Phenyl bioisosteres in medicinal chemistry: discovery of novel γ-secretase modulators as a potential treatment for Alzheimer's disease
Literature Information
Publication Date
2021-04-12
DOI
10.1039/D1MD00043H
Impact Factor
0
Authors
H. Ratni, K. Baumann, P. Bellotti, X. A. Cook, L. G. Green, T. Luebbers, M. Reutlinger, A. F. Stepan, W. Vifian
View Original
Abstract
Phenyl rings are one of the most prevalent structural moieties in active pharmaceutical ingredients, even if they often contribute to poor physico-chemical properties. Herein, we propose the use of a bridged piperidine (BP) moiety as a phenyl bioisostere, which could also be seen as a superior phenyl alternative as it led to strongly improved drug like properties, in terms of solubility and lipophilicity. Additionally, this BP moiety compares favorably to the recently reported saturated phenyl bioisosteres. We applied this concept to our γ-secretase modulator (GSM) project for the potential treatment of Alzheimer's disease delivering clinical candidates.
Related Literature
Addressing the practicalities of anodic stripping voltammetry for heavy metal detection: a tutorial review
Julie V. Macpherson
2019-10-15
Tutorial Review
DOI: 10.1039/C9AN01437C
Quantitative analysis of trace palladium contamination in solution using electrochemical X-ray fluorescence (EC-XRF)
Zoë J. Ayres, Mark E. Newton, Julie V. Macpherson
2016-04-20
Paper
DOI: 10.1039/C6AN00340K
Establishment of an immunofiltration strip for the detection of 17β-estradiol based on the photothermal effect of black phosphorescence
Lixia Lu, Minglu Wang, Dan Zhang, Hongyan Zhang
2019-09-27
Paper
DOI: 10.1039/C9AN01495K
Rapid and improved characterization of therapeutic antibodies and antibody related products using IdeS digestion and subunit analysis
Jonathan Sjögren, Fredrik Olsson, Alain Beck
2016-05-04
Minireview
DOI: 10.1039/C6AN00071A
A new label-free fluorescent sensor for human immunodeficiency virus detection based on exonuclease III-assisted quadratic recycling amplification and DNA-scaffolded silver nanoclusters
Wen Yang, Jianniao Tian, Lijun Wang, Shui Fu, Hongyun Huang, Yanchun Zhao, Shulin Zhao
2016-03-23
Paper
DOI: 10.1039/C6AN00184J
Approaches towards molecular amplification for sensing
Sean Goggins, Christopher G. Frost
2016-04-14
Critical Review
DOI: 10.1039/C6AN00348F
A magnetic nanoparticle-based aptasensor for selective and sensitive determination of lysozyme with strongly scattering silver nanoparticles
Chun Mei Li, Lei Zhan, Lin Ling Zheng, Yuan Fang Li
2016-03-23
Paper
DOI: 10.1039/C6AN00489J
Paper-based biodetection using luminescent nanoparticles
M. Omair Noor, Ulrich J. Krull
2016-04-13
Critical Review
DOI: 10.1039/C6AN00129G
Investigating the effect of Ag nanocube polydispersity on gap-mode SERS enhancement factors
Tyler J. Dill, Matthew J. Rozin, Eric R. Brown, Stephen Palani, Andrea R. Tao
2016-04-29
Paper
DOI: 10.1039/C6AN00212A
You might also like
Compound Q&A
How should waste containing 6-Chloro-5-(2'-hydroxy-3'-methoxy-4-biphenylyl)-3-(3-methoxyphenyl)-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (CAS: 1346607-05-3) be handled?
Waste containing 6-Chloro-5-(2'-hydroxy-3'-methoxy-4-biphenylyl)-3-(3-methoxyphe...
1346607-05-36-Chloro-5-(2'-hydro...
Compound Q&A
What are the main uses of (3alpha,5alpha)-3-Hydroxypregnane-11,20-dione (CAS: 23930-19-0)?
(3alpha,5alpha)-3-Hydroxypregnane-11,20-dione is primarily used in the pharmaceu...
23930-19-0(3alpha,5alpha)-3-Hy...
Compound Q&A
What is the market or research trend for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4)?
The market for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4) is ...
546141-56-44-Amino-6-chloro-2-p...
Compound Q&A
Are there alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in synthesis?
Alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in ...
24472-88-6(2-Benzoylethyl)trim...
Compound Q&A
Is N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) safe?
N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) is generally safe...
393-12-4N-[4-Nitro-3-(triflu...
Compound Q&A
Are there alternatives to [(4R,5R,6S)-5-hydroxy-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-4-yl]methyl dihydrogen phosphate (CAS: 39679-56-6) in synthesis?
Alternative reagents such as other phosphates or similar functional groups can b...
39679-56-6[(4R,5R,6S)-5-hydrox...
Compound Q&A
Are there alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-14-5) in synthesis?
There are alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-...
4605-14-5N,N'-Bis(3-aminoprop...
Compound Q&A
What precautions should be taken when handling Aluminium trihexadecanoate (CAS: 555-35-1)?
When handling Aluminium trihexadecanoate, it is important to use appropriate per...
555-35-1Aluminium trihexadec...
Compound Q&A
What is (1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid (CAS: 52188-11-1)?
(1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid is a chemical compound ...
52188-11-1(1,1-Dioxido-3-oxo-1...
Compound Q&A
Are there alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) in synthesis?
Several alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) can be used in...
3123-97-55,5-dimethyloxolan-2...
Source Journal
Recommended Compounds
5-(2-Methyl-1,3-thiazol-4-yl)-2-thiophenesulfonyl chloride
CAS Number:
215434-25-6
Molecular Formula:
C8H6ClNO2S3
2-Methyl-2-propanyl 4-(5-iodo-2-pyrimidinyl)-1-piperazinecarboxylate
CAS Number:
1027616-32-5
Molecular Formula:
C13H19IN4O2
Recommended Suppliers
Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.