Methyl 2-aminobenzoate

Modify Date: 2024-01-02 09:51:48

Methyl 2-aminobenzoate Structure
Methyl 2-aminobenzoate structure
Common Name Methyl 2-aminobenzoate
CAS Number 134-20-3 Molecular Weight 151.163
Density 1.2±0.1 g/cm3 Boiling Point 256.0±0.0 °C at 760 mmHg
Molecular Formula C8H9NO2 Melting Point 24 °C(lit.)
MSDS Chinese USA Flash Point 104.4±0.0 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Methyl 2-aminobenzoate


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].

 Names

Name Methyl anthranilate
Synonym More Synonyms

 Methyl 2-aminobenzoate 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
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

 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
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

 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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 Synonyms

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
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