Methyl 4-amino-3-methoxybenzoate
Inhibitors/Agonists
Methyl 4-amino-3-methoxybenzoate, also known as methyl anthranilate, is an organic compound with the chemical formula C9H11NO3. It is a colorless to pale yellow liquid with a fruity odor and is commonly used in the fragrance industry. However, it also has various applications in medical, environmental, and industrial research.
181.19 g/mol
181.19 g/mol
Formulation:
181.19 g/mol
Source:
Usage:
Methyl 4-amino-3-methoxybenzoate
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-302815
CAS Number: 41608-64-4
Molecular Formula: C9H11NO3
Molecular Weight: 181.19 g/mol
Purity: ≥ 98%
Inventory: In Stock
| Size | SKU | Price | |
|---|---|---|---|
| 1g | bt-302815-1g | $308.31 | |
| 5g | bt-302815-5g | $1,058.00 | |
| 10g | bt-302815-10g | $2,032.00 | |
| 25g | bt-302815-25g | $4,400.31 | |
| 100g | bt-302815-100g | $13,285.23 |
| CAS Number | 41608-64-4 |
|---|---|
| Product Name | Methyl 4-amino-3-methoxybenzoate |
| Molecular Formula | C9H11NO3 |
| Molecular Weight | 181.19 g/mol |
| InChI | InChI=1S/C9H11NO3/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5H,10H2,1-2H3 |
| InChI Key | DJLFOMMCQBAMAA-UHFFFAOYSA-N |
| IUPAC Name | methyl 4-amino-3-methoxybenzoate |
| Canonical SMILES | COC1=C(C=CC(=C1)C(=O)OC)N |
| Description | Methyl 4-amino-3-methoxybenzoate, also known as methyl anthranilate, is an organic compound with the chemical formula C9H11NO3. It is a colorless to pale yellow liquid with a fruity odor and is commonly used in the fragrance industry. However, it also has various applications in medical, environmental, and industrial research. |
| Method of Synthesis or Extraction | Methyl anthranilate can be synthesized by the reaction of anthranilic acid with methanol and sulfuric acid. The yield of this method is around 70%, and it is considered an efficient method. However, the use of sulfuric acid poses environmental and safety concerns. Another method involves the reaction of Methyl 4-amino-3-methoxybenzoate 3-nitrobenzoate with ammonia, followed by reduction with iron and hydrochloric acid. This method has a yield of around 80%, but it requires the use of hazardous chemicals. Therefore, it is essential to consider the efficiency, yield, and environmental and safety considerations while choosing a method for the synthesis of Methyl 4-amino-3-methoxybenzoate anthranilate. |
| Chemical Structure and Biological Activity | Methyl anthranilate has a benzene ring with an amino group and a methoxy group attached to it. It is a weak base and can form salts with acids. Methyl anthranilate has various biological activities, including anti-inflammatory, analgesic, and antioxidant properties. It also has a potent insect repellent activity and is used in the formulation of insecticides. |
| Biological Effects | Methyl anthranilate has been shown to affect cell function and signal transduction. It can inhibit the activity of cyclooxygenase-2 (COX-2), an enzyme involved in the production of inflammatory mediators. It can also activate the transient receptor potential cation channel subfamily A member 1 (TRPA1), which is involved in pain sensation. Methyl anthranilate has potential therapeutic effects in the treatment of inflammatory and painful conditions. However, it can also have toxic effects at high concentrations, and its safety profile needs to be further investigated. |
| Applications | In medical research, Methyl 4-amino-3-methoxybenzoate anthranilate has been studied for its role in drug development. It has been shown to enhance the efficacy of some drugs and reduce their side effects. It has also been studied in clinical trials for its potential use in the treatment of inflammatory and painful conditions. In environmental research, Methyl 4-amino-3-methoxybenzoate anthranilate has been shown to have effects on ecosystems, particularly on bird behavior. It is also used in pollution management to repel birds from airports and other areas. In industrial research, Methyl 4-amino-3-methoxybenzoate anthranilate is used in the manufacturing of fragrances, flavors, and insecticides. It can improve product quality and efficiency, but its health and safety considerations need to be taken into account. |
| Future Perspectives and Challenges | The use of Methyl 4-amino-3-methoxybenzoate anthranilate is limited by its potential toxicity and safety concerns. Further research is needed to determine its safety profile and potential therapeutic effects. The development of new methods for the synthesis of Methyl 4-amino-3-methoxybenzoate anthranilate that are more environmentally friendly and safer is also needed. The application of Methyl 4-amino-3-methoxybenzoate anthranilate in scientific research is promising, and its potential benefits need to be further explored. Conclusion: Methyl anthranilate is a versatile compound with various applications in medical, environmental, and industrial research. Its synthesis, chemical structure, biological activity, effects, applications, and future perspectives have been discussed in this paper. The use of Methyl 4-amino-3-methoxybenzoate anthranilate needs to be carefully considered, taking into account its potential toxicity and safety concerns. Further research is needed to fully understand its potential therapeutic effects and safety profile. |
| Other CAS Number | 41608-64-4 |
| Pictograms | Irritant |
| SMILES | COC1=C(C=CC(=C1)C(=O)OC)N |
| PubChem Compound | Methyl 4-amino-3-methoxybenzoate |
| Last Modified | May 31 2023 |