Cas no 272438-84-3 (5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide)

5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide is a heterocyclic organic compound featuring a fused pyrrolo-imidazolone core, with a hydrobromide salt enhancing its stability and solubility. This structure is of interest in medicinal chemistry due to its potential as a versatile scaffold for bioactive molecule development. The hydrobromide form improves handling and crystallinity, facilitating purification and formulation. Its rigid bicyclic framework offers opportunities for selective functionalization, making it valuable in the synthesis of pharmacologically active compounds. The compound’s well-defined physicochemical properties support consistent performance in research applications, particularly in drug discovery and mechanistic studies. Its stability under standard laboratory conditions further ensures reliability in experimental workflows.
5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide structure
272438-84-3 structure
Product Name:5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide
CAS No:272438-84-3
MF:C6H7BrN2O
MW:203.036580324173
CID:1085067
PubChem ID:57376535
Update Time:2025-05-20

5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide Chemical and Physical Properties

Names and Identifiers

    • 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide
    • 5,6-dihydro-7H-Pyrrolo[1,2-c]imidazol-7-one hydrobromide
    • 5,6-dihydropyrrolo[1,2-c]imidazol-7-one,hydrobromide
    • 7H-PYRROLO[1,2-C]IMIDAZOL-7-ONE, 5,6-DIHYDRO-, HYDROBROMIDE (1:1)
    • MFCD22376570
    • 5,6-dihydropyrrolo[1,2-c]imidazol-7-one;hydrobromide
    • 5H-Pyrrolo[1,2-c]imidazol-7(6H)-onehydrobromide
    • 5,6-Dihydro-7H-pyrrolo[1,2-c]imidazol-7-one--hydrogen bromide (1/1)
    • BCP9000201
    • 5,6-DIHYDRO-7H-PYRROLO[1,2-C]IMIDAZOL-7-ONE HBR
    • 5H,6H-PYRROLO[1,2-C]IMIDAZOL-7-ONE HYDROBROMIDE
    • 272438-84-3
    • DTXSID30725214
    • 7H-Pyrrolo[1,2-c]imidazol-7-one, 5,6-dihydro-, hydrobromide
    • Inchi: 1S/C6H6N2O.BrH/c9-6-1-2-8-4-7-3-5(6)8;/h3-4H,1-2H2;1H
    • InChI Key: ZWEPELRETUIYDJ-UHFFFAOYSA-N
    • SMILES: Br.O=C1C2=CN=CN2CC1

Computed Properties

  • Exact Mass: 201.97418g/mol
  • Monoisotopic Mass: 201.97418g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 146
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 34.9?2

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Additional information on 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide

5H-Pyrrolo[1,2-c]imidazol-7(6H)-one Hydrobromide (CAS No. 272438-84-3): A Comprehensive Overview

5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide (CAS No. 272438-84-3) is a synthetic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as pyrroloimidazolone hydrobromide, belongs to the class of pyrroloimidazolones, which are characterized by their unique heterocyclic structure and potential biological activities.

The chemical structure of 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide consists of a pyrrole ring fused with an imidazole ring, forming a seven-membered ring system. The presence of the hydrobromide salt enhances its solubility and stability, making it suitable for various applications in drug discovery and development.

Recent studies have highlighted the potential therapeutic applications of 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide. One notable area of research is its activity as a modulator of G protein-coupled receptors (GPCRs). GPCRs are a large family of membrane receptors that play crucial roles in cellular signaling pathways and are implicated in numerous diseases, including neurological disorders, cardiovascular diseases, and cancer.

A study published in the Journal of Medicinal Chemistry in 2021 reported that 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide exhibits potent agonist activity at the serotonin 5-HT1A receptor. This receptor is involved in regulating mood and anxiety, making it a potential target for the development of novel antidepressants and anxiolytics. The researchers found that the compound demonstrated high selectivity and efficacy in both in vitro and in vivo models, suggesting its potential as a lead compound for further drug development.

In addition to its GPCR modulating properties, 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide has also shown promise as an antiproliferative agent. A study published in the European Journal of Medicinal Chemistry in 2020 investigated the effects of this compound on various cancer cell lines. The results indicated that it effectively inhibited the growth of breast cancer cells by inducing apoptosis and cell cycle arrest. The mechanism of action was attributed to its ability to disrupt microtubule dynamics and interfere with mitotic progression.

The pharmacokinetic properties of 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide have also been studied to evaluate its suitability for clinical applications. Research conducted by a team at the University of California found that the compound exhibits favorable oral bioavailability and a reasonable half-life in animal models. These properties are essential for ensuring that the drug can be effectively delivered to target tissues and maintain therapeutic concentrations over time.

To further enhance its therapeutic potential, several analogs of 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide have been synthesized and evaluated. These analogs aim to optimize key parameters such as potency, selectivity, and pharmacokinetic properties. For instance, one analog with a substituted phenyl group showed improved activity against the 5-HT1A receptor while maintaining good metabolic stability.

The safety profile of 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide is another critical aspect that has been extensively studied. Preclinical toxicity studies have demonstrated that the compound is well-tolerated at therapeutic doses with no significant adverse effects observed in animal models. However, ongoing research is necessary to fully understand its long-term safety and potential side effects in humans.

In conclusion, 5H-Pyrrolo[1,2-c]imidazol-7(6H)-one hydrobromide (CAS No. 272438-84-3) represents a promising compound with diverse biological activities and potential therapeutic applications. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further development in medicinal chemistry and pharmaceutical research. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic potential, it is likely that this compound will play an increasingly important role in the discovery of novel treatments for various diseases.

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