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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H26N4O6.4ClH
Molecular Weight 468.202
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEAMINE HYDROCHLORIDE

SMILES

Cl.Cl.Cl.Cl.[H][C@]2(O[C@@H]1[C@@H](N)C[C@@H](N)[C@H](O)[C@H]1O)O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N

InChI

InChIKey=YHGAXELMYJIVJN-OXGCEHIISA-N
InChI=1S/C12H26N4O6.4ClH/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20;;;;/h3-12,17-20H,1-2,13-16H2;4*1H/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-;;;;/m1..../s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Screening for new compounds with antiherpes activity.
1984 Oct
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.
1993 Sep 24
Study of aminoglycoside-nucleic acid interactions by an HPLC method.
2001 Apr 23
Aminoglycoside antibiotics, neamine and its derivatives as potent inhibitors for the RNA-protein interactions derived from HIV-1 activators.
2001 Feb 26
An efficient synthesis of mimetics of neamine for RNA recognition.
2001 May 31
Design of novel antibiotics that bind to the ribosomal acyltransfer site.
2002 Apr 3
Crystal structure of a complex between the aminoglycoside tobramycin and an oligonucleotide containing the ribosomal decoding a site.
2002 Jun
Crystal structure of geneticin bound to a bacterial 16S ribosomal RNA A site oligonucleotide.
2003 Feb 28
Structure-activity relationship of neomycin, paromomycin, and neamine-arginine conjugates, targeting HIV-1 gp120-CXCR4 binding step.
2003 Nov
Regioselective glycosylation of neamine core: a facile entry to kanamycin B related analogues.
2004 Feb 19
Fluorinated aminoglycosides and their mechanistic implication for aminoglycoside 3'-phosphotransferases from Gram-negative bacteria.
2004 Mar 9
Voltage-dependent inhibition of rat skeletal muscle sodium channels by aminoglycoside antibiotics.
2004 May
Structure-activity relationships of aminoglycoside-arginine conjugates that bind HIV-1 RNAs as determined by fluorescence and NMR spectroscopy.
2004 Nov 19
Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands.
2004 Oct 6
A peptide nucleic acid-neamine conjugate that targets and cleaves HIV-1 TAR RNA inhibits viral replication.
2004 Sep 23
Disaccharide mimetics of the aminoglycoside antibiotic neamine.
2004 Sep 6
Structure-activity relationships of bivalent aminoglycosides and evaluation of their microbiological activities.
2005 Apr 15
Neamine inhibits xenografic human tumor growth and angiogenesis in athymic mice.
2005 Dec 15
The RNA-bound conformation of neamine as determined by transferred NOE experiments.
2005 Jul
Neamine dimers targeting the HIV-1 TAR RNA.
2005 Nov 1
Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR-Tat.
2006 Apr 15
A molecular dynamics simulation study of an aminoglycoside/A-site RNA complex: conformational and hydration patterns.
2006 Aug
Synthesis and antibacterial activity of novel neamine derivatives.
2006 Dec 15
Interactions of designer antibiotics and the bacterial ribosomal aminoacyl-tRNA site.
2006 Feb
Mixed-type noncompetitive inhibition of anthrax lethal factor protease by aminoglycosides.
2006 Jul
Cationic polyamines inhibit anthrax lethal factor protease.
2006 Jun 8
Determination of tobramycin and impurities using high-performance anion exchange chromatography with integrated pulsed amperometric detection.
2006 Mar 3
Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease.
2006 Oct 1
Nucleobase modified neamines, their synthesis and binding specificity for HIV TAR RNA.
2007
Structure-function relationship of novel X4 HIV-1 entry inhibitors - L- and D-arginine peptide-aminoglycoside conjugates.
2007 Dec
Mechanism of RNA cleavage catalyzed by sequence specific polyamide nucleic acid-neamine conjugate.
2007 Fall
Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin.
2007 Feb 12
Determination of neomycin sulfate and impurities using high-performance anion-exchange chromatography with integrated pulsed amperometric detection.
2007 Jan 4
Unique O-ribosylation in the biosynthesis of butirosin.
2007 Jul 1
Design and synthesis of a structurally constrained aminoglycoside.
2007 Jul 6
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
2007 Jun 1
Monitoring aminoglycoside-induced conformational changes in 16S rRNA through acrylamide quenching.
2007 Jun 1
Fluorescent HIV-1 Dimerization Initiation Site: design, properties, and use for ligand discovery.
2007 Mar 21
Synthesis of a neamine dimer targeting the dimerization initiation site of HIV-1 RNA.
2007 Oct 25
Two-dimensional combinatorial screening identifies specific aminoglycoside-RNA internal loop partners.
2008 Aug 20
Identification of tobramycin impurities for quality control process monitoring using high-performance anion-exchange chromatography with integrated pulsed amperometric detection.
2008 Aug 5
Two-dimensional combinatorial screening identifies specific 6'-acylated kanamycin A- and 6'-acylated neamine-RNA hairpin interactions.
2008 Dec 2
Biosynthesis of 3'-deoxy-carbamoylkanamycin C in a Streptomyces tenebrarius mutant strain by tacB gene disruption.
2008 Feb
Fluorescence correlation spectroscopy at single molecule level on the Tat-TAR complex and its inhibitors.
2008 Jan
Copper(II) complexes of lipophilic aminoglycoside derivatives for the amino acid enantiomeric separation by ligand-exchange liquid chromatography.
2008 Mar 28
Studies on the synthesis of neamine-dinucleosides and neamine-PNA conjugates and their interaction with RNA.
2008 Oct 15
Aminoglycosides: molecular insights on the recognition of RNA and aminoglycoside mimics.
2009 Apr 28
Neamine inhibits prostate cancer growth by suppressing angiogenin-mediated rRNA transcription.
2009 Mar 15
Neamine inhibits cell proliferation, migration, and invasion in H7402 human hepatoma cells.
2010 Dec
Aminoglycoside binding to Oxytricha nova telomeric DNA.
2010 Nov 16
Patents
Name Type Language
NEAMINE HYDROCHLORIDE
Common Name English
D-STREPTAMINE, 2-DEOXY-4-O-(2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL)-, HYDROCHLORIDE (1:4)
Common Name English
NEOMYCIN A, TETRAHYDROCHLORIDE
Common Name English
NEOMYCIN A TETRAHYDROCHLORIDE
Common Name English
D-STREPTAMINE, 2-DEOXY-4-O-(2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL)-, TETRAHYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
EIU453IDVS
Created by admin on Fri Dec 15 15:03:17 GMT 2023 , Edited by admin on Fri Dec 15 15:03:17 GMT 2023
PRIMARY
PUBCHEM
11784617
Created by admin on Fri Dec 15 15:03:17 GMT 2023 , Edited by admin on Fri Dec 15 15:03:17 GMT 2023
PRIMARY
CAS
15446-43-2
Created by admin on Fri Dec 15 15:03:17 GMT 2023 , Edited by admin on Fri Dec 15 15:03:17 GMT 2023
PRIMARY