68591-07-1

Upstream product

• 99-89-8 4-Isopropylphenol 
• 67-66-3 chloroform 
• 50-00-0 formaldehyd 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 137460-54-9 C₃₉H₅₄N₄O₃ 
• 1740-97-2 2-methyl-4-isopropylphenol 
• 2138-43-4 4-isopropylcatechol 
• 179728-43-9 (2-formyl-4-isopropylphenoxy)acetaldehyde diethyl acetal 
• 700358-48-1 C₂₆H₂₈N₂O₂ 
• 1383253-10-8 (Z)-4-isopropyl-2-[(3-methyl)-3-pentenyl]phenol 
• 1383253-02-8 (E)-4-isopropyl-2-[(3-methyl)-3-pentenyl]phenol 
• 611227-36-2 2-methoxymethoxy-5-isopropylbenzaldehyde 
• 95509-70-9 5-isopropyl-2-methylbenzene-1,2-diol 

Relevant academic research and scientific papers

Binding of an acetonitrile molecule inside the ethereal cavity of a hexaarylbenzene-based receptor via a synergy of C-H...O/C-H...π interactions

A pair of hexaarylbenzene-based receptors, which contain a circular, as well as a partially-broken, ethereal fence around the central benzene ring, bind acetonitrile molecules via a synergy of C-H...O and C-H...π interactions, as probed by X-ray crystallo

IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS

Disclosed is a compound represented by formula (I). The half-doted double lines each represent a carbon-carbon single bond or a carbon-carbon double bond. The six-membered ring comprises exactly one endocyclic carbon-carbon double bond or exactly two endocyclic carbon-carbon double bonds. When the six-membered ring comprises exactly two endocyclic carbon-carbon double bonds, the endocyclic carbon-carbon double bonds are either in 1,3-relationship or in 1,4-relationship. R is selected from the group consisting of iso-propyl, iso-butyl, sec-butyl and tert-butyl.

In Vitro Antitumor Activity of Newly Synthesized Pyridazin-3(2H)-One Derivatives via Apoptosis Induction

Systemic toxicity associated with drug resistance continues to be the major obstacle to curative therapy of cancer. Tumor cell resistance to chemotherapeutic drugs often results in coordinate resistance to other structurally and functionally unrelated drugs and the subsequent development of cross resistance phenotype. Therefore, it seems necessary to identify new molecules as anticancer agents. In this process, we synthesized a series of new pyridazin-3(2H)-one derivatives and evaluated their antitumor potential. These cyclic molecules were synthesized and designed as a combination of benzofuran with pyridazinones. All final compounds have been characterized by spectral and elemental analyses to confirm successful synthesis reactions. To evaluate their anticancer activity, all derivatives were assessed against the human breast adenocarcinoma cell line (MCF-7) and the murine mastocytoma cell line (P815) using the methyl tetrazolium Test (MTT assay). The cytotoxic activity was found to be dose-dependent and the IC50 values of the synthesized compounds ranged from 14.5 to 40 μM against MCF-7 and from 35 to 82.5 μM against P815. At the same time, no cytotoxic activity was observed against normal cells. In order to investigate the molecular mechanism of the most cytotoxic product (6f), apoptosis induction was measured against MCF-7 cells. Using the annexin-V FITC staining technique, we showed that the cytotoxic effect of this product is associated with apoptosis induction.

Synthesis, anti-inflammatory evaluation in vivo and docking studies of some new 5-(benzo[b]furan-2-ylmethyl)-6-methyl-pyridazin-3(2H)-one derivatives

Seven novel 5-(benzo[b]furan-2-ylmethyl)-6-methyl-pyridazin-3(2H)-one derivatives (6a to 6g) have been synthesized by the condensation of appropriate 3-(benzofuran-2-ylmethylene)-4-oxopentanoic acid and hydrazine hydrate in ethanol. Structures of all compounds were elucidated by elemental analysis, IR, 1H NMR and 13C NMR. These compounds were tested for their anti-inflammatory activity in carrageenan-induced rat paw edema model. In silico molecular docking study has been executed to study the binding interactions of the synthesized compounds with COX-2 protein. Compounds 6a, 6b, 6e and 6g showed a good anti-inflammatory activity at 50 mg/kg compared with the indometacin at 10 mg/kg and the aspirin at 150 mg/kg and good binding affinity with COX-2.

Efficient microwave-assisted regioselective one pot direct: Ortho -formylation of phenol derivatives in the presence of nanocrystalline MgO as a solid base catalyst under solvent-free conditions

In this research, at first nanocrystalline MgO was prepared and then the solvent-free reactions of phenol derivatives with paraformaldehyde in the presence of the obtained nanocrystalline MgO as a new catalyst under microwave irradiation were investigated. In this reaction, ortho-hydroxyaromatic aldehydes were yielded as products. This method seems to be comparable with other reported methods due to its high yield and regioselectivity. The significant features of this method are short reaction times, high yields, and easy and quick isolation of the products.

CYCLOHEXENE DERIVATIVES AS PERFUMING INGREDIENTS

The present invention concerns a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof, and wherein n is 0 or 1; R and R', independently from each other, represent a hydrogen atom or a C1-2 linear alkyl group provided that one of said groups represents a hydrogen atom and the other a C1-2 linear alkyl group; each R1, independently from each other, represents a hydrogen atom or a methyl group; and R2 and R3 represent, independently of each other, a C1-3 linear alkyl group; or R2 and R3, when taken together, represent a C4-5 linear, branched alkanediyl or alkenediyl. The use of compound of formula (I) as perfuming ingredients of floral type and the invention's compounds as part of a perfuming composition or of a perfuming consumer product are also part of the present invention.

Synthesis and antidepressant activity of 5-(benzo[b]furan-2-ylmethyl)-6-methylpyridazin-3(2H)-one derivatives

A new series of pyridazin-3-one derivatives were designed, synthesized and evaluated for their preclinical antidepressant effect on Swiss mice. Among the series, compounds 6c, 6d and 6f exhibited significant activity profile in forced swimming test. Compounds 6c and 6d were most efficacious, which at dose of 50 mg kg-1 reduced the time of immobility by 42.85 and 38.09 %, respectively, as compared to the standard drug fluoxetine which reduced the immobility time by 45.23 % at the dose of 32 mg kg-1. All the test and standard compounds were administered orally 60 min before the test. Interestingly, all active compounds did not cause any significant alteration of locomotor activity in mice as compared to control, indicating that the hybrids did not produce any motor impairment effects. The results indicate that pyridazin-3(2H)-one derivatives may have potential therapeutic value for the management of mental depression.

Pd(II)-catalyzed asymmetric Wacker-type cyclization for the preparation of 2-vinylchroman derivatives with biphenyl tetraoxazoline ligands

This article describes an efficient method for the preparation of chiral chroman derivatives by the Pd(II)-catalyzed asymmetric Wacker-type cyclization using a chelation-induced axially chiral tetraoxazoline ligand. Under the optimized conditions, up to 80% yield and up to 92% ee were obtained. This is the first example to utilize o-trisubstituted 3-butenylphenols as substrates in such transformation.

A polyaromatic receptor with an ethereal fence that directs K+ for effective cation-π interaction

We have designed and synthesized a HAB-based receptor with six ethereal oxygens on one face of the central benzene ring by a trimerization of a diarylacetylene in which the ethereal oxygens are tied together with a tetramethylene bridge. This unique amphi

Microwave assisted synthesis of 4-alkyl-2-([5-substituted-2-hydroxyphenyl]- iminomethyl)benzenols and their NMR characterization

Imines, 4-alkyl-2-([5-substituted-2-hydroxyphenyl]iminomethyl)-benzenols 1, have been obtained successfully in excellent yield from the corresponding aldehydes and amines by microwave irradiation. The resultant Schiff bases have been fully characterized by spectral data.