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200484-11-3,MFCD03700766
Catalog No.:AA002CPT

200484-11-3 | Chs-828

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1mg
98%
in stock  
$24.00   $17.00
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5mg
98%
in stock  
$45.00   $32.00
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10mg
98%
in stock  
$75.00   $53.00
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25mg
98%
in stock  
$115.00   $80.00
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100mg
98%
in stock  
$179.00   $125.00
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250mg
98%
in stock  
$289.00   $203.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002CPT
Chemical Name:
Chs-828
CAS Number:
200484-11-3
Molecular Formula:
C19H22ClN5O
Molecular Weight:
371.8639
MDL Number:
MFCD03700766
SMILES:
N#CNC(=Nc1ccncc1)NCCCCCCOc1ccc(cc1)Cl
Properties
Computed Properties
 
Complexity:
450  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
11  
XLogP3:
4.3  

Literature

Title: Retinal toxicity, in vivo and in vitro, associated with inhibition of nicotinamide phosphoribosyltransferase.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20150301

Title: Inhibition of nicotinamide phosphoribosyltransferase (NAMPT) activity by small molecule GMX1778 regulates reactive oxygen species (ROS)-mediated cytotoxicity in a p53- and nicotinic acid phosphoribosyltransferase1 (NAPRT1)-dependent manner.

Journal: The Journal of biological chemistry 20120622

Title: Reciprocal potentiation of the antitumoral activities of FK866, an inhibitor of nicotinamide phosphoribosyltransferase, and etoposide or cisplatin in neuroblastoma cells.

Journal: The Journal of pharmacology and experimental therapeutics 20110901

Title: Safety and efficacy of NAD depleting cancer drugs: results of a phase I clinical trial of CHS 828 and overview of published data.

Journal: Cancer chemotherapy and pharmacology 20100501

Title: Target enzyme mutations are the molecular basis for resistance towards pharmacological inhibition of nicotinamide phosphoribosyltransferase.

Journal: BMC cancer 20100101

Title: Preclinical development of the nicotinamide phosphoribosyl transferase inhibitor prodrug GMX1777.

Journal: Anti-cancer drugs 20090601

Title: Regression of orthotopic neuroblastoma in mice by targeting the endothelial and tumor cell compartments.

Journal: Journal of translational medicine 20090101

Title: Anticancer agent CHS-828 inhibits cellular synthesis of NAD.

Journal: Biochemical and biophysical research communications 20080321

Title: Ariad Pharmaceuticals wins first round over Eli Lilly, patents on methods can be far-reaching.

Journal: Journal of the National Cancer Institute 20060802

Title: CHS 828 kill tumour cells by inhibiting the nuclear factor-kappaB translocation but unlikely through down-regulation of proteasome.

Journal: Anticancer research 20060101

Title: EB1627: a soluble prodrug of the potent anticancer cyanoguanidine CHS828.

Journal: Bioorganic & medicinal chemistry letters 20050516

Title: Pharmacokinetic-pharmacodynamic modelling of the schedule-dependent effect of the anti-cancer agent CHS 828 in a rat hollow fibre model.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20050501

Title: Phase I study and pharmacokinetic of CHS-828, a guanidino-containing compound, administered orally as a single dose every 3 weeks in solid tumours: an ECSG/EORTC study.

Journal: European journal of cancer (Oxford, England : 1990) 20050301

Title: Antitumoural effects of the pyridyl cyanoguanidine CHS 828 on three different types of neuroendocrine tumours xenografted to nude mice.

Journal: Neuroendocrinology 20050101

Title: Anticancer agent CHS 828 suppresses nuclear factor-kappa B activity in cancer cells through downregulation of IKK activity.

Journal: International journal of cancer 20040820

Title: Multiparametric evaluation of apoptosis: effects of standard cytotoxic agents and the cyanoguanidine CHS 828.

Journal: Molecular cancer therapeutics 20040501

Title: Synthesis and in vitro cytotoxicity of 5-substituted 2-cyanoimino-4-imidazodinone and 2-cyanoimino-4-pyrimidinone derivatives.

Journal: Bioorganic & medicinal chemistry letters 20040308

Title: Development and characterization of two human tumor sublines expressing high-grade resistance to the cyanoguanidine CHS 828.

Journal: Anti-cancer drugs 20040101

Title: Cytotoxic effect in vivo and in vitro of CHS 828 on human myeloma cell lines.

Journal: Anti-cancer drugs 20040101

Title: Segmental analysis of molecular surface electrostatic potentials: application to enzyme inhibition.

Journal: Journal of molecular modeling 20030401

Title: Activation of p53 protein in normal and in tumor cells by a novel anticancer agent CHS 828.

Journal: Drugs under experimental and clinical research 20030101

Title: The combination of the antitumoural pyridyl cyanoguanidine CHS 828 and etoposide in vitro--from cytotoxic synergy to complete inhibition of apoptosis.

Journal: British journal of pharmacology 20021001

Title: Interactions between the new cytotoxic drug CHS 828 and amiloride and mitomycin C in a human tumour cell line and in tumour cells from patients.

Journal: Chemotherapy 20020901

Title: A Phase I study of CHS 828 in patients with solid tumor malignancy.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20020901

Title: Action of a novel anticancer agent, CHS 828, on mouse fibroblasts: increased sensitivity of cells lacking poly (ADP-Ribose) polymerase-1.

Journal: Cancer research 20020801

Title: In vitro activity of the novel cytotoxic agent CHS 828 in childhood acute leukemia.

Journal: Anti-cancer drugs 20020801

Title: CHS 828 inhibits neuroblastoma growth in mice alone and in combination with antiangiogenic drugs.

Journal: Pediatric research 20020501

Title: Modulation of pyridyl cyanoguanidine (CHS 828) induced cytotoxicity by 3-aminobenzamide in U-937 GTB cells.

Journal: Biochemical pharmacology 20020415

Title: Metabolic effects of the cytotoxic guanidino-containing drug CHS 828 in human U-937 lymphoma cells.

Journal: Anticancer research 20020101

Title: Model for time dependency of cytotoxic effect of CHS 828 in vitro suggests two different mechanisms of action.

Journal: The Journal of pharmacology and experimental therapeutics 20011201

Title: Activity of CHS 828 in primary cultures of human hematological and solid tumors in vitro.

Journal: Anti-cancer drugs 20011101

Title: Guanidino-containing drugs in cancer chemotherapy: biochemical and clinical pharmacology.

Journal: Biochemical pharmacology 20010515

Title: Cellular pharmacodynamics of the cytotoxic guanidino-containing drug CHS 828. Comparison with methylglyoxal-bis(guanylhydrazone).

Journal: European journal of pharmacology 20010420

Title: Cell death with atypical features induced by the novel antitumoral drug CHS 828, in human U-937 GTB cells.

Journal: European journal of pharmacology 20010413

Title: In vivo activity of CHS 828 on hollow-fibre cultures of primary human tumour cells from patients.

Journal: Cancer letters 20010126

Title: Temporal effects of the novel antitumour pyridyl cyanoguanidine (CHS 828) on human lymphoma cells.

Journal: European journal of cancer (Oxford, England : 1990) 20010101

Title: A hollow fiber model for in vitro studies of cytotoxic compounds: activity of the cyanoguanidine CHS 828.

Journal: Anti-cancer drugs 20010101

Title: Rapid screening of Veillonella by ultraviolet fluorescence.

Journal: Journal of clinical microbiology 19751201

Title: Watson M, et al. The small molecule GMX1778 is a potent inhibitor of NAD+ biosynthesis: strategy for enhanced therapy in nicotinic acid phosphoribosyltransferase 1-deficient tumors. Mol Cell Biol. 2009 Nov;29(21):5872-88.

Title: Cerna D, et al. Inhibition of nicotinamide phosphoribosyltransferase (NAMPT) activity by small molecule GMX1778 regulates reactive oxygen species (ROS)-mediated cytotoxicity in a p53- and nicotinic acid phosphoribosyltransferase1 (NAPRT1)-dependent manner. J Biol Chem. 2012 Jun 22;287(26):22408-17.

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