1158005

Cycloserine

United States Pharmacopeia (USP) Reference Standard

• 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/REAXYS Number: 80798
• MDL number: MFCD00005353
• UNSPSC Code: 41116107
• PubChem Substance ID: 329749490
• NACRES: NA.24

Properties

• grade: pharmaceutical primary standard
• API family: cycloserine
• manufacturer/tradename: USP
• mp: 147 °C (dec.) (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: −20°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

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.

Application

Cycloserine USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:

• Cycloserine Capsules

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 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.  ​

Other Notes

Sales restrictions may apply.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable