Cas no 874-77-1 (2-(4-Methylpiperazin-1-yl)acetonitrile)

2-(4-Methylpiperazin-1-yl)acetonitrile is a versatile organic compound featuring a piperazine core substituted with a methyl group and an acetonitrile moiety. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of active ingredients requiring functionalized piperazine derivatives. Its high purity and stability under standard conditions ensure reliable performance in reactions such as nucleophilic substitutions or cyclizations. The compound’s nitrile group offers further derivatization potential, enabling the introduction of additional functional groups. Suitable for research and industrial applications, it is commonly handled under controlled conditions to maintain integrity. Its consistent quality and reactivity make it a preferred choice for synthetic chemists.
2-(4-Methylpiperazin-1-yl)acetonitrile structure
874-77-1 structure
Product Name:2-(4-Methylpiperazin-1-yl)acetonitrile
CAS No:874-77-1
MF:C7H13N3
MW:139.198220968246
MDL:MFCD03840696
CID:707295
PubChem ID:10582860
Update Time:2025-06-13

2-(4-Methylpiperazin-1-yl)acetonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Methylpiperazin-1-yl)acetonitrile
    • 1-(4-METHYLPIPERAZINE)ACETONITRILE
    • 1-Piperazineacetonitrile,4-methyl-
    • 4-methyl-1-Piperazineacetonitrile
    • (4-methylpiperazin-1-yl)acetonitrile
    • (4-Methyl-piperazino)-acetonitril
    • 1-Methyl-4-cyanmethyl-piperazin
    • 4-Methyl-piperazinyl-(1)-acetonitril
    • BB_SC-8593
    • N-Methyl-N'-cyanomethylpiperazin
    • 4-Methyl-1-piperazineacetonitrile (ACI)
    • MFCD03840696
    • 1-Piperazineacetonitrile, 4-methyl-
    • STK824705
    • 1-cyanomethyl-4-methylpiperazine
    • AC-23532
    • 874-77-1
    • (4-Methyl-piperazin-yl)-acetonitrile
    • SCHEMBL154492
    • SY013366
    • DB-058149
    • EN300-31914
    • (4-Methyl-piperazin-1-yl)-acetonitrile, AldrichCPR
    • Z169228240
    • (4-METHYL-PIPERAZIN-1-YL)-ACETONITRILE
    • AKOS000170643
    • DTXSID70441966
    • ALBB-033166
    • LS-12507
    • F2189-0994
    • CHEMBL388454
    • CS-0106259
    • XCUQQNRWWCWVOP-UHFFFAOYSA-N
    • MDL: MFCD03840696
    • Inchi: 1S/C7H13N3/c1-9-4-6-10(3-2-8)7-5-9/h3-7H2,1H3
    • InChI Key: XCUQQNRWWCWVOP-UHFFFAOYSA-N
    • SMILES: N#CCN1CCN(C)CC1

Computed Properties

  • Exact Mass: 139.11100
  • Monoisotopic Mass: 139.110947427g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 138
  • 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: -0.1
  • Topological Polar Surface Area: 30.3?2

Experimental Properties

  • Density: 0.998
  • Boiling Point: 230.2℃ at 760 mmHg
  • Flash Point: 89.486°C
  • Refractive Index: 1.478
  • PSA: 30.27000
  • LogP: -0.36682
  • Vapor Pressure: 0.1±0.5 mmHg at 25°C

2-(4-Methylpiperazin-1-yl)acetonitrile Security Information

2-(4-Methylpiperazin-1-yl)acetonitrile 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%

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2-(4-Methylpiperazin-1-yl)acetonitrile Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetonitrile ;  20 h, rt
Reference
2,3-Dihydro-2-oxo-1H-benzimidazole-1-carboxamides with Selective Affinity for the 5-HT4 Receptor: Synthesis and Structure-Affinity and Structure-Activity Relationships of a New Series of Partial Agonist and Antagonist Derivatives
Tapia, Ines; et al, Journal of Medicinal Chemistry, 1999, 42(15), 2870-2880

Production Method 2

Reaction Conditions
1.1 Solvents: Dimethyl sulfoxide ;  rt; 8 - 12 h, rt
Reference
Synthesis, characterization and in vitro biological studies of novel cyano derivatives of N-alkyl and N-aryl piperazine
Chaudhary, Preeti; et al, European Journal of Medicinal Chemistry, 2007, 42(4), 471-476

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetonitrile ;  75 h, rt
Reference
Design and synthesis of tri-ring P3 benzamide-containing aminonitriles as potent, selective, orally effective inhibitors of cathepsin K
Palmer, James T.; et al, Journal of Medicinal Chemistry, 2005, 48(24), 7520-7534

Production Method 4

Reaction Conditions
1.1 Solvents: Dimethylformamide ;  16 h, 90 °C; 90 °C → rt
1.2 Solvents: Water ;  rt
2.1 Solvents: 1,4-Dioxane ;  12 h, rt
Reference
Electron Donor-Acceptor Complex Enabled Photocyanation of Tertiary Amines with a Stable and User-Friendly Cyanobenziodoxolone Reagent
Chen, Zimin; et al, ChemPhotoChem, 2021, 5(10), 906-910

Production Method 5

Reaction Conditions
1.1 Solvents: 1,4-Dioxane ;  12 h, rt
Reference
Electron Donor-Acceptor Complex Enabled Photocyanation of Tertiary Amines with a Stable and User-Friendly Cyanobenziodoxolone Reagent
Chen, Zimin; et al, ChemPhotoChem, 2021, 5(10), 906-910

Production Method 6

Reaction Conditions
1.1 Solvents: Methanol ,  Water ;  rt; 6 - 8 h, rt
2.1 Solvents: Dimethyl sulfoxide ;  rt; 8 - 12 h, rt
Reference
Synthesis, characterization and in vitro biological studies of novel cyano derivatives of N-alkyl and N-aryl piperazine
Chaudhary, Preeti; et al, European Journal of Medicinal Chemistry, 2007, 42(4), 471-476

2-(4-Methylpiperazin-1-yl)acetonitrile Raw materials

2-(4-Methylpiperazin-1-yl)acetonitrile Preparation Products

Additional information on 2-(4-Methylpiperazin-1-yl)acetonitrile

Introduction to 2-(4-Methylpiperazin-1-yl)acetonitrile (CAS No. 874-77-1)

2-(4-Methylpiperazin-1-yl)acetonitrile, with the chemical formula C7H10N2, is a significant compound in the field of pharmaceutical chemistry and drug development. This compound is characterized by its unique structural features, which include a piperazine ring substituted with a methyl group at the 4-position and an acetonitrile moiety attached to the 1-position of the piperazine ring. The CAS number 874-77-1 uniquely identifies this substance, ensuring precise classification and recognition within scientific and industrial contexts.

The structure of 2-(4-Methylpiperazin-1-yl)acetonitrile plays a crucial role in its pharmacological properties. The presence of the piperazine ring contributes to its ability to interact with various biological targets, making it a valuable intermediate in the synthesis of pharmaceutical agents. Specifically, the 4-Methylpiperazin-1-yl substituent enhances the compound's solubility and bioavailability, which are critical factors in drug formulation and delivery.

In recent years, research has highlighted the importance of piperazine derivatives in medicinal chemistry. These compounds have been extensively studied for their potential applications in treating a wide range of diseases, including central nervous system disorders, cardiovascular diseases, and infectious diseases. The acetonitrile group in 2-(4-Methylpiperazin-1-yl)acetonitrile not only influences its reactivity but also contributes to its role as a versatile building block in organic synthesis.

One of the most notable applications of 2-(4-Methylpiperazin-1-yl)acetonitrile is in the development of antipsychotic and antidepressant drugs. Piperazine derivatives are known for their ability to modulate neurotransmitter systems, particularly serotonin and dopamine pathways. The methyl group at the 4-position of the piperazine ring enhances binding affinity to certain receptors, which can lead to improved therapeutic efficacy. Recent studies have demonstrated that compounds incorporating this moiety exhibit promising results in preclinical trials for treating mental health disorders.

The pharmaceutical industry has also explored the use of 2-(4-Methylpiperazin-1-yl)acetonitrile in the synthesis of kinase inhibitors. Kinases are enzymes that play a critical role in cell signaling pathways, and their dysregulation is associated with various cancers and inflammatory diseases. By modifying the structure of this compound, researchers have developed novel inhibitors that target specific kinases, leading to more personalized and effective treatments. For instance, derivatives of 2-(4-Methylpiperazin-1-yl)acetonitrile have shown promise in inhibiting tyrosine kinases, which are involved in tumor growth and metastasis.

Another area where this compound has gained attention is in the development of anti-inflammatory agents. Chronic inflammation is a hallmark of many diseases, including arthritis and autoimmune disorders. The biochemical properties of 2-(4-Methylpiperazin-1-yl)acetonitrile allow it to interact with inflammatory mediators, thereby reducing oxidative stress and inhibiting pro-inflammatory cytokine production. Preliminary research indicates that this compound may serve as a lead molecule for developing new anti-inflammatory drugs with improved safety profiles compared to existing therapies.

The synthesis of 2-(4-Methylpiperazin-1-yl)acetonitrile involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic techniques, such as catalytic hydrogenation and nucleophilic substitution, are often employed to achieve high yields and purity. The availability of high-quality starting materials and well-established synthetic routes has made this compound accessible for industrial-scale production, facilitating its use in various research and commercial applications.

In conclusion, 2-(4-Methylpiperazin-1-yl)acetonitrile (CAS No. 874-77-1) is a versatile compound with significant potential in pharmaceutical research and drug development. Its unique structure, characterized by the presence of a 4-Methylpiperazin-1-yl group and an acetonitrile moiety, makes it a valuable intermediate for synthesizing bioactive molecules targeting various disease pathways. Recent advancements in medicinal chemistry have underscored its importance in developing novel therapeutic agents for mental health disorders, cancer treatment, and inflammation management. As research continues to uncover new applications for this compound, its role in advancing pharmaceutical innovation is expected to grow further.

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