neamine

Modify Date: 2024-01-06 15:05:44

neamine Structure
neamine structure
Common Name neamine
CAS Number 3947-65-7 Molecular Weight 322.358
Density 1.5±0.1 g/cm3 Boiling Point 577.9±50.0 °C at 760 mmHg
Molecular Formula C12H26N4O6 Melting Point 225.5°C (rough estimate)
MSDS N/A Flash Point 303.3±30.1 °C

 Use of neamine


Neamine is a non-toxic derivative derivative of Neomycin and is a broad-spectrum aminoglycoside antibiotic. Neamine is an anti-angiogenesis agent targeting angiogenin. Neamine has potent antibacterial, antitumor and neuroprotective activities[1][2].

 Names

Name neamine
Synonym More Synonyms

 neamine Biological Activity

Description Neamine is a non-toxic derivative derivative of Neomycin and is a broad-spectrum aminoglycoside antibiotic. Neamine is an anti-angiogenesis agent targeting angiogenin. Neamine has potent antibacterial, antitumor and neuroprotective activities[1][2].
Related Catalog
In Vitro Neamine (0.625-25 μM; 48 hours; AsPC-1 cells) treatment inhibits ANG-mediated AsPC-1 cell proliferation in a dose-dependent manner in the range of 0.625-25 μM[1]. Neamine (100 μM) also blocks the nuclear translocation of ANG effectively[1]. Cell Proliferation Assay[1] Cell Line: AsPC-1 cells Concentration: 0.625 µM, 1.25 µM, 2.5 µM, 5 µM, 10 µM, 25 µM Incubation Time: 48 hours Result: Inhibited angiogenin (ANG)-induced AsPC-1 cells proliferation.
In Vivo Neamine (30-60 mg/kg; subcutaneous injection; daily; for 14 days; male Balb/c nude mice) has anti-tumor effects on AsPC-1 xenograft models. Neamine reduces the expression levels of ANG, Ki-67 and CD31 in tumor xenografts[1]. Animal Model: Male Balb/c nude mice (4 weeks old) injected with AsPC-1 cells[1] Dosage: 30 mg/kg, 60 mg/kg Administration: Subcutaneous injection; daily; for 14 days Result: Had anti-tumor effects on AsPC-1 xenograft models.
References

[1]. Ya-Ping Liu, et al. Neamine Inhibits Growth of Pancreatic Cancer Cells in Vitro and in Vivo. J Huazhong Univ Sci Technolog Med Sci. 2016 Feb;36(1):82-87.

[2]. R Ning, et al. Neamine Induces Neuroprotection After Acute Ischemic Stroke in Type One Diabetic Rats. Neuroscience. 2014 Jan 17;257:76-85.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 577.9±50.0 °C at 760 mmHg
Melting Point 225.5°C (rough estimate)
Molecular Formula C12H26N4O6
Molecular Weight 322.358
Flash Point 303.3±30.1 °C
Exact Mass 322.185242
PSA 203.46000
LogP -2.78
Vapour Pressure 0.0±3.6 mmHg at 25°C
Index of Refraction 1.649

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QP3860000
CHEMICAL NAME :
Neomycin A
CAS REGISTRY NUMBER :
3947-65-7
BEILSTEIN REFERENCE NO. :
0026714
LAST UPDATED :
199712
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C12-H26-N4-O6
MOLECULAR WEIGHT :
322.42
WISWESSER LINE NOTATION :
T6OTJ B1Z CQ DQ EZ FO- BL6TJ AZ CQ DQ EZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 1,664,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
125 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 27,677,1974

 Safety Information

Hazard Codes T

 Articles26

More Articles
CuAAC-mediated diversification of aminoglycoside-arginine conjugate mimics by non-reducing di- and trisaccharides.

Carbohydr. Res. 371 , 61-7, (2013)

Di- and triguanidinylation of trehalose, sucrose, and melizitose has been achieved via a Huisgen-cycloaddition approach. They can serve as aminoglycoside-arginine conjugate mimics, which has been demo...

Kaposi's sarcoma-associated herpesvirus-positive primary effusion lymphoma tumor formation in NOD/SCID mice is inhibited by neomycin and neamine blocking angiogenin's nuclear translocation.

J. Virol. 87(21) , 11806-20, (2013)

Angiogenin (ANG) is a 14-kDa multifunctional proangiogenic secreted protein whose expression level correlates with the aggressiveness of several tumors. We observed increased ANG expression and secret...

Investigation of RNA-ligand interactions by 19F NMR spectroscopy using fluorinated probes.

Angew. Chem. Int. Ed. Engl. 51(38) , 9530-4, (2012)

 Synonyms

(1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-α-D-glucopyranoside
2-Deoxy-4-O-(2,6-diamine-2,6-dideoxy-α-D-glucopyranosyl)-D-streptamine
U-5214
α-D-Glucopyranoside, (1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-
Neomycin A
Negamicin
dekamycinv
Neamine
neomycina
(2R,3S,4R,5R,6R)-6-((1R,2R,3S,4R,6S)-4,6-DIAMINO-2,3-DIHYDROXYCYCLOHEXYLOXY)-5-AMINO-2-(AMINOMETHYL)-TETRAHYDRO-2H-PYRAN-3,4-DIOL
2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-a-D-glucopyranosyl)-D-streptamine
neamin
(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
nebramycinx
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