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Natamycin Produkt Beschreibung

CAS-Nr.7681-93-8
Bezeichnung:Natamycin
Englisch Name:Pimaricin
Synonyma:
Synogil;natacyn;cl12,625;delvocid;delvolan;delvopos;mycophyt;PIMARICIN;PIMAFUCIN;NATAMYCIN
CBNumber:CB4419954
Summenformel:C33H47NO13
Molgewicht:665.73
MOL-Datei:7681-93-8.mol
Natamycin physikalisch-chemischer Eigenschaften
Schmelzpunkt:: 2000C (dec)
alpha : D20 +278° (c = 1 in CH3COOH)
Siedepunkt:: 952℃
Dichte: 1.0 g/mL at 20 °C(lit.)
Brechungsindex: 1.5960 (estimate)
Flammpunkt:: >110°(230°F)
storage temp. : 2-8°C
Löslichkeit: Soluble in DMSO
Aggregatzustand: aqueous suspension
pka: pKa 4.6(50% aq. MeOEtOH) (Uncertain);8.35 (Uncertain)
Sensitive : Light Sensitive
Merck : 13,6453
BRN : 1614878
Stabilität:: Light sensitive
InChIKey: NCXMLFZGDNKEPB-FFPOYIOWSA-N
Sicherheit
Kennzeichnung gefährlicher: Xn
R-Sätze:: 22
S-Sätze:: 24/25-36
WGK Germany : 2
RTECS-Nr.: TK3325000
F : 8-10
HS Code : 29419090
Toxizität: LD50 orally in male, female rats (g/kg): 2.73, 4.67 (Levinskas)

Natamycin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Natamycin was discovered in the 1950s. As described by Struyk et al. A new crystalline antibiotic, pimaricin, has been isolated from fermentation broth of a culture of a Streptomyces species, isolated from a soil sample obtained near Pietermaritzburg, State of Natal, Union of South Africa. This organism has been named Strepyomyces natalensis. The original name "pimaracin" can be found in earlier publications but it is no longer accepted by the WHO. Natamycin is classified as a macrolide polyene antifungal and is characterized by a macrocyclic lactone-ring with a number of conjugated carbon–carbon double bonds. The full chemical name is 22-(3-amino-3,6-dideoxy-b-D-manno pyranosol) oxy- 1,3,26 trihydroxy-12-methyl-10-oxo-6,11,28-trioxiatri [22.3.1.05.7] o catosa- 8,14,16,18,20-pentanene-25-carboxylic acid.
Natamycin has a low solubility in water (approximately 40 ppm), but the activity of neutral aqueous suspensions is very stable. Natamycin is stable to heat and it is reported that heating processes for several hours at 100 C lead to only slight activity losses. Natamycin is active against almost all foodborne yeasts and molds but has no effect on bacteria or viruses. The sensitivity to natamycin in vitro (minimal inhibitory concentration) is in most cases below 20 ppm.
Natamycin acts by binding irreversibly with ergosterol and other sterols, which are present in the cell membranes of yeasts and vegetative mycelium of molds. It disrupts the cell membrane and increases the cell permeability, which finally leads to cell death. The fungicidal of natamycin is an ‘‘all-or-none’’ effect, which destroys the cell membrane of the target cells.
Due its interaction with ergosterol, which is a major constituent of fungal cells, it is unlikely that fungi will develop resistance. So far, after many decades of use, no development of resistance has been reported. Natamycin is mostly used for surface applications, particularly for treating surfaces of hard cheese and salamitype sausages. One of the advantages over sorbate is that even the dissolved fraction of natamycin hardly migrates into the food matrix. Natamycin can be applied by spraying the surface (e.g. of cheese), by dipping, by applying natamycin via coating emulsions or by direct addition.
The antifungal efficacy of natamycin has been extensively studied and a substantial amount of scientific papers have been published. Comprehensive overview articles are available. However, due to its long history of use, no data on application studies have been published recently.
Chemische Eigenschaften
Natamycin (more commonly known as pimaricin) belongs to the polyene macrolide group of antifungal antibiotics. It was derived from Streptomyces natalensis or S. chattanoogensis. In therapeutic use, it is prescribed for a variety of fungal infections, mainly topically, but some ophthalmic applications as well. In addition to therapeutic and food use, pimaricin has applications including use as an agricultural chemical and wood preservative.
In the dry state, pimaricin is very stable, as long as it is protected from light and heat, and stability is maintained for a minimum of 1 to 2 years. As long as aqueous suspensions are stored in a cooland dark place, they can be kept for at least six months. Once placed on the surface of the cheese (pimaricin does not penetrate the surface of cheese as do sorbic acid salts), the antimycotic decomposes in about six weeks.
Chemische Eigenschaften
White to Off-White Solid
Verwenden
Polyene antifungal antibiotic
Verwenden
analgesic, antimigraine
Verwenden
Pimaricin is a macrocyclic tetraene originally isolated from Streptomyces natalensis in 1957. Pimaricin exhibits broad spectrum antifungal activity against yeast and filamentous fungi by binding specifically to ergosterol to block fungal growth. Unlike the related polyenes, nystatin and filipin, pimaricin does not change the permeability of the plasma membrane. Pimaricin is used in the food industry for surface treatment of cheeses as a mould inhibitor.
Verwenden
Pimaricin is a preservative for use as a coating on the surface of italian cheeses to prevent the growth of mold or yeast. It is tasteless, odorless, colorless, and does not penetrate the cheese. It is very active against virtually all molds and yeasts, but does not affect bacteria, thus not affecting the ripening and flavor improvement process of cheese. It can be applied as a dip, spray, or by other methods such as incorporation into the cheese coatings. It is used at levels ranging from 300 to 2,000 ppm.
Trademarks
Natacyn (Alcon).
Allgemeine Beschreibung
Natamycin (pimaricin; Natacyn) is a polyene antibiotic obtainedfrom cultures of Streptomyces natalensis.The natamycin structure consists of a 26-membered lactonering containing a tetraene chromophore, an α,β-unsaturatedlactone carbonyl group, three hydroxyl groups, a carboxyl group, a trans epoxide, and a glycosidically joined mycosamine.Like the other polyene antibiotics, natamycin isamphoteric.The smaller polyenes are fungistatic and fungicidal within thesame concentration range.Natamycin possesses in vitro activity against severalyeasts and filamentous fungi, including Candida,Aspergillus, Cephalosporium, Penicillium, and Fusariumspp. The drug is supplied as a 5% ophthalmic suspension intendedfor the treatment of fungal conjunctivitis, blepharitis,and keratitis.
Sicherheitsprofil
Poison by intravenous, intramuscular, subcutaneous, and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. Used as an antibacterial agent.
Natamycin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Natamycin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.      Global( 258)Lieferanten     
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Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21909 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693info@tianfuchem.com CHINA 20680 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682; +8618874586545
02783214688bruce@xrdchem.cn CHINA 541 55
Jiangsu Qingquan Chemical Co., Ltd.
+86-571-86589381/86589382/86589383
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Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684info@tnjchem.com China 1771 55
Xiamen AmoyChem Co., Ltd
+86 (0)592-605 1114
sales@amoychem.com CHINA 6374 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 20653 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58
Hubei Jusheng Technology Co.,Ltd.
86-188-71490254
peter@hubeijusheng.com CHINA 20094 58
QUALITY CONTROL CHEMICALS INC.
(323) 306-3136
(626) 453-0409orders@qcchemical.com United States 8409 58
 
7681-93-8(Natamycin)Verwandte Suche:
Azithromycin Vancomycin (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-Dihydroxy-3-methyl-12-methylen-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carbonsure Laurixamin (8E,10E)-Dodeca-8,10-dienol Ethyl-(E)-2-decenoat 3,4-Epoxybut-1-en 3-(Decyloxy)propylamin Spiramycin Doxycyclin Natamycin Metacyclinhydrochlorid Clindamycin [4S-(4α,4aα,5aα,12aα)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacen-2-carboxamidmonohydrochlorid Gentamicin Chlortetracyclin
NataMycin, A 5283, Delvolan, Delvocid, Myprozine, Natacyn, Natafucin, PiMafucin, PiMafugin, A5263, CL 12625, E235 Natamycin(FermentionProcess) (1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-22-[(3-Amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid NATAMYCIN PIMAFUCIN PIMARICIN PIMARICIN, STREPTOMYCES CHATTANOOGENSIS antibiotica-5283 pimarizin tennecetin pimafucin (pimaricin in 2.5% sterile water suspen Pimafucin (Pimaricin in a 2.5% sterile water suspension) cl12,625 delvocid delvolan pimaricin approx. 2.5% aqueous*suspension gamma-I Pimaricin, Streptomyces chattanoogensis (1.07360) PIMARICIN, STERILE, AQUEOUS SUSPENSION 2 .5%, PGE W. 20 ML PIMARICIN APPROX. 2.5% AQUEOUS*SUSPENSIO N GAMMA-IRR Natamycin50%SodiumChloride Natamycin50PctMinimum+Lactose Synogil 6,11,28-Trioxatricyclo22.3.1.05,7octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, 22-(3-amino-3,6-dideoxy-.beta.-D-mannopyranosyl)oxy-1,3,26-trihydroxy-12-methyl-10-oxo-, (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)- natamycin preparation pimaricin preparation PIMARICIN50%INGLUCOSE [1R-(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-22-[(3-Amino-3,6-dideoxy-b-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid 6,11,28-Trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, 22-[(3-amino-3,6-dideoxy-b-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-, (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)- (9CI) - 6,11,28-Trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, 22-[(3-amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-, (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)- Pimaricin, Streptomyces chattanoogensis - CAS 7681-93-8 - Calbiochem Natamycin Impurity delvopos mycophyt myprozine natacyn 6,11,28-Trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, 22-[(3-amino-3,6-dideoxy-b-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-, [1R-(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]- 6,11,28-Trioxatricyclo[22.3.1.05,7]octacosane, pimaricin deriv. d-Natamycin Myuprozine Tennecetin (7CI) Pimaricin(Natamycin) Pimaricin preparation,Natamycin preparation Natamycin (200 mg) Natamycin (200 mg)J0D1800.917mg/mg(ai) NataMycin API Natamysin Food & Feed ADDITIVES Antifungal (Topical) Intermediates & Fine Chemicals 7861-93-8 Food additive raw materials 7681-93-8 681-93-8 Antibiotics Antibiotics N-S Antibiotics A to Z
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