Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

924202

Sigma-Aldrich

5-Amino-Thalidomide

≥95%

Synonym(s):

5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione, C5 Pomalidomide, PROTAC® research ligand

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C13H11N3O4
CAS Number:
191732-76-0
Molecular Weight:
273.24
MDL number:
MFCD30188077
UNSPSC Code:
12352101
NACRES:
NA.22

ligand

thalidomide

Quality Level

100

Assay

≥95%

form

powder

SMILES string

O=C1C2=CC=C(N)C=C2C(=O)N1C3C(=O)NC(=O)CC3

InChI

1S/C13H11N3O4/c14-6-1-2-7-8(5-6)13(20)16(12(7)19)9-3-4-10(17)15-11(9)18/h1-2,5,9H,3-4,14H2,(H,15,17,18)

InChI key

IICWMVJMJVXCLY-UHFFFAOYSA-N

Application

5-Amino-Thalidomide is a derivative of the Cereblon (CRBN)-binding ligand thalidomide. 5-Amino-Thalidomide can be used to bind the CRBN E3 ubiquitin ligase in targeted protein degradation research or in the synthesis
of protein degraders with a C5 exit vector. This was previously listed under AMBH2D6FF88F.

Related Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Browse our growing synthesis and research tools: Protein Degrader Building Blocks

Other Notes

Discovery of novel resorcinol diphenyl ether-based PROTAC-like molecules as dual inhibitors and degraders of PD-L1

Efficient Synthesis of Immunomodulatory Drug Analogues Enables Exploration of Structure-Degradation Relationships

Targeting the C481S Ibrutinib-Resistance Mutation in Bruton′s Tyrosine Kinase Using PROTAC-Mediated Degradation

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

related product

Product No.
Description
Pricing

T151

(+)-Thalidomide, ≥98% (HPLC), powder

T144

(±)-Thalidomide, ≥98%, powder

T150

(−)-Thalidomide, >98%, solid

P0018

Pomalidomide, ≥98% (HPLC)

901494

N-Methylated pomalidomide, ≥98%

901495

Pomalidomide-PEG3-NH2 hydrochloride, ≥95%

901516

Pomalidomide-PEG1-NH2 hydrochloride, ≥95%

901513

Pomalidomide-PEG2-NH2 hydrochloride, ≥95%

901558

Lenalidomide, ≥95%

901832

Pomalidomide-PEG6-NH2 hydrochloride, ≥98%

901831

Pomalidomide-PEG5-NH2 hydrochloride

SML2283

Lenalidomide, ≥98% (HPLC)

905224

Pomalidomide-PEG6-butyl amine hydrochloride, ≥95%

905208

Pomalidomide-C6-PEG3-butyl amine hydrochloride, ≥98%

911003

Pomalidomide-PEG2-butyl amine hydrochloride, ≥95%

SML2601

dTAG-13, ≥98% (HPLC)

911690

C5 Lenalidomide, ≥95%

911666

Pomalidomide-C6-NH2 hydrochloride, ≥95%

911658

Pomalidomide-C3-NH2 hydrochloride, ≥95%

911720

C5 Lenalidomide-C9-NH2 hydrochloride, ≥95%

911712

C5 Lenalidomine-C6-NH2 hydrochloride, ≥95%

911755

C5 Lenalidomide-PEG5-NH2 hydrochloride

911704

C5 Lenalidomine-C3-NH2 hydrochloride, ≥95%

911739

C5 Lenalidomide-PEG1-NH2 hydrochloride, ≥95%

911747

C5 Lenalidomide-PEG3-NH2 hydrochloride, ≥95%

SML2687

dBET1, ≥98% (HPLC)

SML2686

THAL-SNS-032, ≥98% (HPLC)

913987

Pomalidomide-C6-PEG1-C3-PEG1-butyl amine hydrochloride, ≥95%

913979

Biotin-Thalidomide, ≥95%

915572

Pomalidomide-dipiperazine-NH2 hydrochloride, ≥95%

SML2683

dBET6, ≥98% (HPLC)

916536

Pomalidomide-piperazine-pyridine-alkyne-NH2 hydrochloride

917729

C5 Lenalidomide-piperazine-pyridine-alkyne-NH2 hydrochloride, ≥95%

917303

C5 Lenalidomide-C6-PEG1-C3-PEG1-Butyl NH2 hydrochloride, ≥95%

918350

C5 Lenalidomide-alkyne-piperidine hydrochloride, ≥95%

918091

Lenalidomide-Photoswitch2-NH2 hydrochloride, ≥95%

SML2911

dBRD9 Hydrochloride, ≥97% (HPLC)

919888

Thalidomide-Photoswitch3-NH2 hydrochloride, ≥95%

919969

C5 Lenalidomide-PEG2-Butyl NH2 hydrochloride, ≥95%

919896

C5 Lenalidomide-dipiperazine-NH2 hydrochloride

920754

C5 Lenalidomide-benzyl-piperazine hydrochloride

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H312,H360FD

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Repr. 1A

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

George M Burslem et al.
ChemMedChem, 13(15), 1508-1512 (2018-06-06)
The immunomodulatory drugs (IMiDs) thalidomide, pomalidomide, and lenalidomide have been approved for the treatment of multiple myeloma for many years. Recently, their use as E3 ligase recruiting elements for small-molecule-induced protein degradation has led to a resurgence in interest in
Alexandru D Buhimschi et al.
Biochemistry, 57(26), 3564-3575 (2018-06-01)
Inhibition of Bruton's tyrosine kinase (BTK) with the irreversible inhibitor ibrutinib has emerged as a transformative treatment option for patients with chronic lymphocytic leukemia (CLL) and other B-cell malignancies, yet >80% of CLL patients develop resistance due to a cysteine
Binbin Cheng et al.
European journal of medicinal chemistry, 199, 112377-112377 (2020-05-11)
Novel resorcinol diphenyl ether-based PROTACs (PROteolysis TArgeting Chimeras) were designed and evaluated for their inhibitory activity against the programmed cell death-1/programmed cell death-ligand 1 (PD-1/PD-L1) pathway and their ability to degrade PD-L1 protein. Most of the compounds displayed excellent inhibitory

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service