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259276

Sigma-Aldrich

2-Pentenoic acid

predominantly trans, 98%

Synonym(s):

trans-2-Pentenoic acid

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About This Item

Linear Formula:
C2H5CH=CHCO2H
CAS Number:
13991-37-2
Molecular Weight:
100.12
Beilstein:
1720312
EC Number:
237-791-9
MDL number:
MFCD00002704
UNSPSC Code:
12352100
PubChem Substance ID:
24855698
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

impurities

10% cis isomer (maximum)

refractive index

n20/D 1.452 (lit.)

bp

106 °C/20 mmHg (lit.)

mp

9-11 °C (lit.)

density

0.99 g/mL at 25 °C (lit.)

SMILES string

[H]\C(CC)=C(\[H])C(O)=O

InChI

1S/C5H8O2/c1-2-3-4-5(6)7/h3-4H,2H2,1H3,(H,6,7)/b4-3+

InChI key

YIYBQIKDCADOSF-ONEGZZNKSA-N

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Application

2-Pentenoic acid has been used in preparation of new nonsteroidal human androgen receptor (hAR) agonists from an hAR antagonist pharmacophore, 2(1H)-piperidino[3,2-g]quinolinone.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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L Zhi et al.
Bioorganic & medicinal chemistry letters, 9(7), 1009-1012 (1999-05-07)
New nonsteroidal human androgen receptor (hAR) agonists were developed from an hAR antagonist pharmacophore, 2(1H)-piperidino[3,2-g]quinolinone. (+/-)-trans-7,8-Diethyl-4-trifluoromethyl-2(H)-piperidino-[3,2-g]quinoli none was synthesized and demonstrated potent hAR agonist activity (EC50=3 nM) in the cell-based cotransfection assay and high binding affinity (Ki=16 nM) in the
Maximilian Benz et al.
Nature communications, 11(1), 5391-5391 (2020-10-28)
Acceleration and unification of drug discovery is important to reduce the effort and cost of new drug development. Diverse chemical and biological conditions, specialized infrastructure and incompatibility between existing analytical methods with high-throughput, nanoliter scale chemistry make the whole drug
Norlaily Ahmad et al.
Biomacromolecules, 20(7), 2506-2514 (2019-06-28)
Inflammatory conditions are frequently accompanied by increased levels of active proteases, and there is rising interest in methods for their detection to monitor inflammation in a point of care setting. In this work, new sensor materials for disposable single-step protease
Gilles Brackman et al.
PloS one, 6(1), e16084-e16084 (2011-01-21)
Many bacteria, including Vibrio spp., regulate virulence gene expression in a cell-density dependent way through a communication process termed quorum sensing (QS). Hence, interfering with QS could be a valuable novel antipathogenic strategy. Cinnamaldehyde has previously been shown to inhibit
Joachim Morrens et al.
Neuron, 106(1), 142-153 (2020-02-07)
Dopamine neurons mediate the association of conditioned stimuli (CS) with reward (unconditioned stimuli, US) by signaling the discrepancy between predicted and actual reward during the US. Some theoretical models suggest that learning is also influenced by the salience or associability
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