4,4-Dimethyl-2-cyclopenten-1-one

Names

[ Name ]:
4,4-Dimethyl-2-cyclopenten-1-one

[Synonym ]:
4,4-dimethyl-2-cyclopentenone
4,4-dimethyl-2-cyclopenten-1-one
4,4-dimethylcyclopent-2-enone
4,4-Dimethylcyclopent-2-en-1-on
MFCD00075081
4,4-Dimethylcyclopent-2-ene-1-one

Biological Activity

[Description]:

4,4-Dimethyl-2-cyclopenten-1-one, a natural compound from Apocyniveneti Folium, displays higher tumor-specific cytotoxicity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[In Vitro]

4,4-Dimethyl-2-cyclopenten-1-one selectively kills the tumor cells (HSC-2, HL-60). 4,4-Dimethyl-2-cyclopenten-1-one exhibits CC50 (50% cytotoxic concentration) values of 43.8 μg/mL, 152 μg/mL, 118 μg/mL, 14.0 μg/mL, 177 μg/mL and 123 μg/mL in HSC-2, HSC-3, HSG, HL-60, HGF and normal cells (HPC), respectively[1].

[References]

[1]. Tohru Nakayachi, et al. Structure-activity relationships of alpha, beta-unsaturated ketones as assessed by their cytotoxicity against oral tumor cells. Anticancer Res. Mar-Apr 2004;24(2B):737-42.

[2]. Wei-WeiZhu, et al. Cornstalk liquefaction in methanol/water mixed solvents. Fuel Processing Technology Volume 117, January 2014, Pages 1-7.

Chemical & Physical Properties

[ Density]:
0.903

[ Boiling Point ]:
155.1ºC at 760mmHg

[ Melting Point ]:
174-175 °C

[ Molecular Formula ]:
C₇H₁₀O

[ Molecular Weight ]:
110.15400

[ Flash Point ]:
46ºC

[ Exact Mass ]:
110.07300

[ PSA ]:
17.07000

[ LogP ]:
1.54160

[ Vapour Pressure ]:
3.09mmHg at 25°C

[ Index of Refraction ]:
1.457

[ Storage condition ]:
2-8°C

Safety Information

[ Symbol ]:

GHS02

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H226

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Risk Phrases ]:
R10

[ Safety Phrases ]:
16

[ RIDADR ]:
UN 1224

[ Packaging Group ]:
III

[ Hazard Class ]:
3.2

[ HS Code ]:
2914299000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914299000

[ Summary ]:
2914299000. other cyclanic, cyclenic or cyclotherpenic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

Structure-activity relationships of alpha, beta-unsaturated ketones as assessed by their cytotoxicity against oral tumor cells.

Anticancer Res. 24(2B) , 737-42, (2004)

A series of simple alpha, beta-unsaturated carbonyl compounds (1-26) was characterized for their cytotoxic profiles against oral human normal and tumor cells. Several cycloalkenones showed potent cyto...

Chemical composition of the essential oil of Tagetes minuta growing in Saudi Arabia. El-Deeb KS, et al.

Saudi Pharm. J. 12(1) , 51-53, (2004)