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Azoramide

CAT: 0804-HY-18705-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-18705-01Size:5 mg
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Description
Azoramide is a potent, orally active small-molecule modulator of the unfolded protein response (UPR) . Azoramide improves ER protein folding and elevates ER chaperone capacity, which together protects cells against ER stress. Azoramide alleviates PLA2G6 mutant-induced ER stress through modulating unfolded protein response, and enhances the CERB signaling to rescue mitochondrial function, thereby preventing apoptosis of DA neurons. Azoramide has antidiabetic activity[1][2].
CAS Number
932986-18-0
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Bcl-2 Family; Caspase; Mitochondrial Metabolism; Reactive Oxygen Species (ROS)
Type
Reference compound
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB
Field of Research
Endocrinology
Assay Protocol
https://www.medchemexpress.com/Azoramide.html
Concentration
10mM
Purity
99.57
Solubility
DMSO : ≥ 30 mg/mL
Smiles
CCCC(NCCC1=CSC(C2=CC=C(Cl)C=C2)=N1)=O
Molecular Formula
C15H17ClN2OS
Molecular Weight
308.83
Precautions
H302, H315, H319, H335
References & Citations
[1]Fu S, et, al. Phenotypic assays identify azoramide as a small-molecule modulator of the unfolded protein response with antidiabetic activity. Sci Transl Med. 2015 Jun 17;7 (292) :292ra98.|[2]Ke M, et, al. Azoramide protects iPSC-derived dopaminergic neurons with PLA2G6 D331Y mutation through restoring ER function and CREB signaling. Cell Death Dis. 2020 Feb 18;11 (2) :130.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N-(2-(2-(4-chlorophenyl)-1,3-thiazol-4-yl)ethyl)butanamide

Azoramide is an organic molecular entity. It has a role as a neuroprotective agent.

CAS Number932986-18-0
PubChem CID7518316
IUPAC NameN-[2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]ethyl]butanamide
Molecular FormulaC15H17ClN2OS
Molecular Weight308.8
XLogP3.7
Topological Polar Surface Area70.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Heavy Atom Count20
Formal Charge0
Complexity308
SMILES
CCCC(=O)NCCC1=CSC(=N1)C2=CC=C(C=C2)Cl
InChI
InChI=1S/C15H17ClN2OS/c1-2-3-14(19)17-9-8-13-10-20-15(18-13)11-4-6-12(16)7-5-11/h4-7,10H,2-3,8-9H2,1H3,(H,17,19)
InChIKey
VYBFWKKCWTXCQX-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-(2-(2-(4-chlorophenyl)-1,3-thiazol-4-yl)ethyl)butanamide
CAS: 932986-18-0
CID: 7518316
Formula: C15H17ClN2OS
MW: 308.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight308.8
XLogP33.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass308.0750120
Monoisotopic Mass308.0750120
Topological Polar Surface Area70.2 Ų
Heavy Atom Count20
Formal Charge0
Complexity308
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

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