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Oxazines information


The 8 isomers of oxazine[1]

Oxazines are heterocyclic organic compounds containing one oxygen and one nitrogen atom in a cyclohexa-1,4-diene ring (a doubly unsaturated six-membered ring). Isomers exist depending on the relative position of the heteroatoms and relative position of the double bonds.

By extension, the derivatives are also referred to as oxazines; examples include ifosfamide and morpholine (tetrahydro-1,4-oxazine). A commercially available dihydro-1,3-oxazine is a reagent in the Meyers synthesis of aldehydes. Fluorescent dyes such as Nile red and Nile blue are based on the aromatic compound benzophenoxazine. Cinnabarine and cinnabaric acid are two naturally occurring dioxazines, being derived from biodegradation of tryptophan.[2]

  1. ^ Eicher T, Hauptmann S, Speicher A (March 2013). The Chemistry of Heterocycles: Structures, Reactions, Synthesis, and Applications (3rd ed.). Wiley Inc. p. 442. ISBN 978-3-527-66987-5. OCLC 836864122.
  2. ^ Stone TW, Stoy N, Darlington LG (February 2013). "An expanding range of targets for kynurenine metabolites of tryptophan" (PDF). Trends in Pharmacological Sciences. 34 (2): 136–43. doi:10.1016/j.tips.2012.09.006. PMID 23123095.

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Oxazines

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referred to as oxazines; examples include ifosfamide and morpholine (tetrahydro-1,4-oxazine). A commercially available dihydro-1,3-oxazine is a reagent...

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Appel reaction

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Krolikiewicz, Konrad (January 1993). "A simple synthesis of Δ2-oxazines, Δ2-oxazines, Δ2-thiazolines and 2-substituted benzoxazoles". Tetrahedron. 49...

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Morpholine

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Diethylenimide oxide 1,4-Oxazinane Tetrahydro-1,4-oxazine Diethylene imidoxide Diethylene oximide Tetrahydro-p-oxazine Identifiers CAS Number 110-91-8 Y 3D model...

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New methylene blue

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K.; Williams, Jean A. "Antimalarial dyes revisited: xanthenes, azines, oxazines, and thiazine" Antimicrobial Agents and Chemotherapy (1995), 39(12), 2671–7...

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Photochromic lens

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Plastic photochromic lenses use organic photochromic molecules (for example oxazines and naphthopyrans) to achieve the reversible darkening effect. These lenses...

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Meyers synthesis

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and the resulting oxazine (a hemiaminal) hydrolyzed with water and oxalic acid to the aldehyde. Aldehydes from dihydro-1,3-oxazines. I. Synthesis of aliphatic...

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Aldehyde

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primary geminal dihalides to yield aldehydes. Meyers synthesis Oxazines Hemiaminal oxazine hydrolysis with water and oxalic acid to yield an aldehyde. Hofmann...

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Photochromism

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stilbenes, azastilbenes, nitrones, fulgides, spiropyrans, naphthopyrans, spiro-oxazines, quinones and others. One of the oldest, and perhaps the most studied,...

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Benzoxazine

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ring fused to an oxazine ring. The different isomers depend on the relative positions of the oxygen and nitrogen atoms in the oxazine ring, on the location...

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Colour Index International

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Category:Indophenol dyes Azine 50000–50999 Category:Azin dyes Oxazine 51000–51999 Category:Oxazine dyes Thiazine 52000–52999 Category:Thiazine dyes Sulfur 53000–54999...

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Flumexadol

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Moleyre J, Simond J, Bondivenne R, Labrid C (1976). "Tetrahydro-1, 4-Oxazines. I. New Synthesis Method and a Study of Their Interaction With Tryptaminergic...

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Oxazoline

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Helmut; Krolikiewicz, Konrad (1993). "A simple synthesis of Δ2-oxazines, Δ2-oxazines, Δ2-thiazolines and 2-substituted benzoxazoles". Tetrahedron. 49...

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List of dyes

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50245 safranin 6373-22-4 Meldola blue Phenylene blue Basic blue 6 51175 oxazine 966-62-1 Metacresol purple m-cresolsulfonphthalein triarylmethane 2303-01-7...

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Aminorex

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2011.03.039. PMID 21531521. US 3115494, "2-amino-5, 6-dihydro-4ii-1, 3-oxazines and a process for their preparation"  Weigle DS (June 2003). "Pharmacological...

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Viloxazine

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Madinaveitia J, et al. (July 1972). "2-(2-ethoxyphenoxymethyl)tetrahydro-1,4-oxazine hydrochloride, a potential psychotropic agent". Nature. 238 (5360): 157–158...

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Heterocyclic compound

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Unsaturated Nitrogen / nitrogen Diazinane Diazine Oxygen / nitrogen Morpholine Oxazine Sulfur / nitrogen Thiomorpholine Thiazine Oxygen / Sulfur Oxathiane Oxathiin...

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Phenmetrazine

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Boehringer Sohn  Thomä O, Wick H (1954). "Über einige Tetrahydro-1,4-oxazine mit sympathicomimetischen Eigenschaften". Arch. Exp. Pathol. Pharmakol...

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Imine

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Meyers (1988). "Aldehydes from 2-Benzyl-4,4,6-trimethyl-5,6-dihydro-1,3(4H)-oxazine: 1-Phenylcyclopentanecarboxaldehyde". Organic Syntheses; Collected Volumes...

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Fluorophore

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Orange Pyrene derivatives: cascade blue, etc. Oxazine derivatives: Nile red, Nile blue, cresyl violet, oxazine 170, etc. Acridine derivatives: proflavin,...

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Dolutegravir

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8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b] [1,3]oxazine-9-carboxamide CAS Number 1051375-16-6 N PubChem CID 54726191 IUPHAR/BPS...

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Leuco dye

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(Leucoindigo) Indigo The spiro form of an oxazine is a colorless leuco dye; the conjugated system of the oxazine and another aromatic part of the molecule...

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Bromatometry

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analysis of organoarsenicals. Rao, N. Venkateswara; Rao, K. Mohana (1980). "Oxazine Dyes as Indicators in Bromatometry" (PDF). Proceedings of the Indian National...

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Orcein

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Orcein, also archil, orchil, lacmus and C.I. Natural Red 28, are names for dyes extracted from several species of lichen, commonly known as "orchella weeds"...

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Nile red

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Nile red (also known as Nile blue oxazone) is a lipophilic stain. Nile red stains intracellular lipid droplets yellow. In most polar solvents, Nile red...

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Ofloxacin

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Mitsuhashi S (October 1982). "In vitro and in vivo activity of DL-8280, a new oxazine derivative". Antimicrobial Agents and Chemotherapy. 22 (4): 548–553. doi:10...

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