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Merck

SML0302

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
NACRES:
NA.77
PubChem Substance ID:
329825307
UNSPSC Code:
12352200
MDL number:
MFCD02666163

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Product Name

4-CMTB, ≥98% (HPLC)

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)

SMILES string

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

InChI key

AZYDQCGCBQYFSE-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

Quality Level

100

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4-CMTB ≥98% (HPLC)

Sigma-Aldrich

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BCTC ≥98% (HPLC)

Sigma-Aldrich

SML0355

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CTB ≥98% (HPLC)

Sigma-Aldrich

C6499

CTB

BVT.2733 ≥98% (HPLC)

Sigma-Aldrich

SML1205

BVT.2733

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

solubility

DMSO: ≥10 mg/mL

solubility

DMSO: >10 mg/mL

solubility

DMSO: >10 mg/mL

solubility

DMSO: 20 mg/mL, clear

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.[1]

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.[2]
4-CMTB is a potent allosteric agonist of FFA2.
4-CMTB is a potent allosteric agonist of free fatty acid receptor 2 (FFA2).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000401781
0000228015
0000228015
0000161782

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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
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
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
View All Related Papers

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