GB998368A - New heterocyclic compounds containing benzoxazole and triazine rings - Google Patents

New heterocyclic compounds containing benzoxazole and triazine rings

Info

Publication number
GB998368A
GB998368A GB25896/63A GB2589663A GB998368A GB 998368 A GB998368 A GB 998368A GB 25896/63 A GB25896/63 A GB 25896/63A GB 2589663 A GB2589663 A GB 2589663A GB 998368 A GB998368 A GB 998368A
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GB
United Kingdom
Prior art keywords
group
hydrogen atom
formula
alkyl
hydroxyalkyl
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
Application number
GB25896/63A
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.)
BASF Schweiz AG
Original Assignee
Ciba AG
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.)
Filing date
Publication date
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB998368A publication Critical patent/GB998368A/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966Triazines or their condensed derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/35Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/35Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
    • C08K5/353Five-membered rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/37Thiols
    • C08K5/378Thiols containing heterocyclic rings
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/30Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/76Photosensitive materials characterised by the base or auxiliary layers
    • G03C1/815Photosensitive materials characterised by the base or auxiliary layers characterised by means for filtering or absorbing ultraviolet light, e.g. optical bleaching
    • G03C1/8155Organic compounds therefor
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/024Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/101Condensation polymers of aldehydes or ketones and phenols, e.g. Also polyoxyalkylene ether derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066Thiocarbamic type compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/085Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/065Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds containing sulfur
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/04Groups 2 or 12
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • General Physics & Mathematics (AREA)
  • Dermatology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The invention comprises ultra-violet light screening agents of the formula <FORM:0998368/C2/1> where R1 is a hydrogen atom, a phenyl group or a saturated hydrocarbon residue with up to 12 carbon atoms, R2 is a hydrogen atom or hydroxyl group, R3 and R4 are identical or different and are a halogen atom, etherified hydroxyl or mercapto group or an amine residue of formula <FORM:0998368/C2/2> where Z1 is a hydrogen atom, alkyl or hydroxyalkyl group, Z2 is an alkyl, hydroxyalkyl or benzene group or Z1 and Z2 together with the nitrogen atom represent a saturated heterocyclic residue. The compounds are prepared by treating a trihalogeno-1,3,5-triazine with a benzoxazolyl compound of the formula <FORM:0998368/C2/3> and, if desired, one or both halogen atoms may be further substituted. The benzoxazolyl compounds may be obtained by reacting an ortho-amino phenol with an amino benzenecarboxylic acid, or alternatively an ortho-nitro phenol is reacted with a nitro benzoyl chloride followed by ring closure and reduction to the amino compound with stannous chloride and hydrochloric acid.ALSO:Ultra-violet light screening agents of the formula <FORM:0998368/C3/1> where R1 is a hydrogen atom, a phenyl group or a saturated hydrocarbon residue with up to 12 carbon atoms, R2 is a hydrogen atom or hydroxyl group, R3 and R4 are identical or different and are a halogen atom, etherified hydroxyl or mercapto group or an amine residue of formula <FORM:0998368/C3/2> where Z1 is a hydrogen atom, alkyl or hydroxyalkyl group, Z2 is an alkyl, hydroxyalkyl or benzene group or Z1 and Z2 together with the nitrogen atom represent a saturated heterocyclic residue, are used to protect polymers. Polymers exemplified are a titanium dioxide pigmented polyamide from hexamethylenediamine adipate, polyvinyl chloride, polyethylene and polypropylene. Other polymers mentioned are epoxy resins, polyester resins, vinyl resins, polystyrene resins, alkyd resins, aldehyde resins, e.g. condensates from formaldehyde with phenol, urea or melamine, emulsions of synthetic resins, copolymers of vinyl chloride and vinylidene chloride alkyd lacquers, polyamides, polyacrylonitrile and polyesters. In Example 16 a water-soluble pulverulent melamine formaldehyde resin is dissolved in a solution of the compound <FORM:0998368/C3/3> in dimethyl formamide which has been diluted with 4 parts of water.ALSO:Ultra-violet light screening agents of the formula <FORM:0998368/C4-C5/1> where R1 is a hydrogen atom, a phenyl group or a saturated hydrocarbon residue with up to 12 carbon atoms, R2 is a hydrogen atom or hydroxyl group, R3 and R4 are identical or different and are a halogen atom, etherified hydroxyl or mercapto group or an amine residue of formula <FORM:0998368/C4-C5/2> where Z1 is a hydrogen atom, alkyl or hydroxyalkyl group, Z2 is an alkyl, hydroxyalkyl or benzene group or Z1 and Z2 together with the nitrogen atom represent a saturated heterocyclic residue, are used to protect hydrophobic substances containing oils, fats or waxes, such as candles, floor polishes and stains, wood stains, furniture polishes and plain soaps.ALSO:Ultra-violet light screening agents of the formula:- <FORM:0998368/C6-C7/1> where R1 is a hydrogen atom, a phenyl group or a saturated hydrocarbon residue with up to 12 carbon atoms, R2 is a hydrogen atom or hydrocyl group, R3 and R4 are identical or different and are a halogen atom, etherified hydroxyl or mercapto group or an amine residue of formula <FORM:0998368/C6-C7/2> where Z1 is a hydrogen atom, alkyl or hydroxyalkyl group, Z2 is an alkyl, hydroxyalkyl or benzene group or Z1 and Z2 together with the nitrogen atom represent a saturated heterocyclic residue, are used to protect furs, hides and leathers.ALSO:Ultra-violet light screening agents of the formula <FORM:0998368/A5-A6/1> where R1 is a hydrogen atom, a phenyl group or a saturated hydrocarbon residue with up to 12 carbon atoms, R2 is a hydrogen atom or hydroxyl group, R3 and R4 are identical or different and are a halogen atom, etherified hydroxyl or mercapto group or an amine residue of formula <FORM:0998368/A5-A6/2> where Z1 is a hydrogen atom, alkyl or hydroxyalkyl group, Z2 is an alkyl, hydroxyalkyl or benzene group or Z1 and Z2 together with the nitrogen atom represent a saturated heterocyclic residue, are used for the protection of perfumes, dyed soaps, bath salts, skin and face creams, powders, sunburn oils and creams.ALSO:Ultra-violet light screening agents of the formula:- <FORM:0998368/D1-D2/1> where R1 is a hydrogen atom, a phenyl group or a saturated hydrocarbon residue with up to 12 carbon atoms, R2 is a hydrogen atom or hydroxyl group, R3 and R4 are identical or different and are a halogen atom, etherifield hydroxyl or mercapto group or an amine residue of formula <FORM:0998368/D1-D2/2> where Z1 is a hydrogen atom, alkyl or hydrocyalkyl group, Z2 is an alkyl, hydroxyalkyl or benzene group or Z1 and Z2 together with the nitrogen atom represent a saturated heterocyclic residue, are used for protecting textile materials, in the form of fibres, filaments, yarns, woven or knitted goods or felts. The textile material may be natural, e.g. wool, silk, cotton, hemp, flax, linen, jute or ramie, semi-synthetic, e.g. rayon, viscoses, or synthetic materials, e.g. polyacrylonitrile, polyesters, and polyamides. Other materials that may be protected are straw, wood, wood-pulp or fibrous materials consisting of densified fibres, also feathers. The compounds are also used to protect paper. They may be added to the pulp, e.g. hollander pulp during the manufacture of paper.
GB25896/63A 1962-06-28 1963-06-28 New heterocyclic compounds containing benzoxazole and triazine rings Expired GB998368A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH779562A CH439283A (en) 1962-06-28 1962-06-28 Use of heterocyclic compounds as protective agents against ultraviolet radiation

Publications (1)

Publication Number Publication Date
GB998368A true GB998368A (en) 1965-07-14

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Family Applications (1)

Application Number Title Priority Date Filing Date
GB25896/63A Expired GB998368A (en) 1962-06-28 1963-06-28 New heterocyclic compounds containing benzoxazole and triazine rings

Country Status (4)

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BE (1) BE634193A (en)
CH (1) CH439283A (en)
DE (1) DE1205970B (en)
GB (1) GB998368A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0153617A1 (en) * 1984-02-15 1985-09-04 Bayer Ag 1-[4-(Benzothia- or -oxazol-2-ylthio- or -2-yloxy) phenyl]-1,3,5-triazin-2,4,6(1H,3H,5H) triones, method for their preparation and their use in medicines
EP1027883A2 (en) * 1999-01-11 2000-08-16 3V SIGMA S.p.A Combinations of sunscreen agents with UV-A and UV-B filtering properties
FR2803194A1 (en) * 2000-01-03 2001-07-06 Oreal NEW DERIVATIVES OF S-TRIAZINE, THEIR PREPARATION PROCESS, COMPOSITIONS CONTAINING THEM AND THEIR USES
WO2009061755A1 (en) 2007-11-06 2009-05-14 Honeywell International Inc. Organic fluorescent compositions
RU2650518C2 (en) * 2016-04-01 2018-04-16 Общество с ограниченной ответственностью Фирма "ОЛБО" Colorless organic phosphors
RU2683327C1 (en) * 2018-04-05 2019-03-28 Общество с ограниченной ответственностью Фирма "ОЛБО" Colorless luminophores of phenylbenzazole series

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2674851B1 (en) * 1991-04-04 1995-02-10 Oreal S-TRIAZINIC DERIVATIVES CARRYING BENZYLIDENE CAMPHOR SUBSTITUENTS, FILTERING COSMETIC COMPOSITIONS AND THEIR USE FOR PROTECTING THE SKIN AND HAIR FROM ULTRAVIOLET RADIATION.
IT1255728B (en) * 1992-05-19 1995-11-15 Giuseppe Raspanti PHOTOPROTECTIVE ACTION DERIVATIVES OF S-TRIAZINE
CN116262730A (en) * 2021-12-14 2023-06-16 烟台京师材料基因组工程研究院 Compound containing hydroxy triarylamine and application thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1021981B (en) * 1956-12-20 1958-01-02 Hoffmann La Roche Protective agent against ultraviolet radiation
CH350763A (en) * 1958-10-14 1960-12-15 Ciba Geigy Use of azole compounds as a protective agent against ultraviolet radiation

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0153617A1 (en) * 1984-02-15 1985-09-04 Bayer Ag 1-[4-(Benzothia- or -oxazol-2-ylthio- or -2-yloxy) phenyl]-1,3,5-triazin-2,4,6(1H,3H,5H) triones, method for their preparation and their use in medicines
US4568674A (en) * 1984-02-15 1986-02-04 Bayer Aktiengesellschaft Anti-coccidal agents 1-[4-(benzothia- or -oxazol-2-ylthio- or -2-yloxy)phenyl]-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione derivatives, compositions, and method of use thereof
US4611060A (en) * 1984-02-15 1986-09-09 Bayer Aktiengesellschaft Intermediate(1,3-benzothiazol-2H-yl or 1,3-benzoxazol-2H-yl)4-oxy-or 4-thio-phenylurea derivatives
EP1027883A3 (en) * 1999-01-11 2004-01-21 3V SIGMA S.p.A Combinations of sunscreen agents with UV-A and UV-B filtering properties
EP1027883A2 (en) * 1999-01-11 2000-08-16 3V SIGMA S.p.A Combinations of sunscreen agents with UV-A and UV-B filtering properties
FR2803194A1 (en) * 2000-01-03 2001-07-06 Oreal NEW DERIVATIVES OF S-TRIAZINE, THEIR PREPARATION PROCESS, COMPOSITIONS CONTAINING THEM AND THEIR USES
WO2001049686A1 (en) * 2000-01-03 2001-07-12 L'oreal S-triazine derivatives and their use as uv filters
WO2009061755A1 (en) 2007-11-06 2009-05-14 Honeywell International Inc. Organic fluorescent compositions
EP2215184A1 (en) * 2007-11-06 2010-08-11 Honeywell International Inc. Organic fluorescent compositions
CN101910360A (en) * 2007-11-06 2010-12-08 霍尼韦尔国际公司 Organic fluorescent compositions
EP2215184A4 (en) * 2007-11-06 2011-11-02 Honeywell Int Inc Organic fluorescent compositions
CN101910360B (en) * 2007-11-06 2015-04-22 霍尼韦尔国际公司 Organic fluorescent compositions
RU2650518C2 (en) * 2016-04-01 2018-04-16 Общество с ограниченной ответственностью Фирма "ОЛБО" Colorless organic phosphors
RU2683327C1 (en) * 2018-04-05 2019-03-28 Общество с ограниченной ответственностью Фирма "ОЛБО" Colorless luminophores of phenylbenzazole series

Also Published As

Publication number Publication date
CH439283A (en) 1967-07-15
BE634193A (en)
DE1205970B (en) 1965-12-02

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