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1404-26-8

Basic Information
CAS No.: 1404-26-8
Name: Polymyxin B
Molecular Structure:
Molecular Structure of 1404-26-8 (Polymyxin B)
Formula: C55H96N16O13
Molecular Weight: 1015.41
Synonyms: polymyxin B 2.5sulfate entahydrate;Polymyxin B (base and/or unspecified salts)
EINECS: 215-768-4
Density: g/cm3
Boiling Point: 1651 °C at 760 mmHg
Flash Point: 952.3 °C
Safety: Poison by intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: diarrhea, nausea; by intramuscular route: paresthesia, ataxia. When heated to decomposition it emits toxic fumes of NOx.
PSA: 490.66000
LogP: 1.73180
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Chemistry

Chemistry informtion about Polymyxin B (CAS NO.1404-26-8) is:
IUPAC Name: 4-Amino-2-[[2-[(4-Amino-2-Formamidobutanoyl)Amino]-4-Hydroxybutanoyl]Amino]-N-[4,13,16-Tris(2-Aminoethyl)-7-Benzyl-19-(2-Hydroxyethyl)-10-(2-Methylpropyl)-2,5,8,11,14,17,20-Heptaoxo-3,6,9,12,15,18,21-Heptazacyclotricos-1-Yl]Butanamide; Sulfuric Acid
Synonyms: Polymyxin B ; Polymyxin-B 2,5-Sulfate ; Polymyxin B Sulfate ; Polymyxin B Sulfate, Bacillus Polymyxa ; Polymyxin B Sulfate Salt ; Polymyxin B Sulphate ; Polymyxin B (Pmb) ; Polymixin B Sulfate 
Product Categories: Interferes with Cell Membrane Permeability (Ionophores)Spectrum of Activity ; PeptidesCell Signaling and Neuroscience ; Protein Kinase InhibitorsMore...Close... ; Antibacterial ; Antibiotics ; Antibiotics A to ; Antibiotics by Application ; Antibiotics N-SAntibiotics ; Antineoplastic and Immunosuppressive AntibioticsAntibiotics ; Chemical Structure Class ; Kinase/Phosphatase Biology ; L - ZAntibiotics ; Mechanism of Action ; Peptides ; beta-Lactam StructureAntibiotics ; PeptidesAlphabetic ; POLB - POLYMore...Close... ; Chemical Structure ; P ; AntibioticsAntibiotics ; Cell Culture ; PeptidesMore...Close... ; Reagents and Supplements 
MF: C56H100N16O17S
MW: 1301.56
EINECS: 215-774-7 
Flash Point: 952.3 °C
Boiling Point: 1651 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C 
Enthalpy of Vaporization: 272.45 kJ/mol
Storage temp.: 2-8°C
Merck: 13,7656
Following is the molecular structure of Polymyxin B (CAS NO.1404-26-8) is:

Uses

 Polymyxin B (CAS NO.1404-26-8) is an antibiotic primarily used for resistant gram negative infections. It bind to the cell membrane and alter its structure making it more permeable. The resulting water uptake leads to cell death. They are cationic, basic proteins that act like detergents(surfactants}. Side effects include neurotoxicity and acute renal tubular necrosis. It is commonly used in the topical first aid preparation Neosporin. Family of polypeptides with attached fatty acid; cationic detergent at physiological pH, both hydrophilic and hydrophobic properties .Bactericidal for gram-negative; little to no effect on gram-positive since cell wall is too thick to permit access to membrane. In addition to its antibiotic function, it has been used to clear endotoxin contamination in reagents.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intramuscular 3mg/kg/D (3mg/kg) peripheral nerve and sensation: paresthesis behavioral: ataxia "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 488, 1969.
human TDLo oral 8570mg/kg (8570mg/kg)
gastrointestinal: "hypermotility, diarrhea" gastrointestinal: nausea or vomiting
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 488, 1969.
mouse LD50 intramuscular 61400ug/kg (61.4mg/kg)
behavioral: somnolence (general depressed activity) lungs, thorax, or respiration: other changes behavioral: convulsions or effect on seizure threshold
Antibiotiki. Vol. 21, Pg. 846, 1976.
mouse LD50 intravenous 3980ug/kg (3.98mg/kg)
behavioral: somnolence (general depressed activity) behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: other changes
Antibiotiki. Vol. 21, Pg. 846, 1976.
mouse LDLo intraperitoneal 13mg/kg (13mg/kg)
behavioral: convulsions or effect on seizure threshold behavioral: muscle weakness lungs, thorax, or respiration: other changes
Lancet. Vol. 254, Pg. 127, 1948.
rat LD50 intramuscular 13300ug/kg (13.3mg/kg)
behavioral: somnolence (general depressed activity) lungs, thorax, or respiration: other changes behavioral: convulsions or effect on seizure threshold
Antibiotiki. Vol. 21, Pg. 846, 1976.
rat LD50 subcutaneous 50mg/kg (50mg/kg) vascular: regional or general arteriolar or venous dilation British Journal of Pharmacology and Chemotherapy. Vol. 10, Pg. 215, 1955.

Safety Profile

Poison by intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: diarrhea, nausea; by intramuscular route: paresthesia, ataxia. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:
HarmfulXn
Risk Statements:
R22:Harmful if swallowed. 
Safety Statements:
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
RIDADR: 3249
WGK Germany: 3
RTECS: TR1150000
F:
F 3 Hygroscopic.
F 8 Photosensitive.
F 10 Keep under argon.
HazardClass: 6.1(b)
PackingGroup: III

Specification

Alters cytoplasmic membrane permeability by binding to a negatively charged site in the lipopolysaccharide layer which has an electrostatic attraction for the positively charged amino groups in the cyclic peptide portion (this site normally is a binding site for calcium);Fatty acid portion dissolves in hydrophobic region of membrane and disrupts membrane integrity;Leakage of cellular molecules, inhibition of cellular respiration;Binds and inactivates endotoxin;Relative absence of selective toxicity: nonspecific for cell membranes of any type, highly toxic.