1882-69-5

Basic information

• Product Name: 5-Methoxy-2-nitrobenzoic acid
• Synonyms: 2-nitro-5-methoxybenzoic acid;5-METHOXY-2-NITROBENZOIC ACID;6-Nitro-m-anisicacid;(R)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE 98+%;5-Methoxy-2-nitrobenzoic acid,97%;6-Nitro-m-anisic acid, 2-Carboxy-4-methoxynitrobenzene;5-Methoxy-nitrobenzoic Acid;5-Methoxy-2-nitrobenzoic acid 97%
• CAS NO: 1882-69-5
• Molecular Formula: C₈H₇NO₅
• Molecular Weight: 197.14
• Product Categories: blocks;Carboxes;NitroCompounds;Acids and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 1882-69-5.mol

Chemical Properties

• Melting Point: 125-130 °C(lit.)
• Boiling Point: 334.23°C (rough estimate)
• Flash Point: 195.5 °C
• Appearance: Beige to gray or brown/Granules
• Density: 1.430
• Vapor Pressure: 4.17E-07mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 2.06±0.25(Predicted)
• BRN: 1877657
• CAS DataBase Reference: 5-Methoxy-2-nitrobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxy-2-nitrobenzoic acid(1882-69-5)
• EPA Substance Registry System: 5-Methoxy-2-nitrobenzoic acid(1882-69-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-37
• WGK Germany: 3
• Hazardous Substances Data: 1882-69-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Methoxy-2-nitrobenzoic acid is used as a key intermediate in the synthesis of various pharmaceutical compounds for antitumor applications. It plays a crucial role in the production of Cathepsin S inhibitors, which are essential in the development of cancer treatments.
Used in Antimitotic Applications:
5-Methoxy-2-nitrobenzoic acid is also utilized in the synthesis of 2-aminocombretastatin derivatives, which have potential as antimitotic agents. These agents can disrupt the process of cell division, making them valuable in the development of cancer therapies.
Used in Neuroprotective Applications:
5-Methoxy-2-nitrobenzoic acid serves as a starting material in the synthesis of dictyoquinazol A, a neuroprotective compound that may offer potential benefits in the treatment of neurological disorders.
Used in Chemical Synthesis:
The compound is used as a starting material in the synthesis of 5-methoxyantranilic acid through catalytic reduction, which can be further utilized in various chemical and pharmaceutical applications.
Used in Pyrrolobenzodiazepine Synthesis:
Additionally, 5-Methoxy-2-nitrobenzoic acid is employed in the synthesis of pyrrolobenzodiazepines, a class of compounds with potential applications in various industries, including pharmaceuticals and materials science.

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

Upstream product

• 67-56-1 methanol 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 
• 20357-24-8 5-methoxy-2-nitro-benzaldehyde 
• 7758-19-2 sodium chlorite 
• 5329-14-6 aminosulfonic acid 
• 105728-90-3 2-fluoro-5-methoxybenzaldehyde 
• 100-83-4 meta-hydroxybenzaldehyde 
• 42454-06-8 2-nitro-5-hydroxybenzaldehyde 
• 591-31-1 3-methoxy-benzaldehyde 
• 2581-34-2 3-methyl-4-nitrophenol 
• 5367-32-8 5-methoxy-2-nitrotoluene 
• 7732-18-5 water 

Downstream Products

• 2327-45-9 methyl 2-nitro-5-(methoxy)benzoate 
• 228259-02-7 2-carboxy-4-methoxyphenylhydrazine 
• 407623-55-6 ethyl [(5-methoxy-2-nitrobenzyl)-(4-chlorobenzoyl)amino]acetate 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 861299-94-7 5-methoxy-2-methylamino-benzoic acid 
• 38985-80-7 2-(acetylamino)-5-methoxybenzoic acid 
• 101877-86-5 acetic acid-(4-methoxy-2-o-toluoyl-anilide) 
• 108716-13-8 2-amino-5-methoxy-2'-methyl-benzophenone 
• 38527-50-3 2-methyl-6-(methoxy)-3,1-benzoxazin-4-one 
• 50424-28-7 4-chloro-6-methoxyquinazoline 
• 19181-64-7 6-Methoxyquinazolin-4-one 
• 41994-92-7 2-nitro-5-methoxybenzamide 
• 16133-49-6 5-methoxy-2-nitroaniline 
• 675578-42-4 N-allyl-N-p-toluenesulfonyl-2-formyl-4-methoxyaniline 

Relevant articles and documents

Preparation method of anticoagulation drug intermediate 5-methoxy-2-nitrobenzoic acid

The invention discloses a preparation method of an anticoagulation drug intermediate 5-methoxy-2-nitrobenzoic acid and belongs to the field of drug intermediate synthesis. Cheap 3-drug intermediate serves as a raw material, a nitratlon reaction is selectively carried out at proper temperature to synthesize 5-chloro-2-nitrobenzoic acid, methyl alcohol is used for carrying out a substitution reaction on chlorine under the effect of alkali, and the needed intermediate 5-methoxy-2-nitrobenzoic acid is obtained. The preparation method which has short steps, simple reactions and low cost and can achieve stable industrial production is provided for a key intermediate of an anticoagulation drug Betrixaban.

Effect of aldehyde and methoxy substituents on nucleophilic aromatic substitution by [18F]fluoride

For a series of benzaldehydes only with a leaving group or with both a leaving group and a single methoxy substituent 18F-fluorination via nucleophilic aromatic substitution (SNAr) was studied in DMF and Me2SO. In general, the radiochemical yields were clearly higher in DMF than in Me2SO. In the fluorodehalogenation reaction (leaving group: halogen = Br, Cl), extremely low radiochemical yields were observed in Me2SO (2SO (within 3 min reaction time, 90% of the precursor was consumed; radiochemical yield = 1.0 ± 0.5%); however, in DMF oxidation was always kept at a low level during the entire reaction (13C-NMR ppm values of the aromatic carbon atom bearing the leaving group.

3-(3-aryloxyphenyl)-1-(substituted methyl)-s-triazine-2,4,6-oxo or thiotrione herbicidal agents

There is provided a 3-(3-aryloxyphenyl)-1-(substituted methyl)-s-triazine-2,4,6-oxo or thiotrione compound having the structural formula I STR1 Further provided are a composition and a method comprising that compound for the control of undesirable plant s

The synthesis of a novel series of substituted 2-phenyl-4H-3,1- benzoxazin-4-ones

Following initial studies on a substituted 2-[3-methylphenyl]-4H-3,1- benzoxazin-4-one showing some cytotoxic activity, the synthesis of a novel series of 2-phenyl substituted 4H-3,1-benzoxazin-4-ones is reported herein.

1,2,3-Benzotriazin-4-ones and related systems. Part II. Thermolytic decomposition of substituted 1,2,3-benzotriazin-4-ones and isatoic anhydrides

Several nuclear-substituted 1,2,3-benzotriazin-4-ones have been thermolysed in an inert solvent. In each case the major identifiable product proved to be a 2-(o-aminophenyl)-3,1-benzoxazin-4-one. Nuclear-substituted isatoic anhydrides on thermolysis behaved similarly.