Cas no 79419-54-8 (Ciclopirox b-D-Glucuronide)

Ciclopirox β-D-Glucuronide is a glucuronide conjugate of Ciclopirox, a synthetic antifungal agent. This metabolite is primarily studied for its role in drug metabolism and pharmacokinetic research. The glucuronidation of Ciclopirox enhances its water solubility, facilitating excretion and reducing systemic toxicity. As a reference standard, Ciclopirox β-D-Glucuronide is valuable for analytical applications, including LC-MS and HPLC, to quantify drug metabolites in biological matrices. Its well-defined structure ensures reliable identification and characterization in metabolic studies. This compound is particularly useful for investigating the biotransformation pathways of Ciclopirox, aiding in the development of improved therapeutic formulations and safety assessments.
Ciclopirox b-D-Glucuronide structure
Ciclopirox b-D-Glucuronide structure
Product Name:Ciclopirox b-D-Glucuronide
CAS No:79419-54-8
MF:C18H25NO8
MW:383.393006086349
CID:555085
PubChem ID:46781024
Update Time:2025-06-14

Ciclopirox b-D-Glucuronide Chemical and Physical Properties

Names and Identifiers

    • b-D-Glucopyranuronic acid,1-[(6-cyclohexyl-4-methyl-2-oxo-1(2H)-pyridinyl)oxy]-1-deoxy- (9CI)
    • Ciclopirox β-D-Glucuronide
    • (3R,6R)-6-(2-cyclohexyl-4-methyl-6-oxopyridin-1-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
    • CICLOPIROX B-D-GLUCURONIDE
    • Ciclopirox beta-D-Glucuronide
    • 1-[(6-Cyclohexyl-4-methyl-2-oxo-1(2H)-pyridinyl)oxy]-1-deoxy-b-D-glucopyranuronic Acid
    • 1-[(6-Cyclohexyl-4-methyl-2-oxo-1(2H)-pyridinyl)oxy]-1-deoxy--D-glucopyranuronic Acid
    • CICLOPIROX GLUCURONIDE
    • Ciclopirox Glucuronide-D11
    • Ciclopirox-D-Glucuronide
    • AKOS030242795
    • 79419-54-8
    • 6-Cyclohexyl-4-methyl-2-oxopyridin-1(2H)-yl beta-L-glycero-hexopyranosiduronic acid
    • DTXSID90675766
    • 1-[(6-Cyclohexyl-4-methyl-2-oxo-1(2H)-pyridinyl)oxy]-1-deoxy-beta-D-glucopyranuronic Acid
    • Ciclopirox b-D-Glucuronide
    • Inchi: 1S/C18H25NO8/c1-9-7-11(10-5-3-2-4-6-10)19(12(20)8-9)27-18-15(23)13(21)14(22)16(26-18)17(24)25/h7-8,10,13-16,18,21-23H,2-6H2,1H3,(H,24,25)/t13?,14-,15?,16?,18-/m1/s1
    • InChI Key: RRBPTSPRUYTJLL-OIJGMWSASA-N
    • SMILES: O1C(C(=O)O)[C@@H](C(C([C@H]1ON1C(C=C(C)C=C1C1CCCCC1)=O)O)O)O

Computed Properties

  • Exact Mass: 383.15800
  • Monoisotopic Mass: 383.158
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 4
  • Complexity: 654
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 137A^2
  • XLogP3: 0.6

Experimental Properties

  • Density: 1.471
  • Boiling Point: 615.294°C at 760 mmHg
  • Flash Point: 325.918°C
  • Refractive Index: 1.626
  • PSA: 138.45000
  • LogP: -0.47480

Ciclopirox b-D-Glucuronide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C432810-1mg
Ciclopirox b-D-Glucuronide
79419-54-8
1mg
$ 176.00 2023-09-08
TRC
C432810-10mg
Ciclopirox b-D-Glucuronide
79419-54-8
10mg
$ 1369.00 2023-09-08
Biosynth
MC09480-1 mg
Ciclopirox D-glucuronide sodium salt
79419-54-8
1mg
$132.00 2023-01-04
Biosynth
MC09480-2 mg
Ciclopirox D-glucuronide sodium salt
79419-54-8
2mg
$250.80 2023-01-04
Biosynth
MC09480-5 mg
Ciclopirox D-glucuronide sodium salt
79419-54-8
5mg
$594.00 2023-01-04
Biosynth
MC09480-10 mg
Ciclopirox D-glucuronide sodium salt
79419-54-8
10mg
$1,100.00 2023-01-04
Biosynth
MC09480-25 mg
Ciclopirox D-glucuronide sodium salt
79419-54-8
25mg
$2,612.50 2023-01-04
SHENG KE LU SI SHENG WU JI SHU
sc-207433-1 mg
Ciclopirox beta-D-Glucuronide,
79419-54-8
1mg
¥2,181.00 2023-07-10
SHENG KE LU SI SHENG WU JI SHU
sc-207433-1mg
Ciclopirox beta-D-Glucuronide,
79419-54-8
1mg
¥2181.00 2023-09-05
A2B Chem LLC
AE01796-5mg
Ciclopirox beta-D-Glucuronide
79419-54-8
5mg
$1300.00 2024-04-19

Additional information on Ciclopirox b-D-Glucuronide

Recent Advances in the Study of Ciclopirox β-D-Glucuronide (CAS: 79419-54-8): A Comprehensive Research Brief

Ciclopirox β-D-Glucuronide (CAS: 79419-54-8) is a glucuronide conjugate of the antifungal agent ciclopirox, which has garnered significant attention in recent years due to its potential therapeutic applications and unique pharmacokinetic properties. This research brief aims to provide an up-to-date overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and clinical relevance. The information presented herein is derived from peer-reviewed publications, conference proceedings, and industry reports published within the last three years.

The synthesis of Ciclopirox β-D-Glucuronide involves the enzymatic conjugation of ciclopirox with glucuronic acid, a process primarily mediated by UDP-glucuronosyltransferases (UGTs). Recent studies have highlighted the role of specific UGT isoforms, such as UGT1A9 and UGT2B7, in the metabolism of ciclopirox, shedding light on interindividual variability in drug metabolism. Advanced analytical techniques, including LC-MS/MS and NMR spectroscopy, have been employed to characterize the structure and purity of the compound, ensuring its suitability for further pharmacological evaluation.

Pharmacologically, Ciclopirox β-D-Glucuronide has demonstrated intriguing properties beyond its role as a metabolite. While traditionally considered an inactive byproduct, emerging evidence suggests that this conjugate may retain some antifungal activity, albeit at a reduced potency compared to the parent compound. Recent in vitro studies have explored its efficacy against dermatophytes and Candida species, with particular interest in its potential to overcome resistance mechanisms observed with ciclopirox alone. Additionally, its improved water solubility and altered tissue distribution profile make it an attractive candidate for formulation development.

From a clinical perspective, research has focused on understanding the pharmacokinetic behavior of Ciclopirox β-D-Glucuronide in human subjects. Population pharmacokinetic modeling has revealed significant correlations between genetic polymorphisms in UGT genes and the plasma concentrations of this metabolite. These findings have important implications for personalized medicine approaches in antifungal therapy. Furthermore, the compound's excretion profile and potential for drug-drug interactions have been systematically investigated, providing valuable data for clinical decision-making.

Recent technological advancements have enabled more detailed studies of Ciclopirox β-D-Glucuronide's molecular interactions. Molecular docking simulations and surface plasmon resonance (SPR) experiments have provided insights into its binding affinity for various biological targets. These studies have uncovered unexpected interactions with inflammatory mediators, suggesting potential immunomodulatory effects that warrant further investigation. Such findings may expand the therapeutic applications of ciclopirox-derived compounds beyond their traditional antifungal indications.

In conclusion, Ciclopirox β-D-Glucuronide represents a fascinating subject of contemporary research in medicinal chemistry and pharmacology. While much progress has been made in understanding its properties and potential applications, several questions remain unanswered. Future research directions may include exploring its role in combination therapies, investigating its tissue-specific effects, and developing novel formulations that leverage its unique physicochemical characteristics. The continued study of this compound promises to yield valuable insights that could influence the development of next-generation antifungal agents.

Recommended suppliers
Zhejiang Brunova Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhejiang Brunova Technology Co., Ltd.
Hubei Cuiyuan Biotechnology Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hubei Cuiyuan Biotechnology Co.,Ltd
SunaTech Inc.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
SunaTech Inc.
Zouping Mingyuan Import and Export Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zouping Mingyuan Import and Export Trading Co., Ltd
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.