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Bacitracin

Bacitracin Structure
CAS No.
1405-87-4
Chemical Name:
Bacitracin
Synonyms
BACITRACIN A;septa;Ziba-RX;baciguent;ayfivin;Agfivin;baci-jel;usafcb-7;BACIDRIN;ALTRACIN
CBNumber:
CB9165863
Molecular Formula:
C66H102N17O16S
Molecular Weight:
1421.68538
MOL File:
1405-87-4.mol
MSDS File:
SDS
Modify Date:
2024/7/24 17:31:20

Bacitracin Properties

Melting point 221-225°C
Density 1.0166 (rough estimate)
refractive index 1.6700 (estimate)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility H2O: 50 mg/mL, clear to very slightly hazy, deep yellow
form Powder
color white to faintly beige
Odor odorless or acetic odor
Water Solubility soluble
Merck 13,936
LogP -0.050 (est)
EPA Substance Registry System Bacitracin (1405-87-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P260-P271-P272-P280g-P302+P352-P304+P340-P312-P363-P403+P233-P501c
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  22-24/25-45-36
WGK Germany  2
RTECS  CP0175000
21
TSCA  Yes
HS Code  29419090
Toxicity LD50 oral in guinea pig: 2gm/kg

Bacitracin price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) B0125 Bacitracin from Bacillus licheniformis, ≥65?IU/mg 1405-87-4 50000UNITS ₹3712.98 2022-06-14 Buy
Sigma-Aldrich(India) B0125 Bacitracin from Bacillus licheniformis, ≥65?IU/mg 1405-87-4 250000UNITS ₹8670.83 2022-06-14 Buy
Sigma-Aldrich(India) PHR1590 Bacitracin Pharmaceutical Secondary Standard; Certified Reference Material 1405-87-4 1G ₹9103.83 2022-06-14 Buy
Sigma-Aldrich(India) B0125 Bacitracin from Bacillus licheniformis, ≥65?IU/mg 1405-87-4 1250000UNITS ₹24800.08 2022-06-14 Buy
Sigma-Aldrich 31626 Bacitracin A VETRANAL?, analytical standard, main stereoisomer ~50?% 25MG ₹6505.83 2022-06-14 Buy
Product number Packaging Price Buy
B0125 50000UNITS ₹3712.98 Buy
B0125 250000UNITS ₹8670.83 Buy
PHR1590 1G ₹9103.83 Buy
B0125 1250000UNITS ₹24800.08 Buy
31626 25MG ₹6505.83 Buy

Bacitracin Chemical Properties,Uses,Production

Description

Bacitracin is a mixture of similar peptides produced by fermentation of the bacterium Bacillus subtil is. The A-type component predominates. Its mode of action is to inhibit both peptidoglycan biosynthesis at a late stage (probably at the dephosphorylation of the phospholipid carrier step) and disruptions of plasma membrane function.

Chemical Properties

Bacitracin is a white to light tan powder which is odorless or having a slight odor and very bitter taste.

Uses

Bacitracin is a peptide antibiotic effective against gram-postive bacteria. Bacitracin is an inhibitor of peptidoglycan synthesis. Bacitracin disrupts bacterial cell wall synthesis by inhibiting depho sphorylation of lipid pyrophosphate. Bacitracin also strongly inhibits proline endopeptidase from human muscle.

Indications

This polypeptide antibiotic, which is produced from Bacillus subtilis, interferes with bacterial cell wall growth and is bactericidal against many grampositive organisms such as streptococci, staphylococci, and pneumococci but is inactive against most gram-negative organisms. All anaerobic cocci, Neisseria, and the tetanus and diphtheria bacilli are also sensitive to bacitracin.
Resistance is rare, but some staphylococcal strains are inherently resistant. Hypersensitivity reactions are uncommon. Bacitracin is stable in petrolatum (but not water-miscible preparations) and is available as an ointment or as a component of antibiotic mixtures. Sensitization to bacitracin has been reported more recently, particularly in patients with leg ulcers.

Definition

A complex of cyclic peptide antibiotic of known chemical structure isolated from the Tracy-I strain of Bacillus subtilis.

Hazard

Poison; moderately toxic; mutagen.

Pharmaceutical Applications

A mixture of peptides produced by Bacillus licheniformis. Bacitracin A is the major constituent of commercial preparations. The more stable zinc salt is used in topical formulations. It has been widely used as a growth promoter in animals, but has been banned for that purpose in the European Union.
It is highly active against many Gram-positive bacteria and is mainly used as a component of topical preparations. Although strains of Staph. aureus are usually susceptible, they are rather less so than most other Gram-positive bacteria. Streptococcus pyogenes is so much more susceptible than other hemolytic streptococci that bacitracin susceptibility is used as a screening test for identification. Clostridium difficile and Actinomyces spp. are susceptible, but enterobacteria and Pseudomonas spp. are resistant. Entamoeba histolytica is inhibited by 0.6–10 mg/L.
Resistance is uncommon, but has been detected in Staph. aureus following topical treatment.
It is nephrotoxic and unsuitable for parenteral use. Systemic toxicity from application to skin or ulcerated areas is rare, but it may cause allergic reactions and occasional anaphylaxis has been described. It is found in many ointments and ophthalmic preparations, usually together with other components, including polymyxins, neomycin and corticosteroids.
Bacitracin is not absorbed by mouth but oral preparations have been used for suppression of gut flora, including C. difficile.

Clinical Use

Bacitracin is predominantly active against Gram-positive microorganisms, and parenteral use is limited to IM injection for infants with pneumonia and empyema caused by staphylococci resistant to other agents. It is rather neuro- and nephrotoxic and, therefore, is used in this manner with caution. Bacitracin also is widely employed topically to prevent infection in minor cuts, scrapes, and burns.

Safety Profile

A poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion and subcutaneous routes. Mutation data reported.

Potential Exposure

Bacitracin is used as an ingredient in antibiotic ointments to treat or prevent topical or eye infections. Commercial Bacitracin is a mixture of at least 9 bacitracins. Also used as a feed and drinking water additive for animals; as a food additive for human consumption.

Shipping

UN 3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1—Poisonous materials.

Purification Methods

Bacitracin has been purified by carrier displacement using n-heptanol, n-octanol and n-nonanol as carriers and 50% EtOH in 0.1 N HCl. The pure material gives one spot with RF ~0.5 on paper chromatography using AcOH:n-BuOH:H2O (4:1:5). [Porath Acta Chem Scand 6 1237 1952.] It has also been purified by ion-exchange chromatography. It is a white powder soluble in H2O and EtOH but insoluble in Et2O, CHCl3 and Me2CO. It is stable in acidic solution but unstable in base. It is a strong antibacterial. [Abraham & Bewton Biochem J 47 257 1950, Synthesis: Munekata et al. Bull Chem Soc Jpn 46 3187, 3835 1973, Beilstein 27 III/IV 5746.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

Bacitracin Preparation Products And Raw materials

Global( 365)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Otto Chemie Pvt. Ltd. +91 9820041841 Mumbai, India 5873 58 Inquiry
Sisco Research Laboratories Pvt. Ltd. +91-22-4268 5800 Mumbai, India 4317 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Central Drug House(P) Ltd. 91-11-49404040 New Delhi, India 6160 58 Inquiry
Otto Chemie Private Limited 08048372561Ext 825 Mumbai, India 76 58 Inquiry
Innovative 07942565925 Mumbai, India 617 58 Inquiry
ai3-50147-x ak-tracin ayfivin baci-jel baciliquin bacitekointment bacitracine(french) bacitracin-neomycin-polymyxinointment bacitracinum(latin) bactinetripleantibiotic campho-pheniquetriplepluspainreliever caswellno065 epapesticidechemicalcode006302 fortracin mycitracinpluspainreliever mycitracintripleantibioticfirstaidointmentmaximumstrength parentracin penitracin spectrocinplus topitracin topitrasin usafcb-7 BACIDRIN BACITRACIN BACITRACIN BACILLUS LICHENIFORMIS GINEBATINE ALTRACIN BACITRACIN,MICRONIZED,USP BACITRACIN,STERILE,USP Agfivin BACITRACIN, FROM BACILLUS LICHENIFORMIS BACITRACIN A VETRANAL BACITRACIN U.S.P. ACTIVITY: 60 UNITS/MG MINIMUM ANTIMICROBIAL Bacitracin,molecularweightmarker Bacitracin/CH Zutracin Bacitracin, potency min. 60 Units/mg Bacillixillin (low bacitracin) N-[[(4R)-2-[(1S,2S)-1-Amino-2-methylbutyl]-4,5-dihydro-4-thiazolyl]carbonyl]-L-leucyl-D-alpha-glutamyl-L-isoleucyl-L-lysyl-D-ornithyl-L-isoleucyl-D-phenylalanyl-L-histidyl-D-alpha-aspartyl-L-asparagine (10.4)-lactam Baciguen Bacitracin (>80%) N-[[(4R)-2-[(1S,2S)-1-AMino-2-Methylbutyl]-4,5-dihydro-4-thiazolyl]carbonyl]-L-leucyl-D-α-glutaMyl-L-isoleucyl-L-lysyl-D-ornithyl-L-isoleucyl-D-phenylalanyl-L-histidyl-D-α-aspartyl-L-asparagine (10→4)-LactaM Bacitracin,>=60 U/Mg Bacitracin(USP35) Dacitracin Bacitracin, >=60 units/Mg Bacitracin fromBacillus licheniformisUSP, ≥ 65 units/mg (Anhydrous assay of Bacitracin) Bacitracin (1 g) (Susceptibility disk standard) Ginebatin 4-[[2-[[2-(1-Amino-2-methyl-butyl)4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methyl-pentanoyl]amino]-4-[[1-[[18-(3-aminopropyl)-12-benzyl-15-butan-2-yl-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(4H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]carbamoyl]-2-methyl-butyl]carbamoyl]butanoic acid zinc [2[[2(1-amino-2-methyl-butyl)-4,5-dihydro-1,3-thiazol-4-yl]carbonylamino 4]-4-methyl-pentanoyl]amino-5-[1[4[5(3-amino-propyl)-11-benzyl-20-(carbamoylmethyl)-17-(carboxymethyl-)-14-(3H-imidazol-4-ylmethyl)-8(1-methylpropyl)-3.6.9.12.15.18.21heptaoxo-1,4,7, Bacitracin - CAS 1405-87-4 - Calbiochem Bacitracin (> Bacitracin USP/EP/BP (4R)-5-(((2S,3R)-1-(((3S,6R,9S,12R,15S,18R,21S)-9-((1H-imidazol-4-yl)methyl)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-((R)-sec-butyl)-6-(carboxymethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl)amino)-3-methyl-1-oxopentan-2-yl)amino)-4-((2S)-2-(2-((1S,2S)-1-amino-2-methylbutyl)-4,5-dihydrothiazole-5-carboxamido)-4-methylpentanamido)-5-oxopentanoic acid (4R)-5-(((2S,3R)-1-(((3S,6R,9S,12R,15S,18R,21S)-9-((1H-imidazol-4-yl)methyl)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-((R)-sec-butyl)-6-(carboxymethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl)amino)-3-methy Bacitracin,≥6 U/mg BacitracinQ: What is Bacitracin Q: What is the CAS Number of Bacitracin Q: What is the storage condition of Bacitracin Q: What are the applications of Bacitracin