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Nystatin

Nystatin
Nystatin structure
CAS No.
1400-61-9
Chemical Name:
Nystatin
Synonyms
nystan;Nystex;Nystop;70% A3;nilstat;MORONAL;Nyotran;Nystain;stamycin;biofanal
CBNumber:
CB0463474
Molecular Formula:
C47H75NO17
Formula Weight:
926.09
MOL File:
1400-61-9.mol

Nystatin Properties

Melting point:
>155°C (dec.)
alpha 
D25 -10° (glacial acetic acid); +21° (pyridine); +12° (DMF); -7° (0.1N HCl in methanol)
storage temp. 
-20°C
solubility 
H2O: insoluble
form 
suspension
pka
pKa 5.72(MeOH/2-methoxyethanol/ H2O) (Uncertain);8.64 (Uncertain)
color 
yellow
Odor
suggestive ofcereals odor
Water Solubility 
0.36g/L(24 ºC)
Merck 
13,6770
InChIKey
VXWFKTGGEJLHPP-OQMKPJEFSA-N
FDA 21 CFR
556.470; 558.430; 310.545; 558.4
CAS DataBase Reference
1400-61-9
EWG's Food Scores
1
FDA UNII
BDF1O1C72E
NCI Dictionary of Cancer Terms
Mycostatin; nystatin
ATC code
A07AA02,D01AA01,G01AA01,G01AA51
EPA Substance Registry System
Nystatin (1400-61-9)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS02,GHS06,GHS08
Hazard statements  H225-H311-H331-H370
Precautionary statements  P210-P260-P280-P303+P361+P353-P405-P501a
Hazard Codes  F,C
Risk Statements  11-34
Safety Statements  22-24/25-45-36/37/39-26-16
WGK Germany  3
RTECS  RF5950000
10-8-23
HazardClass  3
HS Code  38210000
Toxicity LD50 i.p. in mice: ~200 mg/kg (Seneca)

Nystatin price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N6261 Nystatin powder, BioReagent, suitable for cell culture 1400-61-9 500000 units $21.5 2021-12-16 Buy
Sigma-Aldrich 475914 Nystatin, Streptomyces noursei - CAS 1400-61-9 - Calbiochem A polyene antifungal antibiotic effective against yeast and mycoplasma. 1400-61-9 1 g $53.46 2021-12-16 Buy
Sigma-Aldrich 475914 Nystatin 1400-61-9 1gm $55.7 2021-12-16 Buy
Sigma-Aldrich N6261 Nystatin powder, BioReagent, suitable for cell culture 1400-61-9 5000000 units $63.5 2021-12-16 Buy
Sigma-Aldrich N3503 Nystatin ≥4,400?USP units/mg 1400-61-9 5000000 units $64.4 2021-12-16 Buy

Nystatin Chemical Properties,Uses,Production

Chemical Properties

Brown Solid

Originator

Mycostatin,Squibb,US,1954

Uses

Antifungal;Performs membrane ionophores

Uses

Nystatin is polyene antifungal containing a conjugated tetraene and a diene, isolated as a complex of three components A1, A2 and A3 from Streptomyces noursei and first reported in 1950. Nystatin, like most polyene antifungals, binds to sterols in the fungal cell membrane leading to formation of ion channels in the wall, ion imbalance and cell death. Nystatin is an established bioprobe and widely-used antifungal reagent with over 4,000 literature citations.

Uses

Polyene antifungal antibiotic complex containing 3 biologically active components, A1, A2, A3. Increases the permeability of the cell membrane of sensitive fungi by binding to sterols. Cell culture tested. Growth promotant. Nystatin A1 is shown.

Definition

ChEBI: A polyene macrolide antibiotic; part of the nystatin complex produced by several Streptococcus species. The keto-form of nystatin A1.

Indications

Nystatin (Mycostatin) is a polyene antifungal drug with a ring structure similar to that of amphotericin B and a mechanism of action identical to that of amphotericin B. Too toxic for systemic use, nystatin is limited to the topical treatment of superficial infections caused by C. albicans. Infections commonly treated by this drug include oral candidiasis (thrush), mild esophageal candidiasis, and vaginitis.

Manufacturing Process

A typical isolation and recovery procedure for nystatin is described in US Patent 2,797,183 and is shown in the following diagram:

brand name

Barstatin 100 (Barlan); Candex (Bayer); Korostatin (Holland Rantos); Mycostatin (Bristol-Myers Squibb); Mycostatin (Westwood-Squibb).

Therapeutic Function

Antifungal

General Description

Nystatin (Mycostatin) is a polyene antibiotic that was first isolated in 1951 from a strain of the actinomycete Streptomyces noursei by Hazen and Brown.33 It occurs as a yellow to light tan powder. Nystatin is very slightly soluble in water and sparingly soluble in organic solvents. The compound is unstable to moisture, heat, and light. The aglycone portion of nystatin is called nystatinolide. The complete structure of nystatin has been determined by chemical degradation and x-ray crystallography.35 Nystatin is not absorbed systemically when administered by the oral route. It is nearly insoluble under all conditions. It is also too toxic to be administered parenterally. Hence, it is used only as a topical agent. Nystatin is a valuable agent for the treatment of local and gastrointestinal monilial infections caused by C. albicans and other Candida species. For the treatment of cutaneous and mucocutaneous candidiasis, it is supplied as a cream, an ointment, and a powder. Vaginal tablets are available for the control of vaginal candidiasis. Oral tablets and troches are used in the treatment of gastrointestinal and oral candidiasis. Combinations of nystatin with tetracycline can be used to prevent monilial overgrowth caused by the destruction of bacterial microflora of the intestine during tetracycline therapy.

Biochem/physiol Actions

Potency: ≥3000 units/mg (anhydrous).

Pharmacology

Nystatin is stereoisomeric 33-[(3-amino-3,6-dideoxy-β-D-mannopyranosyl) oxy]-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo [33.3.1] nonatriaconta-19,21,25,27,29,31-hexaen-36-carboxylic acid (35.1.2). Nystatin was isolated in 1949 from the products of the vital activity of the actinomycete Streptomyces noursei, and it was the first antifungal antibiotic to be discovered. This polyene antibiotic is structurally similar to amphotericin B. It has a broad spectrum of activity. The mechanism of antifungal activity is similar to the mechanism of action of amphotericin B. It is used for preventing and treating candida infections of the skin and mucous membranes. In terms of preventative action, it is used for preventing the development of candidomycosis during prolonged treatment with penicillin drugs and antibiotics of other group, especially during oral use of tetracycline antibiotics, levomecytin, and others. Synonyms of this drug are biofanal, moronal, nicporil, fazigin, candex, and others.

Clinical Use

Nystatin, the first clinically useful polyene antifungal antibiotic, is a conjugated tetraene isolated from cultures of the bacterium Streptomyces noursei in 1951. Nystatin is an effective topical antifungal against a wide variety of organisms and is available in a variety of creams and ointments. Nystatin is too toxic to be used systemically, but because very little drug is absorbed following oral administration, it may be administered by mouth to treat fungal infections of the mouth and gastrointestinal tract.

Safety Profile

Poison by intraperitoneal and intravenous routes. Moderately toxic by subcutaneous route. Mildly toxic by ingestion. An experimental teratogen. Mutation data reported. An antibiotic. When heated to decomposition it emits toxic fumes of NOx.

Veterinary Drugs and Treatments

Orally administered nystatin is used primarily for the treatment of oral or gastrointestinal tract Candida infections in dogs, cats, and birds; it has been used less commonly in other species for the same indications.

Purification Methods

Nystatin is a light yellow powder with the following solubilities at ~28o: MeOH (1.1%), ethylene glycol (0.9%), H2O (0.4%), CCl4 (0.12%), EtOH (0.12%), CHCl3 (0.05%) and *C6H6 (0.03%). It has been precipitated from MeOH solution by addition of H2O. Aqueous suspensions of this macrolide antifungal antibiotic are stable at 100o/10minutes at pH 7.0 but decompose rapidly at pH <2 and >9, and in the presence of light and O2. [Birch et al. Tetrahedron Lett 1491, 1485 1964, Weiss et al. Antibiot Chemother 7 374 1957.] It may contain a mixture of components A1, A2 and A3. [Beilstein 18 III/IV 7480.]

Nystatin Preparation Products And Raw materials

Raw materials

Preparation Products


Nystatin Suppliers

Global( 386)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hebei Xibaijie Biotechnology Co., Ltd.
0086 15232103582
aiana@hbxibaijie.com CHINA 636 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com China 9156 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1011 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29953 58
Zhejiang ZETian Fine Chemicals Co. LTD
18957127338
stella@zetchem.com China 2008 58
TianYuan Pharmaceutical CO.,LTD
+86-755-23284190 13684996853
+86-755-23284190 sales@tianpharm.com CHINA 305 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2940 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58

View Lastest Price from Nystatin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-20 Nystatin
1400-61-9
US $10.00 / ASSAYS 1ASSAYS 99% 500tons/month Shanxi Naipu Import and Export Co.,Ltd
2021-12-01 Nystatin
1400-61-9
US $1.90 / KG 1KG 99% 10 ton Hebei Crovell Biotech Co Ltd
2021-11-23 Nystatin
1400-61-9
US $6.90 / g 1KG 99% 5ton/Month Hebei Yirun Sega Biological Technology Co. Ltd

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