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Lenalidomide hemihydrate - CAS 847871-99-2

Inquiry

Lenalidomide hemihydrate (CC-5013 hemihydrate) is a derivative of Thalidomide and functions as an orally active immunomodulator. It acts through cereblon-mediated selective ubiquitination and degradation of IKZF1 and IKZF3 lymphocyte transcription factors, inhibiting the growth of mature B-cell lymphomas including multiple myeloma, and inducing interleukin-2 (IL-2) release from T cells.

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Molecular Formula

C26H28N6O7

Molecular Weight

268.27

Lenalidomide hemihydrate

- Specification
  - Purity
    
    >98%
    
    Solubility
    
    Soluble in DMSO
    
    Appearance
    
    Solid
    
    Storage
    
    Store at -20°C
    
    Synonyms
    
    Revlimid hemihydrate; CC-5013 hemihydrate
- Properties
  - InChI Key
    
    OTJHSDXKMBRCMM-UHFFFAOYSA-N
    
    InChI
    
    InChI=1S/2C13H13N3O3.H2O/c2*14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18;/h2*1-3,10H,4-6,14H2,(H,15,17,18);1H2
    
    Canonical SMILES
    
    C1CC(=O)NC(=O)C1N2CC3=C(C2=O)C=CC=C3N.C1CC(=O)NC(=O)C1N2CC3=C(C2=O)C=CC=C3N.O
- Reference Reading
  - 1.Lenalidomide, an antineoplastic drug, and its hemihydrate.
    
    Ravikumar K1, Sridhar B. Acta Crystallogr C. 2009 Oct;65(Pt 10):o502-5. doi: 10.1107/S0108270109033642. Epub 2009 Sep 5.
    
    The crystal structures of lenalidomide [systematic name: (RS)-3-(4-amino-1-oxoisoindolin-2-yl)piperidine-2,6-dione], C13H13N3O3, (I), an antineoplastic drug, and its hemihydrate, C13H13N3O3.0.5H2O, (II), have been determined by single-crystal X-ray diffraction analysis. The overall conformation of the molecule defined by the orientation of the two ring portions, viz. pyridinedione and isoindolinone, is twisted in both structures. The influence of the self-complementary pyridinedione ring is seen in the crystal packing of both structures through its involvement in forming hydrogen-bonded dimers, although alternate dione O atoms are utilized. An extensive series of N-H...O hydrogen bonds link the dimers into two-dimensional supramolecular arrays built up from infinite chains. The water molecule in (II) has a cohesive function, connecting three lenalidomide molecules by hydrogen bonds. The significance of this study lies in the analysis of the interactions in these structures and the aggregations occurring via hydrogen bonds in the hydrated and dehydrated crystalline forms of the title compound.
- Preparing Stock Solutions
  - ConcentrationVolumeMass 1 mg 5 mg 10 mg
    
    1 mM 3.8571 mL 19.2857 mL 38.5713 mL
    
    5 mM 0.7714 mL 3.8571 mL 7.7143 mL
    
    10 mM 0.3857 mL 1.9286 mL 3.8571 mL

ConcentrationVolumeMass	1 mg	5 mg	10 mg
1 mM	3.8571 mL	19.2857 mL	38.5713 mL
5 mM	0.7714 mL	3.8571 mL	7.7143 mL
10 mM	0.3857 mL	1.9286 mL	3.8571 mL

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