trans-4-phenylbut-3-en-2-one

Names

[ Name ]:
trans-4-phenylbut-3-en-2-one

[Synonym ]:
Benzylideneacetone
benzylidene-2,4,6-trimethylacetophenone
Benzal-3-nitroaniline
trans-4-Phenyl-3-buten-2-one
(E)-4-Phenyl-3-buten-2-one
2',4',6'-Trimethyl-chalkon
N-benzylidene-3-nitro-aniline
Benzal-m-nitroaniline
mesityl styryl ketone
PhCH=NC6H4-NO2-m
EINECS 204-555-1
ANILINE,N-BENZYLIDENE-m-NITRO
4-phenylbut-3-en-2-one
Benzylidene acetone
2',4',6'-trimethyl-chalcone
3-Buten-2-one, 4-phenyl-
benzalacetomesitylene
MFCD00008779
4-Phenyl-3-buten-2-one
N-Benzylidene-m-nitroaniline
WLN: WNR CNU1R
(E)-4-Phenylbut-3-en-2-one
trans-Benzylidenacetone
N-Benzyliden-3-nitro-anilin

Biological Activity

[Description]:

trans-Benzylideneacetone (trans-Benzalacetone), a metabolite of gram-negative entomopathogenic bacterium Xenorhabdus nematophila, is an enzyme inhibitor against phospholipase A2 (PLA2). trans-Benzylideneacetone is an immunosuppressant[1].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase

Research Areas >> Inflammation/Immunology

[Target]

PLA2

[In Vitro]

Benzylideneacetone (trans-Benzylideneacetone; 0.005, 0.05, 0.5, 5, 50, 500, 5000 μM) inhibits hemocytespreading behavior of hemocytes of S. exigua larvae. Benzylideneacetone enhances virulence of Bacillus thuringiensisagainst beet armyworm[1].

[References]

[1]. Kwon B, et al. Benzylideneacetone, an immunosuppressant, enhances virulence of Bacillus thuringiensisagainst beet armyworm (Lepidoptera: Noctuidae). J Econ Entomol. 2008 Feb;101(1):36-41.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
260.8±9.0 °C at 760 mmHg

[ Melting Point ]:
38.5-41ºC

[ Molecular Formula ]:
C₁₀H₁₀O

[ Molecular Weight ]:
146.186

[ Flash Point ]:
65.6±0.0 °C

[ Exact Mass ]:
146.073166

[ PSA ]:
17.07000

[ LogP ]:
2.17

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.563

[ Water Solubility ]:
practically insoluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EN0330050

CHEMICAL NAME :: 3-Buten-2-one, 4-phenyl-, (E)-

CAS REGISTRY NUMBER :: 1896-62-4

BEILSTEIN REFERENCE NO. :: 0742047

LAST UPDATED :: 199712

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C10-H10-O

MOLECULAR WEIGHT :: 146.20

WISWESSER LINE NOTATION :: 1V1U1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 300 ug/plate

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,427,1982

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
EN0330050

[ HS Code ]:
2914399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914399090

[ Summary ]:
2914399090. other aromatic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

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