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Thalidomide - ≥98%, high purity , CRL4(CRBN) E3 ubiquitin ligase inhibitor, CAS No.50-35-1, CRL4(CRBN) E3 ubiquitin ligase inhibitor

  • ≥98%
Item Number
T126856
Grouped product items
SKUSizeAvailabilityPrice Qty
T126856-250mg
250mg
In stock
$45.90
T126856-1g
1g
In stock
$140.90
T126856-5g
5g
In stock
$351.90
T126856-25g
25g
In stock
$1,581.90
T126856-100g
100g
In stock
$5,694.90

Immunomodulator and anticancer agent

View related series
cereblon

Basic Description

Synonymsthalidomide|50-35-1|Thalomid|2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione|Contergan|Distaval|Pantosediv|Softenon|(+/-)-THALIDOMIDE|Kevadon|Sedoval|Theophilcholine|Algosediv|Corronarobetin|Ectiluran|Enterosediv|Gastrinide|Nerosedyn|Neurosedin|Neurosedy
Specifications & Purity≥98%
Shipped InNormal
Action TypeINHIBITOR
Mechanism of actionCRL4(CRBN) E3 ubiquitin ligase inhibitor
Product Description

A selective inhibitor of TNF alpha biosynthesis shown to have immunomodulatory and antiangeogenic activity.

Product Properties

ALogP0.3

Associated Targets

CRBN Tclin Protein cereblon 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
INCHI InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)
InChi Key UEJJHQNACJXSKW-UHFFFAOYSA-N
Canonical SMILES C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
Isomeric SMILES C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
WGK Germany 3
RTECS TI4375000
PubChem CID 5426
UN Number 2811
Packing Group I
Molecular Weight 258.23

Certificates

Certificate of Analysis(COA)

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8 results found

Lot NumberCertificate TypeDateItem
J2213865Certificate of AnalysisJul 08, 2024 T126856
J2214041Certificate of AnalysisJul 08, 2024 T126856
J2214177Certificate of AnalysisJul 08, 2024 T126856
J2214182Certificate of AnalysisJul 08, 2024 T126856
J2214183Certificate of AnalysisJul 08, 2024 T126856
I1506144Certificate of AnalysisMar 16, 2023 T126856
H2026219Certificate of AnalysisJul 11, 2022 T126856
H2019013Certificate of AnalysisJun 20, 2022 T126856

Chemical and Physical Properties

SolubilitySoluble in DMSO (>25 mg/ml), cold pyridine, dimethylformamide, dioxane, Acetone, Butyl Acetate, Ethanol (≥2 mg/ml), Ethyl Acetate, Methanol, water (<1 mg/mL ), and 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin (0.6 mg/mL).
Melt Point(°C)276 °C

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07
Signal Danger
Hazard Statements

H302:Harmful if swallowed

H360:May damage fertility or the unborn child

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P330:Rinse mouth.

P203:Obtain, read and follow all safety instructions before use.

P301+P317:IF SWALLOWED: Get medical help.

P318:if exposed or concerned, get medical advice.

WGK Germany 3
RTECS TI4375000
Class 6.1
Merck Index 9255

Related Documents

References

1. Xin W, Xiaohua N, Peilin C, Xin C, Yaqiong S, Qihan W.  (2008)  Primary function analysis of human mental retardation related gene CRBN..  Mol Biol Rep,  35  (2): (251-6).  [PMID:17380424]
2. Jo S, Lee KH, Song S, Jung YK, Park CS.  (2005)  Identification and functional characterization of cereblon as a binding protein for large-conductance calcium-activated potassium channel in rat brain..  J Neurochem,  94  (5): (1212-24).  [PMID:16045448]
3. Ito T, Ando H, Suzuki T, Ogura T, Hotta K, Imamura Y, Yamaguchi Y, Handa H.  (2010)  Identification of a primary target of thalidomide teratogenicity..  Science,  327  (5971): (1345-50).  [PMID:20223979]
4. Lopez-Girona A, Mendy D, Ito T, Miller K, Gandhi AK, Kang J, Karasawa S, Carmel G, Jackson P, Abbasian M et al..  (2012)  Cereblon is a direct protein target for immunomodulatory and antiproliferative activities of lenalidomide and pomalidomide..  Leukemia,  26  (11): (2326-35).  [PMID:22552008]
5. Mazzoccoli L, Cadoso SH, Amarante GW, de Souza MV, Domingues R, Machado MA, de Almeida MV, Teixeira HC.  (2012)  Novel thalidomide analogues from diamines inhibit pro-inflammatory cytokine production and CD80 expression while enhancing IL-10..  Biomed Pharmacother,  66  (5): (323-9).  [PMID:22770990]
6. Eichner R, Heider M, Fernández-Sáiz V, van Bebber F, Garz AK, Lemeer S, Rudelius M, Targosz BS, Jacobs L, Knorn AM et al..  (2016)  Immunomodulatory drugs disrupt the cereblon-CD147-MCT1 axis to exert antitumor activity and teratogenicity..  Nat Med,  22  (7): (735-43).  [PMID:27294876]
7. Quayle LA et al..  (2017)  Anti-angiogenic drugs: direct anti-cancer agents with mitochondrial mechanisms of action..  Oncotarget,  (51): (88670-88688).  [PMID:29179466]
8. Rosa TLSA et al..  (2022)  The Type I Interferon Pathway Is Upregulated in the Cutaneous Lesions and Blood of Multibacillary Leprosy Patients With Erythema Nodosum Leprosum..  Front Med (Lausanne),  (899998).  [PMID:35733868]

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