Cas no 96103-52-5 (2-Nitro-5-(1-piperazinyl)aniline)

2-Nitro-5-(1-piperazinyl)aniline is a nitro-substituted aniline derivative featuring a piperazinyl functional group, which enhances its utility as an intermediate in organic synthesis. The compound's structure, combining an aromatic nitro group with a piperazine moiety, makes it valuable for constructing pharmacologically active molecules, particularly in the development of heterocyclic compounds and ligands. Its reactivity allows for further functionalization, enabling applications in medicinal chemistry and materials science. The nitro group facilitates electrophilic substitution reactions, while the piperazine ring contributes to solubility and binding affinity, making it a versatile building block for targeted chemical synthesis. Proper handling and storage are recommended due to its potential sensitivity.
2-Nitro-5-(1-piperazinyl)aniline structure
96103-52-5 structure
Product Name:2-Nitro-5-(1-piperazinyl)aniline
CAS No:96103-52-5
MF:C10H14N4O2
MW:222.243761539459
MDL:MFCD00545958
CID:1056981
Update Time:2025-06-13

2-Nitro-5-(1-piperazinyl)aniline Chemical and Physical Properties

Names and Identifiers

    • 2-Nitro-5-(piperazin-1-yl)aniline
    • 2-Nitro-5-(1-piperazinyl)aniline
    • 2-nitro-5-piperazin-1-yl-phenylamine
    • Benzenamine, 2-nitro-5-(1-piperazinyl)-
    • 2-nitro-5-piperazinylphenylamine
    • GKHFASZRZGVHRT-UHFFFAOYSA-N
    • SMR000174165
    • Cambridge id 5139339
    • Oprea1_379423
    • MLS000561713
    • HMS2536O15
    • STK002549
    • GS1692
    • 5594AJ
    • 5-(Piperazin-1-yl)-2-nitroaniline
    • 2-Nitro-5-(1-piperazinyl)aniline #
    • TRA0091980
    • ST006454
    • SY018665
    • MDL: MFCD00545958
    • Inchi: 1S/C10H14N4O2/c11-9-7-8(1-2-10(9)14(15)16)13-5-3-12-4-6-13/h1-2,7,12H,3-6,11H2
    • InChI Key: GKHFASZRZGVHRT-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=CC(=CC=1N)N1CCNCC1)=O

Computed Properties

  • Exact Mass: 222.11200
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 250
  • XLogP3: 0.7
  • Topological Polar Surface Area: 87.1

Experimental Properties

  • Density: 1.293±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 198 oC
  • Solubility: Slightly soluble (14 g/l) (25 o C),
  • PSA: 87.11000
  • LogP: 2.08480

2-Nitro-5-(1-piperazinyl)aniline Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-Nitro-5-(1-piperazinyl)aniline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
D853390-1g
2-Nitro-5-(1-piperazinyl)aniline
96103-52-5 ≥95%
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¥970.20 2022-01-10
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SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
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2-Nitro-5-(1-piperazinyl)aniline Suppliers

Amadis Chemical Company Limited
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(CAS:96103-52-5)2-Nitro-5-(1-piperazinyl)aniline
Order Number:A858710
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Quantity:5g/10g/25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 08:14
Price ($):388.0/583.0/971.0

Additional information on 2-Nitro-5-(1-piperazinyl)aniline

Recent Advances in the Study of 2-Nitro-5-(1-piperazinyl)aniline (CAS: 96103-52-5) in Chemical Biology and Pharmaceutical Research

The compound 2-Nitro-5-(1-piperazinyl)aniline (CAS: 96103-52-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research brief aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activity, and potential as a drug candidate. The compound's piperazine moiety and nitro group make it a versatile scaffold for further chemical modifications, which has led to its exploration in various drug discovery programs.

Recent studies have highlighted the role of 2-Nitro-5-(1-piperazinyl)aniline as a key intermediate in the synthesis of novel pharmacologically active molecules. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the development of kinase inhibitors targeting cancer-related pathways. The study utilized computational modeling and high-throughput screening to identify derivatives of 2-Nitro-5-(1-piperazinyl)aniline with enhanced binding affinity to specific kinase domains. These findings suggest that the compound could serve as a promising starting point for the design of next-generation anticancer agents.

In addition to its potential in oncology, 2-Nitro-5-(1-piperazinyl)aniline has also been investigated for its antimicrobial properties. A recent preprint on bioRxiv reported that derivatives of this compound exhibited potent activity against multidrug-resistant bacterial strains, including methicillin-resistant Staphylococcus aureus (MRSA). The study employed a combination of in vitro assays and molecular docking simulations to elucidate the mechanism of action, revealing that the nitro group plays a critical role in disrupting bacterial cell wall synthesis. These results underscore the compound's potential as a scaffold for developing new antibiotics to address the growing threat of antimicrobial resistance.

Another area of interest is the compound's application in neurodegenerative disease research. A 2024 study in ACS Chemical Neuroscience explored the neuroprotective effects of 2-Nitro-5-(1-piperazinyl)aniline derivatives in models of Alzheimer's disease. The researchers found that certain derivatives could inhibit amyloid-beta aggregation and reduce oxidative stress in neuronal cells. These findings open new avenues for the development of small-molecule therapeutics targeting protein misfolding diseases, although further in vivo studies are needed to validate these effects.

The synthesis and optimization of 2-Nitro-5-(1-piperazinyl)aniline derivatives have also seen significant advancements. Recent publications in Organic Letters and Tetrahedron have described novel synthetic routes that improve yield and purity while reducing environmental impact. For example, a green chemistry approach using catalytic hydrogenation was reported to efficiently reduce the nitro group, enabling the production of diverse analogs with minimal waste. These methodological improvements are critical for scaling up production and facilitating structure-activity relationship studies.

Despite these promising developments, challenges remain in the clinical translation of 2-Nitro-5-(1-piperazinyl)aniline-based therapeutics. Issues such as bioavailability, metabolic stability, and potential toxicity need to be addressed through comprehensive preclinical studies. However, the compound's modular structure offers ample opportunities for medicinal chemistry optimization, as evidenced by the growing number of patents filed in recent years covering its derivatives and applications.

In conclusion, 2-Nitro-5-(1-piperazinyl)aniline (CAS: 96103-52-5) represents a versatile and pharmacologically relevant scaffold with applications spanning multiple therapeutic areas. The latest research highlights its potential in oncology, antimicrobial therapy, and neurodegenerative disease treatment, supported by advances in synthetic chemistry and drug design methodologies. Future studies should focus on translating these findings into clinically viable candidates while addressing the remaining pharmacological challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:96103-52-5)2-Nitro-5-(1-piperazinyl)aniline
A858710
Purity:99%/99%/99%
Quantity:5g/10g/25g
Price ($):388.0/583.0/971.0
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