5-Chloroanthranilic Acid - ≥99%(T) , CAS No.635-21-2

CAS: 635-21-2 Cat. No.: C153864 Molecular Weight: 171.58 Beilstein Registry Number: 639027 EC Number: 211-230-8

GRADE & PURITY ≥99%(T)

Synonyms

AM20060244 | BP-20250 | InChI=1/C7H6ClNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11 | AI3-15229 | Q-103155 | 2-Amino-5-chlorobenzoic acid, 90%, technical grade | PD055551 | 2-Amino-5-chlorobenzoic acid, 98% | A8745 | Z104485568 | SY001607 | SCHEMBL220

Storage

Room temperature

Shipped In

Normal

Overview

2-Amino-5-chlorobenzoic acid is used in the preparation of disease-modifying antirheumatic drugs (DMARDs). Also used to produce 6-chloro-3H-quinazolin-4-one at temperature of 180°C.

Specifications

Synonyms

AM20060244 | BP-20250 | InChI=1/C7H6ClNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H, 9H2, (H, 10, 11 | AI3-15229 | Q-103155 | 2-Amino-5-chlorobenzoic acid, 90%, technical grade | PD055551 | 2-Amino-5-chlorobenzoic acid, 98% | A8745 | Z104485568 | SY001607 | SCHEMBL220

Specifications & Purity

≥99%(T)

Storage

Room temperature

Shipped In

Normal

Purity

≥99%(T)

Names and Identifiers

• Pubchem Sid: 488181676
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181676
• Canonical Smiles: C1=CC(=C(C=C1Cl)C(=O)O)N
• IUPAC Name: 2-amino-5-chlorobenzoic acid
• InChIKey: IFXKXCLVKQVVDI-UHFFFAOYSA-N
• INCHI: 1S/C7H6ClNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
• Isomeric SMILES: C1=CC(=C(C=C1Cl)C(=O)O)N
• WGK Germany: 3
• Molecular Weight: 171.58
• Beilstein: 639027
• Reaxy-Rn: 639027
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=639027&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Aminobenzoic acids and derivatives
• Direct Parent: Aminobenzoic acids
• Alternative Parents: 3-halobenzoic acids Halobenzoic acids Benzoic acids Benzoyl derivatives Aniline and substituted anilines Chlorobenzenes Aryl chlorides Vinylogous amides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organooxygen compounds Organochlorides Organic oxides Hydrocarbon derivatives Primary amines Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aminobenzoic acid - Halobenzoic acid - 3-halobenzoic acid - Halobenzoic acid or derivatives - 3-halobenzoic acid or derivatives - Benzoic acid - Benzoyl - Aniline or substituted anilines - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Vinylogous amide - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Hydrocarbon derivative - Organooxygen compound - Primary amine - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organohalogen compound - Organochloride - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
• 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)

DAO Tchem D-amino-acid oxidase (802 Activities)

Discover Target: DAO

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

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.
• Melt Point(°C): 208 °C
• Molecular Weight: 171.580 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.009 Da
• Monoisotopic Mass: 171.009 Da
• Topological Polar Surface Area: 63.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 163.000
• 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. 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]