Home Other Building Blocks N-(n-Nonyl)deoxynojirimycin

N-(n-Nonyl)deoxynojirimycin

CAS No.:
81117-35-3
Catalog Number:
AG008L6M
Molecular Formula:
C15H31NO4
Molecular Weight:
289.4109
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Product Description
Catalog Number:
AG008L6M
Chemical Name:
N-(n-Nonyl)deoxynojirimycin
CAS Number:
81117-35-3
Molecular Formula:
C15H31NO4
Molecular Weight:
289.4109
MDL Number:
MFCD00905846
IUPAC Name:
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triol
InChI:
InChI=1S/C15H31NO4/c1-2-3-4-5-6-7-8-9-16-10-13(18)15(20)14(19)12(16)11-17/h12-15,17-20H,2-11H2,1H3/t12-,13+,14-,15-/m1/s1
InChI Key:
FTSCEGKYKXESFF-LXTVHRRPSA-N
SMILES:
CCCCCCCCCN1C[C@H](O)[C@H]([C@@H]([C@H]1CO)O)O
Properties
Complexity:
252  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
289.225g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
289.416g/mol
Monoisotopic Mass:
289.225g/mol
Rotatable Bond Count:
9  
Topological Polar Surface Area:
84.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.1  
Literature
Title Journal
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Design, synthesis, and biological evaluation of N-alkylated deoxynojirimycin (DNJ) derivatives for the treatment of dengue virus infection. Journal of medicinal chemistry 20120712
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease. Journal of medicinal chemistry 20120510
Synthesis of N-substituted ε-hexonolactams as pharmacological chaperones for the treatment of N370S mutant Gaucher disease. Organic & biomolecular chemistry 20120421
The many faces of the adamantyl group in drug design. European journal of medicinal chemistry 20110601
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening. Journal of medicinal chemistry 20110414
Synthesis of N-alkylated noeurostegines and evaluation of their potential as treatment for Gaucher's disease. Bioorganic & medicinal chemistry letters 20110301
Glucosidase inhibition enhances presentation of de-N-glycosylated hepatitis B virus epitopes by major histocompatibility complex class I in vitro and in woodchucks. Hepatology (Baltimore, Md.) 20101001
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease. Journal of medicinal chemistry 20100722
Chaperone activity of bicyclic nojirimycin analogues for Gaucher mutations in comparison with N-(n-nonyl)deoxynojirimycin. Chembiochem : a European journal of chemical biology 20091123
Promising results of the chaperone effect caused by imino sugars and aminocyclitol derivatives on mutant glucocerebrosidases causing Gaucher disease. Blood cells, molecules & diseases 20090101
Genotype-dependent sensitivity of hepatitis C virus to inhibitors of the p7 ion channel. Hepatology (Baltimore, Md.) 20081201
A dengue fever viremia model in mice shows reduction in viral replication and suppression of the inflammatory response after treatment with antiviral drugs. The Journal of infectious diseases 20070301
Action of celgosivir (6 O-butanoyl castanospermine) against the pestivirus BVDV: implications for the treatment of hepatitis C. Antiviral chemistry & chemotherapy 20040501
Inhibition of glycogen breakdown by imino sugars in vitro and in vivo. Biochemical pharmacology 20040215
Imino sugars that are less toxic but more potent as antivirals, in vitro, compared with N-n-nonyl DNJ. Antiviral chemistry & chemotherapy 20020901
Inhibition of hepatitis B virus DNA replication by imino sugars without the inhibition of the DNA polymerase: therapeutic implications. Hepatology (Baltimore, Md.) 20010601
Imino sugars inhibit the formation and secretion of bovine viral diarrhea virus, a pestivirus model of hepatitis C virus: implications for the development of broad spectrum anti-hepatitis virus agents. Proceedings of the National Academy of Sciences of the United States of America 19991012
Properties