structure of 2,4-dioxo-7-(propan-2-yl)-1-propyl-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-5-carboxylic acid

2,4-dioxo-7-(propan-2-yl)-1-propyl-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-5-carboxylic acid

CAS No.: 1000932-57-9
M. Wt: 291.3070068
M. Fa: C14H17N3O4
InChI Key: AAPMEJTUSWBUCX-UHFFFAOYSA-N

Names and Identifiers of 1000932-57-9

CAS Number

1000932-57-9

MDL Number

MFCD09971382

IUPAC Name

2,4-dioxo-7-(propan-2-yl)-1-propyl-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-5-carboxylic acid

InChI

InChI=1S/C14H17N3O4/c1-4-5-17-11-10(12(18)16-14(17)21)8(13(19)20)6-9(15-11)7(2)3/h6-7H,4-5H2,1-3H3,(H,19,20)(H,16,18,21)

InChIKey

AAPMEJTUSWBUCX-UHFFFAOYSA-N

Canonical SMILES

CCCN1C(=O)NC(=O)C2=C(C(=O)O)C=C(C(C)C)N=C21

UNSPSC Code

12352100

Physical and chemical properties of 1000932-57-9

H Bond Acceptors

5

H Bond Donors

2

LogP

1.89960430133333

Molecular Formula

C14H17N3O4

Molecular Weight

291.3070068

Safety Information of 1000932-57-9

Pictograms

Signal Word

 Warning

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of 1000932-57-9

The primary applications of 2,4-dioxo-7-(propan-2-yl)-1-propyl-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-5-carboxylic acid are found in medicinal chemistry. Its potential as a therapeutic agent in cancer treatment due to its role as a PARP inhibitor is particularly noteworthy. Furthermore, its versatility may extend to applications in anti-inflammatory and antimicrobial therapies.

Interaction Studies of 1000932-57-9

Interaction studies typically focus on the binding affinity of this compound to target proteins such as PARP enzymes. Techniques used in these studies often include:

  • Surface Plasmon Resonance: To measure real-time binding interactions.
  • Isothermal Titration Calorimetry: For determining binding constants and thermodynamics.

These studies are crucial for understanding the pharmacodynamics and optimizing the therapeutic potential of this compound.

Biological Activity of 1000932-57-9

Research indicates that compounds within the pyrido[2,3-d]pyrimidine class exhibit significant biological activities. Notably, derivatives of 2,4-dioxo-7-(propan-2-yl)-1-propyl-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-5-carboxylic acid have been shown to inhibit Poly(ADP-ribose) polymerase 1 (PARP-1), an enzyme critical for DNA repair mechanisms in cancer cells. Inhibition of PARP-1 enhances the efficacy of chemotherapeutic agents by preventing cancer cells from repairing DNA damage, thereby promoting cell death. Additionally, some studies suggest potential anti-inflammatory and antimicrobial properties associated with these compounds.