2-Chloronicotinic acid - ≥98% , CAS No.2942-59-8

CAS: 2942-59-8 Cat. No.: C106555 Molecular Weight: 157.55 Beilstein Registry Number: 119023 EC Number: 220-937-0

GRADE & PURITY ≥98%

Synonyms

2-Chloronicotinicacid | BCP27191 | BB 0218348 | CHEBI:194658 | NCGC00246335-01 | Nicotinic acid, 2-chloro- | 2-chloro nicotinic acid | 2chloronicotinic acid | 2-Chloronicotinic acid | 2-Chloro-nicotinic acid | EINECS 220-937-0 | NSC378 | NSC-378 | ZINCSUL

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

2-Chloronicotinicacid | BCP27191 | BB 0218348 | CHEBI:194658 | NCGC00246335-01 | Nicotinic acid, 2-chloro- | 2-chloro nicotinic acid | 2chloronicotinic acid | 2-Chloronicotinic acid | 2-Chloro-nicotinic acid | EINECS 220-937-0 | NSC378 | NSC-378 | ZINCSUL

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488185236
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185236
• Canonical Smiles: C1=CC(=C(N=C1)Cl)C(=O)O
• IUPAC Name: 2-chloropyridine-3-carboxylic acid
• InChIKey: IBRSSZOHCGUTHI-UHFFFAOYSA-N
• INCHI: 1S/C6H4ClNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H,9,10)
• Isomeric SMILES: C1=CC(=C(N=C1)Cl)C(=O)O
• WGK Germany: 3
• Molecular Weight: 157.55
• Beilstein: 119023
• Reaxy-Rn: 119023
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=119023&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Pyridinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Pyridinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyridinecarboxylic acids
• Alternative Parents: 2-halopyridines Aryl chlorides Vinylogous halides Heteroaromatic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyridine carboxylic acid - 2-halopyridine - Aryl chloride - Aryl halide - Vinylogous halide - Heteroaromatic compound - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyridinecarboxylic acids. These are compounds containing a pyridine ring bearing a carboxylic acid group.
• 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)

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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

ERG Tbio Transcriptional regulator ERG (5589 Activities)

Discover Target: ERG

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

SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

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

LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

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

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

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

BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

Discover Target: BAZ2B

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in water: Practically Insoluble; Degree of Solubility in water: 1.7 g/l 20 °C; Slightly soluble in Methanol; Insoluble in Benzene
• Melt Point(°C): 178-180°C
• Molecular Weight: 157.550 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.993 Da
• Monoisotopic Mass: 156.993 Da
• Topological Polar Surface Area: 50.200 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 140.000
• 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. Zhe-Ming Wu, Feng Xie, Wen Zheng, Chang-Feng Liu, Chao-Ping Lin, Ren-Chao Zheng, Yu-Guo Zheng.  (2023)  Structure-Oriented Engineering of Amidase: Modification of Twisted Access Tunnel for Efficient Synthesis of 2-Chloronicotinic Acid.  ACS Catalysis,      [PMID:] [10.1021/acscatal.3c01469]

2. Yunping Zhoujin, Yuping Li, Peng-Yu Liang, Pan-Pan Zhou, Sean Parkin, Tonglei Li, Faquan Yu, Sihui Long.  (2023)  anti/gauche Conformations Lead to Polymorphism in Homologous Phenylalkylamino-Nicotinic Acids.  CRYSTAL GROWTH & DESIGN,      [PMID:] [10.1021/acs.cgd.2c01319]

3. Yuping Li, Yang Tao, Yunping Zhoujin, Fang Zhao, Peng-Yu Liang, Sean Parkin, Tonglei Li, Pan-Pan Zhou, Sihui Long.  (2022)  π–π stacking in the polymorphism of 2-(naphthalenylamino)-nicotinic acids and a comparison with their analogues.  CRYSTENGCOMM,  25  (3): (432-443).  [PMID:] [10.1039/D2CE01233B]

4. H. Liu, X. Yang, S. Cao, F. Yu, S. Long, J. Chen, M. Zhang, S. Parkin, T. Li, Z. Yang.  (2020)  Steric Effect Determines the Formation of Lactam–Lactam Dimers or Amide C═O···NH (Lactam) Chain Motifs in N-Phenyl-2-hydroxynicotinanilides.  CRYSTAL GROWTH & DESIGN,      [PMID:] [10.1021/acs.cgd.0c00023]