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2-Amino-5,7-bis-(4-fluoro-phen-yl)-1',3'-dimethyl-7,8-dihydro-spiro-[pyrido[2,3-d]pyrimidine-6(5H),5'-pyrimidine]-2',4,4',6'(3H,1'H,3'H,5'H)-tetra-one ethanol solvate.

ABSTRACT: In the mol-ecule of the title compound, C(24)H(20)F(2)N(6)O(4)·C(2)H(5)OH, the pyrimidine ring is oriented at dihedral angles of 42.64?(3) and 62.94?(3)° with respect to the benzene rings, while the dihedral angle between the benzene rings is 74.45?(3)°. The pyridine ring adopts an envelope conformation. In the crystal structure, inter-molecular N-H?O and O-H?N hydrogen bonds link the mol-ecules into a two-dimensional network, forming R(2) (2)(8) ring motifs. ?-? contacts between the pyrimidine and benzene rings [centroid-centroid distances = 3.516?(1) and 3.927?(1)?Å] may further stabilize the structure.

SUBMITTER: Zhu XT

PROVIDER: S-EPMC2969385 | biostudies-literature | 2009 Jun

REPOSITORIES: biostudies-literature

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2-Amino-5,7-bis-(4-fluoro-phen-yl)-1',3'-dimethyl-7,8-dihydro-spiro-[pyrido[2,3-d]pyrimidine-6(5H),5'-pyrimidine]-2',4,4',6'(3H,1'H,3'H,5'H)-tetra-one ethanol solvate.

Zhu Xiao-Tong XT Zhang Ge G Ma Ning N

Acta crystallographica. Section E, Structure reports online 20090620 Pt 7

In the mol-ecule of the title compound, C(24)H(20)F(2)N(6)O(4)·C(2)H(5)OH, the pyrimidine ring is oriented at dihedral angles of 42.64 (3) and 62.94 (3)° with respect to the benzene rings, while the dihedral angle between the benzene rings is 74.45 (3)°. The pyridine ring adopts an envelope conformation. In the crystal structure, inter-molecular N-H⋯O and O-H⋯N hydrogen bonds link the mol-ecules into a two-dimensional network, forming R(2) (2)(8) ring motifs. π-π contacts between the pyrimidine ...[more]

PMID: 21582892

Similar Datasets

1,1',3,3',5,5'-Hexamethyl-spiro-[furo[2,3-d]pyrimidine-6(5H),5'-pyrimidine]-2,2',4,4',6'(1H,3H,1'H,3'H,5'H)-penta-one.

Project description:In the title mol-ecule, C(15)H(18)N(4)O(6), the fused 2,3-dihydro-furan ring has an envelope conformation and the spiro pyrimidine ring has a half-chair conformation. In the crystal, short inter-molecular O?C contacts of 2.835?(4) and 2.868?(4)?Å between the carbonyl groups indicate the existence of electrostatic inter-actions, which link the mol-ecules into corrugated sheets parallel to the ab plane.

| S-EPMC2969643 | biostudies-literature

Synthesis and Structure-Activity Relationships of 4-Morpholino-7,8-Dihydro-5H-Thiopyrano[4,3-d]pyrimidine Derivatives Bearing Pyrazoline Scaffold.

Project description:Phosphatidylinositol 3-kinase/Protein kinase B/Mammalian target of rapamycin (PI3K/Akt/mTOR) signaling pathway is abnormally active in the growth and proliferation of cancer cells. The inhibition of PI3K kinase can effectively block the conduction of signaling pathways and is an ideal target for drug design. In this paper; two series of 4-morpholino-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine derivatives bearing pyrazoline moiety (7a-l; 8a-l) were synthesized; and their cytotoxicity in vitro were evaluated by 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method against four human cancer cell lines including A549; PC-3; MCF-7; and HepG2 cell lines. The activity of the most promising compound 8d against PI3K? kinase was further evaluated. The results indicated that most of the target compounds showed moderate to excellent cytotoxicity and the most promising compound 8d showed excellent cytotoxicity against four cancer cell lines with half maximal inhibitory concentration (IC50) values of 6.02-10.27 ?M. In addition; the compound 8d was found to have a moderate inhibitory activity in the PI3K? enzyme assay. What's more; the compounds of which the substituents of benzene ring at the C-4 position are electron-withdrawing groups such as substituents (Cl; F; Br) have better activity than the compounds containing the electron donating groups (OCH?; H). However; the exact action mechanism is not quite clear right now. Further study will be carried out to identify the exact target in near future.

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6-Benzyl-6,7-dihydro-5H-pyrrolo-[3,4-b]pyridine-5,7-dione.

Project description:In the title compound, C(14)H(10)N(2)O(2), the dihedral angle between the heterocyclic ring system and the phenyl ring is 45.8?(5)°. Weak inter-molecular C-H?N hydrogen bonding is present in the crystal structure.

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Synthesis and Biological Evaluation of Novel 4-Morpholino-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine Derivatives Bearing Phenylpyridine/ Phenylpyrimidine-Carboxamides.

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1,3-Dimethyl-5-(2-methyl-benzyl-idene)pyrimidine-2,4,6(1H,3H,5H)-trione.

Project description:In the title compound, C(14)H(14)N(2)O(3), the dihedral angle between the pyrimidine and benzene rings is 14.9?(1)°. The mol-ecular structure is stabilized by weak intra-molecular C-H?O inter-actions and the crystal structure exhibits a weak inter-molecular ?-? inter-action [centroid-centroid distance = 3.575?(3)?Å].

| S-EPMC2970469 | biostudies-literature

2,4-Diphenyl-4,5-dihydro-3H-pyrido[2,3-b][1,4]diazepine.

Project description:The asymmetric unit of the title compound, C(20)H(17)N(3), contains two crystallographically independent mol-ecules (A and B). In mol-ecule A, the two benzene rings form dihedral angles of 74.12?(7) and 7.83?(7)° with the pyridine ring, while in mol-ecule B these angles are 77.48?(7) and 21.50?(7)°. The seven-membered heterocyclic ring adopts a boat conformation in both mol-ecules. In the crystal structure, each of the independent mol-ecules forms a centrosymmetric R(2) (2)(8) dimer linked by paired N-H?N hydrogen bonds. The crystal structure is further stabilized by inter-molecular C-H?N hydrogen bonds and C-H?? inter-actions.

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4-(4-Chloro-phen-yl)-7,7-dimethyl-7,8-dihydro-4H-1-benzopyran-2,5(3H,6H)-dione.

Project description:The title compound, C(17)H(17)ClO(3), has been synthesized by the reaction of p-chloro-benzaldehyde, isopropyl-idene malonate and 5,5-dimethyl-cyclo-hexane-1,3-dione with triethyl-benzyl-ammonium chloride in water as a green solvent. The six membered pyran-one ring of the hexa-hydro-coumarin system has a screw-boat conformation while the dimethyl-cyclo-hexenone system has a distorted envelope conformation. The dihedral angle between the least-squares planes of the coumarin ring system and the benzene ring is 85.64?(9)°.

| S-EPMC2980257 | biostudies-literature

Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3'-Indolines as New Urease Inhibitors.

Project description:New series of spiro indeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3'-indolines as new urease inhibitors were synthesized by the catalytic procedure in high yield and short reaction time. In this method, biacidic carbon was prepared as a novel heterogeneous acid and was subsequently used as an efficient catalyst. The inhibitory activities of synthesized compounds were tested against Jack bean urease using Berthelot colorimetric assay and docking simulation using AutoDock 4.2. The compound 4a with IC50 =1.94 µM has the most inhibitor activity in this study. Other derivatives such as 4b, 4d, 4e and 7a were found to be more potent urease inhibitors than the standard inhibitor hydroxyurea, yielding IC50 values of 4.35, 5.557, 7.44, 2.81 and 14.46 ?M, respectively (IC50 of hydroxyurea = 100 ?M).

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6-Eth-oxy-carbonyl-5,7-dihy-droxy-2,3-dihydro-1H-pyrido[3,2,1-ij]quinolinium tribromide.

Project description:In the title salt, C15H16NO4(+.)Br3(-), classical intra-molecular O-H?O hydrogen bonds are found, which results in the co-planarity of the ester substituents with the quinolinium residue [C-C-C-O torsion angle = 1.0?(10)°]. The bromine anions are placed on both sides of heterocyclic cation and form Br?N contacts of 3.674?(9) and 3.860?(9)?Å, which confirms the location of positive charge on the N atom. Non-classical inter-molecular C-H?Br inter-actions stabilize the three-dimensional crystal structure. Moreover, anion?? inter-actions are noted [Br?ring centroid range = 3.367?(9)-3.697?(9)?Å]. The partly saturated heterocycle is disordered over two sofa conformations with occupancies in the ratio 0.56?(2):0.44?(2).

| S-EPMC3588293 | biostudies-other

4,4-Dimethyl-3,4-dihydro-pyrido[2',3':3,4]pyrazolo-[1,5-a][1,3,5]triazin-2-amine ethanol monosolvate.

Project description:In the title compound, C(10)H(12)N(6)·C(2)H(5)OH, the planarity of the heterocyclic system is slightly distorted at the triazine ring (r.m.s. deviation = 0.1191?Å), which adopts a conformation best described as inter-mediate between a flattened twisted boat and a half-boat with the tertiary Csp(3) atom at the bow. In the crystal, mol-ecules form centrosymmetric dimers connected by N?H-O and O?H-N hydrogen bonds between the amino group H atom, the ethanol solvent mol-ecule and the triazine N atom, making an R(4) (4)(12) graph-set motif. The other H atom of the amino group and the H atom on the endocyclic N atom form N?H-N hydrogen bonds with the N atoms of the pyrazole and pyridine rings, respectively, linking the mol-ecules into C(7)C(7) chains with the R(2) (2)(8) binary graph-set motif running along [010].

| S-EPMC3050164 | biostudies-literature

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