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Merck
CN

CDS022536

Lenalidomide

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H13N3O3
Molecular Weight:
259.26
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
Form:
powder
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description

AldrichCPR

form

powder

SMILES string

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)

InChI key

GOTYRUGSSMKFNF-UHFFFAOYSA-N

Gene Information

Application

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

Other Notes

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.


pictograms

Health hazard

signalword

Warning

Hazard Classifications

Repr. 2 - STOT RE 2

target_organs

Blood

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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)