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56391-56-1

Basic Information
CAS No.: 56391-56-1
Name: NETILMICIN
Article Data: 4
Molecular Structure:
Molecular Structure of 56391-56-1 (NETILMICIN)
Formula: C21H41 N5 O7
Molecular Weight: 475.586
Synonyms: 1-N-Ethylsisomicin;1-N-Ethylsisomycin; Netilmicin; Netromycin; Sch 20569
Density: 1.32g/cm3
Boiling Point: 684.3°Cat760mmHg
Flash Point: 367.7°C
Safety: Poison by intravenous, intramuscular, and subcutaneous routes. An experimental teratogen. Human systemic effects by intravenous route: changes to kidney, ureter and bladder. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
PSA: 199.73000
LogP: -0.31800
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    Synonyms: Netilmicin; Netromycin CAS NO.: [56391-56-1] Synonyms: Netilmicin; Netromycin Formaula: C21H41N5O7 Molecular weight: 475.5842

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Chemistry

Molecular Formula: C21H41N5O7
Molar mass: 475.5795 g/mol
EINECS: 260-146-8
Density: 1.32 g/cm3
Flash Point: 367.7 °C
Index of Refraction: 1.597
Boiling Point: 684.3 °C at 760 mmHg
Vapour Pressure: 1.1E-21 mmHg at 25°C
Water solubility: Soluble
Appearance: White crystalline powder
Product categories of SCH 20569 (56391-56-1): Aminoglycoside antibiotics; Drugs; Antibiotics
Structure of SCH 20569 (56391-56-1):
            
XLogP3-AA: -4.2
H-Bond Donor: 8
H-Bond Acceptor: 12
Systematic Name: 2-[4-Amino-3-[[3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-6-ethylamino-2-hydroxy-cyclohexoxy]-5-methyl-4-methylamino-tetrahydropyran-3,5-diol 
SMILES: O(C2C(O)C(OC1O\C(=C/CC1N)CN)C(N)CC2NCC)C3OCC(O)(C(NC)C3O)C 
InChI: InChI=1/C21H41N5O7/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20/h5,11-20,25-29H,4,6-9,22-24H2,1-3H3 
InChIKey: CIDUJQMULVCIBT-UHFFFAOYAD 
Std. InChI: InChI=1S/C21H41N5O7/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20/h5,11-20,25-29H,4,6-9,22-24H2,1-3H3 
Std. InChIKey: CIDUJQMULVCIBT-UHFFFAOYSA-N

Uses

 SCH 20569 (56391-56-1) is similar to Antibacterial spectrum , Gentamicin , Tobramycin , west shuttle mycin , and, Amikacin . but it is more effective than Staphylococcus and Enteric bacteria ,but less for suppressing Pseudomonas aeruginosa and bacteria of Puluo Wei Marsden .It has been used for respiratory infections, skin and soft tissue infections, urinary tract infections, wound infections, bone and joint infections, postpartum infections, gastrointestinal tract and biliary tract infection, sepsis and so on.

Production

Production of SCH 20569 (56391-56-1) is the reaction of fermentation: producing bacterium is Micromonospora inyoensis 155OF-1G, by fermentation of N-ethyl-α-deoxy-D-amine and purification.

Toxicity Data With Reference

1.    

ivn-hmn TDLo:52 mg/kg/7D-C:KID

    CMAJAX    Canadian Medical Association Journal. 120 (1979),161.
2.    

ipr-rat LD50:231 mg/kg

    JJANAX    Japanese Journal of Antibiotics. 35 (1982),461.
3.    

scu-rat LD50:169 mg/kg

    JJANAX    Japanese Journal of Antibiotics. 35 (1982),461.
4.    

ivn-rat LD50:25,200 µg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 31 (1981),816.
5.    

ivn-mus LD50:22 mg/kg

    JJANAX    Japanese Journal of Antibiotics. 35 (1982),461.
6.    

ims-mus LD50:63,100 µg/kg

    JJANAX    Japanese Journal of Antibiotics. 35 (1982),461.
7.    

ims-mus LD50:63,100 µg/kg

    JJANAX    Japanese Journal of Antibiotics. 35 (1982),461.
8.    

scu-dog LDLo:500 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 31 (1981),816.
9.    

ims-dog LD50:125 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 31 (1981),816.
10.    

scu-mky LDLo:75 mg/kg

    JIDIAQ    Journal of Infectious Diseases. 137 (1978),476.
11.  

Safety Profile

Poison by intravenous, intramuscular, and subcutaneous routes. An experimental teratogen. Human systemic effects by intravenous route: changes to kidney, ureter and bladder. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.

Specification

 SCH 20569 (56391-56-1) also can be called Netilmicin ; 1-N-Ethylsisomicin ; Netromycin and Netilmicin sulfate .