Methyl 2-aminobenzoate

Names

[ CAS No. ]:
134-20-3

[ Name ]:
Methyl 2-aminobenzoate

[Synonym ]:
nerolioil,artifical
1-aminobenzene-2-carboxylic acid methyl ester
EINECS 205-132-4
2-Aminobenzoic Acid Methyl Ester
Carbomethoxyaniline
FEMA 2682
Methyl anthranylate
methyl o-amino-benzoate
methyl anthranlate
Methyl anthanilate
2-methoxycarbonylaniline
Anthranilic Acid Methyl Ester
MFCD00007710
methyl 2-amino-benzoate
Methylaminobenzoate
Methyl anthranilate
Methyl 2-aminobenzoate
NEROLI
Benzoic acid, 2-amino-, methyl ester
Nevoli oil

Biological Activity

[Description]:

Methyl anthranilate, a plant spice extract, is a quorum sensing inhibitor and anti-biofilm agent against Aeromonas sobria. Methyl anthranilate has been widely employed for the preparation of edible flavor and food additives in food processing industries[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

0.5 μL/mL of Methyl anthranilate evidently reduces biofilm formation (51.44%), swinging motility (74.86%), swarming motility (71.63%), protease activity (43.08%), and acyl-homoserine lactone (AHL) production. Methyl anthranilate might inhibit quorum sensing (QS) system in A. sobria by interfering with the biosynthesis of AHL, as well as competitively binding with receptor protein[1].

[References]

[1]. Tingting Li, et al. Methyl anthranilate: A novel quorum sensing inhibitor and anti-biofilm agent against Aeromonas sobria. Food Microbiol. 2020 Apr;86:103356.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
256.0±0.0 °C at 760 mmHg

[ Melting Point ]:
24 °C(lit.)

[ Molecular Formula ]:
C₈H₉NO₂

[ Molecular Weight ]:
151.163

[ Flash Point ]:
104.4±0.0 °C

[ Exact Mass ]:
151.063324

[ PSA ]:
52.32000

[ LogP ]:
2.04

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.566

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents.

[ Water Solubility ]:
slightly soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB3325000

CHEMICAL NAME :: Anthranilic acid, methyl ester

CAS REGISTRY NUMBER :: 134-20-3

BEILSTEIN REFERENCE NO. :: 0606965

LAST UPDATED :: 199710

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C8-H9-N-O2

MOLECULAR WEIGHT :: 151.18

WISWESSER LINE NOTATION :: ZR BVO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2910 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - coma

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3900 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 2780 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - respiratory stimulation

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 34800 mg/kg

SEX/DURATION :: male 8 day(s) pre-mating female 21 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

MUTATION DATA

TYPE OF TEST :: DNA repair

TEST SYSTEM :: Bacteria - Bacillus subtilis

DOSE/DURATION :: 23 mg/disc

REFERENCE :: OIGZDE Osaka-shi Igakkai Zasshi. Journal of Osaka City Medical Association. (Osaka-shi Igakkai, c/o Osaka-shiritsu Daigaku Igakubu, 1-4-54 Asahi-cho, Abeno-ku, Osaka, 545, Japan) V.24- 1975- Volume(issue)/page/year: 34,267,1985 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1207 No. of Facilities: 174 (estimated) No. of Industries: 3 No. of Occupations: 17 No. of Employees: 2956 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1207 No. of Facilities: 7048 (estimated) No. of Industries: 66 No. of Occupations: 71 No. of Employees: 104513 (estimated) No. of Female Employees: 49243 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
CB3325000

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922439000

[ Summary ]:
2922439000 anthranilic acid salts。supervision conditions:23(import license for dual-use item and technologies,export license for dual-use item and technologies)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

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