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SKU

Size

Availability

Price

Qty

M110159-25g

25g

Available within 4-8 weeks(?)

$12.90

M110159-100g

100g

Available within 4-8 weeks(?)

$25.90

M110159-500g

500g

Available within 8-12 weeks(?)

$70.90

Basic Description

Synonyms	2-Aminobenzoic acid methyl ester \| Anthranilic acid methyl ester
Specifications & Purity	≥99%
Storage Temp	Protected from light
Shipped In	Normal
Product Description	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.

Associated Targets(Human)

CFTR Tclin Cystic fibrosis transmembrane conductance regulator (0 Activities)

Discover Target: CFTR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HSD17B10 Tchem 3-hydroxyacyl-CoA dehydrogenase type-2 (0 Activities)

Discover Target: HSD17B10

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALDH1A1 Tchem Retinal dehydrogenase 1 (0 Activities)

Discover Target: ALDH1A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NFE2L2 Tchem Nuclear factor erythroid 2-related factor 2 (0 Activities)

Discover Target: NFE2L2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CFTR Tclin Cystic fibrosis transmembrane conductance regulator (2075 Activities)

Discover Target: CFTR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Escherichia coli (133304 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aspergillus niger (16508 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Bacillus subtilis (32866 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Zea mays (820 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Columba livia (47 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Thrips tabaci (33 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Thrips obscuratus (68 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

IUPAC Name	methyl 2-aminobenzoate
INCHI	InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3
InChi Key	VAMXMNNIEUEQDV-UHFFFAOYSA-N
Canonical SMILES	COC(=O)C1=CC=CC=C1N
Isomeric SMILES	COC(=O)C1=CC=CC=C1N
WGK Germany	1
RTECS	CB3325000
PubChem CID	8635
Molecular Weight	151.16
Beilstein	606965
Reaxy-Rn	606965

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

19 results found

Lot Number	Certificate Type	Date	Item
F2228416	Certificate of Analysis	Apr 02, 2024	M110159
F2228413	Certificate of Analysis	Apr 02, 2024	M110159
C2414657	Certificate of Analysis	Mar 01, 2024	M110159
C2414683	Certificate of Analysis	Mar 01, 2024	M110159
E2416315	Certificate of Analysis	Feb 23, 2024	M110159
E2416316	Certificate of Analysis	Feb 23, 2024	M110159
E2416317	Certificate of Analysis	Feb 23, 2024	M110159
L2102624	Certificate of Analysis	Sep 18, 2023	M110159
L2103009	Certificate of Analysis	Sep 18, 2023	M110159
L2103010	Certificate of Analysis	Sep 18, 2023	M110159
I2306604	Certificate of Analysis	Aug 24, 2023	M110159
I2306605	Certificate of Analysis	Aug 24, 2023	M110159
I2306606	Certificate of Analysis	Aug 24, 2023	M110159
E2128356	Certificate of Analysis	Mar 09, 2023	M110159
E2128357	Certificate of Analysis	Mar 09, 2023	M110159
E2128467	Certificate of Analysis	Mar 09, 2023	M110159
F2228438	Certificate of Analysis	Jun 11, 2022	M110159
F2228439	Certificate of Analysis	Jun 11, 2022	M110159
C2027001	Certificate of Analysis	Jan 21, 2022	M110159

Chemical and Physical Properties

Solubility	Soluble in water at 20°C 2.9g/L. Soluble in alcohol, dipropylene glycol, fixed oils and propylene glycol. Insoluble in paraffin oil and glycerin.
Sensitivity	Light sensitive.
Freezing Point(°C)	23 °C
Refractive Index	1.582
Flash Point(°F)	253.4 °F
Flash Point(°C)	123 °C
Boil Point(°C)	256°C
Melt Point(°C)	24°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.
WGK Germany	1
RTECS	CB3325000
Reaxy-Rn	606965
Merck Index	6020

Citations of This Product

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]
2. Feifei Hou, Dexin Feng, Mo Xian, Wei Huang. (2022) De Novo Biosynthesis and Whole-Cell Catalytic Production of 2-Acetamidophenol in Escherichia coli. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 70 (1): (238–246). [PMID:34965133]
3. Chenglu Zhang, Lu Zhang, Yuqing Li, Zhixuan Ren, Lu Li, Yanpeng Zhang, Yizheng Li, Cui Liu. (2022) A simple and efficient fluorescent probe for rapidly detecting H2S in GBC - SD cells based on 1,8 - naphthalimide - ebselen. JOURNAL OF MOLECULAR STRUCTURE, 1250 (131777). [PMID:]

References

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2. E J Salinska,D Chaudhury,R C Bourne,S P Rose. (1999-09-29) Passive avoidance training results in increased responsiveness of voltage- and ligand-gated calcium channels in chick brain synaptoneurosomes.. Neuroscience, 93 ((4)): (1507-1514). [PMID:10501475]
3. S Richard,D C Davies. (2000-12-09) Comparison of methyl anthranilate and denatonium benzoate as aversants for learning in chicks.. Physiology & behavior, 70 ((5)): (521-525). [PMID:11111006]
4. M J Nozal,J L Bernal,L Toribio,J J Jiménez,M T Martín. (2001-06-14) High-performance liquid chromatographic determination of methyl anthranilate, hydroxymethylfurfural and related compounds in honey.. Journal of chromatography. A, 917 ((1-2)): (95-103). [PMID:11403496]
5. E B Spurr,R E Porter,C Thomson. (2001-07-24) Palatability of bird repellents to Rattus norvegicus.. Pest management science, 57 ((7)): (615-619). [PMID:11464793]
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7. Louise Urruty,Jean-Luc Giraudel,Sovan Lek,Philippe Roudeillac,Michel Montury. (2002-05-16) Assessment of strawberry aroma through SPME/GC and ANN methods. Classification and discrimination of varieties.. Journal of agricultural and food chemistry, 50 ((11)): (3129-3136). [PMID:12009974]
8. Yuriko Ito,Akio Sugimoto,Takami Kakuda,Kikue Kubota. (2002-08-09) Identification of potent odorants in Chinese jasmine green tea scented with flowers of Jasminum sambac.. Journal of agricultural and food chemistry, 50 ((17)): (4878-4884). [PMID:12166975]
9. Michael L Kirifides,Michael P Kurnellas,Larry Clark,Bruce P Bryant. (2004-01-30) Calcium responses of chicken trigeminal ganglion neurons to methyl anthranilate and capsaicin.. The Journal of experimental biology, 207 ((Pt 5)): (715-722). [PMID:14747403]
10. Marcus Taupp,Dag Harmsen,Frank Heckel,Peter Schreier. (2005-11-24) Production of natural methyl anthranilate by microbial N-demethylation of N-methyl methyl anthranilate by the topsoil-isolated bacterium Bacillus megaterium.. Journal of agricultural and food chemistry, 53 ((24)): (9586-9589). [PMID:16302781]
11. Chris E Houlden,Marc Hutchby,Chris D Bailey,J Gair Ford,Simon N G Tyler,Michel R Gagné,Guy C Lloyd-Jones,Kevin I Booker-Milburn. (2009-01-27) Room-temperature palladium-catalyzed C-H activation: ortho-carbonylation of aniline derivatives.. Angewandte Chemie (International ed. in English), 48 ((10)): (1830-1833). [PMID:19170153]
12. Tanya Pankiw. (2009-08-04) Reducing honey bee defensive responses and social wasp colonization with methyl anthranilate.. Journal of medical entomology, 46 ((4)): (782-788). [PMID:19645280]
13. Huaying Sun,Yi Che,Xiaofen Liu,Dongming Zhou,Yingda Miao,Yuanye Ma. (2009-09-10) Effects of prenatal exposure to a 50-Hz magnetic field on one-trial passive avoidance learning in 1-day-old chicks.. Bioelectromagnetics, 31 ((2)): (150-155). [PMID:19739132]
14. Tobias W Giessen,Femke I Kraas,Mohamed A Marahiel. (2011-05-27) A four-enzyme pathway for 3,5-dihydroxy-4-methylanthranilic acid formation and incorporation into the antitumor antibiotic sibiromycin.. Biochemistry, 50 ((25)): (5680-5692). [PMID:21612226]
15. Jarosław Sławiński,Beata Żołnowska,Danuta Pirska,Anna Kędzia,Ewa Kwapisz. (2011-12-08) Synthesis and antibacterial activity of novel 4-chloro-2-mercaptobenzenesulfonamide derivatives.. Journal of enzyme inhibition and medicinal chemistry, 28 ((1)): (41-51). [PMID:22145585]
16. P M Bradley,B D Burns,T M King,A C Webb. (1996-02-05) Electrophysiological correlates of prior training: an in vitro study of an area of the avian brain which is essential for early learning.. Brain research, 708 ((1-2)): (100-107). [PMID:8720864]
17. T H Burne,L J Rogers. (1998-01-07) Relative importance of odour and taste in the one-trial passive avoidance learning bead task.. Physiology & behavior, 62 ((6)): (1299-1302). [PMID:9383117]
18. M Galtayries,M P Aguilar-Caballos,A Gómez-Hens. (2000-12-13) Determination of methyl anthranilate in food samples by coupling stopped-flow mixing technique and time-resolved luminescence detection.. Luminescence : the journal of biological and chemical luminescence, 15 ((6)): (363-369). [PMID:11114112]
19. R D Thompson,J T Quaife. (2001-04-28) Liquid chromatographic determination of methyl anthranilate in artificially flavored nonalcoholic beverages.. Journal of AOAC International, 84 ((2)): (493-497). [PMID:11324616]
20. S Moran. (2001-07-18) Aversion of the feral pigeon and the house sparrow to pellets and sprouts treated with commercial formulations of methyl anthranilate.. Pest management science, 57 ((3)): (248-252). [PMID:11455654]
21. M Muraoka,H Sakai. (2004-06-26) Effects of purinenucleotide analogues on microtubule assembly.. Cell structure and function, 24 ((5)): (305-312). [PMID:15216887]
22. Leslie Hammack,Richard J Petroski. (2004-12-14) Field capture of northern and western corn rootworm beetles relative to attractant structure and volatility.. Journal of chemical ecology, 30 ((9)): (1809-1825). [PMID:15586676]
23. Marie E Gibbs,Amy N B Johnston,Radmila Mileusnic,Simon F Crowe. (2008-05-24) A comparison of protocols for passive and discriminative avoidance learning tasks in the domestic chick.. Brain research bulletin, 76 ((3)): (198-207). [PMID:18498932]
24. N R Lien,J R Telford. (2009-11-03) An investigation of the inclusion complex of cyclomaltoheptaose (beta-cyclodextrin) with N-methylanthranilic acid in the solid state.. Carbohydrate research, 344 ((18)): (2606-2608). [PMID:19879557]
25. 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]
26. Feifei Hou, Dexin Feng, Mo Xian, Wei Huang. (2022) De Novo Biosynthesis and Whole-Cell Catalytic Production of 2-Acetamidophenol in Escherichia coli. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 70 (1): (238–246). [PMID:34965133]
27. Chenglu Zhang, Lu Zhang, Yuqing Li, Zhixuan Ren, Lu Li, Yanpeng Zhang, Yizheng Li, Cui Liu. (2022) A simple and efficient fluorescent probe for rapidly detecting H2S in GBC - SD cells based on 1,8 - naphthalimide - ebselen. JOURNAL OF MOLECULAR STRUCTURE, 1250 (131777). [PMID:]

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