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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

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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