ChemicalBook--->CAS DataBase List--->1263-89-4

1263-89-4

1263-89-4 Structure

1263-89-4 Structure
IdentificationBack Directory
[Name]

PAROMOMYCIN SULFATE
[CAS]

1263-89-4
[Synonyms]

sulf
fi5853
D00868
Sinosid
Humagel
humatin
Pargonyl
Paricina
gabbroral
NEOMYCIN E
Paramicina
Aminoxidin
Farmiglucin
Farminosidin
Humatin (tn)
humycinsulfate
1600 Antibiotic
aminosidinsulfate
aminosidinesulfate
Paramomycinsulfate
aminosidinesulphate
PAROMOMYCIN SULFATE
Aminosidin sulphate
PayoMoMycin Sulfate
Paromomycin Sufate
PAROMOMYCIN SULPHATE
paromomycin sulphates
PAROMOMYCIN SULFATE SALT
Paromomycin sulfate ,98%
Paromomycin Sulfate (125 mg)
PAROMOMYCIN SULFATE USP 97+%
Paromomycin sulfate (jan/usp)
Neomycin Sulfate EP Impurity E
Paromomycin sulphate solution,100ppm
paromomycin sulfate cell culture tested
Barone sulfate kanamycin Solution, 100ppm
paromomycin sulfate plant cell*culture tested
PAROMOMYCIN SULFATE CELL CULTURE REAGENT 97+%
Paromomycin sulphate solution,1000ppm solution
streptamine,o-2,6-diamino-2,6-dideoxy-beta-l-idopyranosyl-(1-3)-o-beta-d-ribof
O-2,6-DiaMino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-O-β-D-ribofuranosyl-(1→5)-O-[2-aMino-2-deoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-D-StreptaMine Sulfate
O-2-AMino-2-deoxy-α-D-glucopyranosyl-(1→4)-O-[O-2,6-diaMino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-β-D-ribofuranosyl-(1→5)]-2-deoxy-D-streptaMine Sulfate
D-Streptamine, O-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-O-β-D-ribofuranosyl-(1→5)-O-[2-amino-2-deoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:1)
D-Streptamine, O-2,6-diamino-2,6-dideoxy-b-L-idopyranosyl-(13)-O-b-D-ribofuranosyl-(15)-O-[2-amino-2-deoxy-a-D-glucopyranosyl-(14)]-2-deoxy-, sulfate (salt) (8CI)
D-Streptamine, O-2-amino-2-deoxy-a-D-glucopyranosyl-(14)-O-[O-2,6-diamino-2,6-dideoxy-b-L-idopyranosyl-(13)-b-D-ribofuranosyl-(15)]-2-deoxy-, sulfate (salt) (9CI)
O - 2, 6 - Diamino - 2, 6 - dideoxy - b - L - idopyranosyl - (1,3) - O - b - D - ribofuranosyl - (1,5) - O - [2 - amino - 2 - deoxy - a - D - glucopyranosyl - (1,4) ] - 2 - deoxy - streptamine sulfate
[EINECS(EC#)]

215-031-7
[Molecular Formula]

C23H47N5O18S
[MDL Number]

MFCD00079278
[MOL File]

1263-89-4.mol
[Molecular Weight]

713.71
Chemical PropertiesBack Directory
[Melting point ]

145 °C (decomp)
[alpha ]

D25 +50.5° (c = 1.5 in water pH 6)
[storage temp. ]

0-6°C
[solubility ]

H2O: 50 mg/mL store stock solution at 2-8°C. Stable at 37°C for 5 days.
[form ]

powder
[color ]

White to Off-White
[Water Solubility ]

Soluble in water
[Merck ]

14,7041
[BRN ]

5715182
[Stability:]

Hygroscopic
[InChIKey]

LJRDOKAZOAKLDU-UDXJMMFXSA-N
[CAS DataBase Reference]

1263-89-4
[EPA Substance Registry System]

Paromomycin sulfate (1263-89-4)
Hazard InformationBack Directory
[Chemical Properties]

White to Off-White Solid
[Uses]

an aminogycoside antibiotic designed to fight intestinal infections such as cryptosporidiosis, amoebiasis, and leishmaniasis. Its antiprotozoal activity makes it an effecive histomonostatic feed addit ive in turkey poults experimentally infected with Histomonas meleagridis.
[Uses]

antibacterial, antiamebic
[Uses]

polymeric nonionic detergent
[Definition]

ChEBI: An aminoglycoside sulfate salt resulting from the treatment of paromomycin with sulfuric acid. A broad-spectrum antibiotic, it is used for the treatment of acute and chronic intestinal protozoal infections, but is not effective for extraintestinal protozoa infections. It is also used as a therapeutic against visceral leishmaniasis.
[Brand name]

Humatin (King); Humatin (Parke- Davis).
[Description]

Paromomycin was found in the culture broth of Streptomyces rimosus forma paromomycinus by Parke Davis & Co. in 1959. In the same year it was found in the culture broth of S. Crestomyceticus by Farmitalia and named amminosidin. Paromomycin is related structurally to neomycin, but it has a hydroxyl group at the 6 position, whereas neomycin has an amino group. Its antibacterial activity is weaker than that of neomycin, but its toxicity is much less. Paromomycin is used by intramuscular injection for therapy of respiratory, urinary, and surgical infections and by oral administration to treat dysentery and salmonellosis.
[Purification Methods]

Purify it by dissolving it in H2O (0.5g/10mL) and adding excess EtOH, filter or collect and wash with EtOH, then Et2O by centrifugation, and dry it in vacuo. An aqueous solution is stable at 37o for a week but longer at 0-5o. The free base [7542-37-2] is a white amorphous powder which should be stored under N2 because it is strongly basic and can absorb CO2 from the atmosphere. It is soluble in MeOH (less soluble in EtOH) and has [] D 25 +65o (c 1.5, MeOH). It is an antimicrobial against Gram +ve and Gram –ve bacteria and is antiamoebic. It inhibits initiation and peptide elongation during protein synthesis. [Haskell et al. J Am Chem Soc 8 1 , 3480, 3482 1959, Hichens & Rinehart J Am Chem Soc 85 1547 1963, Beilstein 18 III/IV 7534.]
[General Description]

Chemical structure: aminoglycoside
[Biochem/physiol Actions]

Paromomycin inhibits the initiation and elongation steps of protein synthesis by binding to 16S ribosomal RNA. Paramomycin binds to the A site, which causes defective polypeptide chains to be produced and leads to cell death.
[Clinical Use]

The isolation of paromomycin (Humatin) was reported in1956 from a fermentation with a Streptomyces sp. (PD04998), a strain said to resemble S. rimosus very closely.The parent organism had been obtained from soil samplescollected in Colombia. Paromomycin, however, moreclosely resembles neomycin and streptomycin in antibioticactivity than it does oxytetracycline, the antibiotic obtainedfrom S. rimosus.
Paromomycin has broad-spectrum antibacterial activityand has been used for the treatment of GI infections causedby Salmonella and Shigella spp., and enteropathogenic E.coli. Currently, however, its use is restricted largely to thetreatment of intestinal amebiasis. Paromomycin is soluble inwater and stable to heat over a wide pH range.
[Safety Profile]

Poison by intravenous,subcutaneous, and intramuscular routes. Mildly toxic byingestion. Mutation data reported. When heated to decomposition it emits very toxic fumesof SOx and NOx.
[storage]

Store at -20°C
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

23/24/25-36/38-39/23/24/25-61-36/37/38
[Safety Statements ]

26-36/37-45-38-36
[WGK Germany ]

2
[RTECS ]

WK2320000
[HS Code ]

2941901010
[Toxicity]

LD50 in mice (mg/kg): ~15,000 orally; 700 s.c.; 110 i.v. (Di Marco, Bertazzoli)
Spectrum DetailBack Directory
[Spectrum Detail]

PAROMOMYCIN SULFATE(1263-89-4)1HNMR
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