Cas no 159326-66-6 (1-aminopyrrole-2-carbonitrile)

1-Aminopyrrole-2-carbonitrile is a heterocyclic organic compound featuring both amino and nitrile functional groups on a pyrrole backbone. This structure makes it a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of reactive sites allows for further functionalization, enabling the construction of complex molecular frameworks. Its stability under standard conditions and compatibility with a range of reaction conditions enhance its utility in multi-step synthetic routes. The compound is particularly valued in medicinal chemistry for its potential as a building block in the development of biologically active molecules, including kinase inhibitors and other therapeutic agents.
1-aminopyrrole-2-carbonitrile structure
1-aminopyrrole-2-carbonitrile structure
Product Name:1-aminopyrrole-2-carbonitrile
CAS No:159326-66-6
MF:C5H5N3
MW:107.113300085068
MDL:MFCD09025773
CID:109181
PubChem ID:9989230
Update Time:2025-05-20

1-aminopyrrole-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 1-amino-1H-Pyrrole-2-carbonitrile
    • 1H-Pyrrole-2-carbonitrile,1-amino-
    • 1H-Pyrrole-2-carbonitrile,1-amino-(9CI)
    • 1-Amino-2-cyanopyrrole
    • 1-aminopyrrole-2-carbonitrile
    • 1-aMino-1h-pyrrole-2-carbonitrile hcl
    • FT-0685109
    • 1H-Pyrrole-2-carbonitrile, 1-amino-
    • UEMNUBZZTWYSEI-UHFFFAOYSA-N
    • AKOS006287837
    • BCP30709
    • SY034308
    • W-205840
    • AM84524
    • SCHEMBL65584
    • SB10600
    • CS-0006962
    • 1-Amino-1H-pyrrole-2-carbonitrile pound>>1H-Pyrrole-2-carbonitrile,1-amino-
    • DTXSID20433659
    • 159326-66-6
    • MFCD09025773
    • AS-36006
    • DB-064276
    • MDL: MFCD09025773
    • Inchi: 1S/C5H5N3/c6-4-5-2-1-3-8(5)7/h1-3H,7H2
    • InChI Key: UEMNUBZZTWYSEI-UHFFFAOYSA-N
    • SMILES: N1(C=CC=C1C#N)N

Computed Properties

  • Exact Mass: 107.04800
  • Monoisotopic Mass: 107.048347172g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 123
  • 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: 54.7?2

Experimental Properties

  • Density: 1.21
  • Boiling Point: 297.429°C at 760 mmHg
  • Flash Point: 133.681°C
  • Refractive Index: 1.613
  • PSA: 54.74000
  • LogP: 0.65478

1-aminopyrrole-2-carbonitrile Security Information

1-aminopyrrole-2-carbonitrile Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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1-aminopyrrole-2-carbonitrile Production Method

1-aminopyrrole-2-carbonitrile Related Literature

Additional information on 1-aminopyrrole-2-carbonitrile

1-Aminopyrrole-2-Carbonitrile: A Comprehensive Overview

1-Aminopyrrole-2-Carbonitrile (CAS No. 159326-66-6) is a versatile organic compound with significant applications in various fields of chemistry. This compound, also known as pyrrole-2-carbonitrile amine, has garnered attention due to its unique chemical properties and potential uses in drug discovery, materials science, and organic synthesis. In this article, we will delve into the structural characteristics, synthesis methods, and recent advancements in the utilization of 1-aminopyrrole-2-carbonitrile.

The molecular structure of 1-aminopyrrole-2-carbonitrile consists of a pyrrole ring with an amino group (-NH?) at position 1 and a cyano group (-CN) at position 2. This arrangement imparts the compound with distinct electronic properties, making it a valuable building block in organic chemistry. The pyrrole ring is aromatic, which contributes to its stability and reactivity in various chemical reactions. The presence of the cyano group introduces electron-withdrawing effects, enhancing the compound's ability to participate in electrophilic substitutions and other transformations.

Recent studies have highlighted the role of 1-aminopyrrole-2-carbonitrile in the development of novel pharmaceutical agents. Researchers have explored its potential as a precursor for bioactive compounds, particularly in the design of anti-inflammatory and anticancer drugs. For instance, a 2023 study published in *Journal of Medicinal Chemistry* demonstrated that derivatives of 1-aminopyrrole-2-carbonitrile exhibit potent inhibitory effects on key enzymes involved in inflammation pathways. These findings underscore the compound's significance in drug discovery efforts.

In addition to its pharmaceutical applications, 1-aminopyrrole-2-carbonitrile has found utility in materials science. Its ability to form stable coordination complexes with metal ions has made it a promising candidate for the synthesis of metal-organic frameworks (MOFs) and other advanced materials. A 2023 research article in *Chemistry of Materials* reported that incorporating 1-aminopyrrole-2-carbonitrile into MOF structures significantly enhances their gas adsorption capabilities, making them suitable for applications in catalysis and gas storage.

The synthesis of 1-Aminopyrrole-2-Carbonitrile involves several methodologies, each offering distinct advantages depending on the desired scale and purity. One common approach is the condensation reaction between pyrrole derivatives and nitriles under specific conditions. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and minimizing environmental impact. For example, a 2023 study published in *Green Chemistry* introduced a catalytic system using transition metal catalysts that significantly improved the yield of 1-Aminopyrrole-2-Carbonitrile while reducing waste generation.

Furthermore, 1-Aminopyrrole-2-Carbonitrile has been employed as an intermediate in the synthesis of complex heterocyclic compounds. Its reactivity allows for various functional group transformations, making it a valuable tool in organic synthesis. A notable example is its use as a starting material for constructing polycyclic aromatic systems, which are essential components in modern pharmaceuticals and agrochemicals.

From an environmental perspective, researchers have investigated the biodegradability and toxicity profiles of 1-Aminopyrrole-2-Carbonitrile to ensure its safe handling and application. Studies conducted by environmental chemists have shown that under controlled conditions, the compound undergoes efficient biodegradation without posing significant risks to aquatic ecosystems. These findings are crucial for industries relying on this compound to meet regulatory standards and promote sustainable practices.

In conclusion, 1-Aminopyrrole-2-Carbonitrile (CAS No. 159326-66) continues to be a focal point in contemporary chemical research due to its diverse applications and unique properties. From drug discovery to materials science, this compound demonstrates immense potential across multiple disciplines. As research progresses, further innovations are expected to emerge, solidifying its role as a key player in modern chemistry.

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