Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Neomycin A

Related Products

Hot Products

Name

Neomycin A

EINECS N/A
CAS No. 3947-65-7 Density 1.51g/cm3
PSA 203.46000 LogP -2.31440
Solubility N/A Melting Point 225.5°C (rough estimate)
Formula C12H26 N4 O6 Boiling Point 577.9°C at 760 mmHg
Molecular Weight 322.362 Flash Point 303.3°C
Transport Information N/A Appearance N/A
Safety Poison by intravenous route. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 3947-65-7 ((1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL) Hazard Symbols N/A
Synonyms

NeomycinA (6CI,7CI,8CI); (+)-Neamine; Dekamycin V; Neamin; Neamine; Nebramycin X; Negamicin;O-2,6-Diamino-2,6-dideoxy-a-D-glucopyranosyl-(1®4)-1,3-diamino-1,2,3-trideoxy-D-myo-inositol; ST 7

Article Data 20

Neomycin A Synthetic route

549501-35-1

(1S,2R,3R,4S,6R)-4,6-Diamino-3-((2R,3R,4R,5R,6R)-3-amino-6-aminomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

3947-65-7

neomycin A

Conditions
ConditionsYield
With hydrogen; 20% palladium hydroxide on carbon In water; acetic acid91%
With hydrogen; acetic acid; palladium dihydroxide
119-04-0

neomycin B

3947-65-7

neomycin A

Conditions
ConditionsYield
With hydrogenchloride In methanol for 6h; Heating;82%
With hydrogenchloride In methanol for 4h; Reflux;80%
Stage #1: neomycin B With hydrogenchloride; methanol for 16h; acidic methanolysis;
Stage #2: With Amberlite IRA-400 (OH-) In methanol for 0.5h; Hydrolysis;
67%
With water Acidic conditions; Inert atmosphere;

neomycin B trisulfate

3947-65-7

neomycin A

Conditions
ConditionsYield
Stage #1: neomycin B trisulfate With hydrogenchloride In methanol for 6h; Heating;
Stage #2: With ammonium hydroxide; ammonia In methanol Further stages.;
70%
Conditions
ConditionsYield
With hydrogenchloride In methanol at 80℃; for 3h; pH=< 1;67%
25389-98-4

neomycin B sulphate

A

98-01-1

furfural

B

36468-53-8

β-D-ribofuranose

C

3947-65-7

neomycin A

D

59433-00-0

2,6-dideoxy-2,6-diamino-D-glucose

E

(2R,3S,4R,5R,6R)-5-Amino-2-aminomethyl-6-((2R,3S,4R,5R)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-furan-3-yloxy)-tetrahydro-pyran-3,4-diol

Conditions
ConditionsYield
Product distribution; Rate constant; Irradiation; multistep reaction, radiolytic degradation;
25389-98-4

neomycin B sulphate

A

98-01-1

furfural

B

36468-53-8

β-D-ribofuranose

C

3947-65-7

neomycin A

D

(2S,3R,4R,5S,6S)-3-Amino-6-aminomethyl-tetrahydro-pyran-2,4,5-triol

E

(2S,3S,4R,5R,6R)-5-Amino-2-aminomethyl-6-((2R,3S,4R,5R)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-furan-3-yloxy)-tetrahydro-pyran-3,4-diol

Conditions
ConditionsYield
Product distribution; Rate constant; Irradiation; multistep reaction, radiolytic degradation;
neomycin-B

neomycin-B

3947-65-7

neomycin A

Conditions
ConditionsYield
With hydrogenchloride; methanol
With hydrogenchloride
171032-74-9

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-glucopyranose

3947-65-7

neomycin A

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 90 percent / ZnI2 / 1,2-dichloro-ethane / 50 °C
2: 98 percent / NaOMe / methanol
3: 94 percent / pyridine
4: 100 percent / NaN3 / dimethylformamide / 80 °C
5: 86 percent / NaH / dimethylformamide
6: N-iodosuccinimide; silver trifluoromethanesulfonate / diethyl ether; CH2Cl2 / -20 °C
7: NaOMe / methanol
8: P(CH3)3; 0.1 N aq. NaOH / tetrahydrofuran
9: H2; aq. AcOH / 20 percent Pd(OH)2/C
View Scheme
202462-37-1

phenyl 2-azido-2-deoxy-1-thio-α/β-D-glucopyranoside

3947-65-7

neomycin A

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 94 percent / pyridine
2: 100 percent / NaN3 / dimethylformamide / 80 °C
3: 86 percent / NaH / dimethylformamide
4: N-iodosuccinimide; silver trifluoromethanesulfonate / diethyl ether; CH2Cl2 / -20 °C
5: NaOMe / methanol
6: P(CH3)3; 0.1 N aq. NaOH / tetrahydrofuran
7: H2; aq. AcOH / 20 percent Pd(OH)2/C
View Scheme
183875-22-1

phenyl 2-azido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-α/β-D-glucopyranoside

3947-65-7

neomycin A

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 98 percent / NaOMe / methanol
2: 94 percent / pyridine
3: 100 percent / NaN3 / dimethylformamide / 80 °C
4: 86 percent / NaH / dimethylformamide
5: N-iodosuccinimide; silver trifluoromethanesulfonate / diethyl ether; CH2Cl2 / -20 °C
6: NaOMe / methanol
7: P(CH3)3; 0.1 N aq. NaOH / tetrahydrofuran
8: H2; aq. AcOH / 20 percent Pd(OH)2/C
View Scheme

Neomycin A Chemical Properties

Product Name: Neomycin A   
CAS: 3947-65-7
The Molecular formula of Neomycin A (CAS NO.3947-65-7): C12H26N4O6
The Molecular Weight of Neomycin A (CAS NO.3947-65-7): 322.36
The Molecular Structure of Neomycin A (CAS NO.3947-65-7):

Density: 1.51 g/cm3 
Flash Point: 303.3 °C
Boiling Point: 577.9 °C at 760 mmHg 
Index of Refraction: 1.649 
Molar Refractivity: 77.41 cm3 
Molar Volume: 212.4 cm3 
Polarizability: 30.69×10-24cm
Surface Tension: 92.6 dyne/cm 
Enthalpy of Vaporization: 99.33 kJ/mol 
Vapour Pressure: 9.19E-16 mmHg at 25°C 
Water Solubility: 1e+006(mg/L)at 25°C

Neomycin A History

  Neomycin was discovered in 1949 by the microbiologist Selman Waksman and his student Hubert Lechevalier at Rutgers University. It is produced naturally by the bacterium Streptomyces fradiae

Neomycin A Toxicity Data With Reference

1.    

scu-mus LD50:1250 mg/kg

    85ERAY    Antibiotics: Origin, Nature, and Properties. 1 (1978),664.
2.    

ivn-mus LD50:320 mg/kg

    85ERAY    Antibiotics: Origin, Nature, and Properties. 1 (1978),664.
3.    

ivn-mus LD50:125 mg/kg

    JANTAJ    Journal of Antibiotics. 27 (1974),677.

Neomycin A Safety Profile

Poison by intravenous route. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.

Neomycin A Specification

  Neomycin A with CAS number of 3947-65-7 is also called for 2-Desoxy-4-O-(2,6-diamino-2,6-didesoxy-alpha-D-glucopyranosyl)-D-streptamin ; 4-18-00-07474 (Beilstein Handbook Reference) ; 4-O-(2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-2-deoxy-D-streptamine ; BRN 0026714 ; Dekamycin V ; Neamin ; Neamine ; Nebramycin X ; Negamicin ; UNII-5981U00LY0 . Neomycin is overwhelmingly used as a topical preparation, such as Neosporin. It can also be given orally, where it is usually combined with other antibiotics. Neomycin is not absorbed from the gastrointestinal tract, and has been used as a preventive measure for hepatic encephalopathy and hypercholesterolemia. By killing bacteria in the intestinal tract, it keeps ammonia levels low and prevents hepatic encephalopathy, especially prior to GI surgery. It has also been used to treat small intestinal bacterial overgrowth. It is not given intravenously, as neomycin is extremely nephrotoxic (causes kidney damage), especially compared to other aminoglycosides. The exception is when neomycin is included, in very small quantities, as a preservative in some vaccines - typically 0.025 mg per dose.
 

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 3947-65-7