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1001645-58-4

1001645-58-4 | 2-Quinoxalinecarboxamide, N-[2-[3-(1-piperazinylmethyl)imidazo[2,1-b]thiazol-6-yl]phenyl]-, hydrochloride (1:?)

CAS No: 1001645-58-4 Catalog No: AG00014N MDL No:

Product Description

Catalog Number:
AG00014N
Chemical Name:
2-Quinoxalinecarboxamide, N-[2-[3-(1-piperazinylmethyl)imidazo[2,1-b]thiazol-6-yl]phenyl]-, hydrochloride (1:?)
CAS Number:
1001645-58-4
Molecular Formula:
C25H24ClN7OS
Molecular Weight:
506.0224
IUPAC Name:
N-[2-[3-(piperazin-1-ylmethyl)imidazo[2,1-b][1,3]thiazol-6-yl]phenyl]quinoxaline-2-carboxamide;hydrochloride
InChI:
InChI=1S/C25H23N7OS.ClH/c33-24(22-13-27-20-7-3-4-8-21(20)28-22)29-19-6-2-1-5-18(19)23-15-32-17(16-34-25(32)30-23)14-31-11-9-26-10-12-31;/h1-8,13,15-16,26H,9-12,14H2,(H,29,33);1H
InChI Key:
DTGRRMPPXCRRIM-UHFFFAOYSA-N
SMILES:
O=C(c1cnc2c(n1)cccc2)Nc1ccccc1c1cn2c(n1)scc2CN1CCNCC1.Cl

Properties

Complexity:
707  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
505.145g/mol
Formal Charge:
0
Heavy Atom Count:
35  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
506.025g/mol
Monoisotopic Mass:
505.145g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
116A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

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Induction of mitochondrial biogenesis protects against acetaminophen hepatotoxicity. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20171001
Protective effects of SRT1720 via the HNF1α/FXR signalling pathway and anti-inflammatory mechanisms in mice with estrogen-induced cholestatic liver injury. Toxicology letters 20161215
Dual Targeting of CDK4 and ARK5 Using a Novel Kinase Inhibitor ON123300 Exerts Potent Anticancer Activity against Multiple Myeloma. Cancer research 20160301
Concurrent acetylation of FoxO1/3a and p53 due to sirtuins inhibition elicit Bim/PUMA mediated mitochondrial dysfunction and apoptosis in berberine-treated HepG2 cells. Toxicology and applied pharmacology 20160115
Reverse chemomodulatory effects of the SIRT1 activators resveratrol and SRT1720 in Ewing's sarcoma cells: resveratrol suppresses and SRT1720 enhances etoposide- and vincristine-induced anticancer activity. Journal of cancer research and clinical oncology 20160101
The Histone Deacetylase Sirtuin 1 Is Reduced in Systemic Sclerosis and Abrogates Fibrotic Responses by Targeting Transforming Growth Factor β Signaling. Arthritis & rheumatology (Hoboken, N.J.) 20150501
Resveratrol reduces prostaglandin E1-stimulated osteoprotegerin synthesis in osteoblasts: suppression of stress-activated protein kinase/c-Jun N-terminal kinase. Prostaglandins & other lipid mediators 20150101
Down-regulation by resveratrol of basic fibroblast growth factor-stimulated osteoprotegerin synthesis through suppression of Akt in osteoblasts. International journal of molecular sciences 20141001
Suppression by resveratrol of prostaglandin D2-stimulated osteoprotegerin synthesis in osteoblasts. Prostaglandins, leukotrienes, and essential fatty acids 20140901
Class I to III histone deacetylases differentially regulate inflammation-induced matrix metalloproteinase 9 expression in primary amnion cells. Reproductive sciences (Thousand Oaks, Calif.) 20140601
SIRT1 protects against cigarette smoke-induced lung oxidative stress via a FOXO3-dependent mechanism. American journal of physiology. Lung cellular and molecular physiology 20140501
Resveratrol inhibits BMP-4-stimulated VEGF synthesis in osteoblasts: suppression of S6 kinase. International journal of molecular medicine 20140401
Hepatic SIRT1 attenuates hepatic steatosis and controls energy balance in mice by inducing fibroblast growth factor 21. Gastroenterology 20140201
Resveratrol suppresses prostaglandin F(2α)-induced osteoprotegerin synthesis in osteoblasts: inhibition of the MAP kinase signaling. Archives of biochemistry and biophysics 20140115
Impaired SIRT1 nucleocytoplasmic shuttling in the senescent heart during ischemic stress. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20131101
Sirtuin 1 activator SRT1720 suppresses inflammation in an ovalbumin-induced mouse model of asthma. Respirology (Carlton, Vic.) 20130201
Nicotinamide-induced mitophagy: event mediated by high NAD+/NADH ratio and SIRT1 protein activation. The Journal of biological chemistry 20120601
Are sirtuins viable targets for improving healthspan and lifespan? Nature reviews. Drug discovery 20120601
A patent review of sirtuin activators: an update. Expert opinion on therapeutic patents 20120401
Preclinical evaluation of a novel SIRT1 modulator SRT1720 in multiple myeloma cells. British journal of haematology 20111201
Trans-resveratrol inhibits phosphorylation of Smad2/3 and represses FSHβ gene expression by a SirT1-independent pathway in LβT2 gonadotrope cells. Reproductive toxicology (Elmsford, N.Y.) 20110701
Fructose induces gluconeogenesis and lipogenesis through a SIRT1-dependent mechanism. The Journal of endocrinology 20110301
SIRT1 is a novel regulator of key pathways of human labor. Biology of reproduction 20110101
SRT1720 improves survival and healthspan of obese mice. Scientific reports 20110101
Differential effects of resveratrol and SRT1720 on lifespan of adult Caenorhabditis elegans. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20101101
Biochemical effects of SIRT1 activators. Biochimica et biophysica acta 20100801
Conserved role of SIRT1 orthologs in fasting-dependent inhibition of the lipid/cholesterol regulator SREBP. Genes & development 20100701
SRT1720 induces mitochondrial biogenesis and rescues mitochondrial function after oxidant injury in renal proximal tubule cells. The Journal of pharmacology and experimental therapeutics 20100501
Sirt1 activation protects the mouse renal medulla from oxidative injury. The Journal of clinical investigation 20100401
SRT1720, SRT2183, SRT1460, and resveratrol are not direct activators of SIRT1. The Journal of biological chemistry 20100312
Metabolic engineering of resveratrol and other longevity boosting compounds. BioFactors (Oxford, England) 20100101
Treatment with SRT1720, a SIRT1 activator, ameliorates fatty liver with reduced expression of lipogenic enzymes in MSG mice. American journal of physiology. Endocrinology and metabolism 20091101
Biochemical characterization, localization, and tissue distribution of the longer form of mouse SIRT3. Protein science : a publication of the Protein Society 20090301
Small molecule activators of SIRT1 replicate signaling pathways triggered by calorie restriction in vivo. BMC systems biology 20090101
A fasting inducible switch modulates gluconeogenesis via activator/coactivator exchange. Nature 20081113
Specific SIRT1 activation mimics low energy levels and protects against diet-induced metabolic disorders by enhancing fat oxidation. Cell metabolism 20081101
Small molecule activators of SIRT1 as therapeutics for the treatment of type 2 diabetes. Nature 20071129

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