| Size | Price | Stock | Qty |
|---|---|---|---|
| 25g |
|
||
| Other Sizes |
| Targets |
2-Amino-6-methylbenzoic acid is an inhibitor of DNA methylation. DNA methylation is an epigenetic modification that regulates gene expression, and inhibitors of DNA methylation have potential therapeutic applications in cancer and other diseases. The compound may interact with DNA methyltransferases (DNMTs), the enzymes responsible for adding methyl groups to DNA. By inhibiting DNMT activity, the compound can alter gene expression patterns. The compound's anthranilic acid scaffold is a common motif in medicinal chemistry, and derivatives may have additional biological activities.
|
|---|---|
| ln Vitro |
2-Amino-6-methylbenzoic acid is employed as an intermediary in pharmaceuticals.
In vitro, 2-amino-6-methylbenzoic acid is used as a biochemical reagent and as an inhibitor of DNA methylation. It serves as a pharmaceutical intermediate and a useful research chemical. The compound's ability to inhibit DNA methylation makes it valuable for studying epigenetic regulation and gene expression. Cellular assays typically evaluate its effects on DNA methylation levels, gene expression, and cell proliferation. The compound is also used in the synthesis of various organic compounds. Its reactivity as an anthranilic acid derivative allows for diverse chemical transformations. |
| ln Vivo |
In vivo data for 2-amino-6-methylbenzoic acid is limited, as it is primarily a research reagent and synthetic intermediate. The compound is classified for research use only and is not intended for human or veterinary therapeutic applications. As an inhibitor of DNA methylation, it may have potential therapeutic applications in cancer and other diseases, though specific in vivo data is not available. The compound's primary value lies in its use as a research tool for studying epigenetic regulation and as a synthetic intermediate for pharmaceutical synthesis.
|
| Enzyme Assay |
In vitro enzyme assays for 2-amino-6-methylbenzoic acid typically evaluate its activity as a DNA methyltransferase inhibitor. A standard assay protocol involves incubating the compound with purified DNMT enzymes in appropriate buffer systems containing a DNA substrate and the methyl donor S-adenosylmethionine (SAM). The compound is dissolved in DMSO or methanol and diluted to working concentrations. Enzyme activity is measured by quantifying the incorporation of methyl groups into DNA using radioactive (³H-SAM) or fluorescence-based methods. IC₅₀ values are calculated from dose-response curves.
|
| Cell Assay |
Cellular assays for 2-amino-6-methylbenzoic acid typically evaluate its effects on DNA methylation and gene expression. A standard protocol involves culturing cancer cell lines in growth medium at 37°C with 5% CO₂. Cells are treated with varying concentrations of the compound for 24-72 hours. Global DNA methylation levels are assessed using ELISA or HPLC. Gene-specific methylation is evaluated by methylation-specific PCR or bisulfite sequencing. Gene expression is analyzed by qRT-PCR or RNA-seq. Cell proliferation and viability are assessed using MTT or similar assays. IC₅₀ values are calculated from dose-response curves.
|
| Animal Protocol |
In vivo animal studies for 2-amino-6-methylbenzoic acid are not standard, as it is primarily a research reagent. The compound is classified for research use only and is not intended for human or veterinary therapeutic applications. Any animal studies would be limited to evaluating its effects as a DNA methylation inhibitor in disease models. The compound's primary value lies in its use as a research tool for studying epigenetic regulation. Specific in vivo protocols are not available in the public literature.
|
| ADME/Pharmacokinetics |
Pharmacokinetic data for 2-amino-6-methylbenzoic acid is limited, as it is primarily a research reagent. The compound has a molecular weight of 151.17 g/mol and a molecular formula of C₈H₉NO₂. It is a solid at room temperature with a melting point of 124°C (dec.) and is soluble in methanol. It is stored at room temperature in a cool, dark place. As an anthranilic acid derivative, it may undergo metabolic conjugation (glucuronidation, sulfation) and oxidation. Specific ADME data is not available.
|
| Toxicity/Toxicokinetics |
2-Amino-6-methylbenzoic acid is classified with signal word "Warning". Hazard statements include H315 (causes skin irritation) and H319 (causes serious eye irritation). Precautionary statements include P264 (wash skin thoroughly after handling), P280 (wear protective gloves/eye protection/face protection), P337+P313 (if eye irritation persists: get medical advice/attention), P305+P351+P338 (if in eyes: rinse cautiously with water for several minutes), P302+P352 (if on skin: wash with plenty of soap and water), P332+P313 (if skin irritation occurs: get medical advice/attention), and P362 (take off contaminated clothing and wash before reuse). The compound should be stored in a dry, cool place away from incompatible materials.
|
| Additional Infomation |
2-Amino-6-methylbenzoic acid (6-Methylanthranilic acid, CAS 4389-50-8) is a biochemical reagent with the molecular formula C₈H₉NO₂. It is an inhibitor of DNA methylation and is used as a pharmaceutical intermediate. The compound is classified as a research-use-only compound not intended for diagnostic or therapeutic purposes. It is available from multiple commercial suppliers in various pack sizes. No clinical trials or approved drug status exist for this compound as it is not a therapeutic agent.
|
| Molecular Formula |
C8H9NO2
|
|---|---|
| Molecular Weight |
151.16
|
| Exact Mass |
151.063
|
| CAS # |
4389-50-8
|
| PubChem CID |
151210
|
| Appearance |
Off-white to light yellow solid powder
|
| Density |
1.3±0.1 g/cm3
|
| Boiling Point |
315.1±30.0 °C at 760 mmHg
|
| Melting Point |
128-130 °C (dec.)(lit.)
|
| Flash Point |
144.4±24.6 °C
|
| Vapour Pressure |
0.0±0.7 mmHg at 25°C
|
| Index of Refraction |
1.618
|
| LogP |
1.67
|
| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
3
|
| Rotatable Bond Count |
1
|
| Heavy Atom Count |
11
|
| Complexity |
158
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
O([H])C(C1C(=C([H])C([H])=C([H])C=1C([H])([H])[H])N([H])[H])=O
|
| InChi Key |
XHYVBIXKORFHFM-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C8H9NO2/c1-5-3-2-4-6(9)7(5)8(10)11/h2-4H,9H2,1H3,(H,10,11)
|
| Chemical Name |
2-amino-6-methylbenzoic acid
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
|
|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.6155 mL | 33.0775 mL | 66.1551 mL | |
| 5 mM | 1.3231 mL | 6.6155 mL | 13.2310 mL | |
| 10 mM | 0.6616 mL | 3.3078 mL | 6.6155 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.