ライフサイエンスコーパス: oxazine

1 poly(2-oxazine)s, especially poly(2-methyl-2-oxazine).

2 ruct substituted 3,4-dihydro-2H-benzo[b][1,4]oxazine.

3 nexpected intermolecular displacement of the oxazine.

4 of enantiopure 3,4-dihydrospiro[benzo[b][1,4]oxazine-2,3'-oxindole] with excellent enantiopurity (ee

5 sis of NH-free 3,4-dihydrospiro[benzo[b][1,4]oxazine-2,3'-xindole] retaining the optical activity.

6 -(3-(trifluoromethyl)phenyl)-2H-benzo[e][1,3]oxazine-2,4(3H)-dione (Cf-02) (a) reduced serum levels o

7 salicylanilides and 3-phenyl-2H-benzo[e][1,3]oxazine-2,4(3H)-dione derivatives as potential antiosteo

8 salicylanilides and 3-phenyl-2H-benzo[e][1,3]oxazine-2,4(3H)-diones could be potential lead compounds

9 providing access to diastereomerically pure oxazine-2-carboxylic acids which were readily converted

10 enzyloxy-5,6-diphenyl-2,3,5,6-tetrahydro-4 H-oxazine-2-one (10) was synthesized from ethyl [1,2-(13)C

11 l-substituted 6-aryl-1,4-dihydrobenzo[d][1,3]oxazine-2-thiones, analogues of Tanaproget.

12 lysis has an unusual 3H-benzo[d]pyrrolo][1,3]oxazine-3,5-dione core.

13 ornow reaction-5-hydroxy-6-oxo-4-aryl-6H-1,2-oxazine-3-carboxylates.

14 nation to generate the corresponding all-syn oxazine 4 with excellent diastereoselectivity.

15 esponding 2-oxo-1,2-dihydrospirobenzo[d][1,3]oxazine-4,3'-piperidine series of spirocycles (e.g., 42)

16 ss to the 2-oxo-1,2-dihydrospirobenzo[d][1,3]oxazine-4,3'-pyrrolidines (III), the method is applicabl

17 bstituted 2-oxo-1,2-dihydrospirobenzo[d][1,3]oxazine-4,3'-pyrrolidines), and VI (2-(4,5-dihydro-1H-py

18 -chloro-2-(3-chloroanilino)pyrano[3,4-e][1,3]oxazine-4,5-dione.

19 that the N-oxide (7, 9, 11, 13, 15) and 1,2-oxazine (6, 8, 10, 12, 14) structures possessed similar

20 Oxazine-6-one and 4-pyrimidinol are two important framew

21 for the syntheses of variably functionalized oxazine-6-ones and 4-pyrimidinols employing acetonitrile

22 everal classes of compounds such as pyrazolo-oxazines 7, pyrazolo-benzooxazines 9, pyrazolo-oxazoles

23 e 6 H,8 H -3, 4-dihydropyrimido[4,5- c ][1,2]oxazine-7-one (Q6) base at 3'-ends were used in three cy

24 ctivity, suppressing the common byproduct of oxazine 8.

25 The CF3 substituted oxazine 89, a potent and highly brain penetrant BACE1 in

26 e 7, bisthiazoline 8, and 5,6-dihydro-4H-1,3-oxazines 9 or 10 have also been prepared in 82-96% yield

27 particularly fast for the methyl-substituted oxazine and can be exploited to detect micromolar concen

28 the formation of the corresponding bicyclic oxazine and five-membered cyclic nitrone, respectively.

29 ation of a bromo-substituted 4H-benzo[d][1,3]oxazine and its post-functionalization by palladium-cata

30 the high-yielding preparation of widely used oxazine and xanthene fluorophores from a common diaryl e

31 so be used for the synthesis of fused pyrido-oxazines and for the synthesis of 2,3,4,5-tetrasubstitut

32 7 fully restored sensitivity to nitroimidazo-oxazines and restored the ability of Mtb to metabolize P

33 ed that resistance to PA-824 (a nitroimidazo-oxazine) and CGI-17341 (a nitroimidazo-oxazole) is most

34 A wide range of functionalized oxazines are obtained by this straightforward method in

35 1,4-Oxazines are presented, which show good in vitro inhibit

36 ss to dipolar intermediates, 3,6-dihydro-1,2-oxazines are produced in high yields by dirhodium(II) ca

37 Functionalized 4-aryl-4H-benzo[d][1,3]oxazines are synthesized under transition-metal-free con

38 ha-enaminone synthones yields an assembly of oxazines, azaspirones, quinolinones, and quinolinols in

39 entification of lead compound 6, 5-amino-1,4-oxazine BACE1 inhibitors were optimized in order to impr

40 -theoretical investigation has revealed that oxazine-based compounds are multiaddressable, multistate

41 allowed for the synthesis of tetrahydro-1,2-oxazines bearing alkyl, aryl, and heteroaromatic substit

42 mily of 3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazines bearing different pattern substitutions in the

43 With respect to acceptor groups, oxazines bearing donor groups are characterized not only

44 proach for the silver-catalyzed synthesis of oxazine/benzoxazine-fused isoquinolines 5a-q and naphthy

45 ese results provide the first example of 1,3-oxazine biosynthesis catalyzed by an unprecedented iron-

46 xtended to include the formation of a simple oxazine, but extrapolation to the formation of an oxazep

47 ituted 2-nitro-5,6-dihydroimidazo[2,1-b][1,3]oxazine class was further explored, seeking efficacious

48 derivative, and spiroketalization to form an oxazine core.

49 e C-O bond at the junction of the indole and oxazine cycles (of the closed a forms) is acido-triggere

50 provides the rare 2-imino-5,6-dihydro-4H-1,3-oxazine derivative 32, rather than a pyrimidine as the m

51 ,6H-pyrrolo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazine derivatives as potent sigma-1 receptor (o(1)R) l

52 enient precursors to other 3-substituted 1,2-oxazine derivatives using Lewis/Bronsted acid-assisted s

53 es, followed by addition of alkynes to yield oxazine derivatives, is presented.

54 corresponding dihydrooxazole and dihydro-1,3-oxazine derivatives, respectively, and (ii) the alpha-to

55 f the valued hexahydro-2H-pyrrolo[1,2-b][1,2]oxazine derivatives.

56 be utilized as precursors of other fused 1,2-oxazines derivatives, in particular 1,2-oxazino-1,2,4-tr

57 Benzopyrimido-pyrrolo-oxazine-dione CFTR inhibitor (R)-BPO-27 for antisecretor

58 r (CFTR) inhibitor (R)-benzopyrimido-pyrrolo-oxazine-dione-27 (BPO-27) in reducing bile acid-induced

59 ssed by excitation at the 650-nm band of the oxazine dye component, causing the dye to fluoresce.

60 ide, and the other is a strongly fluorescing oxazine dye.

61 employing correlation analysis of extrinsic oxazine fluorescence fluctuations.

62 ere, we describe the synthesis of a near-IR, oxazine fluorescent K(+) sensor (KNIR-1) with a dissocia

63 nd is coated with approximately 400 quenched oxazine fluorophores that are released by reaction with

64 ations lead to faster incorporation of the 2-oxazine followed by a gradual transition toward the 2-ox

65 at pyrrole, or furan, formation proceeds via oxazine formation, followed by a boryl rearrangement and

66 endly synthesis of highly functionalized 1,2-oxazines from phosphinyl- and phosphonyl-nitroso alkenes

67 of the prepared amphiphilic poly[(2-methyl-2-oxazine)- grad-(2-butyl-2-oxazoline)] (PMeOzi- grad-PBuO

68 ell as the thermoresponsive poly[(2-methyl-2-oxazine)- grad-(2-propyl-2-oxazoline)] (PMeOzi- grad-PPr

69 ation of trans-tetrahydropyrazolo[3,4-d][1,3]oxazine has been clarified through computational methods

70 nthesis of cis-3,6-disubstituted dihydro-1,2-oxazines has been accomplished through the one-pot oxida

71 ubstituted 6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazines have been extensively explored for their potent

72 Starting from lead compound 4, the 1,4-oxazine headgroup was optimized to improve potency and b

73 g a 5-amino-6-methyl-6-(trifluoromethyl)-1,4-oxazine headgroup were investigated.

74 The parent 5H-indazolo[3,2-b]benzo[d]-1,3-oxazine heterocycle as well as a series of novel analogu

75 of the visible spectrum cleaves an adjacent oxazine heterocycle to form a fluorescent product with a

76 midazo[1,2-c]oxazoles and imidazo[2,1-c][1,4]oxazine heterocycles.

77 ighlights the construction of a unique spiro oxazine heterocyclic motif imbedded in these natural pro

78 m having a 5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazine heterocyclic substituent at the C6 position with

79 gives various 3,6-disubstituted dihydro-1,2-oxazines in excellent regio-, diastereo-, and enantiosel

80 s afforded cis-3,6-disubstituted dihydro-1,2-oxazines in high yields with excellent regio-, diastereo

81 to form gem-dibromospirocyclic benzo[d][1,3]oxazines in up to 92% yield.

82 ylamino)-5-octadecanoylimino-5H-benzo[a]phen-oxazine) in plasticized poly(vinyl chloride).

83 eeds through o-quinone methide (o-QM) and an oxazine intermediate via tandem Knoevenagel condensation

84 ile solvent in the formation of a 5-halo-1,3-oxazine intermediate.

85 Synthesis of chiral cis-3,6-dihydro-2H-1,2-oxazines is achieved by a chiral phosphoric acid catalyz

86 Starting with an oxazine lead 1, we describe the discovery of a thiazine-

87 l group at the 6-position of the 5-amino-1,4-oxazine led to 8 (NB-360), an inhibitor with a pK(a) of

88 ate a small degree of flexibility around the oxazine linkage, which may be a consequence of the antia

89 layed a approximately 20 degrees bend at the oxazine linkage.

90 -nucleoside intermediate to generate the 1,3-oxazine moiety along with the elimination of cyanide.

91 ults identify the tricyclic pyrimido-pyrrolo-oxazine moiety as a novel scaffold for the development o

92 cin also features a structurally unusual 1,3-oxazine moiety, the biosynthesis of which had previously

93 five-membered thiazolidine, six-membered 1,4-oxazines (morpholines) and tetrahydro-2H-1,4-thiazines (

94 s involves a stereoselective assembly of 1,2-oxazine N-oxide by the [4 + 2]-cycloaddition, site-selec

95 se intermediates for the synthesis of 2H-1,4-oxazine N-oxides has been developed for a variety of alp

96 f the new method for the synthesis of 2H-1,4-oxazine N-oxides is discussed, in addition to initial st

97 vailable six-membered cyclic nitronates (1,2-oxazine-N-oxides) are reported.

98 mbered cyclic nitronates (5,6-dihydro-4H-1,2-oxazine-N-oxides) react with Kobayashi's aryne precursor

99 esters (isoxazoline- and 5,6-dihydro-4H-1,2-oxazine-N-oxides) with hydrochloric acid affords geminal

100 This mechanophore, based on benzo[1,3]oxazine (OX) fused with a heptamethine cyanine moiety, e

101 nzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1, 3]oxazine (PA-824), in which the OCH(2) linkage was replac

102 itherto unknown saturated oxazolo[3,2-b][1,2]oxazines possessing up to four contiguous stereogenic ce

103 The synthesis of 4-vinyl-5,6-dihydro-1,3-oxazines, precursors of 1,3-amino alcohols, using the pa

104 The final 3,4-dihydro-2H-1,4-oxazine products were obtained with 13 to 84% yield and

105 (1)H and (11)B NMR studies on two boro-oxazine regioisomers showed that selective deprotection

106 amino alcohols that can be converted to 1,3-oxazines, representing the tetracyclic core of alkaloids

107 An extensive fluorine scan of 1,3-oxazines revealed the power of fluorine(s) to lower the

108 e cycloadditions followed by cleavage of the oxazine ring afford azepin-2-ones or azocin-2-ones.

109 at an appropriate activation wavelength, the oxazine ring cleaves irreversibly to bring the adjacent

110 -rearrangement process and the reductive 1,2-oxazine ring contraction into a pyrrolidine ring as key

111 tion to 1,4-amino alcohols and reductive 1,2-oxazine ring contraction to tetrahydrofuran derivatives.

112 es cleaves a [C-O] bond and opens their [1,3]oxazine ring in less than 6 ns with quantum yields of 0.

113 th compounds induces the opening of the [1,3]oxazine ring in less than 6 ns with quantum yields up to

114 roscopy demonstrates that their central [1,3]oxazine ring opens thermally with free energy barriers r

115 olve the stereoselective construction of the oxazine ring via an intramolecular epoxide ring opening

116 ity of the condensation reaction, forming an oxazine ring, allows for implementation of silica gel ca

117 Diels-Alder cycloaddition and acid catalyzed oxazine ring-opening.

118 nduced opening and thermal closing of a [1,3]oxazine ring.

119 nm upon the photoinduced opening of the [1,3]oxazine ring.

120 The oxazine rings formed by the corresponding hetero-Diels-A

121 on silica gel-catalyzed formation of two 3,1-oxazine rings, is reported.

122 -oxazoline)s and, more recently, also poly(2-oxazine)s represent an emerging class of polymers with a

123 oly(2-alkyl-2-oxazoline)s and poly(2-alkyl-2-oxazine)s using Ind*Rh(III) nitrene transfer catalysis i

124 hiles based on poly(2-oxazoline)s and poly(2-oxazine)s with respect to their solubilization capacity

125 he excellent biological properties of poly(2-oxazine)s, especially poly(2-methyl-2-oxazine).

126 1) inhibitors based on a pyrimido[4,5-b][1,4]oxazine scaffold is described.

127 ne and benzo[b]benzo [4,5]imidazo[1,2-d][1,4]oxazine scaffolds with complete diastereocontrol and wid

128 toward the synthesis of enantioenriched 1,2-oxazine scaffolds.

129 undergo tautomerism between N-oxide and 1,2-oxazine structures in a pH- and time-dependent manner.

130 elated ketones react to furnish benzo[e][1,3]oxazine structures in generally good yields.

131 ocusing at the 6-position of the 5-amino-1,4-oxazine, the insertion of a Me and a CF(3) group deliver

132 n the 4-nitroimidazoles include the bicyclic oxazine, the lipophilic tail, and the 2-position oxygen.

133 sistance to PA-824 (and another nitroimidazo-oxazine), they retained sensitivity to CGI-17341 (and a

134 rms homoallylic amides to 5,6-dihydro-4H-1,3-oxazines through a domino oxypalladation/Pd(II)-oxidatio

135 nt additive-free synthesis of dihydro-4H-1,2-oxazines via a Cloke-Wilson-type ring expansion of the a

136 producing 3-(2-hydroxyaryl)-substituted 1,2-oxazines via deoxygenative C-H arylation.

137 hydrolysis of the resulting 5,6-dihydro-1,3-oxazines was also investigated.

138 e obtained 3-(2-hydroxyaryl)-substituted 1,2-oxazines was demonstrated by their stereoselective reduc

139 Dihydro-4H-1,2-oxazines when subjected to cycloaddition with the cyclop

140 fluoro-3-methyl-3,4-dihydro-2H-benzo-[b][1,4]oxazine, which is a key precursor of the antimicrobial a

141 spirocyclic products contained benzo[d][1,3]oxazine, which was useful both as a pharmacophore and sy

142 ) with Hunig's base), 3-halo-substituted 1,2-oxazines, which are difficult to access by other routes,

143 e that the statistical copolymerization of 2-oxazines with 2-oxazolines can lead to the formation of

144 t yields of the corresponding tetrahydro-1,2-oxazines with high levels of diastereoselectivity.

145 stituent led to the formation of stable boro-oxazines with high regioselectivity in most of the cases

146 1,6-Cyclization into 2H-1,4-oxazines with participation of the oxygen of ester or am

147 nyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H -1,4-oxazines with trimethylsilyl cyanide.

148 ne (BODIPY) chromophore and a photocleavable oxazine within their covalent skeleton.