Tacrolimus

SIAL/PHR1809 - Pharmaceutical Secondary Standard; Certified Reference Material

Synonym: FK-506 monohydrate; Tacrolimus

CAS Number: 109581-93-3
Empirical Formula (Hill Notation): C₄₄H₆₉NO₁₂ · H₂O
Molecular Weight: 822.03
MDL Number: MFCD11045918
Linear Formula: C₄₄H₆₉NO₁₂ · H₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-PHR1809-150MG	150 mg	$531.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

agency	traceable to USP 1642802
API family	tacrolimus
application(s)	pharmaceutical (small molecule)
CofA	current certificate can be downloaded
form	powder
grade	certified reference material
	pharmaceutical secondary standard
InChI	1S/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7;/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3;1H2/b25-19+,27-21+;/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1
InChI key	NWJQLQGQZSIBAF-MLAUYUEBSA-N
packaging	pkg of 150 mg
Quality Level	300
SMILES string	O.CO[C@@H]1C[C@@H](CC[C@H]1O)C=C(/C)[C@H]2OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@]4(O)O[C@H]([C@H](C[C@@H](C)CC(C)=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)OC)[C@H](C[C@H]4C)OC
storage temp.	-10 to -25°C
technique(s)	gas chromatography (GC): suitable
	HPLC: suitable

Analysis Note:	These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.
Application:	This pharmaceutical secondary standard can also be used as follows: • Evaluation of a Bio-solid phase microextraction-tandem mass spectrometry (SPME-MS/MS) method to determine four immunosuppressive drugs in whole human blood • High-performance liquid chromatographic (HPLC) analysis of tacrolimus tablet samples, prepared by freeze-drying • Development and validation of a reversed phase-high performance liquid chromatographic (RP-HPLC) for the determination of tacrolimus in its capsule formulations • Stability analysis of tacrolimus and simultaneous determination of its important impurities by reversed phase-ultra-high performance liquid chromatography (RP-UHPLC)
Biochem/physiol Actions:	FK-506 is a potent immunosuppressant, neuroprotective and neuroregenerative, and in vitro T cell proliferation blocker. FK-506 disrupts calcineurin-mediated signal transduction in T lymphocytes and interacts with its FK-506-binding protein-12 (FKBP12).
Footnote:	To see an example of a Certificate of Analysis for this material enter LRAC1117 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.
General description:	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. 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. Tacrolimus belongs to the class II drugs of the biopharmaceutics classification system (BCS). Also known as FK-506, it is isolated from Streptomyces tsukubaensis. It is used for its immunosuppressive properties to prevent rejection after organ transplantations. It is a 23-membered macrolide lactone and contains tricarbonyl and l-pipecolic acid moieties.

Symbol	GHS06
Signal word	Danger
Hazard statements	H301
Precautionary statements	P301 + P310 + P330
RIDADR	UN 2811 6.1 / PGIII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	-10 to -25°C
UNSPSC	41116107

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