20876-29-3

Basic information

• Product Name: (5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID
• Synonyms: (5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID;(5-Methoxy-2-nitro-phenyl)-acetic acid ,97%;Benzeneacetic acid, 5-Methoxy-2-nitro-;5-Methoxy-2-nitrobenzeneacetic acid
• CAS NO: 20876-29-3
• Molecular Formula: C₉H₉NO₅
• Molecular Weight: 211.17
• Mol File: 20876-29-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 176 °C
• Boiling Point: 404.7 °C at 760 mmHg
• Flash Point: 198.5 °C
• Appearance: /
• Density: 1.382 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.83±0.10(Predicted)
• CAS DataBase Reference: (5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID(20876-29-3)
• EPA Substance Registry System: (5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID(20876-29-3)

Safety Data

• Hazardous Substances Data: 20876-29-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 670, 1955 DOI: 10.1021/ja01608a039

Upstream product

• 5367-32-8 5-methoxy-2-nitrotoluene 
• 95-92-1 oxalic acid diethyl ester 
• 117559-88-3 ethyl 2-(5-methoxy-2-nitrophenyl)ethanoate 
• 100-02-7 4-nitro-phenol 
• 100-17-4 para-methoxynitrobenzene 
• 89302-15-8 2-(5-methoxy-2-nitrophenyl)acetonitrile 
• 82204-34-0 (5-methoxy-2-nitro-phenyl)-pyruvic acid 
• 1798-09-0 m-methoxyphenylacetic acid 

Downstream Products

• 582320-40-9 (5-Methoxy-2-nitrophenyl)acetylchlorid 
• 7699-18-5 5-methoxyindolin-2-one 
• 337910-19-7 5-methoxy-2-nitro-N-[1-(phenylmethyl)-4-piperidinyl]-benzeneacetamide 
• 21857-42-1 2-(5-methoxy-2-nitrophenyl)ethan-1-ol 
• 106501-76-2 ethyl 2-acetamido-5-methoxyphenylacetate 
• 130916-40-4 Methyl (5-methoxy-2-nitrobenzoyl)-acetoacetate 
• 130916-41-5 methyl 4-(5-methoxy-2-nitrophenyl)-3-oxobutanoate 
• 27798-66-9 Methyl <(5-methoxy)indol-2-yl>acetate 
• 391277-57-9 (1S,2R)-2-phenyl-1-cyclohexyl 2-(5-methoxy-2-nitrophenyl)acrylate 

Relevant articles and documents

TRIAZOLOBENZAZEPINES AS VASOPRESSIN V1A RECEPTOR ANTAGONISTS

The present invention relates to 5,6-dihydro-4H-[1,2,4]triazolo[4,3-a][1]benzazepine derivatives of general formula (I) and/or salts thereof and/or geometric isomers thereof and/or stereoisomers thereof and/or enantiomers thereof and/or racemates thereof and/or diastereomers thereof and/or biologically active metabolites thereof and/or prodrugs thereof and/or solvates thereof and/or hydrates thereof and/or polymorphs thereof which are centrally and/or peripherally acting V1a receptor modulators, particularly V1a receptor antagonists. Additional subject of the present invention is the process for the preparation of the compounds and the intermediates of the preparation process as well. The invention also relates to the pharmaceutical compositions containing the compounds or together with one or more other active substances, as well as to the use in the treatment and/or prophylaxis of a disease or condition associated with V1a receptor function.

Total Synthesis of 4,5-Didehydroguadiscine: A Potent Melanogenesis Inhibitor from the Brazilian Medicinal Herb, Hornschuchia obliqua

The first total synthesis of the 7,7-dimethylaporphinoid, 4,5-didehydroguadiscine (6), originally isolated from the stems and roots of Hornschuchia oblique (Annonaceae), was achieved by the condensation of homopiperonylamine (7) with an α,α-dimethylphenylacetic acid derivative (8) and subsequent Pschorr reaction of the resulting benzylisoquinoline intermediate (22). The reported 13C NMR data were partially revised on the basis of the analysis of HMBC spectra measured under different conditions. The melanogenesis inhibitory activity (IC50 = 4.7 μM) of 6 was 40 times stronger than that of arbutin (174 μM), which was used as reference standard. Furthermore, 6 was the most potent natural melanogenesis inhibitor within this class of compounds. (Chemical Equation Presented).

Azomethine ylide cycloaddition/reductive heterocyclization approach to oxindole alkaloids: Asymmetric synthesis of (-)-horsfiline

The intermolecular [3 + 2] with 2(2-nitrophenyl)acrylate dienophiles followed by reductive heterocyclization affords the spiro(indole-pyrrolidine) ring system. Hence, this enable us to accomplish a concise and highly enantioselective synthesis of (-)-horsfiline 1, based on chiral auxiliary-directed π-face discrimination in the 1,3-dipolar cycloaddition of (1S,2R)- 2-phenyl-1-cyclohexyl ester 4f with N-methylazomethine ylide.