Methylamino Benzoate Research Articles

Tetrakis[μ-4-(methylamino)benzoato-κ2O:O′]bis[(N,N-diethylnicotinamide-N1)zinc(II)] dihydrate

The title mol­ecule, [Zn2(C8H8NO2)4(C10H14N2O)2]·2H2O, is a centrosymmetric binuclear complex, with two ZnII ions [Zn⋯Zn’ = 2.9301 (4) Å] bridged by four methyl­amino­benzoate (MAB) ligands. The four nearest O atoms around each ZnII ion form a distorted square-planar arrangement with the distorted square-pyramidal coordination completed by the pyridine N atom of the N,N-diethyl­nicotinamide (DENA) ligand. Each ZnII ion is displaced by 0.3519 (2) Å from the plane of the four O atoms, with an average Zn—O distance of 2.030 Å. The dihedral angles between carboxyl­ate groups and adjacent benzene rings are 10.57 (10) and 16.63 (12)°, while the benzene rings are oriented at a dihedral angle of 81.84 (5)°. The pyridine ring is oriented at dihedral angles of 40.49 (6) and 51.25 (6)° with respect to the benzene rings. In the crystal structure, inter­molecular O—H⋯O and N—H⋯O hydrogen bonds link the mol­ecules into a three-dimensional network. The π–π contact between the inversion-related pyridine rings [centroid–centroid distance = 3.633 (1) Å] may further stabilize the crystal structure.

Cytotoxic Metabolites from the Wood-Decayed Fungus Xylaria sp. BCC 9653

Chemical investigation of the wood-decayed fungus Xylaria sp. BCC 9653 has led to the isolation of a new methyl aminobenzoate (1) together with eleven known compounds. The structures were established by analysis of spectroscopic data. Cytochalasin D (2), one of the known metabolites, exhibited potent cytotoxicity against African green monkey kidney fibroblast (Vero) cells with an IC(50) value of 0.19 microM.

Poly(ethylene terephthalate) reinforced by N,N′-diphenyl biphenyl-3,3′,4,4′-tetracarboxydiimide moieties

Starting with 3,3′,4,4′-biphenyltetracarboxylic dianhydride and methyl aminobenzoate, we synthesized a novel rodlike imide-containing monomer, N,N′-bis[p-(methoxy carbonyl) phenyl]-biphenyl-3,3′,4,4′-tetracarboxydiimide (BMBI). The polycondensation of BMBI with dimethyl terephthalate and ethylene glycol yielded a series of copoly(ester imide)s based on the BMBI-modified poly(ethylene terephthalate) (PET) backbone. Compared with PET, these BMBI-modified polyesters had higher glass-transition temperatures and higher stiffness and strength. In particular, the poly(ethylene terephthalate imide) PETI-5, which contained 5 mol % of the imide moieties, had a glass-transition temperature of 89.9 °C (11 °C higher than the glass-transition temperature of PET), a tensile modulus of 869.4 MPa (20.2 % higher than that of PET), and a tensile strength of 80.8 MPa (38.8 % higher than that of PET). Therefore, a significant reinforcing effect was observed in these imide-modified polyesters, and a new approach to higher property polyesters was suggested. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 852–863, 2002; DOI 10.1002/pola.10169

Poly(ethylene terephthalate) reinforced by N,N′‐diphenyl biphenyl‐3,3′,4,4′‐tetracarboxydiimide moieties

AbstractStarting with 3,3′,4,4′‐biphenyltetracarboxylic dianhydride and methyl aminobenzoate, we synthesized a novel rodlike imide‐containing monomer, N,N′‐bis[p‐(methoxy carbonyl) phenyl]‐biphenyl‐3,3′,4,4′‐tetracarboxydiimide (BMBI). The polycondensation of BMBI with dimethyl terephthalate and ethylene glycol yielded a series of copoly(ester imide)s based on the BMBI‐modified poly(ethylene terephthalate) (PET) backbone. Compared with PET, these BMBI‐modified polyesters had higher glass‐transition temperatures and higher stiffness and strength. In particular, the poly(ethylene terephthalate imide) PETI‐5, which contained 5 mol % of the imide moieties, had a glass‐transition temperature of 89.9 °C (11 °C higher than the glass‐transition temperature of PET), a tensile modulus of 869.4 MPa (20.2 % higher than that of PET), and a tensile strength of 80.8 MPa (38.8 % higher than that of PET). Therefore, a significant reinforcing effect was observed in these imide‐modified polyesters, and a new approach to higher property polyesters was suggested. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 852–863, 2002; DOI 10.1002/pola.10169