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916870

Sigma-Aldrich

4-(1-(tert-butoxycarbonyl)piperidin-4-yl)benzoic acid

≥95%

Synonyme(s) :

Semi-flexible linker for PROTAC® development

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About This Item

Formule empirique (notation de Hill):
C17H23NO4
Numéro CAS:
149353-75-3
Poids moléculaire :
305.37
Numéro MDL:
MFCD02178897
Code UNSPSC :
12352106

Niveau de qualité

100

Pureté

≥95%

Forme

powder

Pertinence de la réaction

reagent type: linker

Groupe fonctionnel

Boc
carboxylic acid

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

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.

Autres remarques

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Crosslinkers for Bioconjugation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Informations légales

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

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

917605

2-(4-(Piperidin-4-yl)phenyl)acetic acid hydrochloride, ≥95%

917362

2-(4-(1-(tert-butoxycarbonyl)piperidin-4-yl)phenyl)acetic acid, ≥95%

917125

tert-Butyl 4-(4-(hydroxymethyl)phenyl)piperidine-1-carboxylate, ≥95%

917109

2-(3-(1-(tert-butoxycarbonyl)piperidin-4-yl)phenyl)acetic acid

917869

2-(2-(Piperidin-4-yl)phenyl)acetic acid hydrochloride, ≥95%

916617

2-(3-(Piperidin-4-yl)phenyl)acetic acid hydrochloride, ≥95%

916633

(3-(Piperidin-4-yl)phenyl)methanamine dihydrochloride, ≥95%

917591

tert-Butyl 4-(3-(2-hydroxyethyl)phenyl)piperidine-1-carboxylate, ≥95%

916889

tert-Butyl 4-(4-(2-aminoethyl)phenyl)piperidine-1-carboxylate, ≥95%

916900

2-(3-(Piperidin-4-yl)phenyl)ethan-1-ol hydrochloride, ≥95%

916641

2-(3-(Piperidin-4-yl)phenyl)ethan-1-amine dihydrochloride, 95%

917648

(4-(Piperidin-4-yl)phenyl)methanol hydrochloride, ≥95%

916854

2-(Piperidin-4-yl)benzoic acid hydrochloride, 95%

917907

2-(4-(Piperidin-4-yl)phenyl)ethan-1-amine dihydrochloride, ≥95%

917095

4-(Piperidin-4-yl)benzoic acid hydrochloride, ≥95%

917893

(2-(Piperidin-4-yl)phenyl)methanol hydrochloride, ≥95%

917656

3-(Piperidin-4-yl)benzoic acid hydrochloride, ≥95%

917168

tert-Butyl 4-(2-(hydroxymethyl)phenyl)piperidine-1-carboxylate, ≥95%

917397

(2-(Piperidin-4-yl)phenyl)methanamine dihydrochloride

917419

2-(2-(Piperidin-4-yl)phenyl)ethan-1-amine dihydrochloride

917354

tert-Butyl 4-(4-(aminomethyl)phenyl)piperidine-1-carboxylate

917141

2-(4-(Piperidin-4-yl)phenyl)ethan-1-ol hydrochloride, ≥95%

916625

tert-Butyl 4-(3-(2-aminoethyl)phenyl)piperidine-1-carboxylate, ≥95%

917915

2-(2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)phenyl)acetic acid, ≥95%

917133

(4-(Piperidin-4-yl)phenyl)methanamine dihydrochloride, ≥95%

917400

tert-Butyl 4-(3-(hydroxymethyl)phenyl)piperidine-1-carboxylate, ≥95%

917664

2-(2-(Piperidin-4-yl)phenyl)ethan-1-ol hydrochloride, ≥95%

916897

(3-(Piperidin-4-yl)phenyl)methanol hydrochloride, ≥95%

916846

2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid, 95%

916595

tert-Butyl 4-(4-(2-hydroxyethyl)phenyl)piperidine-1-carboxylate, ≥95%

916587

3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid, ≥95%

917850

tert-Butyl 4-(2-(2-hydroxyethyl)phenyl)piperidine-1-carboxylate, ≥95%

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H315,H317,H319,H410

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
MKCV9412

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Consulter la Bibliothèque de documents

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)
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
Weilin Sun et al.
Journal of medicinal chemistry, 62(6), 3122-3134 (2019-03-16)
Imatinib mesylate, 1a, inhibits production of β-amyloid (Aβ) peptides both in cells and in animal models. It reduces both the β-secretase and γ-secretase cleavages of the amyloid precursor protein (APP) and mediates a synergistic effect, when combined with a β-secretase
Dominik K Kölmel et al.
ACS combinatorial science, 21(8), 588-597 (2019-07-10)
A new catalytic manifold that merges photoredox with nickel catalysis in aqueous solution is presented. Specifically, the combination of a highly active, yet air-stable, nickel precatalyst with a new electron-deficient pyridyl carboxamidine ligand was key to the development of a
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

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