75447-66-4

Upstream product

• 50-00-0 formaldehyd 
• 100-07-2 4-methoxy-benzoyl chloride 
• 49715-04-0 chlorosulfuric acid chloromethyl ester 
• 100-09-4 4-methoxybenzoic acid 
• 593-71-5 Chloroiodomethane 
• 75-09-2 dichloromethane 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 75447-69-7 1-p-methoxybenzoyloxymethyl-3-acetoxyquinuclidinium chloride 
• 1050316-21-6 N₁-(4-methoxy)benzoyloxymethylsumatriptan 

Relevant academic research and scientific papers

Synthesis and antimicrobial activity of the hybrid molecules between amoxicillin and derivatives of benzoic acid

Due to the increasing problem of bacterial resistance worldwide, the demand for new antibiotics is becoming increasingly urgent. We wished to: (a) prepare hybrid molecules by linking different pharmacophores by chemical bonds; (b) investigate the antib acterial activity of these hybrids using drug-sensitive and drug-resistant pathogens in vitro and vivo. A series of hybrid molecules with a diester structure were designed and synthesized that linked amoxicillin and derivatives of benzoic acid via a methylene bridge. Synthesized compounds were evaluated for activities against Gram-positive bacteria (Staphylococcus aureus American Type Culture Collection [ATCC] 29213, ATCC 11632; methicillin-resistant S. aureus [MRSA] 11; Escherichia coli ATCC 25922) and Gram-negative bacteria (Salmonella LS677, GD836, GD828, GD3625) by microdilution of broth. Synthesized compounds showed good activity against Gram-positive and Gram-negative bacteria in vitro. In particular, amoxicillin-p-nitrobenzoic acid (6d) showed good activity against Salmonella species and had better activity against methicillin-resistant S. aureus (minimum inhibitory concentration [MIC] = 64 μg/ml) than the reference drug, amoxicillin (MIC = 128 μg/ml). Amoxicillin-p-methoxybenzoic acid (6b) had the best antibacterial activity in vivo (ED50 = 13.2496 μg/ml). The hybrid molecules of amoxicillin and derivatives of benzoic acid synthesized based on a diester structure can improve the activity of amoxicillin against Salmonella species and even improve the activity against MRSA.

Amoxicillin derivative as well as preparation method and application thereof

The invention provides an amoxicillin derivative with a structure shown as a formula I or a pharmaceutically and/or veterinary acceptable solvate of the amoxicillin derivative, wherein R is a hydrogenatom, an alkyl group, an amino group, a hydroxyl group, an amidino group, a guanidino group, a nitro group, a sulfonyl group or a group containing one of the alkyl group, the amino group, the hydroxyl group, the amidino group, the guanidino group, the nitro group and the sulfonyl group. According to the invention, two different lead compounds are connected together through a covalent bond to generate a synergistic effect, an addition effect or new pharmacological activity in vivo; benzoic acid is spliced to an amoxicillin side chain to generate a new amoxicillin-benzoic acid derivative, and the obtained new compound can broaden the antibacterial spectrum, has good antibacterial activity on gram-positive bacteria and gram-negative bacteria, and is effective for drug-resistant bacteria.

Synthesis method of carboxylic ester compound

The invention provides a synthesis method of an ester compound represented by the formula (1), the formula (2) or the formula (3), wherein the method comprises the steps: dissolving an aldehyde compound, sodium azide, tetrabutylammonium iodide and a halogenated compound in a solvent, or directly dissolving an aldehyde compound, sodium azide and tetrabutylammonium iodide in a halogenated compound, carrying out a reaction for 1-12 h at the temperature of 90-100 DEG C, and after the reaction is finished, postprocessing the reaction liquid to obtain the compound represented by the formula (1). The synthesis method has the advantages of mild reaction conditions, no participation of strong acids, strong alkalis or metals, simpliness, high efficiency, high yield, wide application range of substrates, amplified production potential, and relatively large potential economic value.

RODENTICIDAL NORBORMIDE ANALOGUES

The present invention relates to norbormide analogues having rodenticidal activity; rodenticidal compositions comprising the analogues; uses of the analogues as rodenticides; uses of the analogues in the manufacture of rodenticidal compositions; and methods for controlling rodents using the compositions.

Design and synthesis of prodrugs of the rat selective toxicant norbormide

Norbormide [5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2- pyridylbenzylidene)-5-norbornene-2,3-dicarboximide] (NRB), an existing but infrequently used rodenticide, is known to be uniquely toxic to rats but relatively harmless to other rodents and mammals. However, one major drawback of NRB as a viable rodenticide relates to an evolutionary aversion developed by the rat leading to sub-lethal dosing due to either its unpleasant 'taste' or rapid onset of effects. A series of NRB prodrugs were prepared in an effort to 'mask' this acute response. Their synthesis and biological evaluation (in vitro vasoconstrictory activity, in vitro hydrolytic and enzymatic stability and lethality/palatability in vivo) is described. Compound 19 displayed the most promising profile with respect to a delay in the onset of symptoms and was subsequently demonstrated to be significantly more palatable to rats.

PI-3 KINASE INHIBITOR PRODRUGS

The invention provides novel prodrugs of inhibitors of PI-3 kinase. The novel compounds are LY294002 and analogs thereof comprising a reversibly quaternized amine.

Quantitative Evaluation of the Reactivity of Alkylating Agents

A sensitive and reproducible method for quantitative evaluation of the relative reactivities of alkylating agents was developed, based on competitive alkylation.The method is superior to the known calorimetric methods.The reactivities of the agents could also be correlated with the 13C chemical shifts of the α-methylene.The method was successfully applied for the ranking of "soft" alkylating agents of low reactivity. - Keywords: Alkylating Agents, Soft Drugs, NMR Spectra, Competitive Alkylation, Soft Quaternary Salts