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Merck

1477003

USP

Nystatin

United States Pharmacopeia (USP) Reference Standard

Sinónimos:

Fungicidin, Mycostatin

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Número CAS:
1400-61-9
NACRES:
NA.24
PubChem Substance ID:
329750594
UNSPSC Code:
41116107
MDL number:
MFCD25541651

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Nombre del producto

Nystatin, United States Pharmacopeia (USP) Reference Standard

InChI

1S/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28+,29-,30+,31+,32+,33+,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1

SMILES string

O[C@@H]([C@H](C)[C@H](C)O1)[C@@H](C)/C=C/C=C/CC/C=C/C=C/C=C/C=C/[C@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H](N)[C@@H]2O)C[C@@]3([H])[C@H](C(O)=O)[C@@H](O)C[C@](O)(O3)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)C[C@@H](O)CC1=O

InChI key

VQOXZBDYSJBXMA-QEKUPDCNSA-N

grade

pharmaceutical primary standard

API family

nystatin

form

solid

manufacturer/tradename

USP

application(s)

USP Biologics
pharmaceutical (small molecule)

format

neat

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Nystatin USP reference standard suitable for use in specified USP compendial quality tests and assays.

Also used to prepare standard, and system suitability solution for the assay, composition analysis and content uniformity by using liquid chromatography in conjunction with UV detector according to the given below monographs of United States Pharmacopeia (USP): 
  • Nystatin, Neomycin Sulfate, Thiostrepton, and Triamcinolone Acetonide Ointment
  • Nystatin Oral Suspension
  • Nystatin

Biochem/physiol Actions

Mode of Action: Nystatin acts by binding to ergosterols in fungal cell membranes, increasing permeability of the membrane, and creating nystatin/ergosterol based ion channels. It also functions as a lipid raft-inhibiting reagent and as membrane associated cholesterol.

Antimicrobial spectrum: Nystatin acts against fungi, yeasts and molds.

Disclaimer

Nystatin in tissue culuture media is stable at 37°C for three days. It is also stable in moderately alkaline media. Solutions and aqueous suspensions begin to lose activity soon after preparation, with heat, light, and oxygen accelerating the decomposition. Aqueous suspensions are stable for 10 minutes when heating to 100°C at pH 7.
Nystatin is soluble at 28°C in methanol (11.2 mg/mL), ethanol (1.2 mg/mL), carbon tetrachloride (1.23 mg/mL), chloroform (0.48 mg/mL), benzene (0.28 mg/mL), and ethylene glycol (8.75 mg/mL). It is also soluble in DMSO at 5 mg/mL and freely soluble in DMF and formamide. It is not recommended to autoclave or sterile filter solutions of Nystatin. Nystatin is also effective as a suspension, stable at 37°C for 3 days. Prepare 50 mg/mL stock suspensions in water and store at -20°C. ?

General description

Nystatin is a polyene antifungal antibiotic produced by Streptomyces noursei. It binds to ergosterol in fungal cell membranes, causing pore formation and leakage of intracellular contents. The USP reference standard is used in microbiological assays to determine potency and confirm identity in nystatin formulations.

The USP biologics antibiotics category includes a wide range of antimicrobial agents that are essential in treating bacterial infections. These antibiotics are derived from various natural sources or synthesized to combat specific pathogens effectively. The USP provides comprehensive standards, reference materials, and analytical procedures to ensure the identity, quality, purity, and consistency of antibiotic therapeutics throughout their lifecycle.

The United States Pharmacopeia (USP) provides quality standards for biologics to ensure their safety, efficacy, and quality throughout the manufacturing process. These standards assist manufacturers in adhering to regulatory requirements and help safeguard public health by reducing risks associated with biologics.

Legal Information

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

This product is part of the USP Biologics program.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Lot/Batch Number

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N Akaike et al.
The Japanese journal of physiology, 44(5), 433-473 (1994-01-01)
We have reviewed the basic aspects of history, physicochemical properties, advantages, disadvantages, and applications of nystatin- and amphotericin B-perforated patch recording. Recently, we have developed a novel perforated patch technique using gramicidin [49, 132, 133]. Since gramicidin pores are permeable
Nystatin.
V H Witten et al.
The Medical clinics of North America, 54(5), 1329-1337 (1970-09-01)
Aqueous pores created in thin lipid membranes by the polyene antibiotics nystatin and amphotericin B.
A Finkelstein et al.
Membranes, 2, 377-408 (1973-01-01)
Julia Valitova et al.
The FEBS journal, 281(8), 2051-2060 (2014-03-13)
The dependence of membrane function on its sterol component has been intensively studied with model lipids and isolated animal membranes, but to a much lesser extent with plant membranes. Depleting membrane sterols could be predicted to have a strong effect
A Rosenberger et al.
Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete, 49(6), 492-495 (1998-07-24)
Despite its widespread use, the antimycotic nystatin rarely causes allergic reactions. We observed a case of acute generalized pustular exanthem with arthralgia and fever, after the oral administration of nystatin. A causal relationship was demonstrated by positive Intracutaneous testing of
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