Basic information
- Name:
D-Streptamine,O-3-deoxy-4-C-methyl-3-(methylamino)-b-L-arabinopyranosyl-(1®6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-a-D-glycero-hex-4-enopyranosyl-(1®4)]-2-deoxy-N1-ethyl-
- CAS No.:
56391-56-1
- Molecular Structure:
![Molecular Structure of 56391-56-1 (D-Streptamine,O-3-deoxy-4-C-methyl-3-(methylamino)-b-L-arabinopyranosyl-(1®6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-a-D-glycero-hex-4-enopyranosyl-(1®4)]-2-deoxy-N1-ethyl-)](http://www.lookchem.com/300w/2010/0622/56391-56-1.jpg)
- Formula:
- C21H41 N5 O7
- Synonyms:
- 1-N-Ethylsisomicin;1-N-Ethylsisomycin; Netilmicin; Netromycin; Sch 20569
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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 .
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