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Chs-828

CAS No.:
200484-11-3
Catalog Number:
AG002CSL
Molecular Formula:
C19H22ClN5O
Molecular Weight:
371.8639
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$139
- +
10mg
99%
1 week
United States
$207
- +
25mg
≥98%
1 week
United States
$426
- +
50mg
99%
1 week
United States
$657
- +
Product Description
Catalog Number:
AG002CSL
Chemical Name:
Chs-828
CAS Number:
200484-11-3
Molecular Formula:
C19H22ClN5O
Molecular Weight:
371.8639
MDL Number:
MFCD03700766
IUPAC Name:
2-[6-(4-chlorophenoxy)hexyl]-1-cyano-3-pyridin-4-ylguanidine
InChI:
InChI=1S/C19H22ClN5O/c20-16-5-7-18(8-6-16)26-14-4-2-1-3-11-23-19(24-15-21)25-17-9-12-22-13-10-17/h5-10,12-13H,1-4,11,14H2,(H2,22,23,24,25)
InChI Key:
BOIPLTNGIAPDBY-UHFFFAOYSA-N
SMILES:
N#CNC(=Nc1ccncc1)NCCCCCCOc1ccc(cc1)Cl
UNII:
8LAP87DNSZ
Properties
Complexity:
450  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
371.151g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
371.869g/mol
Monoisotopic Mass:
371.151g/mol
Rotatable Bond Count:
11  
Topological Polar Surface Area:
82.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.3  
Literature
Title Journal
Retinal toxicity, in vivo and in vitro, associated with inhibition of nicotinamide phosphoribosyltransferase. Toxicological sciences : an official journal of the Society of Toxicology 20150301
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. The Journal of biological chemistry 20120622
Reciprocal potentiation of the antitumoral activities of FK866, an inhibitor of nicotinamide phosphoribosyltransferase, and etoposide or cisplatin in neuroblastoma cells. The Journal of pharmacology and experimental therapeutics 20110901
Safety and efficacy of NAD depleting cancer drugs: results of a phase I clinical trial of CHS 828 and overview of published data. Cancer chemotherapy and pharmacology 20100501
Target enzyme mutations are the molecular basis for resistance towards pharmacological inhibition of nicotinamide phosphoribosyltransferase. BMC cancer 20100101
Preclinical development of the nicotinamide phosphoribosyl transferase inhibitor prodrug GMX1777. Anti-cancer drugs 20090601
Regression of orthotopic neuroblastoma in mice by targeting the endothelial and tumor cell compartments. Journal of translational medicine 20090101
Anticancer agent CHS-828 inhibits cellular synthesis of NAD. Biochemical and biophysical research communications 20080321
Ariad Pharmaceuticals wins first round over Eli Lilly, patents on methods can be far-reaching. Journal of the National Cancer Institute 20060802
CHS 828 kill tumour cells by inhibiting the nuclear factor-kappaB translocation but unlikely through down-regulation of proteasome. Anticancer research 20060101
EB1627: a soluble prodrug of the potent anticancer cyanoguanidine CHS828. Bioorganic & medicinal chemistry letters 20050516
Pharmacokinetic-pharmacodynamic modelling of the schedule-dependent effect of the anti-cancer agent CHS 828 in a rat hollow fibre model. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20050501
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. European journal of cancer (Oxford, England : 1990) 20050301
Antitumoural effects of the pyridyl cyanoguanidine CHS 828 on three different types of neuroendocrine tumours xenografted to nude mice. Neuroendocrinology 20050101
Anticancer agent CHS 828 suppresses nuclear factor-kappa B activity in cancer cells through downregulation of IKK activity. International journal of cancer 20040820
Multiparametric evaluation of apoptosis: effects of standard cytotoxic agents and the cyanoguanidine CHS 828. Molecular cancer therapeutics 20040501
Synthesis and in vitro cytotoxicity of 5-substituted 2-cyanoimino-4-imidazodinone and 2-cyanoimino-4-pyrimidinone derivatives. Bioorganic & medicinal chemistry letters 20040308
Development and characterization of two human tumor sublines expressing high-grade resistance to the cyanoguanidine CHS 828. Anti-cancer drugs 20040101
Cytotoxic effect in vivo and in vitro of CHS 828 on human myeloma cell lines. Anti-cancer drugs 20040101
Segmental analysis of molecular surface electrostatic potentials: application to enzyme inhibition. Journal of molecular modeling 20030401
Activation of p53 protein in normal and in tumor cells by a novel anticancer agent CHS 828. Drugs under experimental and clinical research 20030101
The combination of the antitumoural pyridyl cyanoguanidine CHS 828 and etoposide in vitro--from cytotoxic synergy to complete inhibition of apoptosis. British journal of pharmacology 20021001
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. Chemotherapy 20020901
A Phase I study of CHS 828 in patients with solid tumor malignancy. Clinical cancer research : an official journal of the American Association for Cancer Research 20020901
Action of a novel anticancer agent, CHS 828, on mouse fibroblasts: increased sensitivity of cells lacking poly (ADP-Ribose) polymerase-1. Cancer research 20020801
In vitro activity of the novel cytotoxic agent CHS 828 in childhood acute leukemia. Anti-cancer drugs 20020801
CHS 828 inhibits neuroblastoma growth in mice alone and in combination with antiangiogenic drugs. Pediatric research 20020501
Modulation of pyridyl cyanoguanidine (CHS 828) induced cytotoxicity by 3-aminobenzamide in U-937 GTB cells. Biochemical pharmacology 20020415
Metabolic effects of the cytotoxic guanidino-containing drug CHS 828 in human U-937 lymphoma cells. Anticancer research 20020101
Model for time dependency of cytotoxic effect of CHS 828 in vitro suggests two different mechanisms of action. The Journal of pharmacology and experimental therapeutics 20011201
Activity of CHS 828 in primary cultures of human hematological and solid tumors in vitro. Anti-cancer drugs 20011101
Guanidino-containing drugs in cancer chemotherapy: biochemical and clinical pharmacology. Biochemical pharmacology 20010515
Cellular pharmacodynamics of the cytotoxic guanidino-containing drug CHS 828. Comparison with methylglyoxal-bis(guanylhydrazone). European journal of pharmacology 20010420
Cell death with atypical features induced by the novel antitumoral drug CHS 828, in human U-937 GTB cells. European journal of pharmacology 20010413
In vivo activity of CHS 828 on hollow-fibre cultures of primary human tumour cells from patients. Cancer letters 20010126
Temporal effects of the novel antitumour pyridyl cyanoguanidine (CHS 828) on human lymphoma cells. European journal of cancer (Oxford, England : 1990) 20010101
A hollow fiber model for in vitro studies of cytotoxic compounds: activity of the cyanoguanidine CHS 828. Anti-cancer drugs 20010101
Rapid screening of Veillonella by ultraviolet fluorescence. Journal of clinical microbiology 19751201
Properties