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N0300000

Neamine

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-D-streptamine

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About This Item

Empirical Formula (Hill Notation):
C12H26N4O6
CAS Number:
3947-65-7
Molecular Weight:
322.36
UNSPSC Code:
41116107
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

neomycin

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C12H26N4O6/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/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1

InChI key

SYJXFKPQNSDJLI-HKEUSBCWSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets, has been developed and issued under the Authority of the issuing Pharmacopoeia.

For further information and support please go to the website of the issuing Pharmacopoeia.

Application

This European Pharmacopoeia reference standard is intended for use only as specifically prescribed in the European Pharmacopoeia. Their suitability for any other use is not guaranteed and is the sole responsibility of the user. This standard is not intended for human or animal use.
Established for the preparation of reference solutions (d) in the testing of related substances in framycetin sulfate and neomycin sulfate using liquid chromatography (General text 2.2.29), according to the monographs 0180 and 0197 of European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Lot/Batch Number

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Aminoglycosides are antibiotic drugs that act through binding to rRNA. In the search for antimicrobial amphiphilic aminoglycosides targeting bacterial membranes, we report here on the discovery of three dialkyl derivatives of the small aminoglycoside neamine active against susceptible and resistant
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Biochemistry, 49(45), 9891-9903 (2010-10-05)
Telomeric DNA sequences have been at the center stage of drug design for cancer treatment in recent years. The ability of these DNA structures to form four-stranded nucleic acid structures, called G-quadruplexes, has been perceived as target for inhibiting telomerase
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European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 2714-2715 (2008)
Regioselective diazo-transfer reaction at the C3-position of the 2-desoxystreptamine ring of neamine antibiotics.
Andreas A Bastian et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(28), 9151-9154 (2013-05-29)
Isabelle Baussanne et al.
Journal of medicinal chemistry, 53(1), 119-127 (2009-12-17)
The aminoglycoside antibiotics bind to the 16S bacterial rRNA and disturb the protein synthesis. One to four hydroxyl functions of the small aminoglycoside neamine were capped with phenyl, naphthyl, pyridyl, or quinolyl rings. The 3',4'- (6), 3',6- (7a), and the
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