JPS58134001A - Ｏ−フエニルヒドロキシルアミン及びその誘導体からなる植物生長調整剤 - Google Patents

Ｏ−フエニルヒドロキシルアミン及びその誘導体からなる植物生長調整剤

Info

Publication number: JPS58134001A
Authority: JP; Japan
Prior art keywords: group; hydroxylamine; compound; plant growth; photosynthesis
Prior art date: 1982-01-28
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.): Granted

Application number

JP58010042A

Other languages

English (en)

Japanese (ja)

Other versions

JPH0326161B2 (2

Inventor

シヤルル・ジヤツク・バン・アシユ

ジヤン・ジヤツク・エルブ

ピエ−ル・マリユス・カルル

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sanofi Aventis France

Original Assignee

Roussel Uclaf SA

Priority date (The priority date 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 date listed.)

1982-01-28

Filing date

1983-01-26

Publication date

1983-08-10

1983-01-26 Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA

1983-08-10 Publication of JPS58134001A publication Critical patent/JPS58134001A/ja

1991-04-10 Publication of JPH0326161B2 publication Critical patent/JPH0326161B2/ja

Status Granted legal-status Critical Current

Links

230000008635 plant growth Effects 0.000 title description 3
UOKZUTXLHRTLFH-UHFFFAOYSA-N o-phenylhydroxylamine Chemical compound NOC1=CC=CC=C1 UOKZUTXLHRTLFH-UHFFFAOYSA-N 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 39
150000003839 salts Chemical class 0.000 claims abstract description 18
238000000034 method Methods 0.000 claims abstract description 16
239000000203 mixture Substances 0.000 claims abstract description 16
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 9
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 9
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 3
229910052801 chlorine Inorganic materials 0.000 claims abstract description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 34
239000005648 plant growth regulator Substances 0.000 claims description 11
239000004480 active ingredient Substances 0.000 claims description 8
150000007522 mineralic acids Chemical class 0.000 claims description 6
150000007524 organic acids Chemical class 0.000 claims description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
239000003630 growth substance Substances 0.000 claims description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
239000003102 growth factor Substances 0.000 claims description 3
125000001309 chloro group Chemical group Cl* 0.000 claims description 2
150000003840 hydrochlorides Chemical class 0.000 claims description 2
239000002253 acid Substances 0.000 abstract description 6
239000001257 hydrogen Substances 0.000 abstract 3
229910052739 hydrogen Inorganic materials 0.000 abstract 3
235000013311 vegetables Nutrition 0.000 abstract 2
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
239000000460 chlorine Substances 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 40
238000010672 photosynthesis Methods 0.000 description 40
241000196324 Embryophyta Species 0.000 description 30
229910052760 oxygen Inorganic materials 0.000 description 20
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 19
230000000694 effects Effects 0.000 description 19
239000001301 oxygen Substances 0.000 description 19
238000012360 testing method Methods 0.000 description 17
241000209140 Triticum Species 0.000 description 14
230000029058 respiratory gaseous exchange Effects 0.000 description 14
235000021307 Triticum Nutrition 0.000 description 13
244000068988 Glycine max Species 0.000 description 12
235000010469 Glycine max Nutrition 0.000 description 12
239000000843 powder Substances 0.000 description 12
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
239000000243 solution Substances 0.000 description 8
238000009331 sowing Methods 0.000 description 8
210000003763 chloroplast Anatomy 0.000 description 7
229910052799 carbon Inorganic materials 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
235000013339 cereals Nutrition 0.000 description 5
230000002401 inhibitory effect Effects 0.000 description 5
XXFXVCXUJCOLSU-UHFFFAOYSA-N n-(4-nitrophenyl)hydroxylamine Chemical compound ONC1=CC=C([N+]([O-])=O)C=C1 XXFXVCXUJCOLSU-UHFFFAOYSA-N 0.000 description 5
230000000638 stimulation Effects 0.000 description 5
239000000725 suspension Substances 0.000 description 5
244000046052 Phaseolus vulgaris Species 0.000 description 4
235000010627 Phaseolus vulgaris Nutrition 0.000 description 4
229910002092 carbon dioxide Inorganic materials 0.000 description 4
239000007789 gas Substances 0.000 description 4
238000005259 measurement Methods 0.000 description 4
238000012545 processing Methods 0.000 description 4
231100000419 toxicity Toxicity 0.000 description 4
230000001988 toxicity Effects 0.000 description 4
230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 4
XHRCFGDFESIFRG-UHFFFAOYSA-N 2-chloro-n-ethyl-n-[(2-methylphenyl)methyl]ethanamine Chemical compound ClCCN(CC)CC1=CC=CC=C1C XHRCFGDFESIFRG-UHFFFAOYSA-N 0.000 description 3
240000003768 Solanum lycopersicum Species 0.000 description 3
230000006682 Warburg effect Effects 0.000 description 3
239000013543 active substance Substances 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
230000000887 hydrating effect Effects 0.000 description 3
230000005764 inhibitory process Effects 0.000 description 3
235000015097 nutrients Nutrition 0.000 description 3
OOHKBWPOLBTKMR-UHFFFAOYSA-N o-(4-nitrophenyl)hydroxylamine Chemical compound NOC1=CC=C([N+]([O-])=O)C=C1 OOHKBWPOLBTKMR-UHFFFAOYSA-N 0.000 description 3
210000001938 protoplast Anatomy 0.000 description 3
239000002689 soil Substances 0.000 description 3
238000005507 spraying Methods 0.000 description 3
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
230000009471 action Effects 0.000 description 2
239000001569 carbon dioxide Substances 0.000 description 2
210000004027 cell Anatomy 0.000 description 2
239000004927 clay Substances 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
230000001804 emulsifying effect Effects 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
239000011521 glass Substances 0.000 description 2
239000008187 granular material Substances 0.000 description 2
238000003306 harvesting Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
238000002347 injection Methods 0.000 description 2
230000007794 irritation Effects 0.000 description 2
239000007788 liquid Substances 0.000 description 2
210000000056 organ Anatomy 0.000 description 2
-1 oxyethylene triglyceride Chemical compound 0.000 description 2
230000008569 process Effects 0.000 description 2
239000007787 solid Substances 0.000 description 2
241000894007 species Species 0.000 description 2
239000000126 substance Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
239000008096 xylene Substances 0.000 description 2
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
241000208838 Asteraceae Species 0.000 description 1
235000007319 Avena orientalis Nutrition 0.000 description 1
244000075850 Avena orientalis Species 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
239000004215 Carbon black (E152) Substances 0.000 description 1
241000931705 Cicada Species 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
241000219146 Gossypium Species 0.000 description 1
240000005979 Hordeum vulgare Species 0.000 description 1
235000007340 Hordeum vulgare Nutrition 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 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
235000021536 Sugar beet Nutrition 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
HEAFLBOWLRRIHV-UHFFFAOYSA-N [Na].[P] Chemical compound [Na].[P] HEAFLBOWLRRIHV-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000010775 animal oil Substances 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
210000002421 cell wall Anatomy 0.000 description 1
230000008859 change Effects 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000001085 differential centrifugation Methods 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
HCFDWZZGGLSKEP-UHFFFAOYSA-N doxylamine Chemical compound C=1C=CC=NC=1C(C)(OCCN(C)C)C1=CC=CC=C1 HCFDWZZGGLSKEP-UHFFFAOYSA-N 0.000 description 1
229960005178 doxylamine Drugs 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
230000002496 gastric effect Effects 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 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
238000005286 illumination Methods 0.000 description 1
229910052500 inorganic mineral Inorganic materials 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
239000000463 material Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000002736 nonionic surfactant Substances 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
230000002351 pectolytic effect Effects 0.000 description 1
230000000243 photosynthetic effect Effects 0.000 description 1
230000004962 physiological condition Effects 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
230000002285 radioactive effect Effects 0.000 description 1
230000005070 ripening Effects 0.000 description 1
229960004029 silicic acid Drugs 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000011550 stock solution Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000004094 surface-active agent Substances 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
210000001519 tissue Anatomy 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 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)

JP58010042A 1982-01-28 1983-01-26 Ｏ−フエニルヒドロキシルアミン及びその誘導体からなる植物生長調整剤 Granted JPS58134001A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR8201321A FR2520194A1 (fr)	1982-01-28	1982-01-28	Application, comme facteur de croissance des vegetaux de la 4-nitrophenyl hydroxylamine
FR8201321		1982-01-28

Publications (2)

Publication Number	Publication Date
JPS58134001A true JPS58134001A (ja)	1983-08-10
JPH0326161B2 JPH0326161B2 (2)	1991-04-10

Family

ID=9270403

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP58010042A Granted JPS58134001A (ja)	1982-01-28	1983-01-26	Ｏ−フエニルヒドロキシルアミン及びその誘導体からなる植物生長調整剤

Country Status (17)

Country	Link
US (1)	US4472194A (2)
EP (1)	EP0085596B1 (2)
JP (1)	JPS58134001A (2)
AT (1)	ATE12335T1 (2)
AU (1)	AU562357B2 (2)
BR (1)	BR8300408A (2)
CA (1)	CA1190058A (2)
DD (1)	DD208292A5 (2)
DE (1)	DE3360080D1 (2)
DK (1)	DK158438C (2)
FR (1)	FR2520194A1 (2)
HU (1)	HU189219B (2)
OA (1)	OA07547A (2)
PL (1)	PL135139B1 (2)
SU (1)	SU1313331A3 (2)
WO (1)	WO1983002545A1 (2)
ZA (1)	ZA83142B (2)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
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
HK1077828A1 (zh) *	2002-07-11	2006-02-24	Scios Inc.	有关n-胺化的经改进的试剂
JP5583592B2 (ja)	2007-11-30	2014-09-03	ニューリンクジェネティクスコーポレイション	Ｉｄｏ阻害剤

Family Cites Families (1)

* Cited by examiner, † Cited by third party
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 DE DE8383400108T patent/DE3360080D1/de not_active Expired
- 1983-01-17 EP EP83400108A patent/EP0085596B1/fr not_active Expired
- 1983-01-17 AT AT83400108T patent/ATE12335T1/de not_active IP Right Cessation
- 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 BR BR8300408A patent/BR8300408A/pt unknown
- 1983-01-27 PL PL1983240319A patent/PL135139B1/pl unknown
- 1983-01-27 AU AU10826/83A patent/AU562357B2/en not_active Ceased
- 1983-01-27 DK DK031383A patent/DK158438C/da not_active IP Right Cessation
- 1983-01-27 CA CA000420341A patent/CA1190058A/fr not_active Expired
- 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
PL240319A1 (en)	1983-10-10
JPH0326161B2 (2)	1991-04-10
ATE12335T1 (de)	1985-04-15
US4472194A (en)	1984-09-18
AU562357B2 (en)	1987-06-11
DK158438B (da)	1990-05-21
FR2520194B1 (2)	1984-03-16
DK158438C (da)	1990-10-22
ZA83142B (en)	1984-02-29
BR8300408A (pt)	1983-11-01
HU189219B (en)	1986-06-30
AU1082683A (en)	1983-08-04
EP0085596B1 (fr)	1985-03-27
DK31383A (da)	1983-07-29
DD208292A5 (de)	1984-05-02
PL135139B1 (en)	1985-10-31
FR2520194A1 (fr)	1983-07-29
SU1313331A3 (ru)	1987-05-23
OA07547A (fr)	1985-03-31
WO1983002545A1 (fr)	1983-08-04
DE3360080D1 (en)	1985-05-02
DK31383D0 (da)	1983-01-27
CA1190058A (fr)	1985-07-09

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