99985-64-5

Basic information

• Product Name: Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI)
• Synonyms: Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI);Benzoic acid, 2-(MethylaMino)-, 1-Methylethyl ester
• CAS NO: 99985-64-5
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• Product Categories: AMINOACID
• Mol File: 99985-64-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI)(99985-64-5)
• EPA Substance Registry System: Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI)(99985-64-5)

Safety Data

• Hazardous Substances Data: 99985-64-5(Hazardous Substances Data)

Usage

Description

Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI) is a chemical compound characterized by the molecular formula C11H15NO2. It is a white crystalline solid at room temperature, exhibiting solubility in organic solvents. Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI) is primarily recognized as a pharmaceutical intermediate, playing a crucial role in the synthesis of various drugs and medicines. Additionally, it serves as a research and development chemical, contributing to the creation of new compounds in the field of organic chemistry.

Uses

Used in Pharmaceutical Industry:
Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI) is utilized as a pharmaceutical intermediate for the production of a range of drugs and medicines. Its involvement in the synthesis process is vital, as it aids in the development of therapeutic agents that cater to diverse medical needs.
Used in Research and Development:
In the realm of research and development, Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI) functions as a chemical intermediate, facilitating the synthesis of novel compounds. Its application in this field is instrumental in advancing scientific knowledge and fostering innovation within the chemical and pharmaceutical sectors.
Used in Organic Chemistry:
Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI) also holds potential as a building block in organic chemistry. It can be employed in the synthesis of other compounds, thereby expanding the scope of chemical reactions and contributing to the discovery of new chemical entities.
It is important to exercise caution when handling and using Benzoic acid, 2-(methylamino)-, 1-methylethyl ester (9CI), as it may possess hazardous properties if not managed properly.

Upstream product

• 10328-92-4 N-Methylisatoic anhydride 
• 67-63-0 isopropyl alcohol 
• 3295-92-9 N-methyl N-phenyl carbamate d'isopropyle 
• 85-91-6 Methyl N-methylanthranilate 
• 201230-82-2 carbon monoxide 
• 100-61-8 N-methylaniline 
• 62-53-3 aniline 
• 3422-01-3 tert-butyl phenylcarbamate 
• 28131-24-0 tert-butyl N-methyl-N-(phenyl)carbamate 
• 68061-82-5 methyl 2-(methyl(nitroso)amino)benzoate 

Relevant articles and documents

A novel pathway for the thermolysis of N-nitrosoanthranilates using flash vacuum pyrolysis leading to 7-aminophthalides

Flash vacuum pyrolysis of methyl N-methyl-N-nitrosoanthranilate leads to elimination of nitric oxide and disproportionation of the formed N-radical to 7-(methylamino)phthalide and methyl N-methylanthranilate. This transformation was found to be a convenient, solvent-free method for the preparation of 7-(methylamino)phthalides. An alternative route through pyrolysis of N-benzyl-N-methyl anthranilates was also investigated. This journal is

Identification of a new antinociceptive alkaloid isopropyl N-methylanthranilate from the essential oil of Choisya ternata Kunth

Ethnopharmacological relevance: Mexican people employed infusion of leaves of Choisya ternata Kunth for their antispasmodic and "simulative properties". Aim of the study: In the present study the detailed GC and GC-MS analyses of the essential oil of Choisya ternata Kunth (Rutaceae) were performed. The presence of a minor constituent isopropyl N-methylanthranilate (1) was revealed among other identified volatiles. A synthesis of 1 was undertaken in order to corroborate this find and obtain gram quantities that would allow the testing of its biological activity (peripheral and central antinociceptive activity). Materials and methods: The oils were investigated by GC and GC-MS. Synthesized compounds were spectrally characterized (UV-Vis, IR, 1D and 2D NMR, MS). The obtained synthetic samples of compounds were assayed for peripheral and central antinociceptive activity in two models (effects on acetic acid induced writhing in mice and the hot plate test for nociception). Results: Detailed GC and GC-MS analyses of the essential oil of Choisya ternata Kunth (Rutaceae) among 157 other identified volatiles revealed the presence of a minor constituent isopropyl N-methylanthranilate (1). Compound 1, named ternanthranin, is therefore detected as a natural product for the first time with a very restricted occurrence (samples of several citrus oils were screened for the presence of 1). The antinociceptive activities were assayed for ternanthranin, the two other synthetic analogs, methyl and propyl N-methylanthranilate, as well as the essential oil and the crude ethanol extract of the leaves. The results clearly demonstrate a very high (even significant at 0.3 mg/kg) dose dependent activity for the anthranilates (and the extracts). Isopropyl N-methylanthranilate showed the highest, while methyl N-methylanthranilate showed the lowest activity (with the methyl ester at 3 mg/kg still better than acetylsalicylic acid, at 200 mg/kg, in the first, or comparable with morphine, at 5 mg/kg, in the second test). Conclusion: This study once again revealed that detailed investigations of plant species with ethnopharmacologically documented activity may yield new natural compounds - a new alkaloid (ternanthranin), a volatile simple anthranilate that can be considered responsible for the antinociceptive activity of the crude plant extracts.