PHR1092

Cyclosporin

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonym(e): Cyclosporin A, Antibiotic S 7481F1
• Empirische Formel (Hill-System): C₆₂H₁₁₁N₁₁O₁₂
• CAS-Nummer: 59865-13-3
• Molekulargewicht: 1202.61
• Beilstein: 3647785
• MDL-Nummer: MFCD00274558
• UNSPSC-Code: 41116107
• PubChem Substanz-ID: 329823114
• NACRES: NA.24

Eigenschaften

• Qualität: certified reference material; pharmaceutical secondary standard
• Qualitätsniveau: 300
• Agentur: traceable to Ph. Eur. C2163000; traceable to USP 1158504
• API-Familie: cyclosporine
• Analysenzertifikat (CofA): current certificate can be downloaded
• Methode(n): HPLC: suitable; gas chromatography (GC): suitable
• Anwendung(en): pharmaceutical (small molecule)
• Format: neat
• Lagertemp.: -10 to -25°C
• SMILES String: CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C
• InChI: 1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
• InChIKey: PMATZTZNYRCHOR-CGLBZJNRSA-N
• Angaben zum Gen: human ... PPIA(5478)

Beschreibung

Allgemeine Beschreibung

Cyclosporine is a lipophilic immunosuppressive peptide with antifungal and anti-inflammatory properties. It selectively inhibits the production of cytokines involved in T-lymphocyte activation in response to antigen stimulation. It is widely used to prevent transplanted organ rejection and for the treatment of various autoimmune diseases.

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

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.
Cyclosporine may be used as a reference standard for the determination of cyclosporine in biological samples by high-performance liquid chromatography tandem mass spectrometry (HPLC-MS/MS) method.

Biochem./physiol. Wirkung

Ein Pilzmetabolit mit wirksamen immunsuppressiven Eigenschaften. Er hemmt die T-Zell-Rezeptor-Signaltransduktion über die Bildung eines Cyclosporin A−Cyclophilin Komplexes, der Calcineurin (Protein Phosphatase 2B) inhibiert. Hemmt die durch Interleukin 1?, Lipopolysaccharide und TNF induzierte Stickoxid-Synthese. Kann die Freisetzung von Cytochrom c aus Mitochondrien blockieren.

Hinweis zur Analyse

These secondary standards offer multi-traceability to the USP, EP (PhEur) 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 LRAB3757 in the slot below. This is an example certificate only and may not be the lot that you receive.

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Danger
• H-Sätze: H302,H350,H360FD
• P-Sätze: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• Gefahreneinstufungen: Acute Tox. 4 Oral - Carc. 1B - Repr. 1B
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3