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Fludioxonil

CAT: 0804-HY-W021040-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-W021040-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Fludioxonil (CGA-173506) is a phenylpyrrole-type fungicide with oral activity that can inhibit the growth of S. sclerotiorum. Fludioxonil promotes tumor growth and metastasis, and induces cardiac toxicity. Fludioxonil causes cytoskeletal disruption, DNA damage, and apoptosis in mouse glioma cells[1][2][3][4].
CAS Number
131341-86-1
Product Name Alternative
CGA-173506
UNSPSC
12352200
Hazard Statement
H410
Target
Apoptosis; Fungal
Type
Biochemical Assay Reagents
Related Pathways
Anti-infection; Apoptosis
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/fludioxonil.html
Purity
99.97
Solubility
DMSO : 200 mg/mL (ultrasonic)
Smiles
N#CC1=CNC=C1C2=C3OC(F)(F)OC3=CC=C2
Molecular Formula
C12H6F2N2O2
Molecular Weight
248.19
Precautions
H410
References & Citations
[1]Yabing Duan, et al. effect of phenylpyrrole fungicide fludioxonil on morphological and physiological characteristics of Sclerotinia sclerotiorum. Pesticide Biochemistry and Physiology Volume 106, Issues 1-2, May-June 2013, Pages 61-67.|[2]Ryeo-Eun Go, et al. Fludioxonil induced the cancer growth and metastasis via altering epithelial-mesenchymal transition via an estrogen receptor-dependent pathway in cellular and xenografted breast cancer models. Environ Toxicol. 2017 Apr;32 (4) :1439-1454. |[3]Imen Graiet, et al. Fludioxonil, a phenylpyrrol pesticide, induces Cytoskeleton disruption, DNA damage and apoptosis via oxidative stress on rat glioma cells. Food Chem Toxicol. 2022 Dec:170:113464.|[4]Su-Min Seong, et al. Fludioxonil induces cardiotoxicity via mitochondrial dysfunction and oxidative stress in two cardiomyocyte models. Environ Toxicol. 2024 May;39 (5) :2993-3002.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported

Chemical Information

Fludioxonil

Fludioxonil is a member of the class of benzodioxoles that is 2,2-difluoro-1,3-benzodioxole substituted at position 4 by a 3-cyanopyrrol-4-yl group. A fungicide seed treatment for control of a range of diseases including Fusarium, Rhizoctonia and Alternaria. It has a role as an androgen antagonist, an estrogen receptor agonist and an antifungal agrochemical. It is a nitrile, a member of pyrroles, an organofluorine compound and a member of benzodioxoles.

CAS Number131341-86-1
PubChem CID86398
IUPAC Name4-(2,2-difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile
Molecular FormulaC12H6F2N2O2
Molecular Weight248.18
XLogP2.6
Topological Polar Surface Area58
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count18
Formal Charge0
Complexity382
SMILES
C1=CC(=C2C(=C1)OC(O2)(F)F)C3=CNC=C3C#N
InChI
InChI=1S/C12H6F2N2O2/c13-12(14)17-10-3-1-2-8(11(10)18-12)9-6-16-5-7(9)4-15/h1-3,5-6,16H
InChIKey
MUJOIMFVNIBMKC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Fludioxonil
CAS: 131341-86-1
CID: 86398
Formula: C12H6F2N2O2
MW: 248.18
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight248.18
XLogP32.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass248.03973376
Monoisotopic Mass248.03973376
Topological Polar Surface Area58 Ų
Heavy Atom Count18
Formal Charge0
Complexity382
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA1658-50Fludioxonil
CS-T-102653Fludioxonil-13C2
sc-218492Fludioxonil-13C3
S-2061Fludioxonil - 1ML

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