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Merck
CN

SML2283

来那度胺

≥98% (HPLC), powder, cereblon binder

别名:

来那度胺, 1-氧-4-氨基-2-(2,6-二氧哌啶-3-基)异吲哚, 3-(4-氨基-1,3-二氢-1-氧代-2H-异吲哚-2-基)-2,6-哌啶二酮, 3-(4-氨基-1-氧代异吲哚-2-基)哌啶-2,6-二酮, CC 5013, CC-5013

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关于此项目

经验公式(希尔记法):
C13H13N3O3
化学文摘社编号:
分子量:
259.26
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
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产品名称

来那度胺, ≥98% (HPLC)

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)

SMILES string

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

InChI key

GOTYRUGSSMKFNF-UHFFFAOYSA-N

ligand

lenalidomide

assay

≥98% (HPLC)

form

powder

reaction suitability

reagent type: ligand

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

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Biochem/physiol Actions

来那度胺,沙利度胺的一种衍生物,是经批准可用于治疗多发性骨髓瘤的一种免疫调节剂。显然,来那度胺是泛素E3连接酶cereblon的一种配体,可诱导该酶降解Ikaros转录因子IKAROS家族锌指1(IKZF1)和IKZF3。来那度胺具有多效抗肿瘤作用。它可用于治疗5q缺失相关骨髓增生异常综合症(del(5q)-MDS)。

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Repr. 1B - STOT RE 2

target_organs

Blood

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Hila Shaim et al.
Frontiers in immunology, 8, 1773-1773 (2018-01-31)
Chronic lymphocytic leukemia (CLL) cells possess regulatory functions comparable to those of normal B10 cells, a regulatory B cell subset that suppresses effector T-cell function through STAT3-mediated IL-10 production. However, the mechanisms governing IL-10 production by CLL cells are not
Yuan Xiao Zhu et al.
Blood, 118(18), 4771-4779 (2011-08-24)
The precise molecular mechanism of action and targets through which thalidomide and related immunomodulatory drugs (IMiDs) exert their antitumor effects remains unclear. We investigated the role of cereblon (CRBN), a primary teratogenic target of thalidomide, in the antimyeloma activity of
Thalidomide promotes degradation of SALL4, a transcription factor implicated in Duane Radial Ray syndrome
Donovan KA, et al.
eLife, 7, e38430-e38430 (2018)
Georg Petzold et al.
Nature, 532(7597), 127-130 (2016-02-26)
Thalidomide and its derivatives, lenalidomide and pomalidomide, are immune modulatory drugs (IMiDs) used in the treatment of haematologic malignancies. IMiDs bind CRBN, the substrate receptor of the CUL4-RBX1-DDB1-CRBN (also known as CRL4(CRBN)) E3 ubiquitin ligase, and inhibit ubiquitination of endogenous
Li Du et al.
Cancer gene therapy (2022-03-27)
Despite the potent effect of lenalidomide (Len) in multiple myeloma (MM) treatment, patients develop Len resistance leading to progressive disease, demanding an urgent need to investigate the mechanisms mediating Len resistance. Our study identified SUMOylation as a potential mechanism regulating

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