ライフサイエンスコーパス: oxadiazole

1 idopentylamino)-5-((indol-3-yl)methyl)-1,2,4-oxadiazole.

2 ing pyrimidines, imidazoles, tetrazoles, and oxadiazoles.

3 owever, the highest-ranked library compound, oxadiazole 1, was pursued as a potential "near-miss" wit

4 Salts generated from linked 1,2,4-oxadiazole/1,2,5-oxadiazole precursors exhibit good to e

5 adiazoles 9 > tetrazoles, the isomeric 1,2,4-oxadiazoles 10, 1,3,4-thiadiazoles > oxazoles including

6 We report in this study that oxadiazole 11a and salvidivin A (12a), a photooxygenatio

7 eratinocyte hyperproliferation was the 1,2,4-oxadiazole 18, the potency of which was combined with co

8 potency at the DAT to cocaine, ester 1a, and oxadiazole 1b, and both fully substitute for cocaine and

9 phen-2-yl)-3-(4-trifluoromethylphenyl)-1,2,4-oxadiazole (1d) as a novel apoptosis inducer through our

10 The activity of the oxadiazole 2-oxides was associated with a donation of ni

11 Phosphinic amides and oxadiazole 2-oxides, identified from a quantitative high

12 f the most promising hit (5) resulted in the oxadiazole-2-amine 37 showing pure antagonistic activity

13 Here, we continue our explorations of an oxadiazole-2-oxide class of compounds we recently identi

14 sults of these studies verify the utility of oxadiazole-2-oxides as novel inhibitors of TGR and as ef

15 Analogues of the oxadiazole 24 were synthesized to experimentally corrobo

16 e validated hits, a 2-anilino-5-phenyl-1,3,4-oxadiazole (24) and a phenylmethylene hydantoin (28), bo

17 chistosome-infected mice with 4-phenyl-1,2,5-oxadiazole-3-carbonitrile-2-oxide led to marked reductio

18 3,5-trimethyl-1H-pyrazol-4-y l)methyl)-1,3,4-oxadiazole (34c) is a high affinity inhibitor of both Pl

19 Although 1,2,5-oxadiazole 37 and pyrazine 39 are iso-pi-electronic with

20 igh density, 5,5'-dinitramino-3,3'-azo-1,2,4-oxadiazole (4), was obtained by the nitration of 5,5'-di

21 soluble guanylyl cyclase, because 1H-(1,2,4)oxadiazole (4,3-alpha) quinoxaline-1-one (soluble guanyl

22 This increase is blocked by [(1)H](1,2,4)oxadiazole(4,3-a)quinoxalin-1-one (ODQ, 50 microM), an i

23 The oxidation of the sGC heme by 1H-(1,2,4)oxadiazole(4,3-a)quinoxalin-1-one completely inhibited t

24 The effects were inhibited with 1H-(1,2, 4)oxadiazole(4,3-a)quinoxalin-1one (ODQ).

25 ctive guanylate cyclase inhibitor, 1H-(1,2,4)oxadiazole(4,3-alpha)quinoxaline-1-one (ODQ), on the cir

26 on by laser photolysis of 3,5-diphenyl-1,2,4-oxadiazole-4-oxide (4) and studied by time-resolved infr

27 s, N-hydroxyureas, nitrile oxides, and 1,2,4-oxadiazole-4-oxides were highlighted.

28 ctive guanylyl cyclase inhibitor, 1H-[1,2,4]-oxadiazole-[4,3-a]quinoxalin-1-one, eliminated SNP-induc

29 thelial denudation, deferoxamine, 1H-(1,2,4)-oxadiazole-[4,3-a]quinoxalin-1-one, or glibenclamide had

30 ked PAL activation, inhibition by 1H-(1,2,4)-oxadiazole[4, 3-a]quinoxalin-1-one was not entirely comp

31 The guanylate cyclase inhibitor 1H-[1,2,4]oxadiazole[4,3-a]quinoxalin-1-one (ODQ) inhibited the ef

32 ially prevented PAF shock, neither 1H-[1,2,4]oxadiazole[4,3-a]quinoxalin-1-one (ODQ) nor sGCalpha1 de

33 ollowed by IR group procedure; (4) 1H-[1,2,4]oxadiazole[4,3-a]quinoxalin-1-one (ODQ)+RIPC+IR: ODQ (sG

34 y the guanylate cyclase inhibitor 1H-[1,2,4] oxadiazole[4,3-a]quinoxalin-1-one and the *NO scavenger

35 inhibition of guanylate cyclase by 1H-[1,2,4]oxadiazole[4,3-a]quinoxalin-1-one did not restore neutro

36 6-anilino-5,8-quinolinedione and 1H-(1,2,4)-oxadiazole[4,3-a]quinoxalin-1-one, two inhibitors of gua

37 was reversed by the sGC inhibitor 1H-(1,2,4)-oxadiazole[4,3-a]quinoxalon-1-one (ODQ),suggesting the i

38 S3 cells was abolished by either 1H-(1,2,4)-oxadiazole[4,3-a]quinoxalon-1-one, a potent inhibitor fo

39 NAME pretreatment and partially by 1H-[1,2,4]oxadiazole[4,3-a]quinoxqalin-1-one pretreatment.

40 hiophen-2-yl)-3-(5-chloropyridin-2-yl)-1,2,4-oxadiazole (4l) has been found to have in vivo activity

41 one-pot conversion of aminodioximes to 1,2,3-oxadiazole-5-amines via Mitsunobu-Beckmann rearrangement

42 ridines and pyrazines substituted with 1,2,4-oxadiazole-5-ones, 1,2,4-oxadiazole-5-thiones, and 1,3,4

43 Tetrazole 19 (ED50 0.18 muM) and oxadiazole-5-thione 25 (ED50 0.36 muM) were 12- and 6-fo

44 stituted with 1,2,4-oxadiazole-5-ones, 1,2,4-oxadiazole-5-thiones, and 1,3,4-oxathiazoline-2-ones wer

45 ibitor activity: 1,3,4-oxadiazoles and 1,2,4-oxadiazoles 9 > tetrazoles, the isomeric 1,2,4-oxadiazol

46 iazole screening hit, a series of piperazine oxadiazole ACC inhibitors was developed.

47 clic bioisosteres, such as substituted 1,3,5-oxadiazoles, afforded compounds with excellent oral bioa

48 NAD(+), and the crystal structure of a 1,2,4-oxadiazole analog in complex with Sirt2 and ADP-ribose r

49 to phosphotyrosine) some of the best 1,2, 4-oxadiazole analogues are approximately 1 order of magnit

50 A series of 1,2,4-oxadiazole analogues has been shown to be potent and sel

51 7 nM) and 44 (EC(50) = 7.8 nM), featuring an oxadiazole and a pyridine moiety, respectively, demonstr

52 e bioisosteric replacement of the amide with oxadiazole and alpha,alpha-dimethylation of the carboxyl

53 ion with a single methylene unit between the oxadiazole and heterocyclic ring afforded a SphK1-select

54 The oxadiazole and thiadiazole derivatives with the most fav

55 tly influenced the inhibitor activity: 1,3,4-oxadiazoles and 1,2,4-oxadiazoles 9 > tetrazoles, the is

56 ituted-2-[(3,5-dinitrobenzyl)sulfanyl]-1,3,4-oxadiazoles and 1,3,4-thiadiazoles as a new class of ant

57 2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via

58 Additional interactions were found for oxadiazoles and alkynyl derivatives with Asn382, suggest

59 ed amides and azoles, such as oxazole, 1,2,4-oxadiazole, and 1,3,4-oxadiazole, as well as other relat

60 (DART) trioxane derivatives (11 thiazoles, 2 oxadiazoles, and 10 carboxamides) and have screened them

61 (4-(4-(trifluoromethyl)phenoxy)phenyl)-1,2,4-oxadiazole (antibiotic 75b) was efficacious in a mouse m

62 + 2]/[3 + 2] cycloaddition cascade of 1,3,4-oxadiazoles are disclosed in which the scope and utility

63 Oxadiazoles are five-membered heteroaromatic rings conta

64 Oxadiazoles are frequently occurring motifs in druglike

65 s the metal binding group connected to 1,3,4-oxadiazole as the central scaffold.

66 such as oxazole, 1,2,4-oxadiazole, and 1,3,4-oxadiazole, as well as other related five-membered heter

67 A class of 3,5-diphenyl-1,2,4-oxadiazole based compounds have been identified as poten

68 A series of highly luminescent oxadiazole-based stilbene molecules (OXD4, OXD8, OXD10,

69 cell-based evaluation of the first class of oxadiazole-based, permeable macrocyclic inhibitors of no

70 tether linking the initiating dienophile and oxadiazole bears a chiral substituent that controls the

71 by replacing the ester moiety with a methyl oxadiazole bioisostere.

72 bsequently revealed that many members of the oxadiazole class (and surprisingly also 1) act via diver

73 relationship (SAR) for the newly discovered oxadiazole class of antibiotics is described with evalua

74 ip (SAR), and evolution of a novel series of oxadiazole-containing 5-lipoxygenase-activating protein

75 the preparation of thiazole-, oxazole-, and oxadiazole-containing biarylhydroxamic acids by a short

76 e activity identified a subset of 3,5-diaryl-oxadiazole-containing compounds as FLuc inhibitors.

77 A library of isoxazole and 1,2,4-oxadiazole-containing diheterocyclic compounds has been

78 We describe 1,3,4-oxadiazole-containing hydroxamates (2) and 2-aminoanilid

79 Non-oxadiazole-containing oligomers 9 and 12 showed n-channe

80 Compound 11 is the first example of an oxadiazole-containing organic semiconductor (OSC) oligom

81 However, oxadiazole-core materials 14 and 16 were inactive in tra

82 ions of a suitably substituted 2-amino-1,3,4-oxadiazole defining a novel oxadiazole --> furan --> ben

83 e describe the discovery of a novel class of oxadiazole derivatives from which potent and selective C

84 ition of the 2-keto-oxazole and 2-keto-1,3,4-oxadiazole derivatives significantly enhances binding af

85 Three pyrene-oxadiazole derivatives were synthesized and characterize

86 rein, we report fluorogenic probe 4, a 1,3,4-oxadiazole designed to bind selectively to transthyretin

87 with benzamidoxime gave the final isoxazole-oxadiazole diheterocyclic product in good yield.

88 uoresceins, rhodamines, coumarins, azo-dyes, oxadiazoles, diverse aromatic dyes as well as selected o

89 -activity relationships of a series of 1,2,4-oxadiazole EthR inhibitors leading to the discovery of p

90 d for the synthesis of bis-substituted 1,2,4-oxadiazoles from readily available arylnitriles and acti

91 The keto-1,2,4-oxadiazole functionality with a thioether is a novel str

92 Fructose-based 3-acetyl-2,3-dihydro-1,3,4-oxadiazole (GLB) is a novel antitumor agent and belongs

93 ed 2-amino-1,3,4-oxadiazole defining a novel oxadiazole --> furan --> benzene Diels-Alder strategy.

94 A series of carbazole/1,3,4-oxadiazole hybrid molecules is described in which the op

95 + 2]/[3 + 2] cycloaddition cascade of 1,3,4-oxadiazoles ideally suited for use in the assemblage of

96 [4+2]/[3+2] cycloaddition cascade of a 1,3,4-oxadiazole in which the pentacyclic skeleton and all the

97 ee sequential microreactors to produce 1,2,4-oxadiazoles in approximately 30 min in quantities (40-80

98 inhibitors as well as a thioether keto-1,2,4-oxadiazole inhibitor for GVIA iPLA2, which will serve as

99 ]triazol-3-ylsulfanylmethyl)-3-phenyl-[1,2,4]oxadiazole inhibitors of TNKS1 and 2.

100 2]/[3 + 2] cycloaddition cascade of a 1,3,4-oxadiazole inspired by the natural product structure, in

101 [4+2]/[3+2] cycloaddition cascade of a 1,3,4-oxadiazole inspired by the natural product structure, in

102 + 2]/[3 + 2] cycloaddition cascade of 1,3,4-oxadiazoles inspired by the natural product structures.

103 -phenylhydrazone of 3-benzoyl-5-phenyl-1,2,4-oxadiazole into the corresponding triazole at 363 K.

104 s suggested that the nature of chains on the oxadiazole is important for antitumor potency in vitro.

105 followed by cyclization to the corresponding oxadiazole, is the predominant nitrene chemistry, occurr

106 In virtually all cases, the 1,3,4-oxadiazole isomer shows an order of magnitude lower lipo

107 , and aqueous solubility, favoring the 1,3,4-oxadiazole isomers.

108 und library led to the identification of the oxadiazole-isopropylamide 1 (PI-1833) which inhibited ch

109 alosporins bear an ester or alternatively an oxadiazole isostere at C-2 of the cephalosporin ring sys

110 l proteasome inhibitor warhead, 2-keto-1,3,4-oxadiazoles (KOD), to produce reversible, subnanomolar p

111 a systematic comparison of 1,2,4- and 1,3,4-oxadiazole matched pairs in the AstraZeneca compound col

112 hese compounds contained an alpha-keto-1,3,4-oxadiazole moiety to bind covalently to the Ser-195 hydr

113 Furoxans (1,2,5-oxadiazole-N-oxides) are thiol-bioactivated NO-mimetics

114 y substituted imidazoline, a 1,2,4- or 1,3,4-oxadiazole, or an alkylated tetrazole moiety.

115 2,5-Diphenyl-1,3,4-oxadiazole (OXD) derivatives with terminal ethynyl- (4a,

116 PVK) and 2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole (PBD).

117 2,7-diyl)-end capped with 2,5-diphenyl-1,2,4-oxadiazole (PFLO) was used as the immobilization matrix

118 hemical optimization of 1 led to a series of oxadiazoles possessing interpretable SAR and potencies a

119 generated from linked 1,2,4-oxadiazole/1,2,5-oxadiazole precursors exhibit good to excellent thermal

120 d intact endothelium and was prevented by 1H-oxadiazole quinoxalin-1-one (P<0.05 and P<0.001, respect

121 f guanidine-based SphK inhibitors bearing an oxadiazole ring in the scaffold.

122 of heterocyclic oligomers based on the 1,3,4-oxadiazole ring were synthesized.

123 ssumption that by the combination of varying oxadiazole rings, it would be possible to profit from th

124 d belongs to glycosylated spiro-heterocyclic oxadiazole scaffold derivative.

125 eries of Sirt2 inhibitors based on the 1,2,4-oxadiazole scaffold.

126 en-2-yl]-3-[3-(trifluoromethyl)phenyl]1,2,4- oxadiazole (SEW2871) were inactive.

127 hienyl]-3-[3-(trifluoromethyl)phenyl]-1,2, 4-oxadiazole (SEW2871).

128 The oxadiazoles show bactericidal activity against vancomyci

129 n the natural products served as a key 1,3,4-oxadiazole substituent, activating it for participation

130 Oxadiazole substituted oxindoles were subsequently conve

131 Herein a library of 1,3,4-oxadiazoles substituted at the 2 position with an aryl s

132 ted 26l, 2-nicotinoyl-substituted 26m, and 2-oxadiazole-substituted 35a compared favorably with the a

133 DAMs with N-methoxy imidoyl halide and 1,2,4-oxadiazole systems were attempted.

134 2]/[3 + 2] cycloaddition cascade of a 1,3,4-oxadiazole that provided the functionalized pentacyclic

135 A variety of highly substituted oxadiazoles, thiadiazoles, triazoles, and tetrazoles hav

136 and 3,4-dimethyl-7-oxycoumarin derivatives (oxadiazoles, thiadiazoles, triazoles, and thiazolidinone

137 tivity boost upon substitution of oxazole by oxadiazole to reduced steric interactions in the active

138 or ready access of a broad spectrum of 1,3,4-oxadiazoles, under mild conditions, are described.

139 iplet excited state is located mostly on the oxadiazole unit.

140 the nitration of 5,5'-diamino-3,3'-azo-1,2,4-oxadiazole using 100 % nitric acid.

141 ol for one-pot synthesis of 2,5-diaryl 1,3,4-oxadiazoles via a radical-promoted cross-dehydrogenative

142 ent on the tether linking the dienophile and oxadiazole was used to control the facial selectivity of

143 A series of novel 1,3,4-oxadiazoles was synthesized and evaluated for their cyto

144 5-Substituted-2-ethoxy-1,3,4-oxadiazoles were conveniently prepared through a one-pot

145 harmacokinetic liabilities of the piperazine oxadiazoles were overcome by blocking predicted sites of

146 r the synthesis of 3-amino-5-nitramino-1,2,4-oxadiazole, which has nitramino and amino groups in the

147 ew class of non-beta-lactam antibiotics, the oxadiazoles, which inhibit penicillin-binding protein 2a