3-Methoxybenzoic acid (3-Anisic acid)
(Synonyms: 3-甲氧基苯甲酸,3-Anisic acid; 3-Methoxybenzoic acid; NSC 27014; NSC 9264; m-Methoxybenzoic acid) 目录号 : GC33653
3-Methoxybenzoic acid (m-Anisic acid, 3-Methoxybenzoate, 3-Anisic acid, m-Methylsalicylic acid) is a food additive that acts as a flavouring ingredient.
Cas No.:586-38-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
3-Methoxybenzoic acid (m-Anisic acid, 3-Methoxybenzoate, 3-Anisic acid, m-Methylsalicylic acid) is a food additive that acts as a flavouring ingredient.
| Cas No. | 586-38-9 | SDF | |
| 别名 | 3-甲氧基苯甲酸,3-Anisic acid; 3-Methoxybenzoic acid; NSC 27014; NSC 9264; m-Methoxybenzoic acid | ||
| Canonical SMILES | O=C(O)C1=CC=CC(OC)=C1 | ||
| 分子式 | C8H8O3 | 分子量 | 152.15 |
| 溶解度 | Insoluble in Water; ≥52.4 mg/mL in DMSO; ≥53.7 mg/mL in EtOH | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.5725 mL | 32.8623 mL | 65.7246 mL |
| 5 mM | 1.3145 mL | 6.5725 mL | 13.1449 mL |
| 10 mM | 0.6572 mL | 3.2862 mL | 6.5725 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Metabolism of the 18O-methoxy substituent of 3-Methoxybenzoic acid and other unlabeled methoxybenzoic acids by anaerobic bacteria
Appl Environ Microbiol 1988 May;54(5):1237-42.PMID:3389815DOI:10.1128/aem.54.5.1237-1242.1988.
O-methyl substituents of aromatic compounds can provide C1 growth substrates for facultative and strict anaerobic bacteria isolated from diverse environments. The mechanism of the bioconversion of methoxylated benzoic acids to the hydroxylated derivatives was investigated with a model substrate and cultures of one anaerobic consortium, eight strict anaerobic bacteria, and one facultative anaerobic microorganism. Using high-pressure liquid chromatography and gas chromatography-mass spectral analysis, we found that a haloaromatic dehalogenating consortium, a dehalogenating isolate from that consortium, Eubacterium limosum, and a strain of Acetobacterium woodii metabolized 3-[methoxy-18O]methoxybenzoic acid (3-Anisic acid) to 3-[hydroxy-18O]hydroxybenzoic acid stoichiometrically at rates of 1.5, 3.2, 52.4, and 36.7 nmol/min per mg of protein, respectively. A different strain of Acetobacterium and strains of Syntrophococcus, Clostridium, Desulfotomaculum, Enterobacter, and an anaerobic bacterium, strain TH-001, were unable to transform this compound. The O-demethylating ability of E. limosum was induced only with appropriate methoxylated benzoates but not with D-glucose, lactate, isoleucine, or methanol. Cross-acclimation and growth experiments with E. limosum showed a rate of metabolism that was an order of magnitude slower and showed no growth with either 4-methoxysalicylic acid (2-hydroxy-4-methoxybenzoic acid) or 4-anisic acid (4-methoxybenzoic acid) when adapted to 3-Anisic acid. However, A. woodii NZva-16 showed slower rates and no growth with 3- or 4-methoxysalicylic acid when adapted to 3-Anisic acid in similar experiments. The results clearly indicate a methyl rather than methoxy group removal mechanism for such reactions.
Hydrazide-hydrazones of 3-Methoxybenzoic acid and 4-tert-butylbenzoic acid with promising antibacterial activity against Bacillus spp
J Enzyme Inhib Med Chem 2016;31(sup1):62-69.PMID:27075005DOI:10.3109/14756366.2016.1170012.
A series of 28 hydrazide-hydrazones of 3-methoxybenzoic and 4-tert-butylbenzoic acid were synthesized and screened in vitro against the panel of reference strains of bacteria and fungi with the use of the broth microdilution method according to EUCAST and CLSI guidelines. Five of the synthesized compounds were found to exhibit high bacteriostatic or bactericidal activity against Gram-positive bacteria. The antimicrobial activity of compounds 13, 14, and 16 against Bacillus spp. was higher than that of commonly used antibiotics, like cefuroxime or ampicillin.
Platinum (II) complexes of benzoic- and 3-Methoxybenzoic acid hydrazides. Synthesis, characterization, and cytotoxic effect
J Inorg Biochem 1994 May 15;54(3):221-33.PMID:8027743DOI:10.1016/0162-0134(94)80015-4.
The complexes [Pt(bah)2X2], [Pt(NH3)(bah)Cl2].0.5H2O, [Pt(mbah)2X2], and [Pt(NH3)(mbah)Cl2] (bah = benzoic acid hydrazide, mbah = 3-Methoxybenzoic acid hydrazide; X = Cl, Br, I) have been prepared and characterized by elemental analysis, electric conductivity, IR, 1H NMR, and electronic spectra. A cis-square planar structure with hydrazide ligands coordinated via the NH2-groups has been proposed for these complexes. The complexes have shown a growth-inhibitory effect against Friend leukemia cells in culture comparable to that of the antitumor drug cisplatin.
Effect of platinum(II) complexes of benzoic and 3-Methoxybenzoic acid hydrazides on Saccharomyces cerevisiae
Z Naturforsch C J Biosci 1995 Sep-Oct;50(9-10):732-4.PMID:8579690DOI:10.1515/znc-1995-9-1022.
The inhibitory effect of benzoic acid hydrazide (bah) and 3-Methoxybenzoic acid hydrazide (mbah) on Saccharomyces cerevisiae strains has been compared to that of their platinum(II) complexes: cis-[Pt(mbah)2X2], cis-[Pt(NH3)(mbah)Cl2].0.5 H2O, cis-[Pt(mbah)2X2] and cis[Pt(NH3)(mbah)Cl2] (mean = Cl, Br = I), and cis-[Pt(NH3)2Cl2]. The minimal inhibitory concentrations for bah and mbah were 5000-20,000 microM whereas for their Pt(II) complexes they were much less (25-800 microM) and did not exceed these of cisplatin (100-800 microM). The activity of the Pt(II) complexes of bah and mbah varied in wide ranges for the different yeast strains tested. Osmotically unstable mutants were found to be more susceptible. The most active complexes were [Pt(NH3)(bah)Cl2].0.5 H2O and [Pt(NH3)(mbah)Cl2].
Aromatic compounds that attract Meloidogyne species second-stage juveniles in soil
Pest Manag Sci 2021 Oct;77(10):4288-4297.PMID:34096157DOI:10.1002/ps.6506.
Background: Nematode attractants could serve in nematode control strategies by combining with chemical or biological nematicides or by interrupting the nematodes' host-finding process. The attractiveness of some benzenoid aromatic compounds, mainly benzoic acids, alcohols, aldehydes and phenols, to second-stage juveniles (J2) of four Meloidogyne species (M. hapla, M. incognita, M. javanica and M. marylandi) was evaluated by using trap tubes and balls filled with washed dune sand buried in nematode-inoculated sand in Petri dishes. Results: Two-methoxybenzaldehyde, 2-methoxycinnamaldehyde, 2-hydroxybenzoic acid (salicylic acid), 2-hydroxy-3-methoxybenzaldehyde (o-vanillin), 3-Methoxybenzoic acid, 4-methoxybenzoic acid and trans-cinnamic acid effectively attracted J2 of all or most of the four Meloidogyne species to trap tubes in a one-compound assay. When nematodes were exposed to three different compounds simultaneously in the three-compound assay, J2 of all Meloidogyne species were attracted mainly to 2-methoxycinnamaldehyde, salicylic acid and 4-methoxybenzoic acid. Exceptions were M. hapla J2, which were not attracted to salicylic acid. In the soil column assay, M. javanica and M. incognita J2 were attracted upward to 4-methoxybenzoic acid in a trap ball located 4 or 8 cm above the inoculation point, whereas salicylic acid and 3-Methoxybenzoic acid demonstrated slight, if any attraction. Conclusion: Although some of the tested compounds exist in root exudates, it is not clear whether they are involved in the nematode host-searching process in nature. The attractants found in the study have potential for use in Meloidogyne species control, probably as a nematode trap constituent or as compounds that disrupt the nematodes' host-finding process. © 2021 Society of Chemical Industry.