ライフサイエンスコーパス: oxazole

1 ity to CGI-17341 (and a related nitroimidazo-oxazole).

2 ng the distinguishing role of the activating oxazole.

3 is detailed, targeting the 5-position of the oxazole.

4 dration of which gave the desired indole bis-oxazole.

5 oxazole and gave the macrocyclic indole bis-oxazole.

6 e > thiazole > pyrrole > imidazole > furan > oxazole.

7 ine group into an oxazolone or (substituted) oxazole.

8 C-5 monosubstituted and C-4,5 disubstituted oxazoles.

9 ethylene position thereby affording extended oxazoles.

10 from novel aryl-substituted o-vinylstyryl-2-oxazoles.

11 n of enamides to afford 2,4,5-trisubstituted oxazoles.

12 to hydroperoxides bearing the heteroaromatic oxazoles.

13 des to 2-phenyl-5-(methylthio)-4-substituted oxazoles.

14 functionalities at 4-position of the product oxazoles.

15 eries of reversed amides and azoles, such as oxazole, 1,2,4-oxadiazole, and 1,3,4-oxadiazole, as well

16 ethylamine give 2-substituted condensed ring oxazoles 10, 16a-c, 18a-d, 20a-c, and 25 in a new genera

17 azines 7, pyrazolo-benzooxazines 9, pyrazolo-oxazoles 10, and its analogues 11a-c as potential COX-2

18 uorene 7, 2-(4-cyanophenyl)-5-(4-aminophenyl)oxazoles 14 and 20, 1,3,5-hexatrienes 24a-d and 26a-c, 1

19 eries of alpha-ketoheterocycles based on the oxazole 2 (OL-135) incorporating systematic changes in t

20 ent and DBU-assisted oxidation to form D-Ala-oxazole; (2) formation of D-Val-thiazole and D-Ala-thiaz

21 Intermolecular alkylation of the aziridinyl oxazole 20 using PhSO(2)CH(2)CH(2)OTf is possible despit

22 Cyclodehydration then gave the desired oxazole 24 and deprotection followed by mesylation and e

23 Oxazole 24 demonstrated high and selective 5-LO inhibito

24 The trifluoromethyl-substituted oxazole 24 was the best compound of the oxazole series i

25 Starting from oxazole 26, a sequence of N-methylation, cyanide additio

26 hange of the core heterocycle readily led to oxazoles 28 and 29, which were confirmed as highly poten

27 Oxazole 39 had excellent solubility and good oral PK whe

28 the proposed binding mode, and comparison of oxazoles 39 and 46 revealed interesting differences in o

29 Sonogashira cross-coupling between trifloyl oxazole (4) and alkynylmetal species (5).

30 One compound, 4-(benzyl-(2-[(2, 5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl)-carbamoyl)-2-decanoyla

31 zol-1-yl)propyl)-5-(3-chloro-4-methoxyphenyl)oxazole-4-carboxa mide (PF-04802367 or PF-367) has been

32 Similarly, three of the serine-derived oxazole-4-carboxamides were elaborated to novel trisubst

33 dipolar cycloaddition to give acenaph[1,2-d]oxazoles (41 and 61a,b).

34 ile ylide anti-4, which was transformed into oxazole 5.

35 ted dipeptide analogue (4) and a fluorescent oxazole (5) having amine and carboxyl groups approximate

36 A highly versatile route to oxazole-5-amides is presented.

37 4-(4-methylpiperazin-1-yl)phenyl]methyl]-1,2-oxazole-5-carboxamide} acts through a novel mechanism of

38 dramatic change of regioselectivity to give oxazole-5-carboxylates and 5-phosphonates.

39 Conversion of readily accessible oxazole-5-trifluoroacetamides into their Boc-protected 5

40 Oxazole 50 was equally active in both the RPAR and guine

41 Oxazole 59 was the most active inhibitor in the human mo

42 Oxazole 9 was further characterized and exhibited improv

43 based on silver ion-assisted intramolecular oxazole alkylation and cyanide-induced ylide generation

44 tuents on the pyridine ring, implicating the oxazole alpha-hydroxy group as an active participant in

45 of pyridine at the C5 position of the 2-keto-oxazole and 2-keto-1,3,4-oxadiazole derivatives signific

46 It contains four oxazole and four thiazole rings and is representative of

47 and cyclodehydration incorporated the second oxazole and gave the macrocyclic indole bis-oxazole.

48 trategy focused on evaluating the effects of oxazole and phenyl ring replacements of the 2-(5-methyl-

49 iels-Alder reaction of an acetylene-tethered oxazole and the [4 + 3] cycloaddition of an oxyallyl.

50 Indeed, both the oxazole and the thiazole can be formed together in a one

51 Oxazole and thiazole rings are present in numerous nonri

52 iotic goadsporin contains six heteroaromatic oxazole and thiazole rings integrated into a linear arra

53 earing heterocycles of the different nature (oxazole and thiophene) as aromatic moieties have been de

54 A series of (imidazolylmethyl)oxazoles and -thiazoles were prepared and evaluated as a

55 d for the synthesis of highly functionalized oxazoles and benzofurans using an intramolecular Wittig

56 -catalyzed conditions to yield imidazo[1,2-c]oxazoles and imidazo[2,1-c][1,4]oxazine heterocycles.

57 rbier coupling reactions of alpha-iodomethyl oxazoles and related thiazoles are described with samari

58 ring dicyclizations to form 2,4-concatenated oxazoles and the mild synthesis of thiazoles from natura

59 -4-(3',4',5'-trimethoxyphenyl)-5-substituted oxazoles and their related 4-substituted-5-(3',4',5'-tri

60 ine residues in a polypeptide precursor into oxazoles and thiazoles during the maturation of the Esch

61 sphonium trifluoromethanesulfonate to afford oxazoles and thiazolines (oxidized to thiazoles) with hi

62 2,6-diethyl-4,8-diarylbenzo[1,2-d:4,5-d']bis(oxazoles) and four different 2,4,6,8-tetraarylbenzobisox

63 Thiophene, oxazole, and imidazole derivatives were used as aryl moi

64 Quantum chemical analysis on the imidazole, oxazole, and thiazole derivatives of thiazole-2-amine in

65 taining two different heteroatoms isoxazole, oxazole, and thiazole on Si(111)-7 x 7 was studied.

66 aining two different heteroatoms (isoxazole, oxazole, and thiazole) and of the aromatic molecules con

67 thods for the synthesis of analogues of this oxazole- and thiazole-containing cyclic peptide have bee

68 Here we report the preparation of thiazole-, oxazole-, and oxadiazole-containing biarylhydroxamic aci

69 The oxazole antagonists exhibited significant reductions in

70 the ester moiety with a 5-ethyl-substituted oxazole as in compound 14.

71 such as pyrroles, pyridines, thiazoles, and oxazoles, as well as other relevant organic derivatives,

72 Metalation of oxazoles at the 4 and 5 position was achieved after regi

73 rphyrinoid generates three pyrrole-modified, oxazole-based porphyrins: the known porpholactol (2-oxa-

74 ions with benzene and related substrates, an oxazole-based superelectrophile is found to be significa

75 When the oxazole-based superelectrophile is reacted with ferrocen

76 and electronic properties of these benzobis(oxazole) (BBO) compounds was evaluated.

77 Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl subs

78 bute the activity boost upon substitution of oxazole by oxadiazole to reduced steric interactions in

79 lize the high potency and selectivity of the oxazoles by molecular modeling and docking.

80 s are converted into four thiazoles and four oxazoles by the three subunit Microcin B17 synthetase.

81 side chain of 2 (OL-135) and representative oxazole C5 substituents were prepared and examined as in

82 NRP heterocyclizations to thiazoles and oxazoles can occur on the elongating framework of acyl-S

83 Oxazole chemisorbs on Si(111)-7 x 7 through both dative-

84 polymer in the synthesis of a small array of oxazole compounds has been demonstrated.

85 ed method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is desc

86 Featured in this set are the oxazole-containing hamigeran M (4) and eight compounds (

87 Oxazole-containing macrocycles represent a promising cla

88 general feature of the interactions between oxazole-containing macrocyclic ligands (including telome

89 An efficient assembly and union of the oxazole-containing side chain 4 with macrolide 3 was car

90 ide analogues that contain variations in the oxazole-containing side chain and in the macrolide core

91 analysis of crystals of 4 and an acetylated oxazole derivative of 5 (6) confirm the proposed structu

92 ation of which produced a macrocyclic indole-oxazole derivative.

93 es of furanone series containing benzene and oxazole derivatives as aryl residues has been carried ou

94 6-Nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole derivatives were initially studied for tuberculo

95 ithiane-epoxide union in conjunction with an oxazole-directed stereoselective reduction.

96 Introduction of the oxazole fluorophore 5 into dihydrofolate reductase or gr

97 chanistic considerations rationalize kinetic oxazole formation over the more customary triazine or py

98 r rhodium carbene N-H insertion, followed by oxazole formation to give (S)-2-[1-tert-(butoxycarbonyla

99 ng three contiguous stereocenters, a modular oxazole formation, a flexible cross-metathesis approach

100 ymmetric ortholithiation strategy, a modular oxazole formation, and a late-stage Z,Z-selective Suzuki

101 and (2) a chemoselectivity for thiazole over oxazole formation.

102 Various approaches to the indole bis-oxazole fragment of the marine secondary metabolite diaz

103 ve, densely functionalized 2,4-disubstituted oxazole fragment was constructed using an efficient Negi

104 a series of functionalized 2,5-disubstituted oxazoles from propargylic amides is reported.

105 ated for the synthesis of highly substituted oxazoles from readily accessible ynamides in the presenc

106 acile preparation of mono- and disubstituted oxazoles from these TosMIC reagents and aldehydes is des

107 The first practical C-2 protecting group of oxazoles has been demonstrated.

108 a coli antibiotic that contains thiazole and oxazole heterocycles in a peptide backbone.

109 ne cluster for the synthesis of thiazole and oxazole heterocycles on ribosomally produced peptides.

110 For example, an oxazole hydroxamate inhibits HDAC6 with an IC50 of 59 nM

111 A new set of end-cap heterocycle dimers, oxazole-hydroxybenzimidazole (No-Hz) and chlorothiophene

112 ibutions in the regions of space surrounding oxazole, imidazole, and thiazole are used to investigate

113 s delivered 2-substituted naphtho[1,2-d][1,3]oxazoles in a single synthetic operation.

114 nucleophiles provided the highly substituted oxazoles in good yields.

115 ecreases in the order thiazole > imidazole > oxazole; in combination with previous results on furan,

116 c 1,2,4-oxadiazoles 10, 1,3,4-thiadiazoles > oxazoles including 2 > 1,2-diazines > thiazoles > 1,3,4-

117 A second approach to an indole bis-oxazole involved an intermolecular rhodium carbene N-H i

118 o-step synthesis of 2-phenyl-4,5-substituted oxazoles involving intramolecular copper-catalyzed cycli

119 2,4-Oxazole is an important structural motif in various natu

120 The formation of the oxazole is believed to result from an intramolecular cyc

121 l, and 5-heterosubstituted 2-(1-normon-2-yl) oxazoles is described.

122 ne-catalyzed synthesis of highly substituted oxazoles is presented.

123 convergent access to densely functionalized oxazoles is realized in a functional-group tolerant mann

124 idazo-oxazine) and CGI-17341 (a nitroimidazo-oxazole) is most commonly mediated by loss of a specific

125 such as thiophene, furan, pyridine, indole, oxazole, isoxazole, and benzoxazole, are effective in th

126 A 1,3-oxazole KRM-II-81 (9) was discovered from a series of si

127 Instead, binding of the cyclic oxazole L2H2-6M(2)OTD was accompanied by the uptake of o

128 -2-yl)pyridine (L5), 2-(pyridin-2-yl)benzo[d]oxazole (L6), or 2,2'-dibenzo[d]thiazole (L7) are report

129 sis, and application of a novel bifunctional oxazole linchpin; and Stille coupling of a C(28) trimeth

130 rein we report the repurposing of a thiazole/oxazole-modified microcin (TOMM) cyclodehydratase to sit

131 of orthologous enzymes involved in thiazole/oxazole-modified microcin biosynthesis, a rapidly growin

132 Thiazole/oxazole-modified microcins (TOMMs) are a class of post-t

133 The thiazole/oxazole-modified microcins (TOMMs) represent a burgeonin

134 rrole groups in meso-tetraphenylporphyrin by oxazole moieties is described, generating inter alia the

135 porphyrin-like chromophore) or (substituted) oxazole moiety (chlorin-like chromophore with, for the p

136 le moiety of meso-tetraarylporphyrin 1 by an oxazole moiety is described.

137 dification of the series revolved around the oxazole moiety to increase the hydrophilicity of the com

138 ure that involves the annelation of the [1,2]oxazole moiety to the isoindole ring, producing derivati

139 nd an acyclic portion that spans an embedded oxazole moiety.

140 Bioassay-guided fractionation identified two oxazole natural products with selective activity against

141 Upon methylation of the oxazole nitrogen atom, the substrates underwent rapid in

142 n of an additional heteroatom at position 4 (oxazole numbering, N > O > CH) substantially increases a

143 arts: (1) Synthesis of functionalized alkyne oxazoles of type 5; (2) intramolecular Diels-Alder/retro

144 repared by the base-promoted ring-opening of oxazoles, offering an alternative to the conventional fo

145 Treatment of oxazole or 5-aryl oxazoles with i-PrMgCl smoothly genera

146 oselectivity can be controlled toward either oxazole or benzofuran derivatives.

147 Depending on the substitution pattern on the oxazole or oxazoline moieties, mono- and dioxabacterioch

148 ues, containing the heme-ligating imidazole, oxazole, or pyridine group instead of the thiazole moiet

149 roducts decorated with thiazoles and (methyl)oxazoles originating from cysteines, serines, and threon

150 rst time as an intermediate in the isoxazole-oxazole photoisomerization.

151 al synthesis of galmic, the synthesis of its oxazole precursors, the coupling of the building blocks

152 Weinreb amides to provide exclusively 2-acyl oxazole products.

153 iophene, furan, indole, imidazole, thiazole, oxazole, pyrazole) have been involved into this process,

154 The oxazole reactions are especially efficient and are used

155 l)carbodiimide hydrochloride (EDCI)-mediated oxazole rearrangement that affords quaternary 5,5-(aryl,

156 ysteine and serine residues to thiazoles and oxazoles, respectively, within the 69 aa McbA structural

157 cysteines and four serines to thiazoles and oxazoles, respectively.

158 four Ser residues to four thiazoles and four oxazoles, respectively.

159 Opening of the oxazole ring and deoximation reaction give a facile acce

160 moothly with the carboxamide en route to the oxazole ring by a P,N- or P,S-bidentate ligand such as M

161 ised that allows for the introduction of the oxazole ring either late in the synthetic sequence via a

162 que functional groups including a conjugated oxazole ring, a bromine substituent, and an alpha-hydrox

163 titution pattern at positions 4 and 5 of the oxazole ring, where the aryl group in position 5 deactiv

164 e biphenylsulfonamide is substituted with an oxazole ring.

165 s followed by sequential construction of two oxazole rings in the presence of copper catalyst.

166 compounds to generate up to six of the seven oxazole rings of the antibiotic.

167 diazocarbonyl compounds to generate the four oxazole rings, which demonstrates the power of rhodium c

168 drated amino acids, and multiple thiazole or oxazole rings.

169 ent in preMccB17 into four thiazole and four oxazole rings.

170 uted oxazole 24 was the best compound of the oxazole series in both the ex vivo (6 h pretreated rats)

171 of each other, neither the macrolide nor the oxazole side chain substituents of neopeltolide can inhi

172 A convergent route to the oxazole side chain was developed using a Sonogashira cro

173 Multiple oxazole skeletons in the aryl periphery are constructed

174 with the formation of the 2,4-disubstituted oxazole, so this was synthesized via a modified approach

175 d C(1-28) macrocyclic iodide with a C(29-46) oxazole stannane side chain to establish the complete ph

176 onging to three different chemical families, oxazoles, strobilurins and triazoles, in water and fruit

177 Just as significantly, the nature of the C5 oxazole substituent substantially impacts the selectivit

178 nt effect in which electron-withdrawing meta-oxazole substituents increased inhibitor potency.

179 With simple and small C5 oxazole substituents, each series bearing a biphenylethy

180 and subsequent introduction of the terminal oxazole subunit.

181 group in five-position of the benzothiazole/oxazole system could achieve such a gain in selectivity

182 substituents on the 2-phenyl portion of the oxazole tail increased the ex vivo potency of these inhi

183 trate that a synthetic G4 ligand, Y2H2-6M(4)-oxazole telomestatin derivative (6OTD), limits the growt

184 Telomestatin and oxazole telomestatin derivatives (OTD) are some of the m

185 ), also binds and activates another cyanine, oxazole thiazole blue (OTB), giving two well-resolved em

186 he design and synthesis of a novel series of oxazole-, thiazole-, and imidazole-based inhibitors of I

187 eterocycles including pyridines, imidazoles, oxazoles, thiazoles, isoxazoles, and pyrazoles.

188 key steps, a diverse set of trifluoromethyl-oxazoles, -thiazoles, -imidazoles, -1,2,4-triazines, and

189 was coupled to another diazocarbonyl-derived oxazole to give the corresponding biaryl, deprotection a

190 lecular photocyclization in 2-(2-vinylstyryl)oxazoles to form benzo[f]quinoline derivatives proceeds

191 ion of propargylic stannanes with 5-iodo-1,3-oxazoles to produce 1,1-disubstituted allenes (11).

192 lized the binding site of the benzothiazoles/oxazoles to the CaM-BD/CaM interface and then used compu

193 g of a C(28) trimethyl stannane with a C(29) oxazole triflate.

194 modeling, we suggest that all benzothiazole/oxazole-type KCa activators bind relatively "deep" in th

195 a one-pot synthesis of 2,4,5-trisubstituted oxazoles via a Friedel-Crafts/Robinson-Gabriel synthesis

196 talyzed oxidative cyclization of enamides to oxazoles via vinylic C-H bond functionalization at room

197 e exclusive formation of trifluoromethylated oxazoles (vide infra).

198 thyl-1,3-oxazolidin-2-yl]phenoxy]heptyl]-1,2-oxazole (W84) and gallamine.

199 bstrates the formation of naphtho[1,2-d][1,3]oxazoles was also observed.

200 d 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology.

201 expected tripeptide product, 2,5-substituted oxazoles were isolated when O-tert-butyl protected N-hyd

202 he corresponding 2-alkyl-5-aryl- substituted oxazoles were obtained in up to 80% yield via a decarbox

203 All of the o-vinylstyryl-2-oxazoles were synthesized by a multicomponent Wittig rea

204 t on its aromaticity, which is very minor in oxazole, when compared to furan, and small but noticeabl

205 lly efficient synthesis of 2,5-disubstituted oxazoles with broad substrate scope.

206 tion generating cyclopenta[2,3]pyrrolo[2,1-b]oxazoles with good yields and excellent diastereoselecti

207 Treatment of oxazole or 5-aryl oxazoles with i-PrMgCl smoothly generates the correspond

208 ing block by regiocontrolled "click-unclick" oxazole-ynone Diels-Alder cycloaddition/cycloreversion a