ライフサイエンスコーパス: imidazo

1 thiazol-5-yl)-8-(1-ethylpropyl)-2,6-dimethyl-imidazo [1,2-b]pyridazine (MTIP) inhibited 125I-sauvagin

2 l-yl)-cyclobutyl]-1-(2-phenyl-quinolin-7-yl)-imidazo [1,5-a]pyrazin-8-ylamine (PQIP), which we show i

3 l-yl)-cyclobutyl]-1-(2-phenyl-quinolin-7-yl)-imidazo [1,5-a]pyrazin-8-ylamine using an in vitro progr

4 lyl) acetylene-5,6-dihydro-5-methyl-6-oxo-4H-imidazo [1,5a] [1,4] benzodiazepine-3-carboxylate)] to a

5 ethyl-8-azido-5,6-dihydro-5-methyl-6-oxo-4H-imidazo(1,5-alpha)(1,4)benzodi azepine-3-carboxylate (Ro

6 K(+) competitive imidazo-1,2alpha-pyridines also bind to the luminal surf

7 3-iodo-1H-pyrrolo[3',2':4,5]imidazo-[1,2-a]pyridines and [1,2-b]pyridazines were pre

8 3-dideoxy-2,3-didehydro-d/l-erythrofuranosyl)imidazo[ 1,2-a]pyridine.

9 -2-(4-fluorobenzyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione (31a

10 A variety of C-3 halogenated imidazo[1,2- a]pyridines and benzo[d]imidazo[2,1- b]thia

11 GHB binding sites, this study identified 2-(imidazo[1,2- b]pyridazin-2-yl)acetic acid as a novel lig

12 A series of imidazo[1,2- b]pyridazin-8-amine kinase inhibitors were

13 2-amino-8-(1'-beta-D-2'-deoxyribofuranosyl)-imidazo[1,2-a]-1,3,5-triazin-4 (8H)-one (dP).

14 2-Amino-8-(1'-beta-D-2'-deoxyribofuranosyl)-imidazo[1,2-a]-1,3,5-triazin-4(8H)-on e (dP) implements

15 2-amino-8-(1'-beta-D-2'-deoxyribofuranosyl)-imidazo[1,2-a]-1,3,5-triazin-4(8H)-on e].

16 -amino-5-nitro-2(1H)-pyridone, and , 2-amino-imidazo[1,2-a]-1,3,5-triazin-4(8H)-one) nucleobase pairs

17 es ZTP opposite its Watson-Crick complement, imidazo[1,2-a]-1,3,5-triazin-4(8H)one (trivially P), lay

18 -amino-5-nitro-2(1H)-pyridone and P, 2-amino-imidazo[1,2-a]-1,3,5-triazin-4(8H)one) that were designe

19 (6-amino-5-nitro-2(1H)-pyridone and 2-amino-imidazo[1,2-a]-1,3,5-triazin-4-(8H)-one).

20 obases and two added nucleobases (2-amino-8H-imidazo[1,2-a][1,3,5]triazin-4-one and 6-amino-5-nitropy

21 imidazole ring with the triazine to provide imidazo[1,2-a][1,3,5]triazines.

22 g in a library of substituted 8,9-dihydro-5H-imidazo[1,2-a][1,4]diazepin-7(6H)-ones has been develope

23 (L(1))Br2] (1) bearing a fused pi-conjugated imidazo[1,2-a][1,8]naphthyridine-based abnormal N-hetero

24 to a large variety of 3,6-di(hetero)arylated imidazo[1,2-a]imidazole derivatives.

25 vel access to functionalizable 6-substituted imidazo[1,2-a]imidazole scaffolds is described.

26 ary of diversified 2,3,6-tri(hetero)arylated imidazo[1,2-a]imidazoles was generated in good yields.

27 (5-[4-(N-methoxyamidino)-phenyl]-furan-2-yl)-imidazo[1,2-a]pyr idine-6-carboxamidine (6) was prepared

28 r to 3,7-dihydro-2-methyl-6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3-on e (MCLA), which-has been gene

29 Imidazo[1,2-a]pyrazine and imidazo[2,1-a]isoquinoline we

30 We report the discovery of a series of imidazo[1,2-a]pyrazine derivatives as novel inhibitors o

31 novel BET bromodomain inhibitors based on an imidazo[1,2-a]pyrazine scaffold.

32 covery and optimization of a novel series of imidazo[1,2-a]pyrazine Syk inhibitors.

33 nging to three heterocyclic chemical series: imidazo[1,2-a]pyrazine, imidazo[1,5-a]quinoxaline, and p

34 rogram aimed to further optimize a series of imidazo[1,2-a]pyrazines as a novel class of potent and s

35 vaccine adjuvants, we hypothesized that the imidazo[1,2-a]pyrazines, readily accessible via the Groe

36 -3-phenyl-6,7,8,9-tetrahydropyrido[3',2':4,5]imidazo[1,2-a]pyri midin-5-ium chloride (PHIP-M1) as mai

37 midinophenyl)-furan-2-yl]-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridi ne-6-carboxamidine acetate salt (7)

38 A new and extensive set of 4-(6-iodo-H-imidazo[1,2-a]pyridin-2-yl)-N-dimethylbenzeneamine (IMPY

39 orming them to corresponding N-(pyridin-2-yl)imidazo[1,2-a]pyridin-3-amines.

40 thesis and biological studies of 2-hydroxy-3-imidazo[1,2-a]pyridin-3-yl-2-phosphonopropionic acid (3-

41 l hydrochloride and 4-chloro-N-[2-(2-thienyl)imidazo[1,2-a]pyridin-3-yl]]benzamide activated the toni

42 s were sensitive to 4-chloro-N-[2-(2-thienyl)imidazo[1,2-a]pyridin-3-yl]benzamide (DS2).

43 delta subunit, DS2 (4-chloro-N-[2-(2-thienyl)imidazo[1,2-a]pyridin-3-yl]benzamide), increased tonic c

44 novel PET tracers (2-(4-[(11)C]methoxyphenyl)imidazo[1,2-a]pyridin-7-amine 7 ([(11)C]RO6924963), N-[(

45 We report also the synthesis of 10 3-imidazo[1,2-a]pyridin-tetrazolo[1,5-a]quinolines in 28-9

46 nt, 2-(4'-dimethylaminophenyl)-6-(123)I-iodo-imidazo[1,2-a]pyridine ((123)I-IMPY), in adjacent brain

47 Moreover, the biologically interesting imidazo[1,2-a]pyridine (alpidem derivative) has been pre

48 otassium tert-butoxide gave the indeno-fused imidazo[1,2-a]pyridine 24 in 98% yield.

49 library of hybrid molecules incorporating an imidazo[1,2-a]pyridine and an urea moiety as novel solub

50 ling of the heteroaromatic carboxylic acids (imidazo[1,2-a]pyridine and isoxazole) with aryl halides.

51 for the construction of 3-phenyl-1H-pyrrolo-imidazo[1,2-a]pyridine backbone is described.

52 approach to the synthesis of polychlorinated imidazo[1,2-a]pyridine C-3-erythrofuranosides, a palladi

53 umen, and thus its inhibitors, including the imidazo[1,2-a]pyridine class of K(+)-competitive acid bl

54 In this work, we describe a novel class of imidazo[1,2-a]pyridine derivatives as aldehyde dehydroge

55 ing to the formation of 3-nitro-2-(arylvinyl)imidazo[1,2-a]pyridine derivatives.

56 ed us to synthesize the structurally similar imidazo[1,2-a]pyridine erythrofuranosyl C-nucleosides.

57 ort the discovery of two diverse lead series imidazo[1,2-a]pyridine ethers (IPE) and squaramides (SQA

58 Replacement of the imidazo[1,2-a]pyridine group of the previously reported

59 nomer of 2,6,7-trichloro-3-(erythrofuranosyl)imidazo[1,2-a]pyridine proved to be the most active memb

60 diacetate -mediated 1,2-ipso-migration of an imidazo[1,2-a]pyridine ring via the formation of an azir

61 vileged position in the core scaffold of the imidazo[1,2-a]pyridine ring, which can be modified witho

62 into a novel class of uPA inhibitors with an imidazo[1,2-a]pyridine scaffold.

63 An imidazo[1,2-a]pyridine series of ATX inhibitors was iden

64 By modification of the analogous imidazo[1,2-a]pyridine series, the newly reported leads

65 od for coupling of aryl isocyanates with the imidazo[1,2-a]pyridine system via a pentacyclometalated

66 A biologically promising imidazo[1,2-a]pyridine was successfully synthesized thro

67 3)I-IMPY (6-iodo-2-(4'-dimethylamino-)phenyl-imidazo[1,2-a]pyridine) is a novel radiopharmaceutical t

68 ties of an azaindolizinone derivative, spiro[imidazo[1,2-a]pyridine-3,2-idan]-2(3H)-one (ST101 or ZSE

69 oro-2-(4'-(123)I-iodophenyl)-3-(N,N-diethyl)-imidazo[1,2-a]pyridine-3-acetam ide ((123)I-CLINDE) in n

70 oro-2-(4'-(123)I-iodophenyl)-3-(N,N-diethyl)-imidazo[1,2-a]pyridine-3-acetam ide SPECT ((123)I-CLINDE

71 zed intramolecular aminooxygenation produced imidazo[1,2-a]pyridine-3-carbaldehydes in moderate to go

72 esized from 2-[5-(4-cyanophenyl)-furan-2-yl]-imidazo[1,2-a]pyridine-6-carbonitrile (4a), through the

73 e salt of 2-[5-(4-amidinophenyl)-furan-2-yl]-imidazo[1,2-a]pyridine-6-carboxamidine (8a) was obtained

74 previously reported 1,2,3,5-tetrahydro-5-oxo-imidazo[1,2-a]pyridine-7-carboxylic acid (IPCA).

75 gy, two compounds 2-[4-(dimethylamino)phenyl]imidazo[1,2-a]pyridine-8-ol (1) and N(1),N(1)-dimethyl-N

76 , and, above all, adaptability to synthesize imidazo[1,2-a]pyridine-based drug molecules such as Alpi

77 and shows excellent C-3 regioselectivity of imidazo[1,2-a]pyridine.

78 s also applicable for the selenocyanation of imidazo[1,2-a]pyridine.

79 a new scaffold of the type 3-aryl-1H-pyrrolo-imidazo[1,2-a]pyridine.

80 dines and isoquinolines for the synthesis of imidazo[1,2-a]pyridines and 2-phenylimidazo[2,1-a]isoqui

81 developed to construct diversely substituted imidazo[1,2-a]pyridines and benzimidazo[1,2-a]pyridines

82 Copper-catalyzed synthesis of disulfenylated imidazo[1,2-a]pyridines and indoles using elemental sulf

83 The imidazo[1,2-a]pyridines bearing different substituents s

84 hort and efficient route to a broad range of imidazo[1,2-a]pyridines from 2-aminopyridines and acetop

85 or the practical synthesis of functionalized imidazo[1,2-a]pyridines from benzaldehydes, 2-aminopyrid

86 100 degrees C) resulted in the formation of imidazo[1,2-a]pyridines in 40-60% yields.

87 lso applied for the synthesis of benzothieno-imidazo[1,2-a]pyridines in excellent yields (99%) throug

88 2-chloropyridines and 2H-azirines producing imidazo[1,2-a]pyridines is described.

89 2-Aryl-imidazo[1,2-a]pyridines not capable of ESIPT emit in the

90 rison of the properties of six ESIPT-capable imidazo[1,2-a]pyridines shows the influence of various s

91 ecular sulfenocyclization of 2-(2-halophenyl)imidazo[1,2-a]pyridines using sulfur powder.

92 on/cycloisomerization of propiolates to form imidazo[1,2-a]pyridines was explored.

93 Direct C-3 arylation of imidazo[1,2-a]pyridines with aryl tosylates and mesylate

94 A library of 3-(trifluoromethyl)imidazo[1,2-a]pyridines with broad functionalities have

95 A library of 3-(thiocyanato)imidazo[1,2-a]pyridines with broad functionalities have

96 idative C(sp(2))-H bond functionalization of imidazo[1,2-a]pyridines with dimethyl sulfoxide as the c

97 e intermediate in Mannich bases derived from imidazo[1,2-a]pyridines, 2-pyridylamines or arylamines,

98 cient synthesis of diversely polysubstituted imidazo[1,2-a]pyridines, a family of aza-heterocycles en

99 to the selective formation of C3-substituted imidazo[1,2-a]pyridines, an heterocyclic moiety commonly

100 3-Substituted imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and

101 eteroarene such as thiazoles, thiophenes, or imidazo[1,2-a]pyridines, the intermolecular arylation of

102 ro[2,3-c]pyridines, rather than the expected imidazo[1,2-a]pyridines, were obtained, which were chara

103 1,2,3-trimethyl-8-(pentafluorophenylmethoxy)imidazo[1,2-a]pyridinium iodide (TMPFPIP), a reversible

104 Imidazo[1,2-a]pyridyl N-arylpyridazinones were hybridize

105 O6924963), N-[(11)C]methyl-2-(3-methylphenyl)imidazo[1,2-a]pyrimidin-7-amine 8 ([(11)C]RO6931643), an

106 sis of 2-[3-(4-fluoro-3-pyridin-3-yl-phenyl)-imidazo[1,2-a]pyrimidin-7-yl]-propan -2-ol (1), an oral

107 cycles led to the first functionalization of imidazo[1,2-a]pyrimidine cores on the C6-position.

108 However, the imidazo[1,2-a]pyrimidine moiety is rapidly metabolized b

109 he present methodology is also applicable to imidazo[1,2-a]pyrimidine, imidazo[2,1-b]thiazole and ben

110 4-substituted-2-methyl-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylates, which contain 1

111 d formation leading to highly functionalized imidazo[1,2-a]pyrimidines in good to excellent yields.

112 The imidazo[1,2-a]pyrimidines were shown to bind somewhat mo

113 3-Substituted imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[1,2-c]pyrimidine

114 ligand and the cyclized 7- and 8-substituted-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine products in the pre

115 cyclic scaffold, the 1,3,3-trisubstituted 1H-imidazo[1,2-alpha]imidazol-2-one (i.e. structure 3).

116 Other aryl iodides such as 3-iodo-imidazo[1,2-alpha]pyridine were also used for the tandem

117 Inhibition of the gastric H,K-ATPase by the imidazo[1,2-alpha]pyridine, SCH28080, is strictly compet

118 inked pyrrolecarbaldehyde and 2,3-dihydro-1H-imidazo[1,2-alpha]pyridine-4-ylium derivatives were iden

119 2',6-difluoro-5'-[3-(1-hydroxy-1-methylethyl)imidazo[1,2-b][1,2,4]triazin- 7-yl]biphenyl-2-carbonitri

120 -2-ium 6-oxides rearranged to 2,3-dihydro-1H-imidazo[1,2-b]indazoles under mild conditions.

121 methyl-1H-pyrazol-5-yl)-8-(m orpholinomethyl)imidazo[1,2-b]pyridazin-6-amine (LY2784544) and 1H-benzi

122 Imidazo[1,2-b]pyridazine compound, SGI-1776 inhibits Pim

123 Identified from a screen of imidazo[1,2-b]pyridazine compounds, SGI-1776 inhibits Pi

124 ass of picornavirus inhibitors comprising an imidazo[1,2-b]pyridazine nucleus was discovered.

125 of high affinity inhibitors of PIM-1 such as imidazo[1,2-b]pyridazines, pyrazolo[1,5-a]pyrimidines, a

126 A series of imidazo[1,2-b]thiazole derivatives is shown to activate

127 sted by modifying the amide portion of these imidazo[1,2-b]thiazole derivatives.

128 tly at either the C-2 or C-3 position of the imidazo[1,2-b]thiazole ring.

129 Cl(3)- or base-catalyzed conditions to yield imidazo[1,2-c]oxazoles and imidazo[2,1-c][1,4]oxazine he

130 eta-d-erythro-pentofuranosyl)-3-(2-oxopropyl)imidazo[1,2-c]pyr imidin-5(6H)-one residue.

131 eta-d-erythro-pentofuranosyl)-3-(2-oxopropyl)imidazo[1,2-c]pyr imidin-5(6H)-one residues can form in

132 -a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[1,2-c]pyrimidine were obtained regiospecifically

133 Benzo[4,5]imidazo[1,2-c]quinazoline-6-carbonitriles are prepared i

134 Phenanthro[9',10':4,5]imidazo[1,2-f]phenanthridines are blue-emitters, and the

135 eading to barely known phenanthro[9',10':4,5]imidazo[1,2-f]phenanthridines.

136 ride loss to yield a rearomatized dihydro-1H-imidazo[1,2-f]phenanthridinium derivative.

137 .1 mM, whereas the 2-methyl-8-(phenylmethoxy)imidazo[1,2a]pyridine-3-acetonitrile (SCH 28080)-inhibit

138 ively from its luminal surface by protonated imidazo[1,2alpha]pyridines (e.g., SCH28080).

139 8581 (3-bromo-10-(difluoromethyl)-9H-benzo[f]imidazo[1,5-a][1,2,4]triazolo[1,5-d][1,4] diazepine), a

140 gonist 8-azido-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxy lic acid eth

141 ol-1-ones 2, pyrrolo[1,2-c]imidazoles 3, and imidazo[1,5-a]indoles 4 by a simple one-step procedure.

142 und to be pivotal for the achievement of the imidazo[1,5-a]pyridine derivative as well as its amount

143 An imidazo[1,5-a]pyridine derivative was unexpectedly obtai

144 No traces of imidazo[1,5-a]pyridine derivatives were obtained for p-O

145 s context, a pyrene-tethered 1-(pyridin-2-yl)imidazo[1,5-a]pyridine-based fluorescent probe (TL18) wa

146 The synthesis of imidazo[1,5-a]pyridines through denitrogenative transann

147 er utilized in a facile one-pot synthesis of imidazo[1,5-a]pyridines.

148 s been developed to prepare a novel class of imidazo[1,5-a]pyridines.

149 resulted in the most potent ligand among the imidazo[1,5-a]quinoline derivatives described so far.

150 A series of imidazo[1,5-a]quinoline derivatives was designed and syn

151 ggested neuroprotective properties for these imidazo[1,5-a]quinoline derivatives.

152 on interacting with positions 4 and 5 of the imidazo[1,5-a]quinoline nucleus.

153 of sp(3)-enriched hexahydropyrido[2',1':2,3]imidazo[1,5-a]quinolinium and hexahydrothiazolo[2',3':2,

154 ]quinolinium and hexahydrothiazolo[2',3':2,3]imidazo[1,5-a]quinolinium architectures, is described.

155 of the nitro imidazole carboxylate afforded imidazo[1,5-a]quinoxalin-4-one in three steps and 60% ov

156 gy was developed for the construction of the imidazo[1,5-a]quinoxalin-4-one ring system.

157 A series of imidazo[1,5-a]quinoxaline piperazine ureas appended with

158 lic chemical series: imidazo[1,2-a]pyrazine, imidazo[1,5-a]quinoxaline, and pyrazolo[1,5-a]quinoxalin

159 a pipi* state localized at the 1-(2-pyridyl)-imidazo[1,5-alpha]pyridine (= impy) ligand core, with im

160 and dynamics of [ReCl(CO)3(3-R-1-(2-pyridyl)-imidazo[1,5-alpha]pyridine)] complexes (abbreviated ReGV

161 Analogues of the previously described spiro[imidazo[1,5-c]thiazole-3,3'-indoline]-2',5,7(6H,7aH)-tri

162 (4-(trifluoromethyl)phenyl)-1H-p yrazol-4-yl)imidazo[1,5-f][1,2,4]triazine, in nonhuman primates.

163 (ethyl-8-azido-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5alpha][1,4]benzodi azepine-3-carboxylate) exe

164 3 (ethyl-8-azido-6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5alpha][1,4]benzodiazepine-3 -carboxylate) and

165 -(4-Fluorophenyl)-2.3-dihydro-5-(4-puridinyl)imidazo(2, 1-beta)thiazole dihydrochloride.

166 terbenzimidazole (TB), and 5-(naphthyl[2,3-d]imidazo-2-yl)bibenzimidazole (5NIBB), which differ with

167 ntatives of new zwitterionic borane adducts, imidazo[2',1':3,4][1,4,2]diazaborolo[1,5-a]indolium-11-i

168 l-2-(4-bicyclo[2.2.2]octan-1-ol)-4-propyl-1H-imidazo[2,1 -i]purin-5(4H)-one, is a particularly potent

169 erein we report the discovery of the benzo[a]imidazo[2,1,5-c,d]indolizine motif displaying tunable em

170 genated imidazo[1,2- a]pyridines and benzo[d]imidazo[2,1- b]thiazoles were obtained in good to excell

171 ,4':10,5,6]anthra[2,1,9-def]thieno[3',4':4,5]imidazo[2,1-a]isoquino line-1,3,8(2H)-trione, 2-(1-hepty

172 Imidazo[1,2-a]pyrazine and imidazo[2,1-a]isoquinoline were also obtained in good yi

173 synthesis of amino-functionalized benzo[4,5]imidazo[2,1-a]isoquinolines and isoquinolino[3,4-b]quino

174 ed to obtain the first representatives of 7H-imidazo[2,1-a]pyrrolo[3,2-c]isoquinoline and 1H-imidazo[

175 dazo[2,1-a]pyrrolo[3,2-c]isoquinoline and 1H-imidazo[2,1-a]pyrrolo[3,4-c]isoquinoline heterocyclic sk

176 arbital) and direct CITCO [6-(4-chlorophenyl)imidazo[2,1-b]1,3thiazole-5-carbaldehyde O-(3,4-dichloro

177 (trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1, 3]oxazine (PA-824), in which the OCH(2

178 reaction was achieved from 6-(2-aminophenyl)imidazo[2,1-b][1,3,4]thiadiazole derivatives and availab

179 The (S)-2-nitro-6-substituted 6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazines have been extensively explor

180 CAR agonist/ligand CITCO [6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlo

181 port the identification of 6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlo

182 uman CAR than is prototype 6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlo

183 his study demonstrate that 6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde-O-(3,4-dichlo

184 nzo-p-dioxin (TCDD)], CAR [6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde-O-(3,4-dichlo

185 the direct CAR activator, 6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde-O-(3,4-dichlo

186 An early effort identified 6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde-O-(3,4-dichlo

187 rded for films of benzo[lmn]thieno[3',4':4,5]imidazo[2,1-b][3,8]phenanthroline-1,3,6(2H)-trione, 2-oc

188 onstruction of a variety of aryl-substituted imidazo[2,1-b]benzothiazoles, -[2,1-b]thiazoles, and -[2

189 fully applied to imidazo[2,1-b]thiazoles and imidazo[2,1-b]benzothiazoles.

190 r 1-(4-cyanophenyl)-3-(3-(cyclopropylethynyl)imidazo[2,1-b]thiazol-5-yl)thiourea 47 (hIDO IC(50) = 16

191 This methodology is also applicable to imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazol

192 also applicable to imidazo[1,2-a]pyrimidine, imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazol

193 To define the calcium blocker nature of the imidazo[2,1-b]thiazole-1,4-DHPs and their selectivity on

194 the structure-activity relationship of the 4-imidazo[2,1-b]thiazole-1,4-DHPs and to identify which of

195 (vascular and nonvascular) of a series of 4-imidazo[2,1-b]thiazole-1,4-dihydropyridines are reported

196 se to the human CAR ligand 6-(4-chlorophenyl)imidazo[2,1-b]thiazole-5-carbaldehyde O-(3, 4-dichlorobe

197 sence of the CAR activator 6-(4-chlorophenyl)imidazo[2,1-b]thiazole-5-carbaldehyde O-(3,4-dichloroben

198 -piperidin-4-yl)-2-(4-fluoro-phenyl)-benzo[d]imidazo[2,1-b]thiazole-7 -carboxamide), that activated t

199 icable to imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole.

200 rimidine, imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole.

201 methodology has been successfully applied to imidazo[2,1-b]thiazoles and imidazo[2,1-b]benzothiazoles

202 d method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting from benzaldehydes, 2-a

203 idazoles as the substrate, the corresponding imidazo[2,1-b]thiazoles were exclusively obtained.

204 nes, benzimidazo [1,2-a]pyrazine, benzo[4,5] imidazo[2,1-b]thiazoles) directly from 2-aminoheteroaren

205 including thiazolo[3,2-a]benzimidazoles and imidazo[2,1-b]thiazoles, is reported.

206 The synthesis of substituted 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones and anal

207 intermediate of (5R)-(6Z)-6-(5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazin-2-ylmethylene)-7-oxo -4-thia-1

208 nditions to yield imidazo[1,2-c]oxazoles and imidazo[2,1-c][1,4]oxazine heterocycles.

209 a methylidene penem having a 5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazine heterocyclic substituent at t

210 Hence, a new class of multifunctionalized imidazo[2,1-i]purine derivatives, easily synthesized wit

211 4-methyl-2-phenyl-(8R)-4,5,7,8-tetrahydro-1H-imidazo[2.1-i]p urin-5-one (PSB-11) at the WT A(3)ARs, b

212 4-methyl-2-phenyl-(8R)-4,5,7,8-tetrahydro-1H-imidazo[2.1-i]pur in-5-one (PSB-11) from the A3 receptor

213 We have identified a series of 1H-imidazo-[4,5-c]quinolines as selective allosteric enhanc

214 1H-Imidazo-[4,5-c]quinolines were prepared while investigat

215 dation to (R)-5,6-dihydro-5-(methylamino)-4H-imidazo[4,5,1-ij]quinolin-2(1H) -one [(R)-6], intermedia

216 7-tetrahydro-5-methyl-6-(3-methyl-2-butenyl)imidazo[4,5,1-jk][1, 4]-benzodiazepin-2(1H)-thione monoh

217 common heterocyclic base, 4(7)-amino-6(5) H-imidazo[4,5- d]pyridazin-7(4)one, were screened against

218 on of 7,8-dihalo-2,2-dimethyl-2,3-dihydro-1H-imidazo[4,5-b]phenazine derivatives with good to excelle

219 ing N-alkylated benzo[d]imidazol-2(3H)-ones, imidazo[4,5-b]pyridin-2(3H)-ones, imidazo[4,5-c]pyridin-

220 ulators of GluN2B that contain a 1,3-dihydro-imidazo[4,5-b]pyridin-2-one core.

221 The synthesis and SAR studies of tricyclic imidazo[4,5-b]pyridin-2-ones as human corticotropin-rele

222 affords highly functionalized unsymmetrical imidazo[4,5-b]pyridin-2-ones in just three synthetic ste

223 nthesis of pseudosymmetrically disubstituted imidazo[4,5-b]pyridin-2-ones, 1,4-disubstituted pyrido[2

224 This led to the discovery of 2-(3H-imidazo[4,5-b]pyridin-2-ylthio)-N-(3,4-dimethoxyphenyl)a

225 romo-2-(4-(4-methylpiperazin-1-yl)phenyl)-3H-imidazo[4,5-b]pyridin-7-yl )piperazin-1-yl)methyl)-5-met

226 -(1H-tetrazol-5-yl)biphe nyl-4-yl]methyl]-3H-imidazo[4,5-b]pyridine ((11)C-KR31173) was injected intr

227 n-1-yl)-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H -imidazo[4,5-b]pyridine (27e), a potent inhibitor of Auro

228 , and 2-[2-(4-methoxypyridin-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridine (BYK191023) was found to have ver

229 DNA binding properties of fused heterocycles imidazo[4,5-b]pyridine (Ip) and hydroxybenzimidazole (Hz

230 arker of PAHs, and 2-amino-1-methyl-6-phenyl-imidazo[4,5-b]pyridine (PhIP), an HCA, were associated w

231 studies led to the development of purine and imidazo[4,5-b]pyridine analogues with high inhibitory po

232 le beta-deoxynucleoside (B), and 9-methyl-1H-imidazo[4,5-b]pyridine beta-deoxynucleoside (Q), were us

233 C2 direct alkynylation of 3H-imidazo[4,5-b]pyridine derivatives is explored for the f

234 putational modeling approach, appropriate C7-imidazo[4,5-b]pyridine derivatization led to the discove

235 e pairs containing nucleoside Q (9-methyl-1H-imidazo[4,5-b]pyridine) but not the analogue Z (4-methyl

236 tive N-pivaloxy-2-amino-1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine, 1b, and investigated its chemist

237 HCA) carcinogen 2-amino-1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine, PhIP, is often generated in the

238 small-molecule BRAF inhibitors based on a 1H-imidazo[4,5-b]pyridine-2(3H)-one scaffold (ring A) as th

239 as the starting point led to a new class of imidazo[4,5-b]pyridine-based inhibitors of Aurora kinase

240 Optimization of the imidazo[4,5-b]pyridine-based series of Aurora kinase inh

241 s formed the basis of a design principle for imidazo[4,5-b]pyridine-derived Aurora-A-selective inhibi

242 ghtforward synthesis of various 2-alkynyl-3H-imidazo[4,5-b]pyridines, a valuable scaffold in drug des

243 Eight 2-phenyl-3H-imidazo[4,5-b]quinoline-9-carbonitriles 15 are prepared

244 les 14 in diphenyl ether affords 2-phenyl-3H-imidazo[4,5-b]quinoline-9-carbonitriles 15 in near quant

245 ange of substituents at all positions of the imidazo[4,5-c]pyrazole nucleus.

246 A new synthetic approach to 4-substituted imidazo[4,5-c]pyrazoles is proposed on the basis of the

247 (3H)-ones, imidazo[4,5-b]pyridin-2(3H)-ones, imidazo[4,5-c]pyridin-2(3H)-ones, benzo[d]oxazol-2(3H)-o

248 is and SAR of a series of 4,5,6,7-tetrahydro-imidazo[4,5-c]pyridine P2X7 antagonists are described.

249 the identification of new benzimidazole and imidazo[4,5-c]pyridine-fused ring templates, represented

250 s with various 1,2,4-triazines produced both imidazo[4,5-c]pyridines (3-deazapurines) and pyrido[3,2-

251 in-2-yl)pyrimidin-4-amines and ultimately to imidazo[4,5-c]pyridines and isoquinolines.

252 protocols for the selective chlorination of imidazo[4,5-c]pyridines at the C2 and C7 positions were

253 forded methyl substituted 4,5,6,7-tetrahydro-imidazo[4,5-c]pyridines ultimately leading to the identi

254 Imidazo[4,5-c]pyridines were synthesized in three steps

255 ethyl-2-oxo-8-(quinolin-3-yl)-2,3-dihydro-1H-imidazo[4,5-c]quin olin-1-yl]phenyl} propanenitrile (NVP

256 ng with 1-(4-amino-2-((ethylamino)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan- 2-ol as a l

257 n) modifications were made in a series of 1H-imidazo[4,5-c]quinolin-4-amine derivatives as allosteric

258 Imiquimod (1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine) is a TLR7 agonist that i

259 dazoquinoline 2-cyclopentyl-4-phenylamino-1H-imidazo[4,5-c]quinoline (DU124183), the pyridinylisoquin

260 t of analogs seem to be the 2-cyclopentyl-1H-imidazo[4,5-c]quinoline derivatives, of which the 4-phen

261 s the design of [1,3,4]thiadiazolo[3',2':1,2]imidazo[4,5-c]quinolines using a Pictet-Spengler reactio

262 tically pure 3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-ones which form a new fami

263 A series of imidazo[4,5-d]isothiazole nucleosides related to the ant

264 The central 5H-imidazo[4,5-d]pyridazine core was formed from acid-catal

265 The 1H-imidazo[4,5-d]pyridazine was identified as scaffold for

266 Here we show that imidazo[4,5-e][1, 4]diazapine nucleotide (I) is a potent

267 a series of analogues (1a-1h) containing the imidazo[4,5-e][1,2,4]triazepine ring system has been syn

268 m (9, 14, 15, 18, 24-26, 28, 31, and 33) and imidazo[4,5-e][1,2,4]triazepine ring systems (30b, 30c,

269 d nucleotide analogues (RENs) containing the imidazo[4,5-e][1,3]diazepine ring system (9, 14, 15, 18,

270 ) (dppz = dipyridophenazine, PIP = 2-(phenyl)imidazo[4,5-f][1,10]phenanthroline) immediately stalls r

271 bipyridyl and PICH(2) is (2-(4-carboxyphenyl)imidazo[4,5-f][1,10]phenanthroline).

272 ining the heterocyclic amine 8-[(3-methyl-3H-imidazo[4,5-f]quinolin-2-yl)amino]-2'-deoxyguanosine add

273 n-1-yl)propyl)-2-(4-(pyridin-4-yl)phenyl)-1H-imidazo[4,5-g ]quinoxalin-6(5H)-one (CTA056), that was d

274 An imidazo[4,5-h]isoquinolin-7,9-dione (1) was identified a

275 This was realized by converting 1 to the imidazo[4,5-h]isoquinolin-9-one (20), resulting in an 18

276 ed on a tripartite A-B-C system featuring an imidazo[4,5]pyridin-2-one group hinge binder.

277 ituted central aromatic core connected to an imidazo[4,5]pyridin-2-one scaffold and a substituted ure

278 ed for the determination of 2-amino-3-methyl imidazo[4-5-f]quinolone (IQ), 2-amino-3, 8-dimethlylimid

279 design approach was used to elaborate the 5H-imidazo[5,1-a]isoindole core and to improve potency and

280 A novel class of 5-substituted 5H-imidazo[5,1-a]isoindoles are described as potent inhibit

281 methyl-5-quinolinyl)-1-piperazinyl]ethyl}-4H-imidazo[5,1-c][1,4]benzox azine-3-carboxamide (GSK588045

282 [4-(trifluoromethyl)pheny l]-1H-pyrazol-4-yl}imidazo[5,1-f][1,2,4]triazine, [(18)F]PF-05270430 (5).

283 Imidazo[5,1-f][1,2,4]triazinones, as isosteres of purine

284 loped for the synthesis of aroyl-substituted imidazo-/benzimidazo-fused isoquinolines.

285 rnative one-pot protocol for the assembly of imidazo/benzimidazo[2,1-a]isoquinolines in moderate to g

286 delta subunit-containing receptors bind the imidazo-benzodiazepines (BZs) flumazenil and Ro15-4513 w

287 lied to the syntheses of hitherto unreported imidazo-fused benzimidazoquinazolines via a deprotection

288 an effective method for the halogenation of imidazo-fused heterocycles using readily available sodiu

289 ed method was developed for the synthesis of imidazo-fused pyrrolopyrazines.

290 regioselective cascade synthesis of N-fused imidazo heterocycles has been developed.

291 osides 6, 7-dichloro-1-(beta-D-ribofuranosyl)imidazo inverted question mark4,5-bquinolin-2-one and 6,

292 one and 6,7-dichloro-3-(beta-D-ribofuranosyl)imidazo inverted question mark4,5-bquinolin-2-one were s

293 ed as the key synthetic intermediates in the imidazo inverted question mark4,5-bquinoline series.

294 c cations is presented, based on the dihydro-imidazo-phenanthridinium framework (DIP), that have affi

295 Since the phenylmethoxy ring of the imidazo-pyridine inhibitors binds to TM1/2, as shown by

296 A79 than classic BZDs or BZDs that lack a 3'-imidazo substituent (e.g., midazolam).

297 del of the BZD binding site positions the 3'-imidazo substituent of Ro 15-4513 near gamma(2)A79.

298 id i-BZDs is related to the volume of the 3'-imidazo substituents.

299 The initial imidazo-thiadiazole scaffold was replaced by a 3-methyl-

300 e describe the successful optimization of an imidazo-thiadiazole series of CDK8 inhibitors that was i