202200-23-5

Basic information

• Product Name: 2-(2,6-Diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione
• Synonyms: PIQ-22
• CAS NO: 202200-23-5
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.36878
• Mol File: 202200-23-5.mol

Chemical Properties

• CAS DataBase Reference: 2-(2,6-Diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,6-Diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione(202200-23-5)
• EPA Substance Registry System: 2-(2,6-Diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione(202200-23-5)

Safety Data

• Hazardous Substances Data: 202200-23-5(Hazardous Substances Data)

Upstream product

• 579-66-8 2,6-diethylaniline 
• 703-59-3 homophthalic anhydride 

Downstream Products

• 335131-37-8 2-(2,6-diethylphenyl)isoquinolin-1(2H)-one 
• 1027874-07-2 2-(2,6-diethyl-phenyl)-4-hydroxy-4-methoxy-4H-isoquinoline-1,3-dione 

Relevant articles and documents

Thalidomide as a nitric oxide synthase inhibitor and its structural development

Thalidomide has been found to exhibit weak nitric oxide synthase (NOS)-inhibitory activity. Structural development studies of thalidomide showed that some N-2,6-dimethylphenylhomophthalimide analogs possess NOS-inhibiting activity.

MEDICINAL COMPOSITION

It is to provide a cyclic imide derivative which is useful as an active ingredient of a pharmaceutical composition. A pharmaceutical composition which comprises, a cyclic imide derivative represented by the general formula (I): wherein Q 1is a single bond,--CH 2--,--O--,--S--or--NH--, each of Q 2and Q 3is--C(O)--,--C(S)--or--CH 2--, provided that at least one of Q 2and Q 3is--C(O)--or--C(S)--, Z is a single bond or a lower alkanediyl group, R is an aryl group which may be substituted or a cycloalkyl group which may be substituted, X is a nitro group, an amino group which may be acylated, a cyano group, a trifluoromethyl group, a hydroxyl group, a halogen atom, an alkyl group, an alkoxy group or an alkylthio group, m is an integer of from 0 to 4, and when m is 2 or above, X may be the same or different, or its salt.

Specific inhibitor of puromycin-sensitive aminopeptidase with a homophthalimide skeleton: Identification of the target molecule and a structure-activity relationship study

2-(2,6-Diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione (2: PIQ-22) was found to be a potent and specific inhibitor of puromycin-sensitive aminopeptidase (PSA). Lineweaver-Burk plot analysis showed that PSA is inhibited by PIQ-22 in a non-competitive manner. Structure-activity relationship studies indicated that tautomerism of the imidobenzoylketone group in the cyclic imide moiety of the PIQ-22 skeleton is important for the inhibitory activity.