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ChemicalBook--->CAS DataBase List--->66611-37-8

66611-37-8

66611-37-8 Structure

66611-37-8 Structure
IdentificationBack Directory
[Name]

(Z)-N'-(2-hydroxy-3-(piperidin-1-yl)propoxy)nicotiniMidaMide
[CAS]

66611-37-8
[Synonyms]

CS-2406
BGP-15 HCl
BGP-15 2HCl
BGP 15;BGP15
BGP-15 dihydrochloride
(Z)-N'-(2-hydroxy-3-(piperidin-1-yl)propoxy)nicotiniMidaMide
N-(2-Hydroxy-3-(piperidin-1-yl)propoxy)-nicotinimidamide dihydrochloride
(Z)-N'-(2-Hydroxy-3-(piperidin-1-yl)propoxy)nicotiniMidaMide dihydrochloride
[Molecular Formula]

C14H22N4O2
[MDL Number]

MFCD21603901
[MOL File]

66611-37-8.mol
[Molecular Weight]

278.35
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

Soluble in Water (70 mg/ml)
[form ]

solid
[color ]

Off-white
[Water Solubility ]

deionized water: 28mg/mL
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in water may be stored at room temperature for up to 1 month.
Safety DataBack Directory
[Symbol(GHS) ]


GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P301+P310
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

BGP-15 (66611-37-8) is a cellular protectant operating by several mechanisms. It is an insulin sensitizer1, HSP72 activator2, PARP inhibitor and ROS and lipid peroxidation reducer3. It protects mitochondria in acetaminophen-induced liver injury4 as well as LPS-induced destabilization5 and activates mitochondrial fusion6. Displays protective effects in heart failure7 and traumatic brain injury8 in animal models.
[Uses]

BGP 15 is a calcipotriene-based vitamin D3 analog that inhibits poly(ADP-ribose) polymerasesis (PARP), a class of enzymes that regulate DNA repair and apoptosis (1). BGP 15 is also a cardioprotective agent (2). Also, BPG 15 improves mitochondrial function, protects neurons from dying in vitro and in vivo, and promotes cardiac innervation in vivo.
[in vitro]

previous study showed that bgp-15 at 200 μm could prevent the imatinib-induced oxidative damages, attenuate the depletion of high-energy phosphates, alter the signaling effect of imatinib by preventing p38 map kinase and jnk activation, and also induce the akt and gsk-3β phosphorylation [1].
[in vivo]

in-vivo study indicated that bgp-15 improved cardiac function and reduced arrhythmic episodes in two hf and af mouse models. in these models, bgp-15 was associated with increased phosphorylation of igf1r. moreover, cardiac-specific igf1r transgenic overexpression in mice recapitulated the protection caused by bgp-15. the authors further demonstrated that bgp-15 with igf1r could provide protection independent of phosphoinositide 3-kinase-akt and heat-shock protein 70 [2].
[IC 50]

PARP: 120 μM (IC50)
[storage]

Store at -20°C
[References]

Peto et al. (2020), Pharmacological Overview of the BGP-15 Chemical Agent as a New Drug Candidate for the Treatment of Symptoms of Metabolic Syndrome; Molecules 25 429 Henstridge et al. (2014), Activating HSP72 in rodent skeletal muscle increases mitochondrial number and oxidative capacity and decreases insulin resistance; Diabetes 63 1881 Szabados et al. (2000), BGP-15, a nicotinic amidoxime derivative protecting heart from ischemia reperfusion injury through modulation of poly(ADP-ribose) polymerase; Biochem. Pharmacol. 59 937 Sarnyai et al. (2020), BGP-15 Protects Mitochondria in Acute Acetaminophen Overdose Induced Liver Injury; Pathol. Oncol. Res. 26 1797 Sumegi et al. (2017), BGP-15 Protects against Oxidative Stress- or Lipopolysaccharide-Induced Mitochondrial Destabilization and Reduces Mitochondrial Production of Reactive Oxygen Species; PLos One 12 e0169372 Szabo et al. (2018), Activation of mitochondrial fusion provides a new treatment for mitochondria-related diseases; Biochem. Pharmacol. 150 86 Sapra et al. (2014), The small-molecule BGP-15 protects against heart failure and atrial fibrillation in mice; Nat. Commun. 5 5705 Eroglu et al. (2014), Therapeutic inducers of the HSP70/HSP110 protect mice against traumatic brain injury; J. Neurochem. 130 626
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