Methyl Anthranilate (CAS 134-20-3)

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Methyl Anthranilate. CAS 134-20-3.

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Przegląd chemiczny: Methyl Anthranilate
Wzór sumarycznyC8H9NO2
Masa cząsteczkowa151.16 g/mol
LogP (lipofilowość)1.9
Nazwa IUPACmethyl 2-aminobenzoate
SMILESCOC(=O)C1=CC=CC=C1N
InChIKeyVAMXMNNIEUEQDV-UHFFFAOYSA-N

Synonimy: METHYL ANTHRANILATE · Methyl 2-aminobenzoate · 134-20-3 · 2-Aminobenzoic acid methyl ester · Methyl o-aminobenzoate

Data sources: PubChem (NLM/NIH)
Last updated: 2026-09-03

BADANIA NAUKOWE

[1]PubMed2025
Bright Y, Amatdjais-Groenen HIV, Verheij MMM et al.. (2025). "Procognitive effects of methyl 2-amino-3-methoxybenzoate (or daopine) may involve the dorsal striatal anthranilic acid pathway and mutimet
[2]PubMed2024
Fallon MA, Tadfie H, Watson AP et al.. (2024). "Molecular basis of one-step methyl anthranilate biosynthesis in grapes, sweet orange, and maize.". The Plant journal : for cell and molecular biology. h
[3]PubMed2024
Conroy C, Fountain MT, Whitfield EC et al.. (2024). "Methyl N,N-dimethylanthranilate and ethyl propionate: repellents effective against spotted wing drosophila, Drosophila suzukii.". Pest management s
[4]PubMed2023
Caamaño K, López-Carballo G, Heras-Mozos R et al.. (2023). "ZIF-8 encapsulation improves the antifungal activity of benzaldehyde and methyl anthranilate in films.". Dalton transactions (Cambridge, Eng
[5]PubMed2023
Gao S, Shen Y, Yuan S et al.. (2023). "Methyl anthranilate deteriorates biofilm structure of Streptococcus suis and antagonizes the capsular polysaccharide defence effect.". International journal of a
[6]PubMed2022
Al-Abdallah B, Al-Faiyz YS, Shaaban S. (2022). "Anticancer, Antimicrobial, and Antioxidant Activities of Organodiselenide-Tethered Methyl Anthranilates.". Biomolecules. https://doi.org/10.3390/biom121
[7]PubMed2021
Kuivanen J, Kannisto M, Mojzita D et al.. (2021). "Engineering of Saccharomyces cerevisiae for anthranilate and methyl anthranilate production.". Microbial cell factories. https://doi.org/10.1186/s129
[8]PubMed2020
Bräcker LB, Gong X, Schmid C et al.. (2020). "A strawberry accession with elevated methyl anthranilate fruit concentration is naturally resistant to the pest fly Drosophila suzukii.". PloS one. https:
📚 Naukowe referencje (Chicago Author-Date) 11 refs · 1 baz

MOLECULE Bibliografia per-CAS (live z 13+ baz)

Źródła: db:pubmed (11)

  1. db:pubmed Bright Y, Amatdjais-Groenen HIV, Verheij MMM et al.. (2025). "Procognitive effects of methyl 2-amino-3-methoxybenzoate (or daopine) may involve the dorsal striatal anthranilic acid pathway and mutimetabolite-multitarget pharmacology.". Behavioural pharmacology. https://doi.org/10.1097/FBP.0000000000000838
  2. db:pubmed Fallon MA, Tadfie H, Watson AP et al.. (2024). "Molecular basis of one-step methyl anthranilate biosynthesis in grapes, sweet orange, and maize.". The Plant journal : for cell and molecular biology. https://doi.org/10.1111/tpj.16922
  3. db:pubmed Conroy C, Fountain MT, Whitfield EC et al.. (2024). "Methyl N,N-dimethylanthranilate and ethyl propionate: repellents effective against spotted wing drosophila, Drosophila suzukii.". Pest management science. https://doi.org/10.1002/ps.8020
  4. db:pubmed Caamaño K, López-Carballo G, Heras-Mozos R et al.. (2023). "ZIF-8 encapsulation improves the antifungal activity of benzaldehyde and methyl anthranilate in films.". Dalton transactions (Cambridge, England : 2003). https://doi.org/10.1039/d3dt03229a
  5. db:pubmed Gao S, Shen Y, Yuan S et al.. (2023). "Methyl anthranilate deteriorates biofilm structure of Streptococcus suis and antagonizes the capsular polysaccharide defence effect.". International journal of antimicrobial agents. https://doi.org/10.1016/j.ijantimicag.2023.106996
  6. db:pubmed Al-Abdallah B, Al-Faiyz YS, Shaaban S. (2022). "Anticancer, Antimicrobial, and Antioxidant Activities of Organodiselenide-Tethered Methyl Anthranilates.". Biomolecules. https://doi.org/10.3390/biom12121765
  7. db:pubmed Kuivanen J, Kannisto M, Mojzita D et al.. (2021). "Engineering of Saccharomyces cerevisiae for anthranilate and methyl anthranilate production.". Microbial cell factories. https://doi.org/10.1186/s12934-021-01532-3
  8. db:pubmed Bräcker LB, Gong X, Schmid C et al.. (2020). "A strawberry accession with elevated methyl anthranilate fruit concentration is naturally resistant to the pest fly Drosophila suzukii.". PloS one. https://doi.org/10.1371/journal.pone.0234040
  9. db:pubmed Li T, Sun X, Chen H et al.. (2020). "Methyl anthranilate: A novel quorum sensing inhibitor and anti-biofilm agent against Aeromonas sobria.". Food microbiology. https://doi.org/10.1016/j.fm.2019.103356
  10. db:pubmed Luo ZW, Cho JS, Lee SY. (2019). "Microbial production of methyl anthranilate, a grape flavor compound.". Proceedings of the National Academy of Sciences of the United States of America. https://doi.org/10.1073/pnas.1903875116
  11. db:pubmed Wang J, De Luca V. (2005). "The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate.". The Plant journal : for cell and molecular biology. https://doi.org/10.1111/j.1365-313X.2005.02552.x
Status regulacyjny substancji
Brak wpisów dla tego CAS w sprawdzonych wykazach ograniczeń (lista kandydacka SVHC, REACH Załącznik XVII; zbiory niepełne - nie jest to potwierdzenie zgodności). Klasyfikacja CLP i status transportowy (ADR): patrz sekcja GHS oraz karta charakterystyki (SDS).
🧪 Dane chemiczne
Numer CAS
134-20-3
Wzór sumaryczny
C8H9NO2
Masa molowa
151.16 g/mol
Nazwa IUPAC (EN)
methyl 2-aminobenzoate
SMILES
COC(=O)C1=CC=CC=C1N
InChIKey
VAMXMNNIEUEQDV-UHFFFAOYSA-N
⚗️ Physicochemical properties
Temp. wrzenia
256.1
Temp. topnienia
25.5
Density
1.168

Source: PubChem, NIST WebBook. Last updated: 2026-09-02

🔍 Identyfikatory zewnętrzne
10 z 16 systemów ID63%
BazaIdentyfikatorAkcje
CAS Registry Number134-20-3Otwórz →
PubChem CID8635[1]Otwórz →
InChIKeyVAMXMNNIEUEQDV-UHFFFAOYSA-N[1]Otwórz →
SMILESCOC(=O)C1=CC=CC=C1N[1]
EC Number205-132-4[2]Otwórz →
HMDBHMDB0029703Otwórz →
ChemSpider13858096[3]Otwórz →
UNII (FDA)981I0C1E5WOtwórz →
NSC Number (NCI)3109Otwórz →
WikiData QIDQ420894Otwórz →

Źródła: PubChem (NIH), Wikidata SPARQL, KEGG, ChEMBL (EBI), CompTox CTX (EPA).

📚 Naukowe referencje (Chicago Author-Date) (3 źródeł)
  1. PubChem. National Center for Biotechnology Information (NIH/NLM), chemical compound database. dotyczy: PubChem CID · InChIKey · SMILES
  2. ECHA. EC Inventory — EINECS, ELINCS, NLP and List Numbers assigned under REACH. Helsinki: European Chemicals Agency. dotyczy: EC Number
  3. ChemSpider. Royal Society of Chemistry, chemical structure database. dotyczy: ChemSpider

Dalsza literatura

Publications topically related to this CAS. They are not the source of any value given on this card.

Bibliografia (rozszerzona) (5)

  1. ★★☆☆☆ CROSSREF 🔓 OPEN ❓ unverified Anonymous. 2004. "Heptylidene Methyl Anthranilate." Sax's Dangerous Properties of Industrial Materials. https://doi.org/10.1002/0471701343.sdp13401. link [dostep: 2026-09-03] CC0 (metadata)
  2. ★★☆☆☆ CROSSREF 🔓 OPEN ❓ unverified Anonymous. 1979. "HYDROXYCITRONELLAL-METHYL ANTHRANILATE." Monographs on Fragrance Raw Materials: 441. https://doi.org/10.1016/b978-0-08-023775-6.50323-4. link [dostep: 2026-09-03] CC0 (metadata)
  3. ★★☆☆☆ CROSSREF 🔓 OPEN ❓ unverified Anonymous. 1979. "METHYL ANTHRANILATE." Monographs on Fragrance Raw Materials: 535-536. https://doi.org/10.1016/b978-0-08-023775-6.50393-3. link [dostep: 2026-09-03] CC0 (metadata)
  4. ★★☆☆☆ CROSSREF 🔓 OPEN ❓ unverified Anonymous. "Methyl Anthranilate.". https://doi.org/10.31003/fcc_f101357_02_01. link [dostep: 2026-09-03] CC0 (metadata)
  5. ★★☆☆☆ CROSSREF 🔓 OPEN ❓ unverified Fallon, Michael. "Identification of One-Step Methyl Anthranilate Biosynthesis in Grapes.". https://doi.org/10.36934/tr2024_213. link [dostep: 2026-09-03] CC0 (metadata)

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Methyl Anthranilate — CAS 134-20-3. Listed by Shandong Yuanlian. Prepared from the supplier’s public catalogue; not verified against their internal data.

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