Home Imidazoles 1001645-58-4
1001645-58-4
Catalog No.:AA00011V
1001645-58-4 | 2-Quinoxalinecarboxamide, N-[2-[3-(1-piperazinylmethyl)imidazo[2,1-b]thiazol-6-yl]phenyl]-, hydrochloride (1:?)
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA00011V
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
Computed 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

Synonyms
 
SRT1720 
1001645-58-4 
SRT-1720, SRT 1720, 1001645-58-4 
SRT-1720HCl salt 
MLS006011149 
QCR-61 
SCHEMBL16372055 
DTXSID80649411 
BCP01774 
SRT1720/SRT-1720 
ABP000371 
MFCD18074509 
SRT1720 
s1129 
AKOS025401934 
SRT-1720, SRT1720 
RL00018 
AC-27409 
AK174925 
AS-35151 
BC660181 
SC-69110 
SMR004702924 
SRT1720 HCl 
AB0095210 
A4180 
FT-0761472 
SW218151-2 
S-7664 
J-000057 
J-523315 
2-Quinoxalinecarboxamide, N-[2-[3-(1-piperazinylmethyl)imidazo[2,1-b]thiazol-6-yl]phenyl]-, hydrochloride (1:) 
N-(2-{3-[(Piperazin-1-yl)methyl]imidazo[2,1-b][1,3]thiazol-6-yl}phenyl)quinoxaline-2-carboxamide--hydrogen chloride (1/1) 
N-{2-[3-(piperazin-1-ylmethyl)imidazo[2,1-b][1,3]thiazol-6-yl]phenyl}quinoxaline-2-carboxamide hydrochloride 
SRT 1720 Hydrochloride 
cc-265 
SRT 1720 
SRT-1720 
DTGRRMPPXCRRIM-UHFFFAOYSA-N 
ACN-041426 
A10862 
C525422 
925434-55-5 
N-(2-(3-(1-Piperazinylmethyl)imidazo(2,1-b)thiazol-6-yl)phenyl)-2-quinoxalinecarboxamide 
N-(2-(3-((piperazin-1-yl)methyl)imidazo[2,1-b]thiazol-6-yl)phenyl)quinoxaline-2-carboxamide hydrochloride(SRT1720) 
SRT1720 Hydrochloride 
N-[2-[3-(1-Piperazinylmethyl)imidazo[2,1-b]thiazol-6-yl]phenyl]-2-quinoxalinecarboxamide hydrochloride 
SRT-1720 xhydrochloride 
SRT 1720 (Hydrochloride) 
N-(2-(3-(piperazin-1-ylmethyl)imidazo[2,1-b]thiazol-6-yl)phenyl)quinoxaline-2-carboxamide hydrochloride 
Literature

Title: SIRT1 exhibits antioxidative effects in HT22 cells induced by tert-butyl alcohol.

Journal: Environmental toxicology 20180201

Title: Induction of mitochondrial biogenesis protects against acetaminophen hepatotoxicity.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20171001

Title: Protective effects of SRT1720 via the HNF1α/FXR signalling pathway and anti-inflammatory mechanisms in mice with estrogen-induced cholestatic liver injury.

Journal: Toxicology letters 20161215

Title: Dual Targeting of CDK4 and ARK5 Using a Novel Kinase Inhibitor ON123300 Exerts Potent Anticancer Activity against Multiple Myeloma.

Journal: Cancer research 20160301

Title: Concurrent acetylation of FoxO1/3a and p53 due to sirtuins inhibition elicit Bim/PUMA mediated mitochondrial dysfunction and apoptosis in berberine-treated HepG2 cells.

Journal: Toxicology and applied pharmacology 20160115

Title: 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: Journal of cancer research and clinical oncology 20160101

Title: The Histone Deacetylase Sirtuin 1 Is Reduced in Systemic Sclerosis and Abrogates Fibrotic Responses by Targeting Transforming Growth Factor β Signaling.

Journal: Arthritis & rheumatology (Hoboken, N.J.) 20150501

Title: Resveratrol reduces prostaglandin E1-stimulated osteoprotegerin synthesis in osteoblasts: suppression of stress-activated protein kinase/c-Jun N-terminal kinase.

Journal: Prostaglandins & other lipid mediators 20150101

Title: Down-regulation by resveratrol of basic fibroblast growth factor-stimulated osteoprotegerin synthesis through suppression of Akt in osteoblasts.

Journal: International journal of molecular sciences 20141001

Title: Suppression by resveratrol of prostaglandin D2-stimulated osteoprotegerin synthesis in osteoblasts.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20140901

Title: Class I to III histone deacetylases differentially regulate inflammation-induced matrix metalloproteinase 9 expression in primary amnion cells.

Journal: Reproductive sciences (Thousand Oaks, Calif.) 20140601

Title: SIRT1 protects against cigarette smoke-induced lung oxidative stress via a FOXO3-dependent mechanism.

Journal: American journal of physiology. Lung cellular and molecular physiology 20140501

Title: Resveratrol inhibits BMP-4-stimulated VEGF synthesis in osteoblasts: suppression of S6 kinase.

Journal: International journal of molecular medicine 20140401

Title: Hepatic SIRT1 attenuates hepatic steatosis and controls energy balance in mice by inducing fibroblast growth factor 21.

Journal: Gastroenterology 20140201

Title: Resveratrol suppresses prostaglandin F(2α)-induced osteoprotegerin synthesis in osteoblasts: inhibition of the MAP kinase signaling.

Journal: Archives of biochemistry and biophysics 20140115

Title: Impaired SIRT1 nucleocytoplasmic shuttling in the senescent heart during ischemic stress.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20131101

Title: Sirtuin 1 activator SRT1720 suppresses inflammation in an ovalbumin-induced mouse model of asthma.

Journal: Respirology (Carlton, Vic.) 20130201

Title: Nicotinamide-induced mitophagy: event mediated by high NAD+/NADH ratio and SIRT1 protein activation.

Journal: The Journal of biological chemistry 20120601

Title: Are sirtuins viable targets for improving healthspan and lifespan?

Journal: Nature reviews. Drug discovery 20120601

Title: A patent review of sirtuin activators: an update.

Journal: Expert opinion on therapeutic patents 20120401

Title: Preclinical evaluation of a novel SIRT1 modulator SRT1720 in multiple myeloma cells.

Journal: British journal of haematology 20111201

Title: Trans-resveratrol inhibits phosphorylation of Smad2/3 and represses FSHβ gene expression by a SirT1-independent pathway in LβT2 gonadotrope cells.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20110701

Title: Fructose induces gluconeogenesis and lipogenesis through a SIRT1-dependent mechanism.

Journal: The Journal of endocrinology 20110301

Title: SIRT1 is a novel regulator of key pathways of human labor.

Journal: Biology of reproduction 20110101

Title: SRT1720 improves survival and healthspan of obese mice.

Journal: Scientific reports 20110101

Title: Differential effects of resveratrol and SRT1720 on lifespan of adult Caenorhabditis elegans.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20101101

Title: Biochemical effects of SIRT1 activators.

Journal: Biochimica et biophysica acta 20100801

Title: Conserved role of SIRT1 orthologs in fasting-dependent inhibition of the lipid/cholesterol regulator SREBP.

Journal: Genes & development 20100701

Title: SRT1720 induces mitochondrial biogenesis and rescues mitochondrial function after oxidant injury in renal proximal tubule cells.

Journal: The Journal of pharmacology and experimental therapeutics 20100501

Title: Sirt1 activation protects the mouse renal medulla from oxidative injury.

Journal: The Journal of clinical investigation 20100401

Title: SRT1720, SRT2183, SRT1460, and resveratrol are not direct activators of SIRT1.

Journal: The Journal of biological chemistry 20100312

Title: Metabolic engineering of resveratrol and other longevity boosting compounds.

Journal: BioFactors (Oxford, England) 20100101

Title: Treatment with SRT1720, a SIRT1 activator, ameliorates fatty liver with reduced expression of lipogenic enzymes in MSG mice.

Journal: American journal of physiology. Endocrinology and metabolism 20091101

Title: Biochemical characterization, localization, and tissue distribution of the longer form of mouse SIRT3.

Journal: Protein science : a publication of the Protein Society 20090301

Title: Small molecule activators of SIRT1 replicate signaling pathways triggered by calorie restriction in vivo.

Journal: BMC systems biology 20090101

Title: A fasting inducible switch modulates gluconeogenesis via activator/coactivator exchange.

Journal: Nature 20081113

Title: Specific SIRT1 activation mimics low energy levels and protects against diet-induced metabolic disorders by enhancing fat oxidation.

Journal: Cell metabolism 20081101

Title: Small molecule activators of SIRT1 as therapeutics for the treatment of type 2 diabetes.

Journal: Nature 20071129

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