5-Amino-2-naphthalenesulfonic Acid - ≥97%(T) , CAS No.119-79-9

CAS: 119-79-9 Cat. No.: A151595 Molecular Weight: 223.25 EC Number: 204-351-2

GRADE & PURITY ≥97%(T)

Synonyms

EN300-260987 | Kyselina 1-naftylamin-6-sulfonova [Czech] | MLS002637784 | (5Or8)-aminonaphthalene-2-sulphonic acid | .alpha.-Naphthylamine-6-sulfonic acid | AS-17226 | BRN 1819887 | 5-aminonaphthalene-2-sulfonic acid | SMR001547301 | NSC 31506 | Cleve's b

Storage

Room temperature

Shipped In

Normal

Overview

The crystal structure of 5-amino-2-naphthalenesulfonic acid (1,6-Cleve′s acid) depicted the presence of a sulfonate-aminium group zwitterion.
5-Amino-2-naphthalenesulfonic acid (1,6-Cleve′s acid) was used in the synthesis of nitrate reductase and detection of nitrate reduction by anaerobic bacteria.

Specifications

Synonyms

EN300-260987 | Kyselina 1-naftylamin-6-sulfonova [Czech] | MLS002637784 | (5Or8)-aminonaphthalene-2-sulphonic acid | .alpha.-Naphthylamine-6-sulfonic acid | AS-17226 | BRN 1819887 | 5-aminonaphthalene-2-sulfonic acid | SMR001547301 | NSC 31506 | Cleve's b

Specifications & Purity

≥97%(T)

Storage

Room temperature

Shipped In

Normal

Purity

≥97%(T)

Names and Identifiers

• Pubchem Sid: 488180781
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180781
• Canonical Smiles: C1=CC2=C(C=CC(=C2)S(=O)(=O)O)C(=C1)N
• IUPAC Name: 5-aminonaphthalene-2-sulfonic acid
• InChIKey: UWPJYQYRSWYIGZ-UHFFFAOYSA-N
• INCHI: 1S/C10H9NO3S/c11-10-3-1-2-7-6-8(15(12,13)14)4-5-9(7)10/h1-6H,11H2,(H,12,13,14)
• Isomeric SMILES: C1=CC2=C(C=CC(=C2)S(=O)(=O)O)C(=C1)N
• WGK Germany: 1
• RTECS: QK1285000
• Molecular Weight: 223.25
• Reaxy-Rn: 1819887
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1819887&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Naphthalene sulfonic acids and derivatives
        • Level5 Naphthalene sulfonates
          • Level6 2-naphthalene sulfonates

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Naphthalene sulfonic acids and derivatives
• Intermediate Tree Nodes: Naphthalene sulfonates
• Direct Parent: 2-naphthalene sulfonates
• Alternative Parents: 2-naphthalene sulfonic acids and derivatives 1-sulfo,2-unsubstituted aromatic compounds Sulfonyls Organosulfonic acids Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 2-naphthalene sulfonate - 2-naphthalene sulfonic acid or derivatives - Arylsulfonic acid or derivatives - 1-sulfo,2-unsubstituted aromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary amine - Organosulfur compound - Organonitrogen compound - Organic nitrogen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
• External Descriptors: aminonaphthalenesulfonic acid

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)

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

Discover Target: PLK1

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SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)

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FEN1 Tchem Flap endonuclease 1 (12055 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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POLH Tchem DNA polymerase eta (21678 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

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KEAP1 Tclin Kelch-like ECH-associated protein 1 (1736 Activities)

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WRN Tbio Werner syndrome ATP-dependent helicase (8824 Activities)

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Associated Targets(non-human)

tat Human immunodeficiency virus type 1 Tat protein (75 Activities)

Discover Target: tat

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ORF 73 (309 Activities)

Explore this target

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skn-1 Protein skinhead-1 (1832 Activities)

Discover Target: skn-1

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: soluble 100 mg/mL, clear, brown (1N NH4OH)
• Melt Point(°C): >300°C
• Molecular Weight: 223.250 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 223.03 Da
• Monoisotopic Mass: 223.03 Da
• Topological Polar Surface Area: 88.800 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 322.000
• 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. Xiaowei Mu, Jing Zhan, Lu Liu, Zhongyi Yao, Yulu Zhu, Bin Yu, Lei Song.  (2024)  Highly Efficient Phosphazene-Derivative-Based Flame Retardant with Comprehensive and Enhanced Fire Safety and Mechanical Performance for Polycarbonate.  Materials,  17  (13): (3206).  [PMID:38998289] [10.3390/ma17133206]

2. Namatullah Nizamani, Xin Chen, Yan-Hui Lou, Run-Jun Jin, Kai-Li Wang, Chun-Hao Chen, Jing Chen, Yu Xia, Lei Huang, Zhao-Kui Wang.  (2025)  Complete Reaction to Remove PbI2 Residue in Photovoltaic Perovskites.  Laser & Photonics Reviews,      [PMID:] [10.1002/lpor.202501718]