56521-01-8

Upstream product

• 97-53-0 4-allylguaiacol 
• 64-19-7 acetic acid 

Downstream Products

• 339366-44-8 2-amino-6-methoxy-4-propylphenol 
• 74851-86-8 4-hydroxy-5-methoxy-3-nitrophenylacetone 
• 74851-89-1 4-(3-Hydroxy-2-methoxy-propyl)-2-methoxy-6-nitro-phenol 
• 74851-85-7 2-Methoxy-4-(2-methoxy-3-nitrooxy-propyl)-6-nitro-phenol 
• 88865-14-9 4-Allyl-6-methoxy-2-nitro-benzene-1,3-diol 
• 88865-15-0 2-Methoxy-4-(1-methoxy-allyl)-6-nitro-phenol 
• 88865-09-2 4-Allyl-3,6-dimethoxy-2-nitro-phenol 
• 88865-10-5 2-Methoxy-4-((E)-3-methoxy-propenyl)-6-nitro-phenol 
• 88865-13-8 4-Allyl-3,4,6-trimethoxy-2-nitro-cyclohexa-2,5-dienone 
• 1561902-61-1 2-(4-hydroxy-3-methoxy-5-nitrophenyl)acetaldehyde 
• 1561902-66-6 C₃₃H₄₄N₄O₈ 
• 1561903-63-6 C₃₃H₄₄N₄O₈*ClH 
• 1561902-67-7 C₃₃H₄₈N₄O₄ 
• 1561902-70-2 C₃₂H₄₂N₄O₈ 

Relevant academic research and scientific papers

Antifungal activity of eugenol derivatives against Botrytis cinerea

Botrytis cinerea is a worldwide spread fungus that causes the grey mold disease, which is considered the most important factor in postharvest losses in fresh fruit crops. Consequently, the control of gray mold is a matter of current and relevant interest

N,N-dimethylation of nitro-eugenol to its new 4-allyl-2-(dimethylamino)-6-methoxyphenol via Eschweiler-Clarke methylation reaction

Eugenol is a main constituent of essential oil and can be extracted and isolated from clove (Syzygium aromaticum). Eugenol has widely biological activities such as antiseptic and anesthetic. Eugenol can be used as a fine chemical for further synthesis of new or novel compounds. The main aim of this research was to develop new or novel compounds with potential biological activity such as 4-allyl-2-(dimethylamino)-6-methoxyphenol from eugenol (1). Derivatization of eugenol to its nitro derivative (2) can be achieved by treated with ammonium nitrate and potassium bisulphate. One-pot synthesis method via the Eschweiler-Clarke methylation of nitroeugenol using formaldehyde, formic acid, Zn catalyst, gave the N,N-dimethylation of nitro moiety. The result was then analyzed by GC-MS and NMR. The GC-MS analyses showed peak with m/z of 207 (59.51 %) and consistent with the molecular formula C12H17O2N. The 1 H NMR was in accordance with the proposed structure which showed 17 protons corresponded to 4-allyl-2-(dimethylamino)-6-methoxyphenol (3).

Design, Synthesis, Antimicrobial Evaluation and in Silico Studies of Eugenol-Sulfonamide Hybrids

Using molecular hybridization, specific sulfonamide derivatives of eugenol were synthesized with subtle modifications in the allylic chain of the eugenol subunit (and also in the nature of the substituent group in the sulfonamide aromatic ring) which allo

Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H Insertion: Synthesis of Benzofused Six-Membered Azaheterocycles

The Cp*RuCl-based catalyst enables expedient access to a variety of benzofused six-membered azaheterocycles from unprotected o-alkynylanilines and trimethylsilyldiazomethane through an unprecedent tandem carbene/alkyne metathesis/N-H insertion reaction. The transformation takes place under mild reaction conditions (room temperature, 15 min) and with excellent functional group tolerance. The synthetic utility of the final products and a mechanistic rationale are also discussed.

Phenylpropanoid-based sulfonamide promotes cyclin D1 and cyclin E down-regulation and induces cell cycle arrest at G1/S transition in estrogen positive MCF-7 cell line

Cancer is one of the most critical problems of public health in the world and one of the main challenges for medicine. Different biological effects have been reported for sulfonamide-based compounds including antibacterial, antifungal, and antitumor activ

Antifungal Activity of New Eugenol-Benzoxazole Hybrids against Candida spp.

Eugenol is a natural allylphenol responsible for a wide range of biological activities, especially antimicrobial. Benzoxazoles are heterocycles with recognized antimicrobial activities. This paper describes the design, synthesis, and the biological result

A Straightforward Synthesis of 5-Methylaaptamine from Eugenol, Employing a 6π-Electrocyclization Reaction of a 1-Azatriene

Aaptamine, isolated from tropical marine sponges of the Demospongiae class, is the most prominent member of a growing family of natural products. Many aaptaminoids have been shown to have interesting biological activity. The efficient access to 5-methylaaptamine, an unnatural analogue of aaptamine, was achieved by using economic and naturally-occurring eugenol as the starting material. The synthesis involved the preparation of a 5-aminoeugenol derivative through successive nitration, O-methylation, and nitro group reduction reactions. An Elderfield-Johnson sequence was employed to synthesize the N-tosyl-5-allyl-7,8-dimethoxydihydro-1H-quinolin-4-one ring system. A catalytic double-bond isomerization followed by a carbonyl methoximation and 6-π electrocyclization of the 1-azatriene motif afforded the 2,3-dihydro-1H-benzo[de][1,6]naphthyridine tricyclic intermediate, which underwent a reductive desulfonylation and catalytic dehydrogenation to afford the target product.

One-pot synthesis of 5-allyl-8-hydroxy-7-methoxy-2-methylquinoline

The main aim of this research was to develop novel Schiff base compounds from readily accessed natural products, in particular eugenol (1). A new 5-allyl-8-hydroxy-7-methoxy-2-methylquinoline was synthesized via one-pot Schiff base reaction of nitro-eugen

N-SUBSTITUTED 3,4-BIS (CATECHOL) PYRROLE COMPOUNDS, AND THE PREPARATION AND USE THEREOF IN THE TREATMENT OF CANCER

The present invention relates to a compound of formula (I) in which: —m is an integer from 0 to 3, preferably from 0 to 2; n is an integer from 0 to 3, preferably from 0 to 2; m+n≧1; EAG is an electro-attractive group chosen independently from among a halogen atom, an NO2, CF3, CCI3, CN, CO2H, (C═O)NR2, CH═NR, (C═S)OR, (C═O)SR, CS2R, SO2R, SO2NR2, SO3R, P(O)(OR)2, P(O)(R)2, B(OR)2 group where R is a (C1-C6) alkyl radical, a phenyl group or a hydrogen atom; A is a saturated or unsaturated, linear or branched hydrocarbon chain including 1 to 10 atoms of carbon; and R1 and R2 each represent independently from one another a hydrogen atom, a CO-(Ci-C6)-alkyl, (C1-C6) alkyl, phenyl or phenyl-(C1-C6)-alkyl group, in which R1 and R2 form, together with the nitrogen atom they carry, a 5- to 15-member heterocycle, optionally substituted by a (C1-C6) alkyl group; including its stereoisomers and the mixtures thereof, or a pharmaceutically acceptable salt of same.

Competitive reaction of -OH and -NH2 functional groups on synthesis of bioactive ortho-cetamol derivative (4-allyl-2-methoxy-N-acetyl-o-amino phenol) from amino-eugenol

The main aim of this research was to develop new or novel compounds with potential biological activity from readily accessed natural products, in particular eugenol (1). A new ortho-cetamol derivative (4-allyl-2-methoxy-N-acetyl-o-amino phenol) was synthe