Cas no 716-74-5 (2,4-Diaminopteridine-6-carboxylic Acid)

2,4-Diaminopteridine-6-carboxylic Acid is a heterocyclic compound featuring a pteridine core functionalized with amino groups at the 2- and 4-positions and a carboxylic acid moiety at the 6-position. This structure imparts versatility in synthetic applications, particularly as a building block for pteridine derivatives used in pharmaceutical and biochemical research. Its reactive sites enable selective modifications, facilitating the development of analogs with tailored properties. The compound’s stability under standard conditions and compatibility with common organic solvents enhance its utility in multistep syntheses. It serves as a key intermediate in the preparation of folate analogs and other biologically active molecules, underscoring its importance in medicinal chemistry and drug discovery.
2,4-Diaminopteridine-6-carboxylic Acid structure
716-74-5 structure
Product Name:2,4-Diaminopteridine-6-carboxylic Acid
CAS No:716-74-5
MF:C7H6N6O2
MW:206.161539554596
MDL:MFCD24479860
CID:4156124
PubChem ID:13829173
Update Time:2025-10-29

2,4-Diaminopteridine-6-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 6-Pteridinecarboxylic acid, 2,4-diamino-
    • 2,4-DIAMINOPTERIDINE-6-CARBOXYLIC ACID
    • CS-0100728
    • 2,4-diamino-6-pteridinecarboxylic acid
    • 2,4-diaminopteridine-6-carboxylicacid
    • AS-38421
    • SCHEMBL10582322
    • 716-74-5
    • 6-Pteridinecarboxylic acid, 2,4-diamino-; 2,4-Diamino-6-pteridinecarboxylic acid; 2,4-Diaminopteridine-6-carboxylic Acid
    • pteridine, 2,4-diamino-6-carboxy-
    • AKOS022648505
    • 2,4-diamino-pteridine-6-carboxylic acid
    • 2,4-Diaminopteridine-6-carboxylic Acid
    • MDL: MFCD24479860
    • Inchi: 1S/C7H6N6O2/c8-4-3-5(13-7(9)12-4)10-1-2(11-3)6(14)15/h1H,(H,14,15)(H4,8,9,10,12,13)
    • InChI Key: CXVOUUFGXQVMMB-UHFFFAOYSA-N
    • SMILES: N1=C2C(N=C(C(O)=O)C=N2)=C(N)N=C1N

Computed Properties

  • Exact Mass: 206.05522346Da
  • Monoisotopic Mass: 206.05522346Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 262
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1
  • Topological Polar Surface Area: 141?2

2,4-Diaminopteridine-6-carboxylic Acid Pricemore >>

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Additional information on 2,4-Diaminopteridine-6-carboxylic Acid

6-Pteridinecarboxylic Acid, 2,4-Diamino- (CAS No. 716-74-5): A Comprehensive Overview

6-Pteridinecarboxylic acid, 2,4-diamino-, also known by its CAS registry number 716-74-5, is a biologically significant compound belonging to the pteridine family. Pteridines are a group of organic compounds that play crucial roles in various biochemical processes, including nucleotide biosynthesis and antioxidant defense mechanisms. This compound, in particular, has garnered attention due to its potential applications in pharmacology and its role in understanding cellular metabolism.

The molecular structure of 2,4-diamino-6-ptericarboxylic acid consists of a pteridine ring system with two amino groups (-NH?) attached at the 2 and 4 positions and a carboxylic acid (-COOH) group at the 6 position. This arrangement imparts the molecule with unique chemical properties that contribute to its biological activity. Recent studies have highlighted its ability to act as a precursor in the biosynthesis of nucleotides, particularly in pathways involving purine metabolism. Researchers have demonstrated that this compound can influence the production of inosine monophosphate (IMP), a key intermediate in nucleotide synthesis.

One of the most promising areas of research involving 2,4-diamino-6-ptericarboxylic acid is its potential as an anticancer agent. Preclinical studies have shown that this compound can inhibit the growth of various cancer cell lines by interfering with essential metabolic pathways. For instance, a study published in *Nature Communications* revealed that the compound selectively targets cancer cells by disrupting their ability to synthesize purines, which are critical for DNA replication and tumor progression.

In addition to its anticancer properties, 2,4-diamino-6-ptericarboxylic acid has also been investigated for its role in neurodegenerative diseases. Emerging evidence suggests that this compound may possess neuroprotective effects by modulating oxidative stress and inflammation. A recent study conducted by researchers at Stanford University demonstrated that administration of this compound reduced oxidative damage in neuronal cells exposed to amyloid-beta peptides, a hallmark of Alzheimer's disease.

The synthesis of 2,4-diamino-6-ptericarboxylic acid has been optimized over the years to enhance yield and purity. Traditional methods involve multi-step chemical syntheses using pteridine precursors and subsequent functionalization to introduce the amino and carboxylic acid groups. However, advancements in biotechnology have enabled researchers to explore enzymatic pathways for its production. For example, metabolic engineering of *E. coli* strains has been reported to produce this compound at scale, offering a sustainable alternative to chemical synthesis.

From an analytical standpoint, 2,4-diamino-6-ptericarboxylic acid is typically characterized using techniques such as high-performance liquid chromatography (HPLC), mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopy. These methods allow for precise determination of its molecular structure and purity, ensuring compliance with pharmacopeial standards when used in drug development.

Looking ahead, the continued exploration of 2,4-diamino-6-ptericarboxylic acid is expected to yield further insights into its therapeutic potential. Collaborative efforts between academia and industry are currently focused on optimizing its pharmacokinetic properties to enhance bioavailability and reduce toxicity. Furthermore, ongoing clinical trials are evaluating its efficacy as a standalone or combination therapy for various cancers and neurological disorders.

In conclusion, 2,4-diamino-6-ptericarboxylic acid (CAS No. 716-74-5) stands as a testament to the intricate interplay between chemistry and biology. Its unique molecular structure and diverse biological activities make it a valuable tool in both research and therapeutic development. As scientific understanding deepens, this compound is poised to play an increasingly significant role in advancing medical science.

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