Buy N- Acetylanthranilic acid Cas 89-52-1
Buy N- Acetylanthranilic acid Cas 89-52-1
N-Acetylanthranilic acid（Cat No.:R033244） is a substrate that can be used to synthesize methaqualone without a catalyst. It is also an antimicrobial metabolite produced by several bacterial strains. It can be produced by the enzymatic degradation of quinaldine or by hydrolysis of benzoylchymotrypsin. N-Acetylanthranilic acid displays antimicrobial activity against some plant pathogens.
| CAS Number | 89-52-1 |
| Synonyms | N-Acetyl-anthranilic Acid; 1-Acetylamino-2-carboxybenzene; 2-(Acetylamino)benzoic Acid; 2-Acetamidobenzoic Acid; 2-Carboxyacetanilide; NSC 17831; NSC 4000; o-(Acetylamino)benzoic Acid; o-(N-Acetylamino)benzoic Acid; o-Acetamidobenzoic Acid |
| Molecular Formula | C9H9NO3 |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | 2-acetamidobenzoic acid |
| InChI | InChI=1S/C9H9NO3/c1-6(11)10-8-5-3-2-4-7(8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13) |
| InChIKey | QSACCXVHEVWNMX-UHFFFAOYSA-N |
| SMILES | CC(=O)NC1=CC=CC=C1C(=O)O |
| Chemistry Calculators | Dilution Calculator In vivo Formulation Calculator Molarity Calculator Molecular Weight Calculator Reconstitution Calculator |
N-Acetylanthranilic acid is an organic compound with the molecular formula C9H9NO3. It is an intermediate product in catabolism of quinaldine in Arthrobacter sp., and is further metabolized to anthranilic acid.[2][3]
N-Acetylanthranilic acid can be synthesized from 2-bromoacetanilide via palladium–catalyzed carbonylation in tri-n-butylamine-water at 110–130 °C, under 3 atm of carbon monoxide.[4] In the laboratory, it can be easily synthesized from anthranilic acid and acetic anhydride.
N-Acetylanthranilic acid exhibits triboluminescence when crushed.[5] The fractured crystals have large electrical potentials between areas of high and low charge. When the electrons suddenly migrate to neutralize these potentials, flashes of deep blue light are created.
In the United States, it is a Drug Enforcement Administration-controlled List I chemical,[6] because it has been used in the synthesis of methaqualone.
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Product DescriptionN-Acetylanthranilic acid is a novel and potent Degradation product or quinaldineBiological Activity I Assay Protocols (From Reference)Additional Infomation N-acetylanthranilic acid is an amidobenzoic acid consisting of anthranilic acid carrying an N-acetyl group. It is functionally related to an anthranilic acid. It is a conjugate acid of a N-acetylanthranilate.
N-Acetylanthranilic acid has been reported in Streptomyces mutabilis and Streptomyces albus with data available.
See also: N-Acetylanthranilate (annotation moved to).These protocols are for reference only. InvivoChem does not independently validate these methods.Physicochemical PropertiesMolecular Formula C9H9NO3Molecular Weight 179.17Exact Mass 179.058CAS # 89-52-1Related CAS # 2870-60-2 (hydrochloride salt)PubChem CID 6971Appearance Typically exists as solid at room temperatureLogP 1.9Hydrogen Bond Donor Count 2Hydrogen Bond Acceptor Count 3Rotatable Bond Count 2Heavy Atom Count 13Complexity 215Defined Atom Stereocenter Count 0InChi Key QSACCXVHEVWNMX-UHFFFAOYSA-NInChi Code InChI=1S/C9H9NO3/c1-6(11)10-8-5-3-2-4-7(8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)Chemical Name 2-acetamidobenzoic acidSynonyms NSC-17831; NSC 17831; N-Acetylanthranilic acidHS Tariff Code 2934.99.9001Storage 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 DataSolubility (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 samplesSolubility (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
(e.g. IP/IV/IM/SC)Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)
*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)]
*Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)
Oral FormulationsOral 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
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders
Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.
(Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg 1 mM 5.5813 mL 27.9065 mL 55.8129 mL 5 mM 1.1163 mL 5.5813 mL 11.1626 mL 10 mM 0.5581 mL 2.7906 mL 5.5813 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.
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