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CDS022536

Sigma-Aldrich

Lenalidomide

Synonyme(s) :

3-(7-Amino-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione

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About This Item

Formule empirique (notation de Hill):
C13H13N3O3
Poids moléculaire :
259.26
Numéro MDL:
MFCD07772307
Code UNSPSC :
12352200
ID de substance PubChem :
329795811

Description

AldrichCPR

Forme

powder

Chaîne SMILES 

O=C1N(C2CCC(NC2=O)=O)CC3=C1C=CC=C3N

InChI

1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6,14H2,(H,15,17,18)

Clé InChI

GOTYRUGSSMKFNF-UHFFFAOYSA-N

Informations sur le gène

human ... CRBN(51185) , CUL4A(8451) , DDB1(1642) , RBX1(9978)

Application

Lenalidomide is a structural analog of thalidomide, which exhibits excellent anticancer activity against multiple myeloma.[1][2] It can be used in synthesizing multiple derivatives of lenalidomide to study their biological activity.[3] Synthesis of gelator containing lenalidomide, which forms stable gels in 1,4-dioxane has been reported.[4]

Autres remarques

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.

NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY, (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE, OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY, WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Warning

Mentions de danger

H361d,H373

Classification des risques

Repr. 2 - STOT RE 2

Organes cibles

Blood

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Consulter la Bibliothèque de documents

Design, synthesis and biological evaluation of Lenalidomide derivatives as tumor angiogenesis inhibitor.
Hu S, et al.
Bioorganic & Medicinal Chemistry Letters, 27(17), 4075-4081 (2017)
Lenalidomide plus dexamethasone for relapsed or refractory multiple myeloma.
Dimopoulos M, et al.
The New England Journal of Medicine, 357(21), 2123-2132 (2007)
Melamine tunable effect in a lenalidomide-based supramolecular self-assembly system via hydrogen bonding.
Gao A, et al.
New. J. Chem., 41(16), 7924-7931 (2017)
Cereblon is a direct protein target for immunomodulatory and antiproliferative activities of lenalidomide and pomalidomide.
Lopez-Girona A E A, et al.
Leukemia, 26(11), 2326-2326 (2012)
Xiaofei He et al.
Experimental hematology, 86, 21-27 (2020-05-22)
Our previous study revealed that expression of G protein-coupled receptor 68 (GPR68) was upregulated in MDSL cells, a cell line representing myelodysplastic syndromes (MDS), in response to lenalidomide (LEN), and mediated a calcium/calpain proapoptotic pathway. Isx, a GPR68 agonist, enhanced
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