P5499 Sigma-Aldrich


≥98% (HPLC)

Synonym: 6-[4-(2-Piperidin-1-ylethoxy)phenyl]-3-pyridin-4-ylpyrazolo[1,5-a]pyrimidine, AMPK Inhibitor, Compound C

  • CAS Number 866405-64-3

  • Empirical Formula (Hill Notation) C24H25N5O

  • Molecular Weight 399.49

  •  MDL number MFCD08705402

  •  PubChem Substance ID 24898658

  •  NACRES NA.77



Related Categories Adenosine Kinase; ATP:adenosine 5-prime-phosphotransferase (ADK), Aerobic Glycolysis (the Warburg Effect), BMPs and Receptors, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   protect from light
color   white to beige
solubility   DMSO: >2 mg/mL (warmed)
storage temp.   2-8°C
SMILES string   C1CCN(CC1)CCOc2ccc(cc2)-c3cnc4c(cnn4c3)-c5ccncc5
InChI   1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2



Dorsomorphin has been used:
• as an inhibitor of adenosine monophosphate-activated protein kinase (AMPK) to find the effects of trans-resveratrol on lipid mobilization in 3T3-L1 (a murine cell line of adipocytes) cells
• as an AMPK inhibitor, to indicate the involvement of AMPK/mTOR (mammalian target of rapamycin) pathway in LRG (liraglutide) -induced autophagy
• in the induction step, employed in in vitro differentiation of Friedreich′s ataxia (FRDA) and induced pluripotent stem cells (iPSCs) to neurospheres and neurons using ES (embryonic stem cell) media


5, 25 mg in glass bottle

Biochem/physiol Actions

Dorsomorphin is a selective inhibitor of Bone morphogenetic protein (BMP) signaling. It has been found to inhibit BMP signals required for embryogenesis and promoted significant neural differentiation from human pluripotent stem cell (hPSC) lines. Dorsomorphin also acts as a potent, selective, reversible, and ATP-competitive inhibitor of AMPK (AMP-activated protein kinase); Ki = 109 nM in the presence of 5 μM ATP and the absence of AMP).

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at

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

Safety & Documentation

Safety Information

Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles



The AMP-activated protein kinase (AMPK) acts as a sensor of cellular energy status. AMPK exists as heterotrimeric complexes comprising a catalytic α subunit and regulatory β and γ subunits. In mammal...
Keywords: Atomic absorption spectroscopy, Catalysis, Diabetes, Gene expression, Myristoylations, Obesity, Oxidations, Phosphorylations, Poisons, Protein biosynthesis, Respiratory

Discover Bioactive Small Molecules for Cytokines & Growth Factors Research

Cytokines and growth factors (GF) are chemical messengers that mediate intracellular communication, thereby regulating cellular and nuclear functions. These chemical messengers bind cell surface rece...
Keywords: Biological processes, Cancer, Cell proliferation, Diseases, Growth factors, Ligands, Phosphorylations, Transcription, Transduction

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Phosphorylation is a ubiquitous cellular regulatory mechanism that mediates signal transduction pathways, which carry signals from the cell surface to the nucleus or cytoplasm, by altering the activi...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Diseases, Inflammation, Metabolism, Neurodegenerative Diseases, Phosphorylations, Transduction

Mitochondrial Dysfunction and Metabolic Defects

Defects in mitochondrial function are associated with insulin resistance in both human and animal studies. Insulin resistance is associated with a decrease in the number, oxidative capacity, size, an...
Keywords: Acetylations, Apoptosis, Biofiles, Cancer, Carboxylations, Catalog, Catalysis, Citric Acid Cycle, Decarboxylations, Degradations, Diabetes, Enzyme-linked immunosorbent assay, Glycolysis, Immunofluorescence, Immunohistochemistry, Lipid Metabolism, Metabolism, Metabolites, Neurotransmitters, Obesity, Oxidations, Phosphorylations, Physiological Processes, Protocols, Transcription, Transduction, Transfection, Western blot

Naive Pluripotent Stem Cell Culture in an Inhibitor Based 2i/LIF Containing Serum-Free and Feeder-Free Stem Cell Media

Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors...
Gabi Tremml, Ming Li and Vi Chu1*,
1MilliporeSigma, Bioscience Division, Temecula, CA, USA
Keywords: Cell culture, Gene expression, Immunocytochemistry, Microscopy, Polymerase chain reaction, Polymerase chain reaction - quantitative, Transcription

Oncogenes and Tumor Suppressors Reprogram Metabolism

Proliferating cells require the biosynthesis of structural components for biomass production and for genomic replication. This requires a reprogramming of the metabolic pathways to ensure nutrients s...
BioFiles v7 n4
Keywords: Aerobic, Antitumor agents, Apoptosis, Cancer, Citric Acid Cycle, Degradations, Environmental, Gene expression, Glycolysis, Growth factors, Metabolic Pathways, Metabolism, Metabolites, Nucleotide Synthesis, Pentose phosphate pathway, Phosphorylations

Peer-Reviewed Papers


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