5618-02-0

Basic information

• Product Name: 3-cyclopropylpropanal
• Synonyms: 3-cyclopropylpropanal;cyclopropanepropanal
• CAS NO: 5618-02-0
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98
• Mol File: 5618-02-0.mol

Chemical Properties

• Boiling Point: 136.9±9.0 °C(Predicted)
• Appearance: /
• Density: 0.937±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 3-cyclopropylpropanal(CAS DataBase Reference)
• NIST Chemistry Reference: 3-cyclopropylpropanal(5618-02-0)
• EPA Substance Registry System: 3-cyclopropylpropanal(5618-02-0)

Safety Data

• Hazardous Substances Data: 5618-02-0(Hazardous Substances Data)

Upstream product

• 5618-01-9 3-cyclopropyl-1-propanol 
• 862122-96-1 5-(cyclopropylmethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 821-09-0 n-Pent-4-enyl alcohol 

Downstream Products

• 582299-14-7 4-cyclopropyl-2-hydroxy-1-phenylbutan-1-one 

Relevant articles and documents

3-(2-AMINO-ETHYL)-ALKYLIDENE)-THIAZOLIDINE-2,4-DIONE AND 1-(2-AMINO-ETHYL)-ALKYLIDENE-1,3-DIHYDRO-INDOL-2-ONE DERIVATIVES AS SELECTIVE SPHINGOSINE KINASE 2 INHIBITORS

3-(2-amino-ethyl)-5-[3-(4-substituted-phenyl)-alkylidene)-thiazolidine-2,4-dione and l-(2-amino-ethyl)-3-alkylidene-l,3-dihydro-indol-2-one and derivatives thereof are provided for use as selective SphK2 inhibitors and for use in the treatment of human diseases, such as cancer.

3,5-Disubstituted-thiazolidine-2,4-dione analogs as anticancer agents: Design, synthesis and biological characterization

A series of 2,5-disubstituted-thiazolidine-2,4-dione analogs based on the newly identified lead 1, a potential anticancer agent via the inhibition of the Raf/MEK/extracellular signal regulated kinase (ERK) and phosphatidylinositol 3-kinase (PI3K)/Akt signaling cascades, were synthesized and biologically characterized. A new lead structure, 15, was identified to have improved anti-proliferative activities in U937 cells, to induce apoptosis in U937, M12 and DU145 cancer cells, and to arrest U937 cells at the S-phase. Furthermore, Western blot analysis demonstrated a correlation of the anti-proliferative activity and blockade of the Raf/MEK/ERK and PI3K/Akt signaling pathways. Collectively, these results strongly encourage further optimization of 15 as a new lead with multi-target properties to develop more potent compounds as anticancer agents.

Photochemical synthesis of highly functionalized cyclopropyl ketones

A series of di- and trisubstituted cyclopropyl ketones 11 were prepared by irradiation of ketones 3 and 5, which bear a leaving group adjacent to the carbonyl C-atom. The required ketones 3 could be easily synthesized either by functionalization of ketones 1 with a hypervalent iodine reagent, 2, or by O-sulfonylation of α-hydroxy ketones 7. The nitrates 5 were obtained by treatment of the corresponding α-bromo ketones with AgNO3. The irradiation of 3 and 5 must be performed in the presence of an acid scavenger (1-methyl-1H-imidazole) to obtain the cyclopropanes 11 in good yields. The synthetic efficiency of the method was, among other things, demonstrated by the preparation of a highly strained bicyclo[2.1.0]pentane 11i in good yield. The mechanism of the photochemical cyclization was investigated by means of photokinetic measurements, as well as by quantum-chemical calculations. It was shown that the presence of the leaving group substantially influences all steps of the photochemical reaction cascade. The X-ray crystal structures of 11j and exo-11k were also determined.