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Thalidomide-4-O-C2-NH2

CAT: 0804-HY-136162ASize: 1 EachDry Ice: NoHazardous: No
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Description
Thalidomide-4-O-C2-NH2 is a synthesized E3 ligase ligand-linker conjugate that incorporates the Thalidomide based cereblon ligand and a linker used in PROTAC technology[1].
CAS Number
390367-50-7
UNSPSC
12352005
Hazard Statement
H317-H319
Target
Apoptosis; Autophagy; E3 Ligase Ligand-Linker Conjugates
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; PROTAC
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/thalidomide-4-o-c2-nh2.html
Solubility
10 mM in DMSO
Smiles
O=C1N(C(CC2)C(NC2=O)=O)C(C3=C1C=CC=C3OCCN)=O
Molecular Formula
C15H15N3O5
Molecular Weight
317.30
Precautions
P261-P264-P272-P280-P302+P352-P305+P351+P338-P362+P364-P501
References & Citations
[1]Sato T, et al. Cereblon-Based Small-Molecule Compounds to Control Neural Stem Cell Proliferation in Regenerative Medicine. Front Cell Dev Biol. 2021;9:629326. Published 2021 Mar 11.|[2]Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27 (8) :998-985.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Cereblon

Chemical Information

4-(2-Aminoethoxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
CAS Number390367-50-7
PubChem CID132427813
IUPAC Name4-(2-aminoethoxy)-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
Molecular FormulaC15H15N3O5
Molecular Weight317.30
XLogP-0.6
Topological Polar Surface Area119
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count23
Formal Charge0
Complexity549
SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)OCCN
InChI
InChI=1S/C15H15N3O5/c16-6-7-23-10-3-1-2-8-12(10)15(22)18(14(8)21)9-4-5-11(19)17-13(9)20/h1-3,9H,4-7,16H2,(H,17,19,20)
InChIKey
AXEKUDWMPOBTMQ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 4-(2-Aminoethoxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
CAS: 390367-50-7
CID: 132427813
Formula: C15H15N3O5
MW: 317.30
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight317.30
XLogP3-0.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass317.10117059
Monoisotopic Mass317.10117059
Topological Polar Surface Area119 Ų
Heavy Atom Count23
Formal Charge0
Complexity549
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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MBS3615631-01Thalidomide-O-amido-PEG2-C2-NH2 hydrochloride
MBS3846061-01Thalidomide-O-amido-PEG2-C2-NH2 (TFA)
MBS5771678Thalidomide-O-amido-PEG3-C2-NH2 hydrochloride
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