4'-Chloro-3-hydroxy-2-naphthanilide - ≥97% , CAS No.92-78-4

CAS: 92-78-4 Cat. No.: C153734 Molecular Weight: 297.74 Beilstein Registry Number: 12(4)1223 EC Number: 202-189-7

GRADE & PURITY ≥97%

Synonyms

4'-Chloro-3-hydroxy-2-naphthanilide | SR-01000200943 | UNII-8V561WAE43 | 2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-hydroxy- | Q27271063 | NSC-50684 | 4'-CHLORO-3-HYDROXY-2-NAPTHANILIDE | N-(4-chlorophenyl)-3-hydroxy-2-naphthalenecarboxamide | BDBM500

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

4'-Chloro-3-hydroxy-2-naphthanilide | SR-01000200943 | UNII-8V561WAE43 | 2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-hydroxy- | Q27271063 | NSC-50684 | 4'-CHLORO-3-HYDROXY-2-NAPTHANILIDE | N-(4-chlorophenyl)-3-hydroxy-2-naphthalenecarboxamide | BDBM500

Specifications & Purity

≥97%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504754086
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754086
• Canonical Smiles: C1=CC=C2C=C(C(=CC2=C1)C(=O)NC3=CC=C(C=C3)Cl)O
• IUPAC Name: N-(4-chlorophenyl)-3-hydroxynaphthalene-2-carboxamide
• InChIKey: OHAXNCGNVGGWSO-UHFFFAOYSA-N
• INCHI: 1S/C17H12ClNO2/c18-13-5-7-14(8-6-13)19-17(21)15-9-11-3-1-2-4-12(11)10-16(15)20/h1-10,20H,(H,19,21)
• Isomeric SMILES: C1=CC=C2C=C(C(=CC2=C1)C(=O)NC3=CC=C(C=C3)Cl)O
• Molecular Weight: 297.74
• Beilstein: 12(4)1223
• Reaxy-Rn: 2745886
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2745886&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Naphthalenecarboxylic acids and derivatives
        • Level5 Naphthalenecarboxamides
          • Level6 Naphthalene-2-carboxanilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Naphthalenecarboxylic acids and derivatives
• Intermediate Tree Nodes: Naphthalenecarboxamides
• Direct Parent: Naphthalene-2-carboxanilides
• Alternative Parents: Aromatic anilides Naphthols and derivatives Salicylic acid and derivatives Chlorobenzenes 1-hydroxy-2-unsubstituted benzenoids Aryl chlorides Vinylogous acids Secondary carboxylic acid amides Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Naphthalene-2-carboxanilide - Aromatic anilide - 2-naphthol - Salicylic acid or derivatives - 1-hydroxy-2-unsubstituted benzenoid - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Vinylogous acid - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Organic nitrogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalene-2-carboxanilides. These are naphthalene-2-carboxamides, where the carboxamide group is substituted with an aniline.
• 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)

TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

Discover Target: TP53

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

MCF7 (126967 Activities)

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MDA-MB-468 (9477 Activities)

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A549 (127892 Activities)

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HFF (3142 Activities)

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HMEC (560 Activities)

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Associated Targets(non-human)

U38 Human herpesvirus 6 DNA polymerase (36 Activities)

Discover Target: U38

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 Dimethylformamide
• Melt Point(°C): 264°C(lit.)
• Molecular Weight: 297.700 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 297.056 Da
• Monoisotopic Mass: 297.056 Da
• Topological Polar Surface Area: 49.300 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 368.000
• 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. Min Jiang, Yufei Yan, Kai Yang, Zhuochao Liu, Jin Qi, Hanbing Zhou, Niandong Qian, Qi Zhou, Tianqi Wang, Xing Xu, Xiangshu Xiao, Lianfu Deng.  (2018)  Small molecule nAS-E targeting cAMP response element binding protein (CREB) and CREB-binding protein interaction inhibits breast cancer bone metastasis.  JOURNAL OF CELLULAR AND MOLECULAR MEDICINE,  23  (2): (1224-1234).  [PMID:30461194] [10.1111/jcmm.14024]