Molecular structure of BML-275, CAS Number: 866405-64-3
BML-275 (CAS 866405-64-3)
See product citations (69)
Alternate Names:
BML-275 is also known as Dorsomorphin.
Application:
BML-275 is a Cell-permeable pyrrazolopyrimidine derivative and potent, selective, ATP-competitive inhibitor of AMPK in fatty acid biosynthesis.
CAS Number:
866405-64-3
Purity:
≥98%
Molecular Weight:
399.49
Molecular Formula:
C24H25N5O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
BML-275 is a cell-permeable pyrazolopyrimidine compound shown to be an AMP-activated protein kinase (AMPK) and fatty acid synthase inhibitor. Phosphorylation of AMPK occurs in vivo when energy sources are low and in-turn suppress expression of SREBP-1. SREBP-1 is a key lipogenic transcription factor, and suppression of it allows glucose production by hepatocytes. In mouse studies it has been reported that BML-275 rapidly reduces the level of the phosphorylated AMPK alpha subunit in the hypothalamus, in an ATP-competitive manner, therefore altering energy perception and affecting the physiological energy sensor of the body. Over-activation of AMPK has also been found to be deleterious in ischemic stroke conditions and inhibition of AMPK by BML-275 may provide a small level of neuroprotection. Additional research on zebrafish has shown that BML-275 also inhibits bone morphogenetic protein signals required for iron metabolism and embryogenesis. BML-275 is also known as Dorsomorphin, Compound C, and 6-[4-[2-(1-piperidinyl)ethoxy]phenyl]-3-(4-pyridinyl)-pyrazolo[1,5-a]pyrimidine.
BML-275 (CAS 866405-64-3) References
- Role of AMP-activated protein kinase in mechanism of metformin action. | Zhou, G., et al. 2001. J Clin Invest. 108: 1167-74. PMID: 11602624
- C75, a fatty acid synthase inhibitor, reduces food intake via hypothalamic AMP-activated protein kinase. | Kim, EK., et al. 2004. J Biol Chem. 279: 19970-6. PMID: 15028725
- Pharmacological inhibition of AMP-activated protein kinase provides neuroprotection in stroke. | McCullough, LD., et al. 2005. J Biol Chem. 280: 20493-502. PMID: 15772080
- Developing a head for energy sensing: AMP-activated protein kinase as a multifunctional metabolic sensor in the brain. | Ramamurthy, S. and Ronnett, GV. 2006. J Physiol. 574: 85-93. PMID: 16690704
- Dorsomorphin inhibits BMP signals required for embryogenesis and iron metabolism. | Yu, PB., et al. 2008. Nat Chem Biol. 4: 33-41. PMID: 18026094
- Ambivalent effects of compound C (dorsomorphin) on inflammatory response in LPS-stimulated rat primary microglial cultures. | Labuzek, K., et al. 2010. Naunyn Schmiedebergs Arch Pharmacol. 381: 41-57. PMID: 19940979
- Dorsomorphin stimulates neurite outgrowth in PC12 cells via activation of a protein kinase A-dependent MEK-ERK1/2 signaling pathway. | Kudo, TA., et al. 2011. Genes Cells. 16: 1121-32. PMID: 21988724
- Bioanalytical method development, validation and quantification of dorsomorphin in rat plasma by LC-MS/MS. | Karthikeyan, K., et al. 2013. Biomed Chromatogr. 27: 1018-26. PMID: 23526253
- Synthesis and structure-activity relationships of a novel and selective bone morphogenetic protein receptor (BMP) inhibitor derived from the pyrazolo[1.5-a]pyrimidine scaffold of dorsomorphin: the discovery of ML347 as an ALK2 versus ALK3 selective MLPCN probe. | Engers, DW., et al. 2013. Bioorg Med Chem Lett. 23: 3248-52. PMID: 23639540
- Dorsomorphin promotes survival and germline competence of zebrafish spermatogonial stem cells in culture. | Wong, TT. and Collodi, P. 2013. PLoS One. 8: e71332. PMID: 23936500
- Dorsomorphin reverses the mesenchymal phenotype of breast cancer initiating cells by inhibition of bone morphogenetic protein signaling. | Garulli, C., et al. 2014. Cell Signal. 26: 352-62. PMID: 24280125
- Small molecules dorsomorphin and LDN-193189 inhibit myostatin/GDF8 signaling and promote functional myoblast differentiation. | Horbelt, D., et al. 2015. J Biol Chem. 290: 3390-404. PMID: 25368322
- Dorsomorphin homologue 1, a highly selective small-molecule bone morphogenetic protein inhibitor, suppresses medial artery calcification. | Lin, T., et al. 2017. J Vasc Surg. 66: 586-593. PMID: 27374065
- Erratum to: Ambivalent effects of compound C (dorsomorphin) on inflammatory response in LPS-stimulated rat primary microglial cultures. | Łabuzek, K., et al. 2017. Naunyn Schmiedebergs Arch Pharmacol. 390: 327-328. PMID: 28160017
- In Vitro Differentiation of Neural-Like Cells from Human Embryonic Stem Cells by A Combination of Dorsomorphin, XAV939, and A8301. | Valizadeh-Arshad, Z., et al. 2018. Cell J. 19: 545-551. PMID: 29105388
Inhibitor of:
β-1,3-Gal-T5, 1110059E24Rik, 14-3-3 θ, 2410141K09Rik, 4930546H06Rik, 4933402P03Rik, 6330503C03Rik, ABCG8, ABHD5, ACCβ, ACSVL4, ACTR-I, ACTR-IA, ACTR-IB, ACTR-IIA, ALX3, ALX4, AMPK, AMPKα1, AMPKα2, AMPKβ1, AMPKβ2, AMPKγ1, AMPKγ2, AMPKγ3, ANKRD34C, ANKRD38, Antxrl, ARL6IP6, Ataxin-10, Barx2, BCKDK, BICC1, BMP-10, BMP-2, BMP-3, BMP-4, BMP-5, BMP-6, BMP-7, BMP-8B, BMP2, BMP2KL, BMP4, BMPR-IA, BMPR-IB, BMPR-II, BRINP2, BRINP3_Fam5c, C11orf53, C14orf178, C15orf23, C16orf58, C16orf67, C18orf16, C1orf105, C1orf210, C1orf52_2410004B18Rik, C1orf65, C20orf117, C22orf34, C2orf55, C4orf31, C5orf33, C5orf40, C9orf16, C9orf38, CaMKKβ, CCDC144B, CCDC36, CCDC76, CCDC85A, CLIM-2, CRP1, CTRP7, CXorf40B, CXorf56, CXorf58, Cypt4, CYTL1, Dlx-5, Dmp1, DPR-2, DQX1, E430002G05Rik, EG236749, ERRβ, Evx-2, FAM27L, FAM75A1, FAM75A4, Fatty Acid Synthase, FGGY, FJX1, FKHR, FLJ13231, FLJ39639, FLJ43505, FLJ45513, FLRT2, FNDC5, FNIP1, FSD1L, GATA-6, GDF-1, GDF-10, GDF-11, GDF-3, GDF-5, GDF-6, GDF-7, GDF5OS, GDF8, Glut12, glycogen synthase 2, Gm19402, GPR135, GPR89A, gremlin-2, GSC2, Hepcidin, HXK II, IAH1, IFFO2, IL-3Rβ, INSIG-2, INSL5, IRX1, ISOC1, JAGN1, JAM4, KIAA0556, KIAA0664, KIAA1109, KIAA1166, KIAA1199, Kruppel, Laforin, LBX1, LEREPO4, LIR-6, LKB1, LMX1A, LOC100041202, LOC100041228, LOC100041248, LOC100041314, LOC100041317, LOC100041336, LOC100041364, LOC100041388, LOC100041462, LOC128977, LOC284215, LOC342541, LOC391742, LOC400553, LOC439949, LOC440330, LOC440389, LOC643533, LOC645655, LOC646043, LOC646103, LOC650947, LOC727873, LOC728756, LOC728809, LOC729160, LOC729460, LOC729639, LOC729823, LOC729847, LOC729878, LOC729895, LOC729913, LOC730183, LRP11, LRRC19, LRRC25, LRRC27, LRRC3C, LRRC44, LRRN1, LYPD4, LYRM1, LZTFL1, Meteorin, MIXL1, MO25, MUSTN1, NBL4, NEPH3, Nix, Nkx-2.2, NMB, Noggin, NOMO1, NPB, Nuak1, Olfactomedin (OLFM), OLFML3, Olfr1002, Olfr545, Olfr608, Olfr609, Olfr61, OLIG3, Olr270, Olr463, OTTMUSG00000010441, OXSR1, PARD3A, Pbx 4, PCDH7, PGC-1α, PHKA1, PHKA2, PHKB, PhyE, PNMAL2, PNPLA7, Polycystin-1L2, Protogenin, PRR12, PTH/PTHrP-R, Puratrophin 1, Rab 38, Relaxin 2, RES4-22, resistin, Rex-1, RGMa, RIPX, robo1, RP24-142A19.3, SCUBE2, SDAD1, SEMA5B, SIM1, Slit2, SLTM, Smad1, Smad6, SMIM23, Snf1, Sox-12, Sox-21, SPATA24, SPATA7, Spi14, SPP24, SSXB6, Ste20 (sterile 20) Serine/Threonine Kinase (STK), syncytin-B, Syne-2, Tap42, TAPT1, TBC1D1, TBC1D3C, TBX10, TBX22, TBX5, TDRD7, TEPP, TEX19.2, TIP39, TM9SF3, TMCC3, TMEM130, TMEM147, TMEM196, TMEM28, TMEM46, Tom22, TREML6, TSC-36, TSPYL1, TudorSN, URE-B1, USH3AL1, V1RC16, V1RC18, V1RD11, V1RD17, V1RD5, V1RE9, V1RG7, V1RI9, VIPL, Vmn1r194, Vmn1r209, Vmn1r223, Vmn2r109, Vmn2r111, Vmn2r120, VRTN, VWC1, WDR64, ZCCHC13, ZFP111, and ZIP-kinase.Activator of:
ADMP, ADPGK, ALK-1, ALX1, AMIGO2, ARK5, Ataxin-10, ATPIF1, BC030396, BMP-8A, BMP2K, C11orf58_1110004F10Rik, C18orf26, CAS, CCDC16, CD2, CDKL5, cerberus, CHMP2, CRIM1, CTMP, Cypt4, DAF-1, DAF-7, Daf2, DAK, DAND5, Deltex-2, dpp, eHAND, eIF3α, EMBP, Emx2, engrailed, ENSA, ESC, eyes absent, F-Spondin, FAM122A, FAM78A, FAM83E, FOXI3, FOXK1, FOXN4, GDF-1, GDF-16, Glut14, Grpa, HATH-6, HDA2, HoxA7, Hydrocortisone, IDE, KIAA1984, LDHC, LOC348751, LOC387856_AI836003, LOC644191, LOC728734, Lumican, Mad 4, MBP, Meis3, MESDC1, Mesogenin 1, MLYCD, MRP-L23, Msx-2, Myelin P2, NARC-1, neurocan, Neuron navigator 2, Neurotrimin, NOMO1, oskar, p8, PARD6G, Pax-1, PCDHB11, Peroxin 11β, plexin-A4, PYGL, SARA, Scleraxis, Seipin, Six3, Sox-17, Tak1L, TBX6, TCF-19, TGIF2LX, TGIF2LY, TIGD3, TSHZ1, ULK2, UNCX, Vmn1r129, VWC2, VWC2L, WFIKKN, WISP-2, and ZNF512B.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
BML-275, 5 mg | sc-200689 | 5 mg | $94.00 | |||
BML-275, 25 mg | sc-200689A | 25 mg | $348.00 |