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SML0302

Sigma-Aldrich

4-CMTB

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C14H15ClN2OS
CAS Number:
300851-67-6
Molecular Weight:
294.80
MDL number:
MFCD02666163
UNSPSC Code:
12352200
PubChem Substance ID:
329825307
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

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)

InChI key

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.

Biochem/physiol Actions

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).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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
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
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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