structure of 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile

2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile

CAS No.: 99586-66-0
M. Wt: 168.58400
M. Fa: C6H5ClN4
InChI Key: BUGYLQNXUJUMKZ-UHFFFAOYSA-N
Appearance: Light-green Solid

Names and Identifiers of 99586-66-0

CAS Number

99586-66-0

MDL Number

MFCD20704020

IUPAC Name

2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile

InChI

InChI=1S/C6H5ClN4/c1-3-4(2-8)5(7)11-6(9)10-3/h1H3,(H2,9,10,11)

InChIKey

BUGYLQNXUJUMKZ-UHFFFAOYSA-N

Canonical SMILES

CC1=C(C(=NC(=N1)N)Cl)C#N

UNSPSC Code

12352100

Physical and chemical properties of 99586-66-0

Exact Mass

168.02000

LogP

1.47348

Molecular Formula

C6H5ClN4

Molecular Weight

168.58400

PSA

75.59000

Storage condition

under inert gas (nitrogen or Argon) at 2–8 °C

Safety Information of 99586-66-0

Pictograms

Signal Word

Warning

Safety Data Sheet

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

Applications of 99586-66-0

Due to its unique structural properties, 2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile finds applications in:

  • Pharmaceutical Development: It serves as a lead compound for developing new drugs targeting adenosine receptors.
  • Chemical Research: Its reactivity makes it valuable for synthesizing other complex organic molecules.
  • Agricultural Chemistry: Potential applications in developing agrochemicals that target specific biological pathways.

Interaction Studies of 99586-66-0

Interaction studies have focused on the compound's binding affinity and selectivity towards various receptors. For instance, studies have shown that modifications at positions 4 and 6 can significantly influence the selectivity profile towards adenosine receptors . These interactions are crucial for understanding the pharmacodynamics and pharmacokinetics of derived compounds.

Biological Activity of 99586-66-0

Research indicates that derivatives of 2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile exhibit significant biological activities, particularly as selective ligands for adenosine receptors. These compounds have been shown to act as antagonists in various signaling pathways, which may have implications for treating conditions like cardiovascular diseases and cancer . The structural features of this compound contribute to its selectivity and potency in biological systems.

Physical sample testing spectrum (NMR) of 99586-66-0

Physical sample testing spectrum (NMR) of 99586-66-0

Retrosynthesis analysis of 99586-66-0

  • Route#1

    Cas:897030-99-8
    Cas:99586-66-0
  • Route#2

    Cas:121-69-7
    Cas:99586-66-0