528594-30-1

Basic information

• Product Name: Phenol, 2-methoxy-4-(2-nitroethyl)- (9CI)
• Synonyms: Phenol, 2-methoxy-4-(2-nitroethyl)- (9CI);2-methoxy-4-(2-nitroethyl)phenol
• CAS NO: 528594-30-1
• Molecular Formula: C₉H₁₁NO₄
• Molecular Weight: 197.18794
• Product Categories: METHOXY
• Mol File: 528594-30-1.mol

Chemical Properties

• Melting Point: 160℃
• Boiling Point: 366℃
• Flash Point: 175℃
• Appearance: /
• Density: 1.252
• CAS DataBase Reference: Phenol, 2-methoxy-4-(2-nitroethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2-methoxy-4-(2-nitroethyl)- (9CI)(528594-30-1)
• EPA Substance Registry System: Phenol, 2-methoxy-4-(2-nitroethyl)- (9CI)(528594-30-1)

Safety Data

• Hazardous Substances Data: 528594-30-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Phenol, 2-methoxy-4-(2-nitroethyl)(9CI) is used as a raw material for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, particularly those targeting specific diseases or conditions.
Used in Agrochemical Industry:
In the agrochemical industry, Phenol, 2-methoxy-4-(2-nitroethyl)(9CI) serves as a starting material for the production of various agrochemicals. Its ability to be modified and incorporated into different chemical structures makes it valuable in the development of new pesticides, herbicides, and other agricultural chemicals.
Used in Dye and Pigment Industry:
Phenol, 2-methoxy-4-(2-nitroethyl)(9CI) is utilized as an intermediate in the production of dyes and pigments. Its versatile chemical properties enable it to be a crucial component in the creation of a wide range of colorants used in various industries, including textiles, plastics, and printing.
Used in Antifungal and Antibacterial Applications:
Phenol, 2-methoxy-4-(2-nitroethyl)(9CI) has demonstrated potential as an antifungal and antibacterial agent. It is used in the development of new medical treatments, particularly those targeting resistant strains of fungi and bacteria. Its unique chemical structure allows it to be a promising candidate for the creation of novel antimicrobial agents.

Upstream product

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Downstream Products

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Relevant articles and documents

TARGETED BIFUNCTIONAL DEGRADERS

The present invention provides, in one aspect, bifunctional compounds that can be used to promote or enhance degradation of certain circulating proteins. In another aspect, the present invention provides bifunctional compounds that can be used to promote or enhance degradation of certain autoantibodies. In certain embodiments, treatment or management of a disease and/or disorder requires degradation, removal, or reduction in concentration of the circulating protein or the autoantibody in the subject. Thus, in certain embodiments, administration of a compound of the invention to the subject removes or reduces the circulation concentration of the circulating protein or the autoantibody, thus treating, ameliorating, or preventing the disease and/or disorder. In certain embodiments, the circulating protein is TNF.

Structure–activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a secreted protein and its deficiency markedly enhanced the survival rate of patient with cardiovascular diseases (CVDs). Forty berberine (BBR) derivatives were synthesized and evaluated for their activities on down-regulating the transcription of PCSK9 in HepG2 cells, taking BBR as the lead. Structure–activity relationship (SAR) analysis revealed that 2,3-dimethoxy moiety might be beneficial for activity. Among them, 9k displayed the most potent activity with IC50 value of 9.5 ± 0.5 μM, better than that of BBR. Also, it significantly decreased PCSK9 protein level at cellular level, as well as in the liver and serum of mice in vivo. Furthermore, 9k markedly increased LDLR expression and LDL-C clearance via down-regulating PCSK9 protein. The mechanism of action of 9k is targeting HNF1α and/or Sp1 cluster modulation upstream of PCSK9, a different one from BBR. Therefore, 9k might have the potential to be a novel PCSK9 transcriptional inhibitor for the treatment of atherosclerosis, worthy for further investigation.

Chromium-Salen Complex/Nitroxyl Radical Cooperative Catalysis: A Combination for Aerobic Intramolecular Dearomative Coupling of Phenols

We describe an aerobic intramolecular dearomative coupling reaction of tethered phenols using a catalytic system consisting of a chromium-salen (Cr-salen) complex combined with a nitroxyl radical. This novel catalytic system enables formation of various spirocyclic dienone products including those unable to be accessed by previously reported methods efficiently under mild reaction conditions.

Nitroalkene reduction in deep eutectic solvents promoted by BH3NH3

Deep eutectic solvents (DESs) have gained attention as green and safe as well as economically and environmentally sustainable alternative to the traditional organic solvents. Here, we report the combination of an atom-economic, very convenient and inexpensive reagent, such as BH3NH3, with bio-based eutectic mixtures as biorenewable solvents in the synthesis of nitroalkanes, valuable precursors of amines. A variety of nitrostyrenes and alkyl-substituted nitroalkenes, including α- and β-substituted nitroolefins, were chemoselectively reduced to the nitroalkanes, with an atom economy-oriented, simple and convenient experimental procedure. A reliable and easily reproducible protocol to isolate the product without the use of any organic solvent was established, and the recyclability of the DES mixture was successfully investigated.

Reduction method of nitroolefin

Relating to the technical field of organic synthesis, the invention particularly discloses a reduction method of nitroolefin. The method includes: adding a compound 1 into a mixed solvent of alcohol/water in a certain ratio, adding a metal borohydride at 0-50DEG C, and carrying out stirring reaction; concentrating the obtained solution to a constant weight, and adding ethyl acetate and a saturatedammonium chloride solution into the concentrate; separating the liquid to obtain an upper ethyl acetate layer, and conducting drying and concentrating to obtain a reduction product compound 2. The synthesis method provided by the invention is suitable for aromatic rings and straight-chain alkanes, can control dimer impurities at 3.0% or below and the HPLC purity of aliphatic or aromatic nitro compounds at 95.0% or above. The synthesis method provided by the invention has the advantages of cheap raw materials, green and environment-friendly process, economical efficiency and practicability, and is suitable for industrial production.

SUBSTITUTED 1-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE MOLECULES AS PCSK9 ALLOSTERIC BINDERS

The present invention relates to PCSK9 allosteric binding compounds of Formula I: (Formula (I)) and pharmaceutically acceptable salts thereof, wherein X1, X2, Y, R1, R2, RA, RB and n are as defined herein. The present invention also relates to compositions which comprise an allosteric binding compound of the invention or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier. The invention further relates, inter alia, to methods for inducing PCSK9 protein degradation in a subject, and methods for treating atherosclerosis, hypercholesterolemia, coronary heart disease, metabolic syndrome, acute coronary syndrome, or related cardiovascular disease and cardiometabolic conditions, comprising administering to a subject an effective amount of a compound or a pharmaceutically acceptable salt of the invention. The invention also provides a means for the in vitro labeling, detection and/or quantification of PCSK9 in biological samples.

Total Synthesis of (-)-Melanthioidine by Copper-Mediated Cyclodimerization

An efficient asymmetric total synthesis of the dimeric macrocyclic diaryl ether phenethyltetrahydroisoquinoline alkaloid (-)-melanthiodine is reported. Key steps of the synthesis include an efficient Noyori asymmetric transfer hydrogenation to access the enantioenriched phenethyltetrahydroisoquinoline monomeric subunit and a copper-mediated cyclodimerization to form the two diaryl ether linkages with concomitant macrocyclization.

Tetrahydropalmatine derivative and application thereof

The invention relates to a tetrahydropalmatine derivative and application thereof, a compound as shown in a formula (VI) and a preparation method thereof, and an application of the compound in medicine. Specifically, the invention relates to a derivative of the compound as shown in the general formula (VI) and a preparation method thereof, and an application of the derivative as a therapeutic agent in prevention and treatment of hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, hepatic steatosis, diabetes type II, hyperglycemia, adiposis, or insulin resistance and metabolic syndrome. The compound disclosed by the invention also can reduce total cholesterol, low density lipoprotein (LDL)-cholesterol and triglycerides, and increases the expression of a liver LDL receptor and inhibits the expression of proprotein convertase subtilisin/kexin type 9 (PCSK9).

Organocatalytic biomimetic reduction of conjugated nitroalkenes

A thiourea-catalyzed biomimetic reduction of conjugated nitroalkenes has been developed. Various aromatic and aliphatic conjugated nitroalkenes can be reduced to give the respective nitroalkanes with good yields under mild conditions. This protocol is not only practical, but may also provide insight into the mechanisms of redox transformations in biological systems. Georg Thieme Verlag Stuttgart.

N-sulfonyl amino acid amides, a novel class of compounds with fungicidal activity [1]

Novel types of oomycete fungicides have been designed and prepared. The synthetic approach to these N-sulfonyl amino acid amides is outlined. Bioassays demonstrate their high efficacy against important plant diseases like Phytophthora infestans (tomato and potato late blight) and Plasmopara viticola (grape downy mildew). Structure-activity relationship studies are discussed.