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SML0302

Sigma-Aldrich

4-CMTB

≥98% (HPLC)

Synonyme(s) :

4-Chloro-α-(1-methylethyl)-N-2-thiazolyl-benzeneacetamide

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About This Item

Formule empirique (notation de Hill):
C14H15ClN2OS
Numéro CAS:
300851-67-6
Poids moléculaire :
294.80
Numéro MDL:
MFCD02666163
Code UNSPSC :
12352200
ID de substance PubChem :
329825307
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

DMSO: ≥10 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

CC(C)C(C(=O)Nc1nccs1)c2ccc(Cl)cc2

InChI

1S/C14H15ClN2OS/c1-9(2)12(10-3-5-11(15)6-4-10)13(18)17-14-16-7-8-19-14/h3-9,12H,1-2H3,(H,16,17,18)

Clé InChI

AZYDQCGCBQYFSE-UHFFFAOYSA-N

Application

4-CMTB has been used as an allosteric agonist for the free fatty acid receptor 2 (FFAR2) in human lung carcinoma (A549) cells for cell viability assay and Influenza A virus (IAV) internalization studies.

Actions biochimiques/physiologiques

4-CMTB is a phenylacetamide compound that acts as an allosteric modulator for the activity of short-chain fatty acid ligand in the FFA2 receptor.
4-CMTB is a potent allosteric agonist of free fatty acid receptor 2 (FFA2).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H319

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Nicola J Smith et al.
Molecular pharmacology, 80(1), 163-173 (2011-04-19)
Allosteric agonists are powerful tools for exploring the pharmacology of closely related G protein-coupled receptors that have nonselective endogenous ligands, such as the short chain fatty acids at free fatty acid receptors 2 and 3 (FFA2/GPR43 and FFA3/GPR41, respectively). We
Ludovica Marinelli et al.
Scientific reports, 9(1), 643-643 (2019-01-27)
The ligand activated transcription factor, aryl hydrocarbon receptor (AhR) emerged as a critical regulator of immune and metabolic processes in the gastrointestinal tract. In the gut, a main source of AhR ligands derives from commensal bacteria. However, many of the
Sandra Rutting et al.
American journal of physiology. Lung cellular and molecular physiology, 316(1), L157-L174 (2018-11-09)
Short-chain fatty acids (SCFAs), produced as by-products of dietary fiber metabolism by gut bacteria, have anti-inflammatory properties and could potentially be used for the treatment of inflammatory diseases, including asthma. The direct effects of SCFAs on inflammatory responses in primary
Matilda Shackley et al.
Frontiers in nutrition, 7, 568991-568991 (2020-11-17)
The short chain fatty acids (SCFAs) acetate, butyrate and propionate, are produced by fermentation of non-digestible carbohydrates by the gut microbiota and regulate appetite, adiposity, metabolism, glycemic control, and immunity. SCFAs act at two distinct G protein coupled receptors (GPCRs)
Sarah Ducastel et al.
Scientific reports, 10(1), 174-174 (2020-01-15)
The gut microbiota participates in the control of energy homeostasis partly through fermentation of dietary fibers hence producing short-chain fatty acids (SCFAs), which in turn promote the secretion of the incretin Glucagon-Like Peptide-1 (GLP-1) by binding to the SCFA receptors
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