3-Hydroxy-2-naphthoic hydrazide - ≥98% , CAS No.5341-58-2

CAS: 5341-58-2 Cat. No.: H170850 Molecular Weight: 202.21 Beilstein Registry Number: 395153 EC Number: 226-282-7

GRADE & PURITY ≥98%

Synonyms

BDBM87271 | 2-Naphthoic acid, 3-hydroxy-, hydrazide | MLS000584989 | NSC2117 | NSC-2117 | InChI=1/C11H10N2O2/c12-13-11(15)9-5-7-3-1-2-4-8(7)6-10(9)14/h1-6,14H,12H2,(H,13,15) | 2-Hydroxy-3-naphthoylhydrazine | AS-59409 | NSC 2117 | F0348-0189 | NIOSH/QL180

Storage

Room temperature

Shipped In

Normal

Overview

Usually used to synthesize 2-(alkyl/arylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazoles,and also employed for the synthesis of 3-hydroxy-2-naphthaldehyde.

Specifications

Synonyms

BDBM87271 | 2-Naphthoic acid, 3-hydroxy-, hydrazide | MLS000584989 | NSC2117 | NSC-2117 | InChI=1/C11H10N2O2/c12-13-11(15)9-5-7-3-1-2-4-8(7)6-10(9)14/h1-6, 14H, 12H2, (H, 13, 15) | 2-Hydroxy-3-naphthoylhydrazine | AS-59409 | NSC 2117 | F0348-0189 | NIOSH/QL180

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504754661
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754661
• Canonical Smiles: C1=CC=C2C=C(C(=CC2=C1)C(=O)NN)O
• IUPAC Name: 3-hydroxynaphthalene-2-carbohydrazide
• InChIKey: FDNAQCWUERCJBK-UHFFFAOYSA-N
• INCHI: 1S/C11H10N2O2/c12-13-11(15)9-5-7-3-1-2-4-8(7)6-10(9)14/h1-6,14H,12H2,(H,13,15)
• Isomeric SMILES: C1=CC=C2C=C(C(=CC2=C1)C(=O)NN)O
• WGK Germany: 3
• Molecular Weight: 202.21
• Beilstein: 395153
• Reaxy-Rn: 395153
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=395153&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Naphthalenecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Naphthalenecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenecarboxamides
• Alternative Parents: Naphthols and derivatives Salicylic acid and derivatives 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Carboxylic acid hydrazides Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 2-naphthalenecarboxamide - 2-naphthol - Salicylic acid or derivatives - 1-hydroxy-2-unsubstituted benzenoid - Vinylogous acid - Carboxylic acid hydrazide - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalenecarboxamides. These are compounds containing a naphthalene moiety, which bears a carboxylic acid amide group at one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene rings.
• 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)

GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

Discover Target: GAA

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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HepG2 (196354 Activities)

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GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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GMNN Tbio Geminin (128009 Activities)

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NCOA1 Tchem Nuclear receptor coactivator 1 (241 Activities)

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

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RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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H9c2 (3506 Activities)

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Alpha trans-inducing protein (VP16) (945 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Mitf Microphthalmia-associated transcription factor (11 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Ncoa3 Nuclear receptor coactivator 3 (14 Activities)

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NS1 Nonstructural protein 1 (33327 Activities)

Discover Target: NS1

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light Sensitive,Air Sensitive
• Melt Point(°C): 208 °C
• Molecular Weight: 202.210 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 202.074 Da
• Monoisotopic Mass: 202.074 Da
• Topological Polar Surface Area: 75.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 245.000
• 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. Yu Qi, Peng Wu, Tengfei Huo, Zhuoyi Li, Xueli Li, Yantu Zhang.  (2024)  Enhanced corrosion resistance of epoxy coatings through the incorporation of modified TiO2 and reduced graphene oxide.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2024.108875]