para-anisic acid

4-methoxybenzoic acid

CAS: 100-09-4 C8 H8 O3 MW: 152.14936000 animal

Identification

Namepara-anisic acid
IUPAC4-methoxybenzoic acid
CAS Number100-09-4
EINECS202-818-5
FDA UNII4SB6Y7DMM3
Molecular FormulaC8 H8 O3
Molecular Weight152.14936000
MDL NumberMFCD00002542
Nikkaji NumberJ3.229H
Beilstein0508910
CoE Number10077
XlogP32.00 (est)

Regulatory

JECFA Food Flavoring883 4-methoxybenzoic acid
DG SANTE Food Flavourings08.071 p-anisic acid
FEMA Number3945
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)100-09-4 ; 4-METHOXYBENZOIC ACID

Physical Properties

Appearance white crystals (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 183.00 to 186.00 °C. @ 760.00 mm Hg
Boiling Point 275.00 to 280.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.002000 mmHg @ 25.00 °C. (est)
Flash Point 365.00 °F. TCC ( 185.00 °C. )
logP (o/w) 1.960
Shelf Life 36.00 month(s) or longer if stored properly.
Storage store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in alcohol
Insoluble in water, hot
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Cosmetic Information

CosIngcosmetic data
Cosmetic Usesfragrance

Organoleptic Properties

Odor Description at 10.00 % in dipropylene glycol.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal Toxicitysubcutaneous-mouse LD50 400 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for para-anisic acid usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)1.70 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)0.10 (μg/capita/day)
Structure ClassI
baked goods2.50000
beverages(nonalcoholic)0.50000
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy1.00000
fruit ices-
gelatins / puddings2.00000
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy3.00000
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FR animal fixer

Natural Occurrence

anise seed oil cacao bean castoreum PMC chamomile sweet false chamomile plant fennel seed oil vanilla beans zizyphus mauritiana

Synonyms

4- anisic acid p- anisic acid p- anisic acid natural benzoic acid, 4-methoxy- draconic acid 4- methoxy benzoic acid 4- methoxybenzoic acid p- methoxybenzoic acid para- methoxybenzoic acid PubMed: Effect of chlorocholine chlorid on phenolic acids accumulation and polyphenols formation of buckwheat plants. PubMed: Production of natural fragrance aromatic acids by coexpression of trans-anethole oxygenase and p-anisaldehyde dehydrogenase genes of Pseudomonas putida JYR-1 in Escherichia coli. PubMed: Screening of Burkholderia sp. WGB31 producing anisic acid from anethole and optimization of fermentation conditions. PubMed: Development and validation of a liquid chromatographic method for the simultaneous determination of aniracetam and its related substances in the bulk drug and a tablet formulation. PubMed: Chemistry of spices: bornyl 4-methoxybenzoate from Ferula ovina (Boiss.) Boiss. (Apiaceae) induces hyperalgesia in mice. PubMed: [Synthesis and spectroscopic properties of rare earth and p-anisic acid with 1, 10-phenanthroline]. PubMed: Intermolecular interaction of voriconazole analogues with model membrane by DSC and NMR, and their antifungal activity using NMR based metabolic profiling. PubMed: Inhibition of toxic actions of phospholipase A2 isolated & characterized from the Indian Banded Krait (Bungarus fasciatus) venom by synthetic herbal compounds. PubMed: The crystal structures of 4-methoxybenzoate bound CYP199A2 and CYP199A4: structural changes on substrate binding and the identification of an anion binding site. PubMed: The preclinical toxicology of anisoylated plasminogen streptokinase activator complex. PubMed: Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves. PubMed: Crystal structures of the free and anisic acid bound triple mutant of phospholipase A2. PubMed: Aniracetam enhances cortical dopamine and serotonin release via cholinergic and glutamatergic mechanisms in SHRSP. PubMed: Reduction of aryl acids by white-rot fungi for the biocatalytic production of aryl aldehydes and alcohols. PubMed: Liquid-chromatographic assay of cefmenoxime in serum and urine. PubMed: Pharmacokinetics of aniracetam and its metabolites in rats. PubMed: Metabolism of p-anisic acid by the rat. PubMed: Caffeic acid inhibits the formation of 7-carboxyheptyl radicals from oleic acid under flavin mononucleotide photosensitization by scavenging singlet oxygen and quenching the excited state of flavin mononucleotide. PubMed: Differentiation of manuka honey from kanuka honey and from jelly bush honey using HS-SPME-GC/MS and UHPLC-PDA-MS/MS. PubMed: Aryl-alcohol oxidase involved in lignin degradation: a mechanistic study based on steady and pre-steady state kinetics and primary and solvent isotope effects with two alcohol substrates. PubMed: New alternatives to cosmetics preservation. PubMed: Third calcium ion found in an inhibitor-bound phospholipase A2. PubMed: Kinetics of thermal decomposition of 4-carboxyl-2,6-dinitrobenzenediazonium ion (CDNBD). PubMed: Tyrosinase inhibition kinetics of anisic acid. PubMed: New 4-methoxybenzoyl derivatives from the ascidian Polycarpa aurata. PubMed: Substrate and solvent isotope effects on the fate of the active oxygen species in substrate-modulated reactions of putidamonooxin. PubMed: Antihepatotoxic activity of p-methoxy benzoic acid from Capparis spinosa. PubMed: Comparison of the properties of polymeric and C8 based materials for solid phase extraction. PubMed: Selective effects of aniracetam across receptor types and forms of synaptic facilitation in hippocampus. PubMed: The trans-anethole degradation pathway in an Arthrobacter sp. PubMed: An improved method for the production of antibodies to lipophilic carboxylic hapten using small amount of hapten-carrier conjugate. PubMed: Peptidyl inverse esters of p-methoxybenzoic acid: a novel class of potent inactivator of the serine proteases. PubMed: Platinum(II) complexes of 4-methoxy- and 4-chlorobenzoic acid hydrazides. Synthesis, characterization, and cytotoxic effect. PubMed: Effects of solute characteristics and concentration on a lyotropic liquid crystal: solute-induced phase change. PubMed: Two independently regulated cytochromes P-450 in a Rhodococcus rhodochrous strain that degrades 2-ethoxyphenol and 4-methoxybenzoate. PubMed: Utilization of methoxylated benzoates and formation of intermediates by Desulfotomaculum thermobenzoicum in the presence or absence of sulfate. PubMed: Metabolism of the 18O-methoxy substituent of 3-methoxybenzoic acid and other unlabeled methoxybenzoic acids by anaerobic bacteria. PubMed: The aniracetam metabolite 2-pyrrolidinone induces a long-term enhancement in AMPA receptor responses via a CaMKII pathway. PubMed: Mono- and dimethylation of arsenic in rat liver cytosol in vitro. PubMed: Enzyme production by Mycena galopus mycelium in artificial media and in Picea sitchensis F1 horizon needle litter. PubMed: Anxiolytic effects of aniracetam in three different mouse models of anxiety and the underlying mechanism. PubMed: A very precise high-performance liquid chromatographic procedure for the determination of cefmenoxime, a new cephalosporin antibiotic, in plasma. PubMed: First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation. PubMed: Identification of syn- and anti-anethole-2,3-epoxides in the metabolism of trans-anethole by the newly isolated bacterium Pseudomonas putida JYR-1. PubMed: Pharmacokinetics of aniracetam and its metabolites in rat brain. PubMed: Molecular mechanism of lung hemorrhage induction by VRV-PL-VIIIa from Russell's viper (Vipera russelli) venom. PubMed: Group II metabotropic glutamate receptors are a common target of N-anisoyl-GABA and 1S,3R-ACPD in enhancing ACh release in the prefrontal cortex of freely moving SHRSP. PubMed: Activation of the reticulothalamic cholinergic pathway by the major metabolites of aniracetam. PubMed: Synthesis, characterisation and antifungal activity of some N-bridged heterocycles derived from 3-(3-bromo-4-methoxyphenyl)-4-amino-5-mercapto-1,2,4-triazole. PubMed: Thiopurine methyltransferase activity in a French population: h.p.l.c. assay conditions and effects of drugs and inhibitors. PubMed: Degradation of methoxylated benzoic acids by a Nocardia from a lignin-rich environment: significance to lignin degradation and effect of chloro substituents.