4-[2-(2-Hydroxy-3,5-dimethylphenyl)-2-oxoethyl]piperidine-2,6-dione Chemical Properties

Melting point:

200-202°

Boiling point:

498.7±40.0 °C(Predicted)

Density 

1.232±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO; Soluble in Methanol

form 

A solid

pka

8.48±0.48(Predicted)

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HS Code 

29419000

4-[2-(2-Hydroxy-3,5-dimethylphenyl)-2-oxoethyl]piperidine-2,6-dione Usage And Synthesis

Uses

Actiphenol is an antibiotic against coxsackievirus B3 and influenza A virus (IC50s = 14.37 and 34.4 μg/mL, respectively). Actiphenol is also an aromatic ketone that exhibits weak eukaryotic translation inhibiton activity, which is found in Streptomyces species. Actiphenol can be used as a key intermediate to synthesize Cycloheximide (HY-12320)[1][2].

Definition

ChEBI: Actiphenol is an aromatic ketone.

References

[1] Ji XY, et al. Synthesis and antiviral activities of synthetic glutarimide derivatives. Chem Pharm Bull (Tokyo). 2010 Nov;58(11):1436-41. DOI:10.1248/cpb.58.1436
[2] Yin M, et al. Cycloheximide and actiphenol production in Streptomyces sp. YIM56141 governed by single biosynthetic machinery featuring an acyltransferase-less type I polyketide synthase. Org Lett. 2014 Jun 6;16(11):3072-5. DOI:10.1021/ol501179w