ライフサイエンスコーパス: aminoquinoline

1 ated heterocycles with 2-aminopyridine and 2-aminoquinoline.

2 to increase the permeability of parasites to aminoquinolines.

3 onditions to afford biologically important 3-aminoquinolines.

4 s), non-ACT regimens and combinations with 8-aminoquinolines.

5 ative for the formation of the C-N bond in 4-aminoquinolines.

6 bled us to integrate the C-3 side chain on 2-aminoquinoline 1 extending deep into the P2' binding poc

7 d screening of a focused fragment library, 2-aminoquinoline 1 was identified as an initial hit for BA

8 type A light chain (BoNT/A LC) inhibitor bis-aminoquinoline (1) were prepared.

9 -(L)-leucylaminoquinoline (9) to leucine and aminoquinoline (10).

10 ive conversion to the fluorescent product, 6-aminoquinoline (2).

11 5h, prepared from the auxiliaries such as, 8-aminoquinoline, 2-(methylthio)aniline, and N',N'-dimethy

12 An unprecedented reactivity of 3-aminoquinoline-2,4-diones is reported.

13 Initial 4-anilino-6-aminoquinoline-3-carbonitrile leads showed poor selectiv

14 ution at the C-8 position of our 4-anilino-6-aminoquinoline-3-carbonitrile leads.

15 The 8-substituted-4-anilino-6-aminoquinoline-3-carbonitriles were prepared from the ap

16 of (+/-)-streptonigrin, a potent tetracyclic aminoquinoline-5,8-dione antitumor antibiotic that reach

17 es yielded similar MS/MS results; however, 6-aminoquinoline (6-AQ), 2-amino-9(10 H)-acridone (AMAC) a

18 e was either maintained or replaced with a 4-aminoquinoline-7-carbonitrile were synthesized in an eff

19 Primaquine and tafenoquine are the two 8-aminoquinoline (8-AQ) antimalarial drugs approved for ma

20 just changing the external ligand (L) from 8-aminoquinoline (8-AQ) to tetramethylphenanthroline (TMP)

21 development of hemolytic anemia when given 8-aminoquinolines (8-AQs), an important class of antimalar

22 adding further evidence that antimalarial 4-aminoquinolines act by this mechanism.

23 for the remote C5-H bond carboxylation of 8-aminoquinoline amide and sulfonamide derivatives.

24 The use of 8-aminoquinoline amide as an auxiliary efficiently directs

25 a carboxylic acid 2-methylthioaniline- or 8-aminoquinoline amide substrate, aryl or alkyl iodide cou

26 istic understanding of the toxicity of the 4-aminoquinoline amodiaquine (1b), three series of amodiaq

27 nyl chlorides and bidentate ligands (e.g., 8-aminoquinoline and 2-(methylthio)aniline), has been inve

28 structure-activity relationship of seventy 4-aminoquinoline and 9-aminoacridine analogues reveals tha

29 mpounds with a meta-relationship between the aminoquinoline and a positively charged tail moiety were

30 For 13 aminoquinoline and aminoacridine compounds, relative dru

31 ized new nNOS inhibitors based on 7-phenyl-2-aminoquinoline and assayed them against rat and human nN

32 -induced electron transfer (PET) between the aminoquinoline and naphthalimide moieties by glucosamine

33 In this investigation, new hybrids of 4-aminoquinoline and pyrimidine moieties that show antipla

34 sign were employed to identify substituted 4-aminoquinolines and 4-aminonaphthyridines as potent, sma

35 Resistance to aminoquinolines and antifolates is long-standing, yet wi

36 his study, 5-substituted phenyl ether-linked aminoquinolines and derivatives were synthesized and ass

37 ibility were those previously identified for aminoquinolines and pyrimethamine.

38 c methods for the synthesis of quinolines, 2-aminoquinolines, and quinazolines via biomimetic dehydro

39 Various polysubstituted quinolines, 2-aminoquinolines, and quinazolines were synthesized in mo

40 We have previously described a system of 2-aminoquinoline- and 2-aminoquinazoline-based C-deoxynucl

41 A method for cobalt-catalyzed, aminoquinoline- and picolinamide-directed C(sp(2))-H bon

42 a population-level surrogate endpoint for 8-aminoquinoline antihypnozoite activity to prevent P. viv

43 macology has also been established for the 4-aminoquinoline antimalarial class.

44 Here we demonstrate that the 8-aminoquinoline antimalarial drug tafenoquine inhibits th

45 Amodiaquine is a 4-aminoquinoline antimalarial similar to chloroquine that

46 Amodiaquine (AQ) (2) is a 4-aminoquinoline antimalarial that can cause adverse side

47 Primaquine is an 8-aminoquinoline antimalarial.

48 Amodiaquine (AQ) and tebuquine are 4-aminoquinoline antimalarials with Mannich base side chai

49 linary approach for the development of new 4-aminoquinoline antimalarials, with efficacy superior to

50 Aminoquinolines (AQs) with diaminoalkane side chains (-H

51 acile but thermodynamically unfavorable with aminoquinoline as a directing group and acetonitrile as

52 n Ni-catalyzed C(sp(3))-H activation using 8-aminoquinoline as a directing group motivated us to exam

53 Previously, we identified 2-aminoquinoline as a fragment hit toward p47phox(SH3A-B)

54 fluoroalkylated gamma-lactams derived from 4-aminoquinoline as potent chemotherapeutic agents for mal

55 MAGE-A11:substrate interaction identified 4-Aminoquinolines as potent inhibitors of MAGE-A11 that sh

56 atic amides is achieved in the presence of 8-aminoquinoline, as a removable directing group, using Mn

57 antimalarials, including endoperoxides and 4-aminoquinolines, as well as compounds active against ase

58 ple and general method for copper-catalyzed, aminoquinoline-assisted amination of beta-C(sp(2))-H bon

59 r alkylation of sp(3) and sp(2) C-H bonds, 8-aminoquinoline auxiliary affords the best results.

60 rs were synthesized with aminonaphthalene or aminoquinoline auxiliary groups tethered to N-4 of cytos

61 for amine gamma-functionalization, and the 8-aminoquinoline auxiliary is used for carboxylic acid bet

62 n of secondary sp(3) C-H bonds is desired, 8-aminoquinoline auxiliary may be used.

63 Using 8-aminoquinoline-based aryl carboxamides, the direct ortho

64 and, among the non-nucleoside inhibitors, 4-aminoquinoline-based inhibitors, such as SGI-1027 and it

65 We previously developed several classes of 2-aminoquinoline-based nNOS inhibitors, but these compound

66 2-Aminoquinoline-based scaffolds were designed with the ho

67 arbon monoxide, cyclic secondary amines, and aminoquinoline benzamides have been explored.

68 tic carboxylic acids that are protected as 8-aminoquinoline benzamides is described.

69 Removable picolinamide and 8-aminoquinoline bidentate directing groups are used to co

70 ers previously associated with resistance to aminoquinolines, but increased sensitivity to lumefantri

71 Tethering a fluorine atom to the aminoquinoline C(3) position afforded fluoroaminoquinoli

72 Unlike diprotic chloroquine (CQ), its two 4-aminoquinoline carbon isosteres (1, 2) are monoprotic at

73 The 8-aminoquinolines cause dose-dependent haemolysis in gluco

74 relationships (SAR) across the top-ranked 4-aminoquinoline chemotype.

75 omising members of our previously reported 2-aminoquinoline class of nNOS inhibitors, although orally

76 4-aminoquinolines, classically prepared via SNAr chemistry

77 Crystallized AIF-aminoquinoline complexes validate TR-SAXS-guided SAR, su

78 , the hPDE-V inhibitors sildenafil and the 4-aminoquinoline compound 7a do not affect Cryptosporidium

79 Together with a tris(formylpyridine), 8-aminoquinoline condensed around Zn(II) templates to prod

80 Several compounds built on a 7-substituted 2-aminoquinoline core are potent and isoform-selective; X-

81 d by acid-mediated cyclization to afford the aminoquinoline core.

82 plasmodial activities of various substituted aminoquinolines coupled to an adamantane carrier are des

83 We synthesized both truncated and polar 2-aminoquinoline derivatives and assayed them against reco

84 loroquine yielded a series of new 7-chloro-4-aminoquinoline derivatives exhibiting high in vitro acti

85 Aminoquinoline derivatives were evaluated against a pane

86 earranged phenyl ether- and aniline-linked 2-aminoquinoline derivatives were therefore designed to (a

87 t catalysts for the C-H functionalization of aminoquinoline derivatives with I(2).

88 th various 2-aminoazoles, aminopyridine, and aminoquinoline derivatives, to provide diverse monoalkyl

89 rthermore, the developed route includes an 8-aminoquinoline-directed C(sp(2))-H arylation as one of i

90 ere mechanistic studies of cobalt-catalyzed, aminoquinoline-directed C(sp(2))-H bond functionalizatio

91 ation of Cu(II) and Cu(III) intermediates in aminoquinoline-directed C(sp(2))-H functionalization of

92 analogous to a key intermediate proposed in aminoquinoline-directed C-H functionalization catalysis.

93 llic aryl-Co(III) intermediate proposed in 8-aminoquinoline-directed Co-catalyzed C-H activation proc

94 We report herein a cobalt-catalyzed 8-aminoquinoline-directed highly regio- and stereoselectiv

95 ribes detailed organometallic studies of the aminoquinoline-directed Ni-catalyzed C-H functionalizati

96 An 8-aminoquinoline-directed, copper/1,10-phenanthroline-medi

97 Furthermore, the 8-aminoquinoline directing group is easily removed to affo

98 lent regiocontrol is achieved utilizing an 8-aminoquinoline directing group that can be readily cleav

99 ligands, thus rivaling the efficiency of the aminoquinoline directing group.

100 N-tert-Butyl isoquine (4) (GSK369796) is a 4-aminoquinoline drug candidate selected and developed as

101 differences among ACTs and single low-dose 8-aminoquinoline drugs in their ability and speed to block

102 Resistance to 4-aminoquinoline drugs is associated with reduced drug per

103 ariant forms can transport these weak-base 4-aminoquinoline drugs out of this acidic organelle, thus

104 tant P falciparum during pregnancy, and of 8-aminoquinolines during lactation, needs to be establishe

105 ective; X-ray crystallography indicates that aminoquinolines exert inhibitory effects by mimicking su

106 fluorescein modified with a functionalized 8-aminoquinoline group as a copper-binding moiety, were sy

107 Efficient synthesis of 3-aminoquinolines has been demonstrated from readily acces

108 Their haemolytic risk when treated with 8-aminoquinolines has not been well characterized.

109 malarial drugs, chloroquine (CQ) and other 4-aminoquinolines have shown high potency and good bioavai

110 wo fluorescein-based dyes derivatized with 8-aminoquinoline, have been prepared and their photophysic

111 ation in one pot offered access to various 3-aminoquinolines in a good yield.

112 ence suggests that there is dose-dependent 8-aminoquinoline induced methaemoglobinaemia and that high

113 ly developed a class of membrane-permeable 2-aminoquinoline inhibitors and later rearranged the scaff

114 opment in the vector; and NPC-1161B, a new 8-aminoquinoline, inhibits sporogony.

115 Conversion of 3-aminoquinolines into biological important motifs has als

116 mides assisted by a reusable bis-chelating 8-aminoquinoline ligand is demonstrated.

117 obic substituent next to the cyano group and aminoquinoline methylation considerably improved isoform

118 Introduction of a methyl group onto the aminoquinoline modulated the coordination sphere of Zn(I

119 gy exploits the chelation of Cu(II) to two 8-aminoquinoline moieties, one in each strand.

120 n indol-3-yl linked to the 2-position of a 4-aminoquinoline moiety, shows promising activity against

121 hesis and characterization of cyclometalated aminoquinoline Ni(II) sigma-aryl and sigma-alkyl complex

122 and 78 are the first examples of either an 4-aminoquinoline or a tetraoxane liver stage inhibitors.

123 positioning as well as substituents on the 2-aminoquinoline part and characterized the bivalent bindi

124 novel antimalarial drug that combines the 4-aminoquinoline pharmacophore of chloroquine with that of

125 inexpensive NiBr(2) and readily available 8-aminoquinoline picolinic amide ligand.

126 liary ligand N,N-bidentate-directing group 8-aminoquinoline plays a crucial role in the success of th

127 8-aminoquinolines (primaquine and tafenoquine) are used fo

128 ical cure of Plasmodium vivax malaria with 8-aminoquinolines (primaquine or tafenoquine) is complicat

129 The 8-aminoquinolines, primaquine and tafenoquine, are the onl

130 This study reports the development of 8-aminoquinoline (QN) derivatives and their transmembrane

131 noxy)-methyl]-6-methoxy-8-bis [carboxymethyl]aminoquinoline (Quin-2).

132 ax malaria at risk of haemolysis following 8-aminoquinoline radical cure is substantially overestimat

133 Particularly, 8-aminoquinoline reacted differently with tandem N-alkylat

134 Amodiaquine (AQ), a 4-aminoquinoline related to CQ, is recommended and often u

135 For 4-aminoquinolines related to CQ, our data suggest that ele

136 Prevalences of markers of aminoquinoline resistance (PfCRT K76T, PfMDR1 N86Y) were

137 A new model of 4-aminoquinoline resistance is proposed to take account of

138 Considering aminoquinoline resistance, DP was associated with increa

139 in Tanzania; and (iii) the persistence of 4-aminoquinoline-resistant parasites in South America, whe

140 he addition of an additional subcomponent, 8-aminoquinoline, resulted in the formation of a third, mo

141 Nonquaternerized 4-aminoquinolines retain significant potency but are relat

142 compared with CQ include the presence of two aminoquinoline rings and a triamine linker and C-7 chlor

143 2-Aminoquinolines showed promise as bioavailable nNOS inhi

144 AIF-aminoquinoline structures and mutational analysis reveal

145 This work introduces the use of 8-aminoquinoline subcomponents to generate complex three-d

146 re Pfcrt K76 (haplotype CVMNK, a marker of 4-aminoquinoline susceptibility) and most were quintuple P

147 erized, including, for the first time in the aminoquinoline system, complexes arising from migratory

148 The long-acting 8-aminoquinoline tafenoquine may be a good candidate for m

149 uestion mark-6-methoxy-8-bis-(carboxymethyl)-aminoquinoline tetra-(acetoxymethyl)ester (Quin/AM), a c

150 Tafenoquine is a single-dose 8-aminoquinoline that has recently been registered for the

151 on chloroquine (CQ), a safe and affordable 4-aminoquinoline that was highly effective against intra-e

152 ed by mutagenesis studies, making 7-phenyl-2-aminoquinolines the first aminoquinolines to interact wi

153 P ovale require additional therapy with an 8-aminoquinoline to eradicate the liver stage.

154 uch as aminopyridine, 2-aminopyrimidine, and aminoquinoline to provide diverse monoalkylated organoni

155 making 7-phenyl-2-aminoquinolines the first aminoquinolines to interact with this residue.

156 dazo[1,2-a]pyridines, and by starting from 2-aminoquinoline, we could generate pentacenes, viz., indo

157 nds of secondary amides included 5-methoxy-8-aminoquinoline, which can be removed under mild conditio

158 sis, 1,8-dihydroxyanthrone (dithranol) and 3-aminoquinoline with potassium trifluoroacetate used as t

159 sm paves the way to rationally re-designed 8-aminoquinolines with improved pharmacological profiles.

160 Because 4-aminoquinolines with modified side chains, such as AQ-13