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Sulfisoxazole

CAT: 0804-HY-B0323-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0323-01Size:100 mg
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Description
Sulfisoxazole (Sulfafurazole) is an orally active endothelin receptor antagonist with IC50 values of 0.60 μM and 22 μM against endothelin receptor A and endothelin receptor B, respectively. Sulfisoxazole is a sulfonamide antibacterial agent with an oxazole substituent. Sulfisoxazole inhibits breast cancer exosome release by targeting endothelin receptor A[1][2].
CAS Number
127-69-5
Product Name Alternative
Sulfafurazole
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Antibiotic; Bacterial; Endothelin Receptor
Type
Reference compound
Related Pathways
Anti-infection; GPCR/G Protein
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Infection; Endocrinology
Assay Protocol
https://www.medchemexpress.com/Sulfisoxazole.html
Purity
99.98
Solubility
DMSO : ≥ 150 mg/mL
Smiles
O=S(C1=CC=C(N)C=C1)(NC2=C(C)C(C)=NO2)=O
Molecular Formula
C11H13N3O3S
Molecular Weight
267.30
Precautions
H315, H319, H335
References & Citations
[1]Chan, M.F., et al., Identification of a new class of ETA selective endothelin antagonists by pharmacophore directed screening. Biochem Biophys Res Commun, 1994. 201 (1) : p. 228-34.|[2]Im EJ, et al. Sulfisoxazole inhibits the secretion of small extracellular vesicles by targeting the endothelin receptor A. Nat Commun. 2019 Mar 27;10 (1) :1387.|[3]Shin JM, et al. Sulfisoxazole Elicits Robust Antitumour Immune Response Along with Immune Checkpoint Therapy by Inhibiting Exosomal PD-L1. Adv Sci (Weinh) . 2022 Feb;9 (5) :e2103245. |[4]Syed H, et al. Sulfisoxazole, an endothelin receptor antagonist, protects retinal neurones from insults of ischemia/reperfusion or lipopolysaccharide. Neurochem Int. 2006 Jun;48 (8) :708-17.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
ETA; ETB

Chemical Information

Sulfisoxazole

Sulfisoxazole is a sulfonamide antibacterial with an oxazole substituent. It has antibiotic activity against a wide range of gram-negative and gram-positive organisms. It has a role as an antibacterial drug and a drug allergen. It is a sulfonamide, a member of isoxazoles and a sulfonamide antibiotic. It is functionally related to a sulfanilamide.

CAS Number127-69-5
PubChem CID5344
IUPAC Name4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
Molecular FormulaC11H13N3O3S
Molecular Weight267.31
XLogP1
Topological Polar Surface Area107
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count18
Formal Charge0
Complexity373
SMILES
CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N
InChI
InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3
InChIKey
NHUHCSRWZMLRLA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Sulfisoxazole
CAS: 127-69-5
CID: 5344
Formula: C11H13N3O3S
MW: 267.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight267.31
XLogP31
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass267.06776246
Monoisotopic Mass267.06776246
Topological Polar Surface Area107 Ų
Heavy Atom Count18
Formal Charge0
Complexity373
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
TRC-S689110-1GSulfisoxazole

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