4518-10-9

Basic information

• Product Name: METHYL 3-AMINOBENZOATE
• Synonyms: ZERENEX E/5111116;ASISCHEM C75340;METHYL M-AMINOBENZOATE;METHYL 3-AMINOBENZOATE;AKOS BB-7959;3-AMINOBENZOIC ACID METHYL ESTER;3-amino-benzoicacimethylester;Benzoicacid,3-amino,methylester
• CAS NO: 4518-10-9
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 224-842-5
• Product Categories: CARBOXYLICESTER;Aromatic Esters;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 4518-10-9.mol
• Article Data: 114

Chemical Properties

• Melting Point: 50-54 °C
• Boiling Point: 170 °C / 20mmHg
• Flash Point: 140.4°C
• Appearance: Light beige to brown/Crystalline Powder or Crystals
• Density: 1,232 g/cm3
• Vapor Pressure: 0.00356mmHg at 25°C
• Refractive Index: 1.5810 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Deuterated Chloroform
• PKA: pK1:3.64(＋1) (25°C)
• Water Solubility: Slightly soluble in water (0.1-1%) .
• BRN: 1101468
• CAS DataBase Reference: METHYL 3-AMINOBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-AMINOBENZOATE(4518-10-9)
• EPA Substance Registry System: METHYL 3-AMINOBENZOATE(4518-10-9)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-37
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 4518-10-9(Hazardous Substances Data)

Usage

Chemical Properties

light beige to brown cryst. powder or crystals

Uses

Methyl 3-aminobenzoate, is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

InChI:InChI=1/C8H9NO2/c1-11-8(10)6-3-2-4-7(9)5-6/h2-5H,9H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 99-05-8 meta-aminobenzoic acid 
• 5337-09-7 2-bromo-3-nitro-benzoic acid methyl ester 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 301-04-2 lead acetate 
• 618-95-1 methyl 3-nitrobenzoate 
• 64-19-7 acetic acid 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 591-19-5 m-Bromoaniline 
• 593-81-7 trimethylamine hydrochloride 
• 618-91-7 methyl 3-iodo-benzoate 
• 618-89-3 methyl 3-bromobenzoate 

Downstream Products

• 24830-50-0 3-[bis-(2-chloro-ethyl)-amino]-benzoic acid methyl ester 
• 124118-20-3 3,8-dihydroxy-9-hydroxymethyl-4,6-bis-[(3-methoxycarbonyl-phenylimino)-methyl]-1-methyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid 
• 13531-48-1 methyl 3-cyanobenzoate 
• 618-91-7 methyl 3-iodo-benzoate 
• 17419-97-5 N-sulfinylamino-benzoic acid methyl ester 
• 93066-93-4 methyl 3-azidobenzoate 
• 99-06-9 3-Carboxyphenol 
• 10369-94-5 3-amino-benzoic acid-(2-diethylamino-ethyl ester) 
• 39883-96-0 3-[(5-chloro-2-thioxo-benzothiazol-3-ylmethyl)-amino]-benzoic acid methyl ester 
• 40873-01-6 C₁₅H₉Cl₂NO₃ 
• 40873-04-9 C₁₄H₉Cl₂NO₄S 
• 22700-46-5 Diethyl-N-(3-methoxycarbonyl-phenyl)-phosphoramidat 
• 83140-93-6 methyl 3-(1H-pyrrol-1-yl)benzoate 
• 127882-58-0 4'-O-demethyl-4β-[3''-(methoxycarbonyl)anilino]-4-desoxypodophyllotoxin 

Relevant articles and documents

Green synthesis and: In situ immobilization of gold nanoparticles and their application for the reduction of p -nitrophenol in continuous-flow mode

A green and facile method has been developed for the preparation of in situ immobilized gold nanoparticles (AuNPs) using agarose as a reducing and stabilizing agent. The size of the synthesized AuNPs ranges between 10 and 100 nm, and their average size can be controlled by the concentrations of the agarose and gold salt. The agarose matrix as a mild and green reaction medium can provide a good dispersion environment for forming AuNPs, and the hydrogel can be well homogenized with polyacrylic macroporous microbeads as well, which can adsorb and stabilize the particles leading to the simultaneous synthesis and immobilization of AuNPs avoiding harmful inorganic compounds or organic solvents. The supported gold nanocatalyst was successfully applied as a catalyst in packed bed reactors for efficient NaBH4-mediated reduction of p-nitrophenol in continuous-flow mode.

Copper(II)-directed static excimer formation of an anthracene-based highly selective fluorescent receptor

A novel 'turn-on' fluorescent receptor methyl 3-((anthracen-9-ylmethylene)amino)benzoate (MAB) with anthracene as the fluorophore and methyl 3-aminobenzoate as a metal ion chelating center has been designed and synthesized. The ability of the prepared receptor to detect metal ions has been evaluated by the changes in its emission intensity. MAB demonstrates high selectivity and sensitivity for Cu2+ among the nineteen metal ions examined in MeCN. The interaction of MAB with Cu2+ causes a significant enhancement in emission intensity due to the combination of a unique anthracenyl static excimer formation, the restricted CN isomerization and the suppression of highly efficient photoinduced electron transfer (PET) process. The disassociation of the excimer species to monomers is directed by temperature, Cu2+ concentration and solvent fraction. Furthermore, the considerable 'off-on' fluorescence response or the conversion of the excimer species to monomers concomitantly led to the apparent color changes, which could also be identified easily by the naked eye using a UV lamp.

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Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes

The development of green and efficient methods for hydrogenation of nitroarenes is still highly demanding in organic synthesis. Herein, we report an industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles process for the synthesis of aryl amines with good yields via hydrogenation of nitroarenes. Nine key anti-cancer drug intermediates were successfully achieved with protocol. And Osimertinib intermediate 4m can be smoothly synthesized at a 2.67 kg-scale with >99.5% HPLC purity. This protocol features cheap carbon source, highly catalytic activity, simple operation, kilogram-scalable and recyclable catalysts (eight times without observable losing activity).

Development of phenyltriazole thiol-based derivatives as highly potent inhibitors of DCN1-UBC12 interaction

Defective in cullin neddylation 1(DCN1) is a co-E3 ligase that is important for cullin neddylation. Dysregulation of DCN1 highly correlates with the development of various cancers. Herein, from the initial high-throughput screening, a novel hit compound 5a containing a phenyltriazole thiol core (IC50 value of 0.95 μM for DCN1-UBC12 interaction) was discovered. Further structure-based optimization leads to the development of SK-464 (IC50 value of 26 nM). We found that SK-464 not only directly bound to DCN1 in vitro, but also engaged cellular DCN1, suppressed the neddylation of cullin3, and hindered the migration and invasion of two DCN1-overexpressed squamous carcinoma cell lines (KYSE70 and H2170). These findings indicate that SK-464 may be a novel lead compound targeting DCN1-UBC12 interaction.

Polyfluoroalkyl-containing isoindolinone benzamide derivative, preparation method and application thereof

The invention provides a polyfluoroalkyl-containing isoindolinone benzamide derivative, which has the following general formula A-1 as shown in the specification, wherein substituent groups are shown as the specification. The polyfluoroalkyl-containing isoindolinone benzamide derivative provided by the invention is suitable for agricultural insecticide.