Methyl anthranilate - ≥99% , CAS No.134-20-3

CAS: 134-20-3 Cat. No.: M110159 Molecular Weight: 151.16 Beilstein Registry Number: 606965 EC Number: 205-132-4
AVAILABLE TO ORDER
GRADE & PURITY ≥99%
Synonyms
2-Aminobenzoic acid methyl ester | Anthranilic acid methyl ester
Storage
Protected from light,Room temperature
Shipped In
Normal
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Size
Status
Price
Qty
25g
M110159-25g
≥10

$9.90

$12.90
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100g
M110159-100g
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

$15.90

$25.90
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500g
M110159-500g
2

$41.90

$70.90
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Why this grade

≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Methyl 2-aminobenzoate reacts with 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulphide at 140°C to yield 1,2-dihydro-2-(p-methoxyphenyl)-4H-3,1,2-benzothiazaphosphorin-4-thione-2-sulfide and dimethyl-4-methoxyphenylphosphonotrithioate.
Methyl 2-aminobenzoate has been used in the synthesis of novel 4-chloro-2-mercaptobenzenesulfonamide derivatives.

Specifications

Synonyms
2-Aminobenzoic acid methyl ester | Anthranilic acid methyl ester
Specifications & Purity
≥99%
Storage
Protected from light, Room temperature
Shipped In
Normal
Purity
≥99%
Names and Identifiers
Canonical SmilesCOC(=O)C1=CC=CC=C1N
IUPAC Namemethyl 2-aminobenzoate
InChIKeyVAMXMNNIEUEQDV-UHFFFAOYSA-N
INCHI1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3
Isomeric SMILES COC(=O)C1=CC=CC=C1N
WGK Germany 1
RTECS CB3325000
Molecular Weight 151.16
Beilstein 606965
Reaxy-Rn 606965
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606965&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzoic acids and derivatives
Intermediate Tree Nodes Not available
Direct ParentBenzoic acid esters
Alternative Parents Aminobenzoic acids and derivatives  Benzoyl derivatives  Aniline and substituted anilines  Vinylogous amides  Methyl esters  Amino acids and derivatives  Monocarboxylic acids and derivatives  Primary amines  Organopnictogen compounds  Organooxygen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Aminobenzoic acid or derivatives - Benzoate ester - Benzoyl - Aniline or substituted anilines - Vinylogous amide - Methyl ester - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Amine - Organonitrogen compound - Organooxygen compound - Primary amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
External Descriptors benzoate ester
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CFTR Tclin Cystic fibrosis transmembrane conductance regulator (2075 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Aspergillus niger (16508 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Zea mays (820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Columba livia (47 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Thrips tabaci (33 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

23 results found

Lot NumberCertificate TypeDateItem
B2628202Certificate of AnalysisMar 09, 2026 M110159
C2610218Certificate of AnalysisMar 09, 2026 M110159
E2416315Certificate of AnalysisFeb 05, 2026 M110159
E2416317Certificate of AnalysisFeb 05, 2026 M110159
F2228413Certificate of AnalysisJan 19, 2026 M110159
F2228416Certificate of AnalysisJan 19, 2026 M110159
C2414683Certificate of AnalysisDec 12, 2025 M110159
I2306606Certificate of AnalysisJun 10, 2025 M110159
I2306604Certificate of AnalysisJun 10, 2025 M110159
C2414657Certificate of AnalysisMar 01, 2024 M110159
I2420029Certificate of AnalysisFeb 23, 2024 M110159
E2416316Certificate of AnalysisFeb 23, 2024 M110159
F2527109Certificate of AnalysisFeb 23, 2024 M110159
L2103009Certificate of AnalysisSep 18, 2023 M110159
L2103010Certificate of AnalysisSep 18, 2023 M110159
L2102624Certificate of AnalysisSep 18, 2023 M110159
I2306605Certificate of AnalysisAug 24, 2023 M110159
E2128467Certificate of AnalysisMar 09, 2023 M110159
E2128357Certificate of AnalysisMar 09, 2023 M110159
E2128356Certificate of AnalysisMar 09, 2023 M110159
F2228439Certificate of AnalysisJun 11, 2022 M110159
F2228438Certificate of AnalysisJun 11, 2022 M110159
C2027001Certificate of AnalysisJan 21, 2022 M110159

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Chemical and Physical Properties
SolubilitySoluble in water at 20°C 2.9g/L. Soluble in alcohol, dipropylene glycol, fixed oils and propylene glycol. Insoluble in paraffin oil and glycerin.
SensitivityLight sensitive.
Freezing Point(°C)23 °C
Refractive Index1.582
Flash Point(°F)253.4 °F
Flash Point(°C)123 °C
Boil Point(°C)256°C
Melt Point(°C)24°C
Molecular Weight151.160 g/mol
XLogP31.900
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass151.063 Da
Monoisotopic Mass151.063 Da
Topological Polar Surface Area52.300 Ų
Heavy Atom Count11
Formal Charge0
Complexity147.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Xiangying Yu, Xiaochun Chen, Yuting Li, Lin Li.  (2022)  Effect of Drying Methods on Volatile Compounds of Citrus reticulata Ponkan and Chachi Peels as Characterized by GC-MS and GC-IMS.  Foods,  11  (17): (2662).  [PMID:36076849] [10.3390/foods11172662]
2. Feifei Hou, Dexin Feng, Mo Xian, Wei Huang.  (2021)  De Novo Biosynthesis and Whole-Cell Catalytic Production of 2-Acetamidophenol in Escherichia coli.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:34965133] [10.1021/acs.jafc.1c06910]
3. Chenglu Zhang, Lu Zhang, Yuqing Li, Zhixuan Ren, Lu Li, Yanpeng Zhang, Yizheng Li, Cui Liu.  (2021)  A simple and efficient fluorescent probe for rapidly detecting H2S in GBC - SD cells based on 1,8 - naphthalimide - ebselen.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2021.131777]
4. Junli Xiao, Jianbo Jin, Shanyi Chen, Jianfeng Zhang, Peijian Cao, Li-Juan Mao, Ran Li.  (2024)  Methyl benzoate-related compounds as potential repellents and fumigants for the control of cigarette beetle, Lasioderma serricorne (F.).  JOURNAL OF STORED PRODUCTS RESEARCH,      [PMID:] [10.1016/j.jspr.2024.102276]
5. Honglin Li, Yanwen Feng, Bingyan Lin, Shiqiang Zhang, Yijin Ren, Jun Yue.  (2025)  Polyurea-based multimodal interaction nanogels for synergistic bacterial biofilm eradication and prevention of re-colonization.  BIOMATERIALS,      [PMID:40782449] [10.1016/j.biomaterials.2025.123607]
6. Kaiyuan Gou, Jin Huang, Huiya Cao, Siyu Chong, Yufan Zhou, Shuya Ning.  (2026)  Multifunctional additive engineering with methyl 2-aminobenzoate for high-performance perovskite solar cells.  OPTICAL MATERIALS,      [PMID:] [10.1016/j.optmat.2026.117876]
Solution Calculators
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