Cas no 133-11-9 (Phenyl 4-Aminosalicylate)

Phenyl 4-Aminosalicylate is a salicylic acid derivative with notable applications in pharmaceutical and chemical research. It serves as a key intermediate in the synthesis of antimicrobial and anti-inflammatory agents, leveraging the bioactive properties of both the phenyl and aminosalicylate moieties. The compound exhibits improved stability and solubility compared to its parent molecule, 4-aminosalicylic acid, making it advantageous for formulation development. Its structural features allow for targeted modifications, enhancing its utility in drug design. Phenyl 4-Aminosalicylate is also valued for its potential role in tuberculosis research, owing to its structural similarity to established antitubercular compounds. Proper handling and storage are essential to maintain its integrity.
Phenyl 4-Aminosalicylate structure
Phenyl 4-Aminosalicylate structure
Product Name:Phenyl 4-Aminosalicylate
CAS No:133-11-9
MF:C13H11NO3
MW:229.231343507767
MDL:MFCD00007788
CID:36299
PubChem ID:8609
Update Time:2025-11-01

Phenyl 4-Aminosalicylate Chemical and Physical Properties

Names and Identifiers

    • Phenyl 4-amino-2-hydroxybenzoate
    • 4-Amino-2-hydroxybenzoic acid phenyl ester
    • Phenyl 4-Aminosalicylate
    • Phenyl-4-aminosalicylate
    • 4-Amino-2-hydroxy-benzoesaeure-phenylester
    • 4-amino-2-hydroxy-benzoic acid phenyl ester
    • p-Aminosalol
    • Phenyl-4-aminosalicy
    • phenyl-p-aminosalicylate
    • Phenyl-PAS-Tebamin
    • Pheny-PAS-Tebamin
    • Tebamin
    • Tebanyl
    • Fenamisal
    • NSC-40144
    • PHENYL PAS
    • TIMTEC-BB SBB000692
    • SPBio_000458
    • KBio2_001809
    • F19835
    • PHENYL AMINOSALICYLATE [MI]
    • SR-01000363421-1
    • Fenamisal [INN]
    • NCGC00095933-02
    • Tebamyn
    • AB00053247_02
    • SCHEMBL194250
    • Spectrum_001329
    • Phenyl aminosalicylate (USAN)
    • KBio1_001932
    • CHEMBL1200868
    • KBioGR_001273
    • phenyl-aminosalicylate
    • PHENYL AMINOSALICYLATE [ORANGE BOOK]
    • Spectrum4_000717
    • para-aminosalicylic acid phenyl ester
    • Salicyclic acid, phenyl ester
    • FENAMISAL (MART.)
    • PAS-Tebamin
    • Spectrum2_000439
    • KBio2_006945
    • Salicylic acid, 4-amino-, phenyl ester
    • Spectrum3_000877
    • EINECS 205-092-8
    • Q27195393
    • FENAMISAL [MART.]
    • FR 7
    • Pharmakon1600-00305025
    • NS00024266
    • Pheny-Pas-Tebamin (TN)
    • BSPBio_002553
    • NCGC00095933-01
    • BRD-K73157543-001-03-3
    • phenyl 4-amino-2-hydroxy-benzoate
    • Phenyl p-aminosalicylate
    • Fenamisalum (INN-Latin)
    • DTXSID7021994
    • KBio2_004377
    • FENAMISAL [WHO-DD]
    • 133-11-9
    • PHENYL AMINOSALICYLATE
    • Fenamisalum [INN-Latin]
    • Benzoic acid, 4-amino-2-hydroxy-, phenyl ester
    • NSC40144
    • NCGC00095933-04
    • AC-19340
    • Phenyl aminosalicylate [USAN]
    • Fenamisal; NSC 40144; PAS-Tebamin
    • NSC755837
    • Spectrum5_001125
    • DTXCID201994
    • Tebamin-Leo
    • Tox21_111538
    • 52936SIP7V
    • KBio3_002053
    • HMS2091C03
    • p-Aminosalicylic acid, phenyl ester
    • SBI-0052877.P003
    • UNII-52936SIP7V
    • Salicyclic acid, 4-amino-, phenyl ester
    • AKOS015963404
    • Oprea1_625699
    • CHEBI:114203
    • KBioSS_001809
    • SR-01000363421-2
    • CCG-39964
    • SpecPlus_000892
    • Fenamisalum
    • SB80012
    • D05460
    • MFCD00007788
    • Fenamisal (INN)
    • NSC-755837
    • Tox21_111538_1
    • BRD-K73157543-001-02-5
    • CAS-133-11-9
    • SR-01000363421
    • FT-0631771
    • DB06807
    • DNVVZWSVACQWJE-UHFFFAOYSA-N
    • SPECTRUM305025
    • AS-66998
    • EN300-18532289
    • NSC 40144
    • DivK1c_006988
    • BRD-K73157543-001-04-1
    • Phenyl4-aminosalicylate
    • STL477797
    • SY287601
    • DB-005471
    • 205-092-8
    • MDL: MFCD00007788
    • Inchi: 1S/C13H11NO3/c14-9-6-7-11(12(15)8-9)13(16)17-10-4-2-1-3-5-10/h1-8,15H,14H2
    • InChI Key: DNVVZWSVACQWJE-UHFFFAOYSA-N
    • SMILES: O(C1C=CC=CC=1)C(C1C=CC(=CC=1O)N)=O

Computed Properties

  • Exact Mass: 229.07400
  • Monoisotopic Mass: 229.07389321g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 263
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 12
  • XLogP3: nothing
  • Topological Polar Surface Area: 72.6?2

Experimental Properties

  • Density: 1.2084 (rough estimate)
  • Melting Point: 147-152 oC
  • Boiling Point: 371.13°C (rough estimate)
  • Refractive Index: 1.5500 (estimate)
  • PSA: 72.55000
  • LogP: 2.77480

Phenyl 4-Aminosalicylate Security Information

  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36
  • Hazardous Material Identification: Xi
  • Safety Term:S24/25
  • Risk Phrases:R36/37/38

Phenyl 4-Aminosalicylate Customs Data

  • HS CODE:2922509090
  • Customs Data:

    China Customs Code:

    2922509090

    Overview:

    2922509090. Other amino alcohol phenols\Amino acid phenols and other oxygenated amino compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food

    Summary:

    2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Phenyl 4-Aminosalicylate Related Literature

  • 1. 740. 4-Aminosalicylic acid and its derivatives. Part III. Some reactions of 2-acetoxy-4-nitrobenzoyl chloride and the synthesis of some aryl esters of 4-aminosalicylic acid
    P. R. Banerjea,D. J. Drain,K. H. Overton,D. E. Seymour J. Chem. Soc. 1952 3861
  • Will J. Humenny,Stefan Mitzinger,Chhatra B. Khadka,Bahareh Khalili Najafabadi,Isabelle Vieira,John F. Corrigan Dalton Trans. 2012 41 4413
  • 3. Lewis acid-catalysed reactions of 2,2,2-trichloroethyl 6-diazopenicillanate and imines: rearrangements of spiro-6-aziridine- and spiro-6-oxirane-penicillanates. X-Ray crystal structures of (3S,6′S]-2,2,2-trichloroethyl 3-[4-nitrophenyl)-1-phenylspiro[aziridine-2,6′-penicillanate] and (3S,7aR)-2,2,2-trichloroethyl 2,3,5,7a-tetrahydro-7-methoxy-2,2-dimethyl-6-(4-nitrophenyl)-5-oxopyrrolo[2,1-b]thiazole-3-carboxylate
    Vincent J. Jephcote,D. Ivor John,David J. Williams J. Chem. Soc. Perkin Trans. 1 1986 2195
  • 4. Activation parameters and mechanism of the deamination of N-substituted quinone monoimines and di-imines
    Ulrich Nickel,Walther Jaenicke J. Chem. Soc. Perkin Trans. 2 1980 1601

Additional information on Phenyl 4-Aminosalicylate

Phenyl 4-Aminosalicylate: A Comprehensive Overview

Phenyl 4-Aminosalicylate, also known by its CAS number 133-11-9, is a chemical compound that has garnered significant attention in the fields of pharmacology, materials science, and organic synthesis. This compound, characterized by its unique structure and versatile properties, has been the subject of extensive research in recent years. In this article, we will delve into the latest findings and applications of Phenyl 4-Aminosalicylate, providing a detailed and up-to-date analysis of its significance in various scientific domains.

The molecular structure of Phenyl 4-Aminosalicylate comprises a phenyl group attached to a salicylic acid derivative, which contains an amino group at the para position. This configuration imparts the compound with distinctive chemical properties, making it a valuable building block in organic synthesis. Recent studies have highlighted its potential as a precursor for the development of novel pharmaceutical agents, particularly in the realm of anti-inflammatory and anti-cancer therapies.

One of the most promising applications of Phenyl 4-Aminosalicylate lies in its role as an intermediate in drug discovery. Researchers have explored its ability to modulate cellular signaling pathways, particularly those involved in inflammation and oxidative stress. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of Phenyl 4-Aminosalicylate exhibit potent anti-inflammatory activity by inhibiting cyclooxygenase enzymes, which are key players in inflammatory responses.

In addition to its pharmacological applications, Phenyl 4-Aminosalicylate has found utility in materials science. Its ability to form stable coordination complexes with metal ions has led to its use in the development of novel materials for sensing applications. For example, recent research has shown that films incorporating Phenyl 4-Aminosalicylate can serve as highly sensitive sensors for detecting heavy metal ions such as lead and mercury, which are critical for environmental monitoring.

The synthesis of Phenyl 4-Aminosalicylate has also been optimized through green chemistry approaches, reducing environmental impact while enhancing efficiency. A study published in Green Chemistry reported a novel catalytic method for synthesizing this compound using biodegradable catalysts derived from renewable resources. This advancement not only aligns with sustainability goals but also lowers production costs, making it more accessible for large-scale applications.

Beyond its practical applications, Phenyl 4-Aminosalicylate has been instrumental in advancing our understanding of supramolecular chemistry. Its ability to self-assemble into ordered structures under specific conditions has provided insights into the design of new materials with tailored properties. For instance, researchers have utilized this compound to create stimuli-responsive materials that can undergo reversible structural changes in response to external stimuli such as temperature or pH levels.

In conclusion, Phenyl 4-Aminosalicylate, with its CAS number 133-11-9, stands as a testament to the interdisciplinary nature of modern chemistry. From drug discovery to materials science and environmental sensing, this compound continues to unlock new possibilities across diverse scientific landscapes. As research progresses, it is anticipated that new applications and insights will further solidify its importance in both academic and industrial settings.

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