Cas no 526-08-9 (Sulfaphenazole)

Sulfaphenazole is a sulfonamide antibiotic with a sulfapyrimidine core, primarily used for its bacteriostatic activity against gram-positive and gram-negative bacteria. Its mechanism of action involves competitive inhibition of dihydropteroate synthase, disrupting folate synthesis in susceptible microorganisms. Sulfaphenazole exhibits enhanced solubility and bioavailability compared to earlier sulfonamides, contributing to its reliable pharmacokinetic profile. It demonstrates efficacy in treating urinary tract infections and other bacterial conditions, particularly when resistance to other sulfonamides is a concern. The compound’s stability and well-characterized metabolic pathway make it a predictable option in clinical settings. Its specificity for bacterial enzymes minimizes off-target effects in mammalian systems.
Sulfaphenazole structure
Sulfaphenazole structure
Product Name:Sulfaphenazole
CAS No:526-08-9
MF:C15H14N4O2S
MW:314.362261295319
MDL:MFCD00057226
CID:370509
PubChem ID:24278198
Update Time:2025-10-24

Sulfaphenazole Chemical and Physical Properties

Names and Identifiers

    • Benzenesulfonamide,4-amino-N-(1-phenyl-1H-pyrazol-5-yl)-
    • Sulfaphenazole
    • 4-Amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide
    • 4-amino-N-(2-phenylpyrazol-3-yl)benzenesulfonamide
    • Depotsulfonamide
    • Eftolon
    • Firmazolo
    • Inamil
    • Isarol
    • Isarol V
    • Merian
    • Microtan pirazolo
    • N1-(1-Phenylpyrazol-5-yl)sulfanilamide
    • Sulphaphenazole
    • Sulfabid
    • Sulfaphenazon
    • Sulfaphenazol
    • Raziosulfa
    • Sulfafenazol
    • Plisulfan
    • Depocid
    • Sulphenazole
    • Sulfaphenylpyrazole
    • Sulfaphenylpipazol
    • Sulfafenazolo
    • Sulfaphenazolum
    • Paidazolo
    • Orisul
    • 1-Phenyl-5-sulfanilamidopyrazole
    • 5-Sulfanilamido-1-phenylpyrazole
    • Sulfaphenylpyrazol
    • Phenylsulfapyrazole
    • Sulfafenazolo [Italian]
    • N'-(1-Phenylpyrazol-5-yl
    • N(1)-(1-Phenylpyrazol-5-yl)sulfanilamide
    • NCGC00015925-02
    • EN300-7419010
    • SR-01000075649-8
    • Sulfabid (TN)
    • SULFAPHENAZOLE [MI]
    • NCGC00015925-05
    • N(sup 1)-(1-Phenylpyrazol-5-yl)sulfanilamide
    • 0J8L4V3F81
    • Sulfonylpyrazol
    • 1420043-53-3
    • Sulfanilamide, N1-(1-phenylpyrazol-5-yl)-
    • Lopac-S-0758
    • 4-Amino-N-(1-phenyl-1H-pyrazol-5-yl)-benzenesulfonamide
    • SULFAPHENAZOLE [MART.]
    • NCGC00015925-03
    • BRD-K10671814-001-09-8
    • Sulfaphenazole, >=98%
    • Benzenesulfonamide, 4-amino-N-(1-phenyl-1H-pyrazol-5-yl)-
    • Solfafenazolo [DCIT]
    • Tox21_110262
    • BRN 0308518
    • HMS1568E03
    • KBio2_007022
    • HMS500P05
    • Prestwick2_000021
    • CAS-526-08-9
    • 4-Amino-N-(2-phenyl-2H-pyrazol-3-yl)-benze-ne-13C6-sulfonamide
    • Prestwick0_000021
    • AB00052218
    • CHEMBL1109
    • Sulfaphenazole, >=98% (HPLC)
    • CS-4843
    • Spectrum3_001741
    • NSC757859
    • NCGC00015925-17
    • Sulfaphenazol (INN-French)
    • MLS000859612
    • KBio2_004454
    • Spectrum_001406
    • KBio2_001886
    • NCGC00094368-04
    • NINDS_000303
    • NCGC00015925-08
    • Orisulf
    • KBioGR_000826
    • NCGC00015925-06
    • Spectrum4_000443
    • Spectrum2_001943
    • Sulfanilamide, N(sup 1)-(1-phenylpyrazol-5-yl)-
    • SPBio_002002
    • BIM-0051065.0001
    • EINECS 208-384-3
    • Prestwick_454
    • NS00006369
    • HMS3712E03
    • Sulfaphenazolum (INN-Latin)
    • GTPL11352
    • Sulfafenazol (INN-Spanish)
    • SPECTRUM1501143
    • DB06729
    • HMS1921J13
    • UNII-0J8L4V3F81
    • BDBM50090677
    • KBio3_002662
    • SCHEMBL122040
    • MLS001056713
    • SMR000326684
    • NCGC00094368-05
    • SDCCGSBI-0051065.P004
    • 4-amino-N-(1-phenyl-1H-pyrazol-5-yl)benzene-1-sulfonamide
    • S 0758
    • HMS2235J21
    • NCGC00261780-01
    • Sulfaphenazol [INN-French]
    • Tox21_501095
    • LP01095
    • SR-01000075649-2
    • 526-08-9
    • AB00052218_10
    • Pyrazole, 1-phenyl-5-sulfanilamido-
    • MFCD00057226
    • NSC 757859
    • KBioSS_001886
    • NCGC00094368-02
    • STR05485
    • NCGC00015925-01
    • Q6577293
    • NCGC00015925-10
    • N'-(1-Phenylpyrazol-5-yl)sulfanilamide
    • 5-25-09-00415 (Beilstein Handbook Reference)
    • CCG-39431
    • NCGC00015925-12
    • Prestwick1_000021
    • BPBio1_000091
    • SR-01000075649-9
    • J01ED08
    • BSPBio_003442
    • SULFAPHENAZOLE [INN]
    • BRD-K10671814-001-05-6
    • DTXCID0024131
    • BCP27626
    • EU-0101095
    • NCGC00094368-01
    • Tox21_110262_1
    • NSC-757859
    • BRN-0308518; BRN0308518; BRN 0308518;Sulfabid;Sulfaphenylpyrazol;Sulphaphenazole
    • s3673
    • DTXSID2044131
    • NCGC00015925-13
    • NCGC00094368-03
    • NCGC00015925-07
    • Sulfaphenazole 100 microg/mL in Acetonitrile
    • 1ST4057
    • HMS3373E16
    • HMS2095E03
    • SULFAPHENAZOLE (MART.)
    • NCGC00015925-09
    • SPBio_002005
    • D70410
    • FT-0761575
    • 3-(p-Aminobenzenesulfonamido)-2-phenylpyrazole
    • DivK1c_000303
    • SULFAPHENAZOLE [WHO-DD]
    • SBI-0051065.P003
    • SULFAPHENAZOLE [JAN]
    • Sulfaphenazole (JAN/INN)
    • Spectrum5_001185
    • Lopac0_001095
    • Sulfaphenazolum [INN-Latin]
    • Sulfaphenazole [INN:BAN:JAN]
    • BSPBio_000081
    • Pharmakon1600-01501143
    • 4-Amino-N-(2-phenyl-2H-pyrazol-3-yl)-benzenesulfonamide
    • Sulfafenazol [INN-Spanish]
    • CHEBI:77780
    • Sulfaphenazole-d4
    • Prestwick3_000021
    • SULFAPHENAZOLE [ORANGE BOOK]
    • SR-01000075649-7
    • D01954
    • SR-01000075649
    • AKOS003348743
    • Solfafenazolo
    • HY-B1218
    • NCGC00015925-04
    • IDI1_000303
    • HMS3263K12
    • KBio1_000303
    • BRD-K10671814-001-14-8
    • STK663863
    • Sulfaphenazole?
    • DA-67841
    • ALBB-025160
    • MDL: MFCD00057226
    • Inchi: 1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2
    • InChI Key: QWCJHSGMANYXCW-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(=CC=1)N)(NC1=CC=NN1C1C=CC=CC=1)(=O)=O

Computed Properties

  • Exact Mass: 314.08400
  • Monoisotopic Mass: 314.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 451
  • 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
  • XLogP3: 1.5
  • Topological Polar Surface Area: 98.4
  • Surface Charge: 0
  • Tautomer Count: 3

Experimental Properties

  • Density: 1.39
  • Melting Point: 179-183?°C
  • Boiling Point: 541.9°C at 760 mmHg
  • Flash Point: 281.5°C
  • Refractive Index: 1.6440 (estimate)
  • PSA: 98.39000
  • LogP: 3.99030

Sulfaphenazole Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:2
  • Safety Instruction: 24/25
  • RTECS:DA9520000
  • Toxicity:LD50 orally in mice: 5800 mg/kg (Seki)
  • Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month

Sulfaphenazole Customs Data

  • HS CODE:2935009090
  • Customs Data:

    China Customs Code:

    2935009090

    Overview:

    2935009090 Other sulphonates(Acyl)amine. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:35.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

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Sulfaphenazole Suppliers

Amadis Chemical Company Limited
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(CAS:526-08-9)Sulfaphenazole
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Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 16:46
Price ($):275.0/964.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:526-08-9)Sulfaphenazole
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Additional information on Sulfaphenazole

Introduction to Sulfaphenazole (CAS No. 526-08-9)

Sulfaphenazole, a compound with the chemical name 4-(2-hydroxyethylamino)benzenesulfonamide, is a well-known sulfonamide antibiotic that has been widely studied and utilized in the field of pharmaceutical chemistry. Its CAS number, 526-08-9, uniquely identifies it in chemical databases and literature, facilitating accurate referencing and research. This introduction delves into the properties, applications, and recent advancements in the study of Sulfaphenazole, highlighting its significance in modern medicine.

The chemical structure of Sulfaphenazole consists of a benzene ring substituted with a sulfonamide group and an amino ethyl chain. This configuration contributes to its antimicrobial properties, making it effective against a range of bacterial infections. The sulfonamide moiety is particularly crucial, as it interacts with bacterial enzymes involved in folic acid synthesis, thereby inhibiting bacterial growth. This mechanism of action has been a cornerstone in the development of antibiotics since the mid-20th century.

In recent years, researchers have been exploring novel applications and derivatives of Sulfaphenazole to enhance its therapeutic efficacy and reduce potential side effects. One significant area of research has focused on modifying the compound to improve its bioavailability and target specificity. For instance, studies have investigated the use of prodrugs that release Sulfaphenazole in a controlled manner within the body, potentially reducing gastrointestinal irritation and increasing overall effectiveness.

Another exciting development in the field has been the investigation of Sulfaphenazole's potential role in combination therapies. By pairing Sulfaphenazole with other antibiotics or antiviral agents, researchers aim to create synergistic effects that can overcome drug resistance. This approach has shown promise in treating multidrug-resistant infections, where traditional antibiotics alone may be insufficient.

The pharmacokinetic profile of Sulfaphenazole has also been a subject of extensive research. Studies have examined how different factors, such as dosage form and patient demographics, influence the compound's absorption, distribution, metabolism, and excretion (ADME). These insights have led to optimized dosing regimens that maximize therapeutic benefits while minimizing adverse effects. For example, recent findings suggest that extended-release formulations of Sulfaphenazole may provide more consistent blood levels compared to immediate-release versions.

Furthermore, the toxicological aspects of Sulfaphenazole have been thoroughly evaluated to ensure its safety for clinical use. Animal studies have provided valuable data on potential hepatotoxicity and renal impairment associated with high doses or prolonged use. Based on these findings, regulatory agencies have established guidelines for safe administration, including maximum daily doses and monitoring requirements for patients receiving long-term therapy.

Advances in computational chemistry have also played a significant role in understanding the interactions between Sulfaphenazole and biological targets. Molecular modeling techniques allow researchers to predict how Sulfaphenazole binds to bacterial enzymes at an atomic level. This information can guide the design of new derivatives with improved properties or reduced toxicity. Additionally, machine learning algorithms are being employed to identify potential drug-drug interactions involving Sulfaphenazole, further enhancing patient safety.

The global impact of Sulfaphenazole cannot be overstated. It remains a vital component in treating various infections worldwide and has been particularly valuable in resource-limited settings where access to newer antibiotics may be limited. Ongoing research aims to expand its applications beyond traditional bacterial infections, such as exploring its potential use in antifungal therapies or as a chemopreventive agent against certain types of cancer.

In conclusion, Sulfaphenazole (CAS No. 526-08-9) is a cornerstone compound in antibiotic therapy with a rich history of medical applications. Recent advancements in pharmaceutical research continue to uncover new possibilities for its use and improvement. By leveraging modern techniques such as prodrug development, combination therapies, pharmacokinetic optimization, and computational modeling, scientists are working towards enhancing its therapeutic potential while ensuring patient safety. The continued study of Sulfaphenazole underscores its enduring importance in addressing global health challenges.

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Amadis Chemical Company Limited
(CAS:526-08-9)Sulfaphenazole
A1031598
Purity:99%/99%
Quantity:1g/5g
Price ($):275.0/964.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:526-08-9)Sulfaphenazole
LE12362
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email