PHR1703

Natamycin

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonym(s): Pimaricin, Natamycin
• Empirical Formula (Hill Notation): C₃₃H₄₇NO₁₃
• CAS Number: 7681-93-8
• Molecular Weight: 665.73
• NACRES: NA.24
• PubChem Substance ID: 329823566
• UNSPSC Code: 41116107
• EC Number: 231-683-5
• MDL number: MFCD00135085

Properties

• Product Name: Natamycin, Pharmaceutical Secondary Standard; Certified Reference Material
• InChI: 1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1
• InChI key: NCXMLFZGDNKEPB-FFPOYIOWSA-N
• SMILES string: C[C@@H]1C\C=C\C=C\C=C\C=C\[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3\C=C\C(=O)O1)C[C@H](O)[C@H]2C(O)=O)O[C@@H]4O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O
• grade: certified reference material; pharmaceutical secondary standard
• agency: traceable to USP 1457505
• API family: natamycin
• CofA: current certificate can be downloaded
• packaging: pkg of 1 g
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: -10 to -25°C
• Quality Level: 300

Description

Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Application

Natamycin may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by high-performance liquid chromatography coupled with tandem mass spectrometry (LC−MS/MS).[1]

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

An antifungal polyene macrolide that binds specifically to ergosterol and blocks fungal growth. However, unlike nysatin and filipin, pimaricin does not change the permeability of the plasma membrane

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Natamycin is a major drug that is utilized in the treatment of fungal keratitis. It is, by far, the only available approved antifungal drug for the said purpose by the U.S. Food and Drug Administration.[1]

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

To see an example of a Certificate of Analysis for this material enter LRAC2803 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable