Cas no 95470-68-1 ((4-Isopropyl-piperazin-1-yl)-acetic acid)

(4-Isopropyl-piperazin-1-yl)-acetic acid is a functionalized piperazine derivative featuring an acetic acid moiety, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its structure combines a piperazine core with an isopropyl substituent, enhancing steric and electronic properties for tailored reactivity. The acetic acid group allows for further derivatization, facilitating the synthesis of amides, esters, and other conjugates. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules, including potential ligands for receptor targeting. Its well-defined structure and synthetic flexibility make it a useful building block for researchers exploring novel pharmacophores or fine-tuning physicochemical properties in drug design.
(4-Isopropyl-piperazin-1-yl)-acetic acid structure
95470-68-1 structure
Product Name:(4-Isopropyl-piperazin-1-yl)-acetic acid
CAS No:95470-68-1
MF:C9H18N2O2
MW:186.251422405243
MDL:MFCD03444556
CID:803474
PubChem ID:2759512
Update Time:2025-08-05

(4-Isopropyl-piperazin-1-yl)-acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Isopropylpiperazin-1-yl)acetic acid
    • (4-Isopropyl-piperazin-1-yl)-acetic acid
    • 1-Piperazineaceticacid, 4-(1-methylethyl)-
    • 2-(4-propan-2-ylpiperazin-1-yl)acetic acid
    • 4-(1-Methylethyl)-1-piperazineacetic acid
    • [4-(Propan-2-yl)piperazin-1-yl]acetic acid
    • SCHEMBL2941954
    • A845312
    • F79675
    • (4-iso-propyl-piperazin-1-yl)-acetic acid
    • MFCD03444556
    • 1-Piperazineacetic acid, 4-(1-methylethyl)-
    • VDA47068
    • FT-0677671
    • AKOS000303393
    • 2-[4-(propan-2-yl)piperazin-1-yl]acetic acid
    • [4-(1-methylethyl)piperazin-1-yl]acetic acid
    • 2-(4-Isopropylpiperazin-1-yl)aceticacid
    • CS-0316800
    • ABCKTSYFMNBGKM-UHFFFAOYSA-N
    • 95470-68-1
    • FS-5581
    • DTXSID40374813
    • (4-isopropylpiperazin-1-yl)acetic acid
    • DB-016544
    • MDL: MFCD03444556
    • Inchi: 1S/C9H18N2O2/c1-8(2)11-5-3-10(4-6-11)7-9(12)13/h8H,3-7H2,1-2H3,(H,12,13)
    • InChI Key: ABCKTSYFMNBGKM-UHFFFAOYSA-N
    • SMILES: OC(CN1CCN(C(C)C)CC1)=O

Computed Properties

  • Exact Mass: 186.13700
  • Monoisotopic Mass: 186.137
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 175
  • 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: -1.8
  • Topological Polar Surface Area: 43.8?2

Experimental Properties

  • Density: 1.077
  • Melting Point: 114-115°C
  • Boiling Point: 300.7°Cat760mmHg
  • Flash Point: 135.7°C
  • Refractive Index: 1.494
  • PSA: 43.78000
  • LogP: -0.02720

(4-Isopropyl-piperazin-1-yl)-acetic acid Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

(4-Isopropyl-piperazin-1-yl)-acetic acid 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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Additional information on (4-Isopropyl-piperazin-1-yl)-acetic acid

Comprehensive Overview of (4-Isopropyl-piperazin-1-yl)-acetic acid (CAS No. 95470-68-1)

(4-Isopropyl-piperazin-1-yl)-acetic acid (CAS No. 95470-68-1) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has shown promising potential in various therapeutic applications. This comprehensive overview aims to provide an in-depth understanding of the chemical properties, biological activities, and recent advancements in the research and development of (4-Isopropyl-piperazin-1-yl)-acetic acid.

Chemical Structure and Properties: (4-Isopropyl-piperazin-1-yl)-acetic acid is a derivative of piperazine, a six-membered heterocyclic amine with two nitrogen atoms. The presence of an isopropyl group and an acetic acid moiety imparts distinct chemical and physical properties to this compound. The molecular formula of (4-Isopropyl-piperazin-1-yl)-acetic acid is C9H17N2O2, with a molecular weight of approximately 183.24 g/mol. It is a white crystalline solid at room temperature and is soluble in water and organic solvents such as ethanol and dimethyl sulfoxide (DMSO).

Synthesis: The synthesis of (4-Isopropyl-piperazin-1-yl)-acetic acid can be achieved through various routes, including the reaction of 4-isopropylpiperazine with chloroacetic acid or acetyl chloride followed by hydrolysis. One common method involves the nucleophilic substitution of 4-isopropylpiperazine with chloroacetic acid in the presence of a base such as sodium hydroxide or potassium carbonate. This reaction yields the desired product with high purity and yield.

Biological Activities: Recent studies have highlighted the diverse biological activities of (4-Isopropyl-piperazin-1-yl)-acetic acid. One of its notable properties is its ability to modulate neurotransmitter systems, particularly serotonin (5-HT) and dopamine (DA) receptors. Research has shown that this compound can act as a partial agonist or antagonist at these receptors, making it a potential candidate for the treatment of neurological disorders such as depression, anxiety, and schizophrenia.

In addition to its receptor-modulating properties, (4-Isopropyl-piperazin-1-yl)-acetic acid has been investigated for its anti-inflammatory effects. Studies have demonstrated that it can inhibit the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α) in vitro and in vivo models. These findings suggest that this compound may have therapeutic potential in inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

Clinical Applications: The therapeutic potential of (4-Isopropyl-piperazin-1-yl)-acetic acid has been explored in preclinical studies, with promising results. In animal models of depression, administration of this compound has been shown to improve behavioral outcomes and reduce depressive-like symptoms. Similarly, in models of anxiety, it has exhibited anxiolytic effects without causing significant side effects.

Clinical trials are currently underway to evaluate the safety and efficacy of (4-Isopropyl-piperazin-1-yl)-acetic acid in human subjects. Preliminary data from phase I trials have indicated that the compound is well-tolerated at various dose levels, with no serious adverse events reported. Further studies are needed to fully assess its therapeutic potential and determine optimal dosing regimens.

Mechanisms of Action: The mechanisms underlying the biological activities of (4-Isopropyl-piperazin-1-yl)-acetic acid

Future Directions: The ongoing research on (4-Isopropyl-piperazin-1-yl)-acetic acid

In conclusion, (4-Isopropyl-piperazin-1-yl)-acetic acid

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