PHR1092

Cyclosporine

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonyme(s) : Cyclosporin A, Antibiotic S 7481F1, Cyclosporine
• Formule empirique (notation de Hill): C₆₂H₁₁₁N₁₁O₁₂
• Numéro CAS: 59865-13-3
• Poids moléculaire : 1202.61
• Numéro Beilstein : 3647785
• Numéro MDL: MFCD00274558
• Code UNSPSC : 41116107
• ID de substance PubChem : 329823114
• Nomenclature NACRES : NA.24

Propriétés

• Qualité: certified reference material; pharmaceutical secondary standard
• Niveau de qualité: 300
• Agence: traceable to Ph. Eur. C2163000; traceable to USP 1158504
• Famille d'API: cyclosporine
• CofA (certificat d'analyse): current certificate can be downloaded
• Technique(s): HPLC: suitable; gas chromatography (GC): suitable
• Application(s): pharmaceutical (small molecule)
• Format: neat
• Température de stockage: -10 to -25°C
• Chaîne SMILES: 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
• Clé InChI: PMATZTZNYRCHOR-CGLBZJNRSA-N
• Informations sur le gène: human ... PPIA(5478)

Description

Description générale

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.

Application

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.

Actions biochimiques/physiologiques

A fungal metabolite possessing potent immunosuppressive properties. It inhibits the T-cell receptor signal transduction pathway via the formation of cyclosporin A−cyclophilin complex that inhibits calcineurin (protein phosphatase 2B). Inhibits nitric oxide synthesis induced by interleukin 1α, lipopolysaccharides and TNFα. Can block cytochrome c release from mitochondria.

Remarque sur l'analyse

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

Autres remarques

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.

Note de bas de page

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.

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H350,H360FD
• Conseils de prudence: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• Classification des risques: Acute Tox. 4 Oral - Carc. 1B - Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3