Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

7-Amino-1,8-naphthyridin-2(1H)-one monohydrate.

ABSTRACT: In the crystal structure of the title compound, C(8)H(7)N(3)O·H(2)O, adjacent organic mol-ecules are linked together into a tape along the a axis through N-H?N and N-H?O hydrogen bonds. On the other hand, water mol-ecules are linked together to form a chain along the b axis through O-H?O hydrogen bonds. The water chains and the organic mol-ecular tapes are further connected by inter-molecular O-H?O hydrogen bonds, forming a three-dimensional network. In addition, a ?-? stacking inter-action between the 1,8-naphthyridine ring systems with an inter-planar separation of 3.246?(1)?Å and a centroid-centroid distance of 3.825?(2)?Å is observed.

SUBMITTER: Li Z

PROVIDER: S-EPMC3200605 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

7-Amino-1,8-naphthyridin-2(1H)-one monohydrate.

Li Zhen Z

Acta crystallographica. Section E, Structure reports online 20110831 Pt 9

In the crystal structure of the title compound, C(8)H(7)N(3)O·H(2)O, adjacent organic mol-ecules are linked together into a tape along the a axis through N-H⋯N and N-H⋯O hydrogen bonds. On the other hand, water mol-ecules are linked together to form a chain along the b axis through O-H⋯O hydrogen bonds. The water chains and the organic mol-ecular tapes are further connected by inter-molecular O-H⋯O hydrogen bonds, forming a three-dimensional network. In addition, a π-π stacking inter-action betw ...[more]

PMID: 22059069

Similar Datasets

7-(2,2-Dimethylpropanamido)-2-methyl-1,8-naphthyridin-1-ium chloride monohydrate.

Project description:The asymmetric unit of the title compound, C(14)H(18)N(3)O(+)·Cl(-)·H(2)O, comprises a substituted amido-naphthyridine cation, a chloride anion and a water mol-ecule of crystallization. Intra-molecular C-H?O hydrogen bonds generate six-membered rings, producing an S(6) ring motif. The amido group is twisted from the naphthyridine ring, making a dihedral angle of 17.65?(7)°. The crystal structure is stabilized by inter-molecular N-H?O, N-H?Cl, O-H?Cl (× 2), and C-H?O (× 2) hydrogen bonds. These inter-actions linked neighbouring mol-ecules into chains along the a and b axes of the crystal, thus forming mol-ecular sheets parallel to the (001) plane.

| S-EPMC2968242 | biostudies-literature

CB2-selective cannabinoid receptor ligands: synthesis, pharmacological evaluation, and molecular modeling investigation of 1,8-Naphthyridin-2(1H)-one-3-carboxamides.

Project description:We have recently identified 1,8-naphthyridin-2(1H)-one-3-carboxamide as a new scaffold very suitable for the development of new CB2 receptor potent and selective ligands. In this paper we describe a number of additional derivatives in which the same central scaffold has been variously functionalized in position 1 or 6. All new compounds showed high selectivity and affinity in the nanomolar range for the CB2 receptor. Furthermore, we found that their functional activity is controlled by the presence of the substituents at position C-6 of the naphthyridine scaffold. In fact, the introduction of substituents in this position determined a functionality switch from agonist to antagonists/inverse agonists. Finally, docking studies showed that the difference between the pharmacology of these ligands may be in the ability/inability to block the Toggle Switch W6.48(258) (?1 g+ ? trans) transition.

| S-EPMC4234427 | biostudies-literature

2-Chloro-7-methyl-12-phenyldibenzo[b,g][1,8]naphthyridin-11(6H)-one.

Project description:In the title compound, C(23)H(15)ClN(2)O, the fused ring system is planar: the deviation of all the non-H atoms from the plane through all four fused rings is less than 0.31 Å. The plane of the phenyl ring is inclined at 71.78 (5)° to the mean plane of the 1,8-naphthrydine ring system. The crystal structure is devoid of any classical hydrogen bonds but π-π inter-actions are present.

| S-EPMC3007064 | biostudies-literature

Synthesis of 3,4-dihydro-1,8-naphthyridin-2(1H)-ones via microwave-activated inverse electron-demand Diels-Alder reactions.

Project description:Substituted 3,4-dihydro-1,8-naphthyridin-2(1H)-ones have been synthesized with the inverse electron-demand Diels-Alder reaction from 1,2,4-triazines bearing an acylamino group with a terminal alkyne side chain. Alkynes were first subjected to the Sonogashira cross-coupling reaction with aryl halides, the product of which then underwent an intramolecular inverse electron-demand Diels-Alder reaction to yield 5-aryl-3,4-dihydro-1,8-naphthyridin-2(1H)-ones by an efficient synthetic route.

| S-EPMC3943289 | biostudies-literature

Crystal structure of 12-benzyl-sulfanyl-2,9-di-bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one.

Project description:The hetero-tetra-cene skeleton of the title mol-ecule, C23H14Br2N2OS, is defined by linear annulation of four six-membered rings, including two N heteroatoms. This moiety is nearly planar (r.m.s. deviation = 0.055 Å), with a slight twist of 4.1 (2)° between the two halves of the aromatic system. The dihedral angle between the least-squares plane of the skeleton and the benzyl group is 24.5 (3)°; the C-S-C angle involving the benzyl-sulfanyl group is 99.2 (4)°. In the crystal, mol-ecules are π-stacked in an anti-parallel fashion along [110], with a distance between the aromatic planes of 3.47 (2) Å. Inter-molecular N-H⋯O hydrogen bonds form chains extending parallel to [001] and bridge the anti-parallel inter-digitated stacks of mol-ecules.

| S-EPMC4555377 | biostudies-literature

Crystal structure of 5-benzyl-8-bromo-2-meth-yl-1,3-oxazolo[4,5-c][1,8]naphthyridin-4(5H)-one.

Project description:The title compound, C17H12BrN3O2, was unexpectedly isolated during an attempt to synthesize pyridodiazepinediones and identified as an oxazolonaphthyridinone derivative. The almost planar oxazolonaphthyridinone ring (r.m.s. deviation = 0.016 Å) makes a dihedral angle of 61.6 (2)° with the phenyl ring. In the crystal, columns of mol-ecules stacked along the a axis are formed by π-π inter-actions between the six-membered rings of the oxazolonaphthyridone moieties [centroid-to-centroid distances = 3.494 (2)-3.906 (3) Å], which further inter-act through C-H⋯π contacts with the phenyl rings.

| S-EPMC5418784 | biostudies-literature

N-(Pyrazin-2-yl)-1,8-naphthyridin-2-amine.

Project description:There are two independent mol-ecules in the asymmetric unit of the title compound, C12H9N5, in which the C-N(amine)-C angles differ slightly [129.63?(11) and 132.02?(11)°]. In each independent mol-ecule, an intra-molecular C-H?N hydrogen bond stabilizes the mol-ecular structure, forming an S(6) ring motif. The independent mol-ecules are linked via an N-H?N hydrogen bond. Further N-H?N and C-H?N hydrogen bonds connect the mol-ecules into chains along c axis. Pairs of C-H?? inter-actions between the chains lead to sheets parallel to the b axis. These are linked by ?-? inter-actions between the naphthyridine and pyrazine rings [centroid-centroid separations of 3.553?(8)?Å] into a three-dimensional supra-molecular network.

| S-EPMC3588492 | biostudies-other

7-[4-(5,7-Dimethyl-1,8-naphthyridin-2-yl-oxy)phen-oxy]-2,4-dimethyl-1,8-naphthyridine methanol disolvate.

Project description:The title compound, C(26)H(22)N(4)O(2)·2CH(3)OH, was synthesized and characterized by (1)H NMR spectroscopy and X-ray structure analysis. There is one half-mol-ecule in the asymmetric unit with a centre of symmetry located at the centre of the benzene ring. The two bridged naphthyridine ring systems are in an anti-parallel orientation. In the crystal structure, O-H⋯N, C-H⋯O and C-H⋯N inter-actions define the packing.

| S-EPMC2915306 | biostudies-literature

3-(2-Amino-1-methyl-4-oxo-4,5-dihydro-1H-imidazol-5-yl)-3-hydroxy-indolin-2-one monohydrate.

Project description:Two chiral centres exist in the title compound, C(12)H(12)N(4)O(3)·H(2)O. Mol-ecules are linked into chains by series of inter-molecular N-H?O and O-H?N hydrogen bonds, which causes supra-molecular aggregation. Two chiral centres are formed in the title compound. The indole and creatinine moieties make a dihedral angle of 56.75?(4)°. The crystal structure of the compound indicates the presence of equimolar enantio-mers (RR and SS) in the crystal structure.

| S-EPMC2968573 | biostudies-literature

4-Methyl-2,3-dihydro-1H-1,5-benzodiazepin-2-one monohydrate.

Project description:The seven-membered fused-ring in the title compound, C(10)H(10)N(2)O·H(2)O, adopts a boat conformation (with the two phenyl-ene C atoms representing the stern and the methyl-ene C atom the prow). In the crystal, two benzodiazepinone mol-ecules are linked about a center of inversion by diazepine-carbonyl N-H?O hydrogen bonds. The dimers are further linked by water-diazepine O-H?N hydrogen bonds, forming a linear chain.

| S-EPMC2979438 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data