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A1987

Sigma-Aldrich

AM6545

≥98% (HPLC)

Synonym(s):

5-(4-[4-cyanobut-1-ynyl]phenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(1,1-dioxo-thiomorpholino)-1H-pyrazole-3-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C26H23Cl2N5O3S
CAS Number:
1245626-05-4
Molecular Weight:
556.46
MDL number:
MFCD19053178
UNSPSC Code:
12352200
PubChem Substance ID:
329770727
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >25 mg/mL

storage temp.

2-8°C

SMILES string

Cc1c(nn(-c2ccc(Cl)cc2Cl)c1-c3ccc(cc3)C#CCCC#N)C(=O)NN4CCS(=O)(=O)CC4

InChI

1S/C26H23Cl2N5O3S/c1-18-24(26(34)31-32-13-15-37(35,36)16-14-32)30-33(23-11-10-21(27)17-22(23)28)25(18)20-8-6-19(7-9-20)5-3-2-4-12-29/h6-11,17H,2,4,13-16H2,1H3,(H,31,34)

InChI key

XBHQLFVDGLPBCK-UHFFFAOYSA-N

General description

AM6545 is a cannabinoid (CB1) receptor antagonist.

Biochem/physiol Actions

AM6545 helps in decreasing the development of albuminuria, inflammation and expression of markers of fibrosis. It also helps in the down-regulation of nephrin and podocin. It has the ability to repress the ingestion of food and food-reinforced behaviour.
AM6545 is a peripheral CB1 cannabinoid receptor antagonist and appetite suppressant.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

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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Reversal of albuminuria by combined AM6545 and perindopril therapy in experimental diabetic nephropathy
Barutta F, et al.
British Journal of Pharmacology, 175(23), 4371-4385 (2018)
Jin Zhang et al.
Molecular medicine reports, 19(3), 1491-1500 (2018-12-21)
Increasing evidence suggests that the dysregulation of microRNAs (miRNAs) has an important role in the progression of human cancer, including ESCC. However, the exact functions and mechanisms of miRNAs in ESCC remain largely unclear. The aim of the present study
Michael Ameismeier et al.
Nature, 587(7835), 683-687 (2020-11-20)
Eukaryotic ribosomes consist of a small 40S and a large 60S subunit that are assembled in a highly coordinated manner. More than 200 factors ensure correct modification, processing and folding of ribosomal RNA and the timely incorporation of ribosomal proteins1,2.
Songqing Tang et al.
Nature communications, 5, 4657-4657 (2014-08-15)
Host immune cells can detect and destruct invading pathogens via pattern-recognition receptors. Small Rap GTPases act as conserved molecular switches coupling extracellular signals to various cellular responses, but their roles as regulators in Toll-like receptor (TLR) signalling have not been
Yi-Seul Yoon et al.
BMB reports, 53(3), 166-171 (2020-01-23)
A chemical library comprising 2,354 drug-like compounds was screened using a transcription and replication-competent viruslike particle (trVLP) system implementing the whole Ebola virus (EBOV) life cycle. Dose-dependent inhibition of Ebola trVLP replication was induced by 15 hit compounds, which primarily
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