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Merck

PHR1765

Supelco

Cycloserin

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(e):

D-Cycloserin, (R)-4-Amino-3-isoxazolidon

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About This Item

Empirische Formel (Hill-System):
C3H6N2O2
CAS-Nummer:
Molekulargewicht:
102.09
Beilstein:
80798
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352209
NACRES:
NA.24

Qualität

certified reference material
pharmaceutical secondary standard

Qualitätsniveau

Agentur

traceable to USP 1158005

API-Familie

cycloserine

Analysenzertifikat (CofA)

current certificate can be downloaded

Verpackung

pkg of 1 g

mp (Schmelzpunkt)

147 °C (dec.) (lit.)

Anwendung(en)

pharmaceutical

Format

neat

Lagertemp.

-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

InChIKey

DYDCUQKUCUHJBH-UWTATZPHSA-N

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Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

Wirkungsweise: Hemmt die Zellwandsynthese (Bildung von D-Ala-Peptidbindungen). Verhindert die Umwandlung von D-Ala in L-Ala. Bakteriostatisch.
Partialagonist an der Glycinmodulatorstelle von glutamatergen NMDA-Rezeptoren; Antibiotikum gegen gramnegative Bakterien.
Wirkungsweise der Resistenz: D-Ala-Transportinterferenz.

Hinweis zur Analyse

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

Sonstige Hinweise

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.

Fußnote

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.

Empfohlene Produkte

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.

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Flammpunkt (°F)

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Flammpunkt (°C)

Not applicable


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Analysenzertifikate (COA)

Lot/Batch Number

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Development of a liquid chromatographic method for the determination of related substances and assay of d-cycloserine
Pendela M, et al.
Journal of Pharmaceutical and Biomedical Analysis, 47(4-5), 807-811 (2008)
Development and validation of indirect RP-HPLC method for enantiomeric purity determination of d-cycloserine drug substance
Karthikeyan K, et al.
Journal of Pharmaceutical and Biomedical Analysis, 54(4), 850-854 (2011)
d-Cycloserine
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 457-462 (2015)
S David
The Journal of antimicrobial chemotherapy, 47(2), 203-206 (2001-02-07)
D-Cycloserine (DCS) is a peptidoglycan inhibitor. Although very effective against Mycobacterium tuberculosis, it is seldom employed in the management of this infection due to its high toxicity. beta-Chloro-D-alanine (another peptidoglycan inhibitor) reduces the MIC of DCS from 50 to 2.5

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