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Vancomycin hydrochloride

Antibiotic CAS# 1404-93-9

Vancomycin hydrochloride

Catalog No. BCC4232----Order now to get a substantial discount!

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Chemical structure

Vancomycin hydrochloride

3D structure

Chemical Properties of Vancomycin hydrochloride

Cas No. 1404-93-9 SDF Download SDF
PubChem ID 6420023 Appearance Powder
Formula C66H75Cl2N9O24 M.Wt 1449.3
Type of Compound N/A Storage Desiccate at -20°C
Solubility H2O : 33.33 mg/mL (22.43 mM; Need ultrasonic)
DMSO : 24 mg/mL (16.15 mM; Need ultrasonic and warming)
Chemical Name (1S,2R,18R,19R,22S,25R,28R,40S)-48-[(2S,3R,4S,5S,6R)-3-[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid;hydrochloride
SMILES CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O.Cl
Standard InChIKey LCTORFDMHNKUSG-XTTLPDOESA-N
Standard InChI InChI=1S/C66H75Cl2N9O24.ClH/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92;/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95);1H/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-;/m0./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Vancomycin hydrochloride

DescriptionAntibiotic with activity against Gram-positive bacteria.

Vancomycin hydrochloride Dilution Calculator

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Vancomycin hydrochloride Molarity Calculator

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Preparing Stock Solutions of Vancomycin hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.69 mL 3.4499 mL 6.8999 mL 13.7998 mL 17.2497 mL
5 mM 0.138 mL 0.69 mL 1.38 mL 2.76 mL 3.4499 mL
10 mM 0.069 mL 0.345 mL 0.69 mL 1.38 mL 1.725 mL
50 mM 0.0138 mL 0.069 mL 0.138 mL 0.276 mL 0.345 mL
100 mM 0.0069 mL 0.0345 mL 0.069 mL 0.138 mL 0.1725 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Vancomycin hydrochloride

Vancomycin hydrochloride is a hydrochloride of vancomycin that is a narrow-spectrum glycopeptide antibacterial agent.

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References on Vancomycin hydrochloride

Long-term Stability of Vancomycin Hydrochloride in Oral Solution: The Brand Name Versus a Generic Product.[Pubmed:28333681]

Int J Pharm Compd. 2016 Jul-Aug;20(4):347-350.

Vancomycin hydrochloride is often used for antibiotherapy in oral solution for hospitalized patients. Preparation of this solution in advance could improve time management or cost savings of drug delivery. Brand and generic products of Vancomycin hydrochloride are now commercially available. The aim of this study was to investigate the long-term stability of the Vancomycin hydrochloride brand name Vancocin versus the generic Vancomycine at 5 degrees C +/- 3 degrees C. Five vials of each oral solution of 1.25 g/100 mL Vancocin and Vancomycine were stored up to 57 days at 5 degrees C +/- 3 degrees C. Concentrations were measured by high-performance liquid chromatography-diode array detection. Visual inspection by microscopy and spectrophotometry, as well as pH measurement, were performed periodically during the storage period. No color change or precipitation in the solution was observed throughout the study period. The lower confidence limit of the concentration for these solutions remained superior to 90% of the initial concentration as recommended by the U.S. Food and Drug Administration up to a 57-day storage period for Vancocin (106.47%) and vancomycin (102.73%). The solutions prepared either from brand or generic Vancomycin hydrochloride were chemically stable for more than one month and could be prepared in advance.

Use of 8.4% Sodium Bicarbonate in Buffering Commonly Administered Vancomycin Hydrochloride Solutions for Use with Midline or Peripheral Line Catheters.[Pubmed:26625570]

Int J Pharm Compd. 2015 Jul-Aug;19(4):334-6.

The primary objective of this study was to evaluate the use of 8.4% sodium bicarbonate in the buffering of commonly administered Vancomycin hydrochloride solutions for use with midline or peripheral line catheters. Nine admixtures of Vancomycin hydrochloride were aseptically prepared for this study. Vancomycin hydrochloride solutions were prepared in triplicates in the following strengths, 1 gram, 2 grams, and 3 grams, which were added to 250-mL bags of sodium chloride 0.9% injection (with overfill). To each prepared solution of Vancomycin hydrochloride, 0.5 mL of 8.4% sodium bicarbonate was added. The pH was measured to obtain a baseline level. At day 9, the pH of each sample was measured and compared to those at baseline. The osmolality of each sample was also measured. There was no statistical difference in the pH at baseline and at day 9 (alpha = 0.05, P = 0.347). A solution of Vancomycin hydrochloride that is compounded in 250 mL of sodium chloride 0.9% injection (including overfill) and buffered with 0.5 mL of 8.4% sodium bicarbonate maintained a pH in the range of 5 to 9 and an osmolality in the range of 150 mOsm/kg to 500 mOsm/kg.

Design and evaluation of gamma-sterilized vancomycin hydrochloride-loaded poly(varepsilon-caprolactone) microspheres for the treatment of biofilm-based medical device-related osteomyelitis.[Pubmed:26498171]

Pharm Dev Technol. 2017 Sep;22(6):706-714.

CONTEXT: There is a great necessity to find and use accomplished terminal sterilization technique for industrial manufacturing, research and development studies. Gamma (gamma)-sterilization has been commonly employed for wide range of products as indicated by the pharmacopoeias. However, carefully examination should be performed prior to administration since gamma-radiation can cause changes in drug and polymer excipients. No information is available in literature about gamma-sterilization effects on vancomycin HCl-loaded poly (varepsilon-caprolactone) (PCL) microspheres. OBJECTIVE: Formulations were developed using a different preparation approach for the treatment of medical device-related osteomyelitis, and gamma-sterilization effects on the physicochemical characterization of the formulations were examined. METHODS: Water-in-oil-in-water (w/o/w) emulsion technique using polyvinyl alcohol (PVA) in inner and outer phase was applied to prepare formulations. Physicochemical properties of the formulations were investigated before and after gamma-sterilization and the antibacterial activity against Staphylococcus aureus (S. aureus) and Staphylococcus epidermidis (S. epidermidis) were measured. RESULTS: The particle size of the nonsterilized formulations were between 58 and 134 mum. 60% or 20% of vancomycin HCl were released from 42.500 Mn or 70.000-90.000 Mn PCL microspheres, respectively, in 24 h. No difference was observed in the particle size, drug-loading efficiency, morphology, in vitro release and antimicrobial activity of the formulations after gamma-sterilization (p > 0.05).

Long-term Stability of Vancomycin Hydrochloride in Glucose 5% Polyolefin Bags: The Brand Name Versus a Generic Product.[Pubmed:28339376]

Int J Pharm Compd. 2016 Sep-Oct;20(5):416-420.

The objectives of this study were to determine if the preparation of Vancomycin hydrochloride in advance of infusion could improve the quality of the drug, time management of drug delivery, cost savings of drug delivery, and to investigate the long-term stability of Vancomycin hydrochloride (brand name Vancocin(R)) infusion in glucose 5% polyolefin bags versus the generic (Vancomycine(R)) at 5 degrees C +/- 3 degrees C. Five bags of each infusion 1 g/100 mL Vancomycin hydrochloride in 5% glucose (Vancocin (R) and Vancomycine(R)) were stored up to 57 days at 5 degrees C +/- 3 degrees C. A visual inspection and pH measurement were performed periodically during the storage, and the concentrations were measured by high-performance liquid chromatography-diode array detection. No color change or precipitation in the solution was observed throughout the study period. As recommended by the U.S. Food and Drug Administration, the lower confidence limit at 95% of the concentration for the solutions remained superior to 90% of the initial concentration up to 43 days for the brand vancomycin (Vancocin(R)) infusion (96% +/- 2%) and up to 57 days for the generic (Vancomycine(R)) (95% +/- 4%). The solutions prepared either from brand or generic Vancomycin hydrochloride were chemically stable more than one month (43 days for the brand and 57 days for the generic solution) and could be prepared in advance in a centralized intravenous additive service facility.

Description

Vancomycin hydrochloride is an antibiotic for the treatment of bacterial infections. It acts by inhibiting the second stage of cell wall synthesis of susceptible bacteria. Vancomycin also alters the permeability of the cell membrane and selectively inhibits ribonucleic acid synthesis.

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