100256-94-8

Upstream product

• 120-47-8 Ethyl 4-hydroxybenzoate 
• 106-94-5 propyl bromide 
• 99-96-7 4-hydroxy-benzoic acid 

Downstream Products

• 223677-04-1 cis/trans-ethyl 4-(propyloxy)cyclohexanecarboxylate 
• 90925-43-2 4-n-propyloxybenzyl alcohol 
• 890298-05-2 C₁₅H₂₃N₃O₃ 
• 1630012-42-8 C₁₁H₁₂N₂O₃ 
• 1630012-90-6 4-butyl-5-(4-propoxyphenyl)-2H-1,2,4-triazole-3(4H)-one 
• 1440507-27-6 tris[2-(4-propyloxybenzoyloxy)ethyl]amine 
• 64328-61-6 (4-butyloxybenzoyl)hydrazine 
• 223677-11-0 1-Hydroxymethyl-4-propoxy-cyclohexanecarboxylic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide 
• 223677-06-3 1-benzyloxymethyl-4-propoxy-cyclohexanecarboxylic acid 
• 40782-58-9 p-propoxybenzoyl chloride 
• 33966-22-2 C₃₁H₃₆O₆ 
• 33905-74-7 C₂₅H₂₄O₆ 
• 33905-68-9 C₂₄H₂₂O₆ 
• 33905-61-2 4-hydroxy-4'-[(p-propoxy)benzoyloxy]phenyl 

Relevant academic research and scientific papers

Smectic A liquid crystals from dihydrazide derivatives with lateral intermolecular hydrogen bonding

Six dissymmetrical dihydrazide derivatives, N-(4-alkoxybenzoyl)-N′- (4′-nitrobenzoyl) hydrazine (Cn-NO2) and N-(4-alkoxybenzoyl)- N′-(4′-biphenyl carbonyl) hydrazine (Cn-Ph), were synthesized and investigated by means of differential scanning c

Potent α-amino-β-lactam carbamic acid ester as NAAA inhibitors. Synthesis and structure-activity relationship (SAR) studies

4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate (3b) is a potent, selective and systemically active inhibitor of intracellular NAAA activity, which produces profound anti-inflammatory effects in animal models. In the present work, we describe structure-activity relationship (SAR) studies on 3-aminoazetidin-2-one derivatives, which have led to the identification of 3b, and expand these studies to elucidate the principal structural and stereochemical features needed to achieve effective NAAA inhibition. Investigations on the influence of the substitution at the β-position of the 2-oxo-3-azetidinyl ring as well as on the effect of size and shape of the carbamic acid ester side chain led to the discovery of 3ak, a novel inhibitor of human NAAA that shows an improved physicochemical and drug-like profile relative to 3b. This favourable profile, along with the structural diversity of the carbamic acid chain of 3b, identify this compound as a promising new tool to investigate the potential of NAAA inhibitors as therapeutic agents for the treatment of pain and inflammation.

CARBAMATE DERIVATIVES OF LACTAM BASED N-ACYLETHANOLAMINE ACID AMIDASE (NAAA) INHIBITORS

Described herein are compounds and pharmaceutical compositions which inhibit N-acylethanolamine acid amidase (NAAA). Described herein are methods for synthesizing the compounds set forth herein and methods for formulating these compounds as pharmaceutical compositions which include these compounds. Also described herein are methods of inhibiting NAAA in order to sustain the levels of palmitoylethanolamide (PEA) and other N-acylethanolamines (NAE) that are substrates for NAAA, in conditions characterized by reduced concentrations of NAE. Also, described here are methods of treating and ameliorating pain, inflammation, inflammatory diseases, and other disorders in which modulation of fatty acid ethanolamides is clinically or therapeutically relevant or in which decreased levels of NAE are associated with the disorder.

Synthesis and anticonvulsant activity evaluation of 4-butyl-5-(4- alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones

A series of 4-butyl-5-(4-alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones (6a-6u) was designed and synthesized. The anticonvulsant effects and neurotoxicity of the compounds were evaluated with maximal electroshock test and rotarod test. Among the synthetic compounds, 4-butyl-5-(4-(2-fluorinebenzyl)phenyl)-2H-1,2,4- triazole-3 (4H)-one (6k) was the most potent with ED50 value of 27.4 mg/kg and protective index (PI = TD50/ED50) value of 12.0. Besides the anti-MES efficacy, the potency of compound 6k against seizures induced by pentylenetetrazole (PTZ), 3-mercaptopropionic acid (3-MP), and bicuculline (BIC) was also established, which suggested that the mechanisms of action including enhancing of GABAergic activity might be involved in its anticonvulsant activity.

Synthesis and study of vitrescent materials based on the alkoxybenzoic acids derivatives and triethanolamine

Fifteen new branched triethanolamine esters of the benzoic acid derivatives were designed and the mesomorphism typical of discotic mesogens was forecast for them. In eight of the obtained compounds a manifestation of liquid crystal properties was predicted, for four derivatives equiprobable prognosis was given, and only three compounds were predicted not to form a mesophase. The obtained esters were characterized by elemental analysis, NMR and IR spectroscopy, gas chromatography-mass spectrometry. The main thermal characteristics that allow accounting for their phase behavior were determined.

Oxime Carbamate-Discovery of a series of novel FAAH inhibitors

A series of novel oxime carbamates have been identified as potent inhibitors of the key regulatory enzyme of the endocannabinoid signaling system, fatty acid amide hydrolase (FAAH). In this Letter, the rationale behind the discovery and the biological evaluations of this novel class of FAAH inhibitors are presented. Both in vitro and in vivo results of selected targets are discussed, along with inhibition kinetics and molecular modeling studies.1.

Self-assembly of highly luminescent bi-1,3,4-oxadiazole derivatives through electron donor-acceptor interactions in three-dimensional crystals, two-dimensional layers and mesophases

We report on the synthesis and self-assembly of a new series of highly luminescent bi-1,3,4-oxadiazole derivatives [2,2′-bis(4-alkoyphenyl)-bi-1, 3,4-oxadiazole, BOXD-n, n = 1, 3, 4, 5, 6, 7, 10, 16]. Fully conjugated conformations were demonstrated either by computer simulation or in a single-crystal state. Well-defined 3D donor-acceptor (DA) architectures with strong face-to-face and edge-to-edge donor-acceptor interactions were observed in the single-crystal structure of BOXD-1. Highly oriented face-on two-dimensional DA layered structures due to edge-to-edge donor-acceptor interactions were observed on highly oriented pyrolytic graphite (HOPG) in BOXD-7 and BOXD-16. Nematic phase, smectic C phase with large tilted angle ( ≈ 50°) and relatively large transition enthalpic values and a highly ordered smectic X phase were demonstrated in BOXD-n (n = 5, 6, 7, 8, 10, 16) through tailing the terminal chains and relatively large scale monodomains were prepared in the smectic X phase of BOXD-5 even without any surface treatment. Strong blue fluorescent emissions were observed in BOXD-6 either in cyclohexane (ΦF ≈ 92%) or in solid state (ΦF ≈ 57%). The donor-acceptor interactions between alkyoxyphenylene rings and 1,3,4-oxadiazole rings were thought to be the driving force for the molecules to self-assemble into a large angle tilted layered structure.

Design and synthesis of thiol containing inhibitors of matrix metalloproteinases

A series of thiol containing derivatives was prepared. Several of these compounds were found to inhibit matrix metalloproteinases 1, 3, and 9 with selectivity towards 3 and 9. Compounds 15, 20 and 22 were administered to rats orally at 75 μmol/kg. Drug levels of compounds 20 and 22 in the plasma were found to exceed the IC50 values for MMP 3 and 9 four hours after administration.

Study of activation energy and order of reaction of some liquid crystals

Liquid crystals of the type p-phenylene-di-p-n-alkoxy benzoate have been prepared. Kissinger isothermal decomposition method has been used for determination of activation energy values of liquid crystals. Kissinger's assessment for shape index of DTA peaks is used to find the order of reaction. There is no direct relationship between the carbon atoms in terminal methylene groups and Ea values. Order of reaction value decreases with increase in heating rate upto carbon atoms 10 in the terminal methylene group but beyond this the order increases or decreases.