) | 1985-03-27 |
| WO1983002545A1 (fr) | 1983-08-04 |
| AU562357B2 (en) | 1987-06-11 |
| ATE12335T1 (de) | 1985-04-15 |
| JPH0326161B2 (cg-RX-API-DMAC7.html) | 1991-04-10 |
| PL240319A1 (en) | 1983-10-10 |
| DK31383A (da) | 1983-07-29 |
| HU189219B (en) | 1986-06-30 |
| BR8300408A (pt) | 1983-11-01 |
| PL135139B1 (en) | 1985-10-31 |
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