Anthranilamide - ≥98% , CAS No.88-68-6

CAS: 88-68-6 Cat. No.: A107203 Molecular Weight: 136.15 Beilstein Registry Number: 508509 EC Number: 201-851-2

GRADE & PURITY ≥98%

Synonyms

2-AB | Anthranilic acid amide | 2-Aminobenzamide

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

Anthranilamide fluorescently labels glycans containing a free reducing terminus. It is used for non-selective, efficient fluorescent labeling of glycans. It is slightly less sensitive than anthranilic acid (2-AA) for glycan labeling.
Fluorescently labels glycans containing a free reducing terminus.

Specifications

Synonyms

2-AB | Anthranilic acid amide | 2-Aminobenzamide

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Used for non-selective, efficient fluorescent labeling of glycans. Slightly less sensitive than anthranilic acid (2-AA).

Storage

Room temperature, Argon charged

Shipped In

Normal

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180217
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180217
• Canonical Smiles: C1=CC=C(C(=C1)C(=O)N)N
• IUPAC Name: 2-aminobenzamide
• InChIKey: PXBFMLJZNCDSMP-UHFFFAOYSA-N
• INCHI: 1S/C7H8N2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H2,9,10)
• Isomeric SMILES: C1=CC=C(C(=C1)C(=O)N)N
• WGK Germany: 1
• RTECS: CU8993000
• Molecular Weight: 136.15
• Beilstein: 508509
• Reaxy-Rn: 508509
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=508509&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Level5 Benzamides
          • Level6 Anthranilamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Benzamides
• Direct Parent: Anthranilamides
• Alternative Parents: 2-aminobenzamides Benzoyl derivatives Aniline and substituted anilines Vinylogous amides Primary carboxylic acid amides Amino acids and derivatives Primary amines Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Anthranilamide - Aminobenzamide - Aminobenzoic acid or derivatives - 2-aminobenzamide - Benzoyl - Aniline or substituted anilines - Vinylogous amide - Amino acid or derivatives - Carboxamide group - Primary carboxylic acid amide - Carboxylic acid derivative - Amine - Organooxygen compound - Organonitrogen compound - Primary amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as anthranilamides. These are aromatic compound containing a benzene carboxamide moiety that carries an amine group at the 2-position of the benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

HSP90AB1 Tchem Heat shock protein HSP 90-beta (1689 Activities)

Discover Target: HSP90AB1

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POLI Tchem DNA polymerase iota (116820 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

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Associated Targets(non-human)

Alternaria solani (773 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Aspergillus niger (16508 Activities)

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Bacillus subtilis (32866 Activities)

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Candida albicans (78123 Activities)

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Physalospora piricola (50 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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Fusarium (166 Activities)

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Mycosphaerella arachidis (441 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in hot water and alcohol. Slightly soluble in ether and benzene. Very soluble in ethyl acetate
• Flash Point(°F): 388.4 °F
• Flash Point(°C): 198 ℃
• Boil Point(°C): 300°C
• Melt Point(°C): 111-114°C
• Molecular Weight: 136.150 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.064 Da
• Monoisotopic Mass: 136.064 Da
• Topological Polar Surface Area: 69.100 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 136.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xing Chenyu, Chen Gaoyu, Zhu Xia, An Jiakun, Bao Jianchun, Wang Xuan, Zhou Xiuqing, Du Xiuli, Xu Xiangxing.  (2023)  Synthesis of carbon dots with predictable photoluminescence by the aid of machine learning.  Nano Research,      [PMID:] [10.1007/s12274-023-5893-6]

2. Yong Deng, Ling-Xiao Chen, Bao-Jie Zhu, Jing Zhao, Shao-Ping Li.  (2022)  A quantitative method for polysaccharides based on endo-enzymatic released specific oligosaccharides: A case of Lentinus edodes.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:35181321] [10.1016/j.ijbiomac.2022.02.048]

3. Chuanfei Yu, Feng Zhang, Gangling Xu, Gang Wu, Wenbo Wang, Chunyu Liu, Zhihao Fu, Meng Li, Sha Guo, Xiaojuan Yu, Lan Wang.  (2020)  Analytical Similarity of a Proposed Biosimilar BVZ-BC to Bevacizumab.  ANALYTICAL CHEMISTRY,      [PMID:31983199] [10.1021/acs.analchem.9b04871]

4. Yanli Yang, Keke Guo, Yifei Liu, Min Xing, Maochun Zhu, Xue Bai, Ying Lu, Yingjie Hu, Shuxia Liu.  (2024)  Polyoxometalate-Based Metal–Organic Frameworks with Both Proton Acid and Multioxidative Active Sites: Highly Efficient Catalytic Synthesis of Quinazolinones.  ACS Applied Materials & Interfaces,      [PMID:39235080] [10.1021/acsami.4c10578]

5. Detao Li, Wenqian Chen, Limin Zhou, Li Xu, Feiqiang He, Jerry Y Y Heng, Hamza Shehzad, Jinbo Ouyang.  (2024)  Uncovering Cocrystal Formation and Competition Mechanism of Polyhydroxy Natural Products: Cases of Quercetin, Hesperidin, Resveratrol, and Curcumin.  CRYSTAL GROWTH & DESIGN,      [PMID:] [10.1021/acs.cgd.4c00291]

6. Lou Doudou, Zhu Yuan, Fan Jingke, Fan Lin, Zhu Qingfu, Lu Yihong, Zhao Shuqiang.  (2025)  Standardized HILIC-FLD N-Glycan Analysis for Assessing N-Glycosylation Heterogeneity and Glycosylation-Related Quality Attributes in Bevacizumab from Multiple Manufacturers.  CHROMATOGRAPHIA,      [PMID:] [10.1007/s10337-025-04407-6]

7. Doudou Lou, Jingke Fan, Lin Fan, Yang Song, Jinlin Zhang.  (2025)  Glycan profiling of therapeutic monoclonal antibodies: Rapid, non-denaturing single-step digestion via pH-tuned enzymatic cleavage.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:41380355] [10.1016/j.jchromb.2025.124892]