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SML1560

Sigma-Aldrich

Azoramide

≥98% (HPLC)

Synonym(s):

N-[2-[2-(4-Chlorophenyl)-4-thiazolyl]ethyl]-butanamide, N-{2-[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]ethyl} butanamide

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About This Item

Empirical Formula (Hill Notation):
C15H17ClN2OS
CAS Number:
Molecular Weight:
308.83
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 30 mg/mL, clear

storage temp.

2-8°C

SMILES string

ClC1=CC=C(C2=NC(CCNC(CCC)=O)=CS2)C=C1

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)

InChI key

VYBFWKKCWTXCQX-UHFFFAOYSA-N

Biochem/physiol Actions

Azoramide is a modulator of the unfolded protein response with antidiabetic activity. It has dual activity: Azoramide improves endoplasmic reticulum (ER) protein-folding ability and stimulates the expression of ER chaperones that protect cells against ER stress. Azoramide was shown to protect cells from death and dysfunction in multiple models of ER stress. It showed antidiabetic activity in two independent mouse models of obesity by improving insulin sensitivity and protecting pancreatic β cell function against ER stress.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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