89-41-8

Basic information

• Product Name: 4-Methoxy-3-nitrobenzoic acid
• Synonyms: LABOTEST-BB LT00089292;3-NITRO-4-METHOXY BENZOIC ACID;3-NITRO-P-ANISIC ACID;4-METHOXY-3-NITROBENZOIC ACID;RARECHEM AL BO 1904;4-methoxy-3-nitro-benzoicaci;p-Anisic acid, 3-nitro-;4-Methoxy-3-Nitrobenzoic acid 3-Nitro-4-Methoxybenzoic acid
• CAS NO: 89-41-8
• Molecular Formula: C₈H₇NO₅
• Molecular Weight: 197.14
• EINECS: 201-906-0
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 89-41-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 192-194 °C(lit.)
• Boiling Point: 334.23°C (rough estimate)
• Flash Point: 178.5 °C
• Appearance: Light yellow/Crystalline Powder
• Density: 1.5023 (rough estimate)
• Vapor Pressure: 3.52E-06mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.85±0.10(Predicted)
• BRN: 2115073
• CAS DataBase Reference: 4-Methoxy-3-nitrobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxy-3-nitrobenzoic acid(89-41-8)
• EPA Substance Registry System: 4-Methoxy-3-nitrobenzoic acid(89-41-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-51
• Safety Statements: 24/25
• WGK Germany: 1
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 89-41-8(Hazardous Substances Data)

Usage

Uses

Used in Proteomics and Organic Synthesis Research:
4-Methoxy-3-nitrobenzoic acid is used as a reagent for proteomics and organic synthesis research, enabling the study and manipulation of proteins and organic compounds.
Used in Chemical Synthesis:
4-Methoxy-3-nitrobenzoic acid is used as a chemical intermediate in the synthesis of various compounds, such as BIPHEP-1-OMe (a precatalyst for reductive coupling of butadiene to aldehydes) and aniline mustard analogues (which have potential anti-tumor activity). This makes it a valuable component in the development of new chemical processes and pharmaceuticals.

InChI:InChI=1/C8H7NO5/c1-14-7-3-2-5(8(10)11)4-6(7)9(12)13/h2-4H,1H3,(H,10,11)/p-1

Upstream product

• 100-09-4 4-methoxybenzoic acid 
• 31680-08-7 4-methoxy-3-nitrobenzaldehyde 
• 18362-51-1 1,3-bis(4'-methoxyphenyl)propane-1,3-dione 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 14337-31-6 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol 
• 100-66-3 methoxybenzene 
• 16357-47-4 ethyl 4-methoxy-3-nitrobenzoate 
• 367-80-6 ethyl 4-fluoro-3-nitrobenzoate 
• 26976-83-0 4-[4-methoxy-3-nitrophenyl]-4-oxobutanoic acid 
• 118533-94-1 (E)-1-methoxy-2-nitro-4-(2-nitroethenyl)benzene 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 304-21-2 harmaline 
• 85571-27-3 vaticaffinol decamethyl ether 

Downstream Products

• 40757-20-8 methyl 4-methoxy-3-nitrobenzoate 
• 119-27-7 2,4-dinitroanisole 
• 85365-92-0 3,5-dinitro-4-methoxybenzoic acid 
• 606-35-9 1-methoxy-2,4,6-trinitrobenzene 
• 1012071-57-6 C₁₀H₁₃NO₃ 
• 344339-23-7 3-(N-benzylamino)-4-methoxybenzoic acid 
• 24812-90-6 methyl 3-amino-4-methoxybenzoate 
• 82571-94-6 4-methoxy-3-nitro-benzophenone 
• 71969-28-3 5-benzoyl-2-methoxyaniline 
• 599202-24-1 2-(3-nitro-4-methoxyphenyl)-5-(4-trifluoromethoxyphenyl)benzoxazole 

Relevant articles and documents

Design, synthesis, and biological evaluation of 4-methoxy-3-arylamido-N-(substitutedphenyl)benzamide derivatives as potential antiplatelet agents

A series of 4-methoxy-3-arylamido-N-(substitutedphenyl)benzamides 6a–u were designed according to the splicing principle of structural design in the medicinal chemistry theory and were synthesized in five steps: nitration, acylation, ammoniation, reduction, and secondary ammoniation. The structures of the target compounds were characterized and verified by infrared, 1H nuclear magnetic resonance (NMR), 13C NMR, and electron spray ionization spectroscopy. Their in vitro antiplatelet aggregation activities induced by adenosine diphosphate (ADP) or arachidonic acid (AA) were assessed by Born's method. The biological evaluation revealed that all compounds exhibited certain levels of activities in both of the antiplatelet aggregation assays; compounds 6c (IC50 = 3.84 μM) and 6f (IC50 = 3.12 μM) displayed the strongest antiplatelet aggregation activities in the ADP-induced and AA-induced assay, separately. Moreover, compounds that had stronger activities were chosen for cell toxicity testing via the cell counting kit-8 assay. The results indicated that none of the compounds had obvious cell toxicity against L929 cells at the doses of 10 and 20 μM. It is worth pointing out that compound 6c showed the highest antiplatelet activity and the lowest cell toxicity. In general, 4-methoxy-3-arylamido-N-(substitutedphenyl)benzamides have the potential to become a kind of safer and more effective antiplatelet agents.

Benzimidazole ring-containing propyne amide derivative as well as preparation method and pharmaceutical composition and application thereof

The invention relates to a benzimidazole ring-containing propiolamide derivative as shown in the formula I, its medicinal salt and their preparation method, a composition containing one or more of the compounds and an application of the compounds in treating tumor diseases.

PROCESS FOR PRODUCING 3-NITRO-4-ALKOXYBENZOIC ACID

The present invention provides a process for preparing 3-nitro-4-alkoxybenzoic acid, which comprises the step of subjecting a mixture comprising 4-alkoxybenzoic acid and 40-80% nitric acid, wherein the amount of the 40-80% nitric acid is equal to or more than 8 times that of 4-alkoxybenzoic acid by weight, to a reaction at a temperature of 30-100°C.

SUBSTITUTED N-ARYL BENZAMIDES AND RELATED COMPOUNDS FOR TREATMENT OF AMYLOID DISEASES AND SYNUCLEINOPATHIES

Substituted diaryl compounds of the Formulae (I, II, III), where the variables are as defined in the claims, and their pharmaceutically acceptable derivatives, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of amyloid diseases, including A? amyloidosis, such as observed in Alzheimer's disease, IAPP amyloidosis, such as observed in type 2 diabetes, and synucleinopathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment are provided.

Clay supported ammonium nitrate "clayan": A new reagent for selective nitration of arenes

The nitration of activated, deactivated and highly functionalized arenes is described using clay-supported ammonium nitrate in the presence of perchloric acid.

Kinetics and mechanism of oxidation of 4-oxoacids by hexacyanoferrate(III) catalysed by Os(VIII)

Kinetics of Os(VIII) catalysed oxidation of substituted and unsubstituted 4-oxoacids by alkaline hexacyanoferrate(III) in sodium carbonate-bicarbonate buffer have been studied. The reaction is zero order in oxidant, first order with respect to Os(VIII), first order at higher concentrations and zero order at lower concentrations with respect to both substrate and alkali. The activation parameters have been computed.

Dihydropyridazinones, pyridazinones and related compounds as fungicides

This invention relates to substituted dihydropyridazinones, pyridazinones and related compounds, of the formula STR1 wherein A, Q, D and R1 are as defined within, compositions containing these compounds and methods of controlling agricultural and mammalian fungal diseases.

Cerium(IV)-induced nitration of cinnamic acids. Novel remote electrophilic substitution

The treatment of (E)-3,4-dimethoxycinnamic acid with ceric amonium nitrate in trifluoroacetic acid afforded (E)1,2-dimethoxy-4-nitro-5-(2-nitroethenyl)benzene in 79percent yield.The unusual ipso substitution of the carboxylic acid moiety by a nitro functional center illustrated a new reaction manifold of cerium(IV).Six cinnamic acids were examined to ascertain the generality of the transformation.The bidentate nitrato structure of the metal salt is believed to account for the nitrating ability of this system.

CARBOXYLATION OF ARENES

A two-step procedure for the carboxylation of aromatic rings is described, involving the intermediate preparation of 1-aryl-2,2,2-trichloroethanols (1), which form the corresponding benzoic acids by treatment with NaOH/H2O2.

POLYPHENOLS FROM DIPTEROCARP SPECIES. VATICAFFINOL AND &ε-VINIFERIN

A dipterocarp endemic to Sri Lanka, Vatica affinis, yielded three phenols.Two of them showed antibacterial properties and have been shown to be the dimer and tetramer of 3,5,4'-trihydroxystilbene.