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Tz-Thalidomide

CAT: 0804-HY-101460-06Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-101460-06Size:100 mg
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Description
Tz-Thalidomide is a tetrazine tagged Thalidomide (Ligands for E3 Ligase). Tz-Thalidomide has binding affinity for BRD4, with IC50s of 46.25 μM (BRD4-1) and 62.55 μM (BRD4-2). Tz-Thalidomide is a click chemistry reagent, it contains a Tetrazine group that can undergo an inverse electron demand Diels-Alder reaction (iEDDA) with molecules containing TCO groups[1].
CAS Number
2087490-42-2
UNSPSC
12352005
Hazard Statement
H315, H319
Target
Epigenetic Reader Domain; Molecular Glues; PROTACs
Type
Reference compound
Related Pathways
Epigenetics; PROTAC
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/tz-thalidomide.html
Purity
98.60
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C(CCCCCOC1=C(C(N(C2CCC(NC2=O)=O)C3=O)=O)C3=CC=C1)NCC(C=C4)=CC=C4C5=NN=C(C)N=N5
Molecular Formula
C29H29N7O6
Molecular Weight
571.58
Precautions
H315, H319
References & Citations
[1]Lebraud H, et al. Protein Degradation by In-Cell Self-Assembly of Proteolysis Targeting Chimeras. ACS Cent Sci. 2016 Dec 28;2 (12) :927-934.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Cereblon

Chemical Information

Tz-Thalidomide
CAS Number2087490-42-2
PubChem CID132211963
IUPAC Name6-[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]oxy-N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]hexanamide
Molecular FormulaC29H29N7O6
Molecular Weight571.6
XLogP0.7
Topological Polar Surface Area173
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count11
Heavy Atom Count42
Formal Charge0
Complexity1010
SMILES
CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)CCCCCOC3=CC=CC4=C3C(=O)N(C4=O)C5CCC(=O)NC5=O
InChI
InChI=1S/C29H29N7O6/c1-17-32-34-26(35-33-17)19-11-9-18(10-12-19)16-30-23(37)8-3-2-4-15-42-22-7-5-6-20-25(22)29(41)36(28(20)40)21-13-14-24(38)31-27(21)39/h5-7,9-12,21H,2-4,8,13-16H2,1H3,(H,30,37)(H,31,38,39)
InChIKey
AHPHLKGKBKDTDE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Tz-Thalidomide
CAS: 2087490-42-2
CID: 132211963
Formula: C29H29N7O6
MW: 571.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight571.6
XLogP30.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count11
Exact Mass571.21793167
Monoisotopic Mass571.21793167
Topological Polar Surface Area173 Ų
Heavy Atom Count42
Formal Charge0
Complexity1010
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