PHR1765

Cycloserine

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonym(s): D-Cycloserine, (R)-4-Amino-3-isoxazolidone, 4-Amino-3-isoxazolidinone
• Empirical Formula (Hill Notation): C₃H₆N₂O₂
• CAS Number: 68-41-7
• Molecular Weight: 102.09
• Beilstein: 80798
• EC Number: 200-688-4
• MDL number: MFCD00005353
• UNSPSC Code: 12352209
• NACRES: NA.24

Properties

• grade: certified reference material; pharmaceutical secondary standard
• Quality Level: 300
• Agency: traceable to USP 1158005
• API family: cycloserine
• CofA: current certificate can be downloaded
• packaging: pkg of 1 g
• mp: 147 °C (dec.) (lit.)
• application(s): pharmaceutical
• format: neat
• storage temp.: -10 to -25°C
• SMILES string: N[C@@H]1CONC1=O
• InChI: 1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
• InChI key: DYDCUQKUCUHJBH-UWTATZPHSA-N

Description

General description

Cycloserine is a broad-spectrum antibiotic commonly produced by certain strains of Streptomyces orchidaceus or S. garphalus. It is used as a second-line drug treatment for multiple drug-resistant strains of Mycobacterium tuberculosis.
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.

Application

Cycloserine may be used as a pharmaceutical reference standard for the determination of the analyte in bulk drug and pharmaceutical formulations by high performance liquid chromatography.

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

Mode of Action: Inhibits cell wall biosynthesis (D-Ala peptide bond formation). Also prevents conversion of D-Ala to L-Ala. Bacteriostatic.
Partial agonist at the glycine modulatory site of NMDA glutamatergic receptors; antibiotic against Gram-negative bacteria.
Mode of Resistance: D-Ala transport interference.

Analysis Note

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

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.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA8432 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable