916870
4-(1-(tert-butoxycarbonyl)piperidin-4-yl)benzoic acid
≥95%
Synonym(s):
Semi-flexible linker for PROTAC® development
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About This Item
Empirical Formula (Hill Notation):
C17H23NO4
CAS Number:
Molecular Weight:
305.37
UNSPSC Code:
12352106
MDL number:
Assay:
≥95%
Form:
powder
Quality Level
assay
≥95%
form
powder
reaction suitability
reagent type: linker
functional group
Boc, carboxylic acid
storage temp.
2-8°C
SMILES string
O=C(N(CC1)CCC1C(C=C2)=CC=C2C(O)=O)OC(C)(C)C
InChI
1S/C17H23NO4/c1-17(2,3)22-16(21)18-10-8-13(9-11-18)12-4-6-14(7-5-12)15(19)20/h4-7,13H,8-11H2,1-3H3,(H,19,20)
InChI key
YCNVQGGUCDVTIZ-UHFFFAOYSA-N
Application
4-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid is a 4-aryl piperidine useful as a semi-flexible linker in PROTAC development for targeted protein degradation. Incorporation of rigidity into the linker region of bifunctional protein degraders may impact the 3D orientation of the degrader and thus ternary complex formation as well as optimization of drug-like properties.
Other Notes
Legal Information
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license
signalword
Warning
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Andrei A Krysko et al.
Bioorganic & medicinal chemistry letters, 21(19), 5971-5974 (2011-08-20)
The novel RGD mimetics with phthalimidine central fragment were synthesized with the use of 4-piperidine-4-yl-butyric, 4-piperidine-4-yl-benzoic, 4-piperazine-4-yl-benzoic and 1,2,3,4-tetrahydroisoquinoline-7-carboxylic acids as surrogates of Arg motif. The synthesized compounds potently inhibited platelet aggregation in vitro and blocked FITC-Fg binding to α(IIb)β(3)
Dillon T Flood et al.
Journal of the American Chemical Society, 141(25), 9998-10006 (2019-05-29)
DNA Encoded Libraries have proven immensely powerful tools for lead identification. The ability to screen billions of compounds at once has spurred increasing interest in DEL development and utilization. Although DEL provides access to libraries of unprecedented size and diversity
Andrei A Krysko et al.
Bioorganic & medicinal chemistry letters, 26(7), 1839-1843 (2016-02-26)
A series of 2-piperazin-1-yl-quinazolines were synthesized and evaluated for their antiaggregative activity. The synthesized small molecule compounds have potently inhibited platelet aggregation in vitro and blocked FITC-Fg binding to αIIbβ3 integrin in a suspension of washed human platelets. The key
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 916870-100MG | 04061842593422 |