Cas no 1170884-07-7 (2-Chloro-6-fluoro-benzamidine hydrochloride)

2-Chloro-6-fluoro-benzamidine hydrochloride is a benzamidine derivative with potential applications as a synthetic intermediate in organic and medicinal chemistry. The compound features both chloro and fluoro substituents on the aromatic ring, enhancing its reactivity and utility in selective transformations. The amidine group, stabilized as the hydrochloride salt, offers versatility in nucleophilic reactions, making it valuable for constructing heterocycles or bioactive molecules. Its high purity and well-defined structure ensure reproducibility in research and industrial processes. This reagent is particularly useful in the development of enzyme inhibitors or pharmaceutical candidates due to its ability to interact with biological targets through hydrogen bonding and electrostatic interactions.
2-Chloro-6-fluoro-benzamidine hydrochloride structure
1170884-07-7 structure
Product Name:2-Chloro-6-fluoro-benzamidine hydrochloride
CAS No:1170884-07-7
MF:C7H7Cl2FN2
MW:209.04828286171
MDL:MFCD04114429
CID:2182326
PubChem ID:42614273
Update Time:2025-05-27

2-Chloro-6-fluoro-benzamidine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-fluoro-benzamidine hydrochloride
    • 2-chloro-6-fluorobenzenecarboximidamide,hydrochloride
    • SCHEMBL3717023
    • BS-43764
    • 2-Chloro-6-fluorobenzene-1-carboximidamide--hydrogen chloride (1/1)
    • 2-CHLORO-6-FLUOROBENZIMIDAMIDE HYDROCHLORIDE
    • 2-chloro-6-fluorobenzenecarboximidamide;hydrochloride
    • DTXSID70655086
    • 1170884-07-7
    • 2-Chloro-6-fluoro-benzamidine HCl
    • Z2944520810
    • AKOS022182098
    • AB18302
    • 2-CHLORO-6-FLUOROBENZENECARBOXIMIDAMIDE HYDROCHLORIDE
    • DB-260928
    • MFCD04114429
    • 2-chloro-6-fluorobenzene-1-carboximidamide hydrochloride
    • Benzenecarboximidamide, 2-chloro-6-fluoro-, hydrochloride (1:1)
    • EN300-7372532
    • CS-0205521
    • G11666
    • SY343186
    • 2-CHLORO-6-FLUOROBENZIMIDAMIDEHYDROCHLORIDE
    • C33025
    • MDL: MFCD04114429
    • Inchi: 1S/C7H6ClFN2.ClH/c8-4-2-1-3-5(9)6(4)7(10)11;/h1-3H,(H3,10,11);1H
    • InChI Key: QWVLEPFGXOWDTA-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=C(C=1C(=N)N)F.Cl

Computed Properties

  • Exact Mass: 207.9970318g/mol
  • Monoisotopic Mass: 207.9970318g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 49.9?2

2-Chloro-6-fluoro-benzamidine hydrochloride Pricemore >>

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Additional information on 2-Chloro-6-fluoro-benzamidine hydrochloride

Research Brief on 2-Chloro-6-fluoro-benzamidine hydrochloride (CAS: 1170884-07-7): Recent Advances and Applications

2-Chloro-6-fluoro-benzamidine hydrochloride (CAS: 1170884-07-7) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. This amidine derivative has garnered attention due to its potential applications as a building block in the synthesis of bioactive molecules, particularly in the development of protease inhibitors and other therapeutic agents. Recent studies have explored its utility in medicinal chemistry, highlighting its role in modulating enzyme activity and its potential as a lead compound for drug discovery.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the inhibitory effects of 2-Chloro-6-fluoro-benzamidine hydrochloride on serine proteases, a class of enzymes implicated in various pathological conditions, including inflammation and cancer. The study demonstrated that this compound exhibits selective inhibition against specific protease targets, with IC50 values in the low micromolar range. Structural analysis revealed that the chloro and fluoro substituents on the benzene ring contribute to enhanced binding affinity and selectivity, making it a promising scaffold for further optimization.

Another recent advancement involves the use of 2-Chloro-6-fluoro-benzamidine hydrochloride in the synthesis of novel thrombin inhibitors. Thrombin, a key enzyme in the blood coagulation cascade, is a validated target for anticoagulant therapies. A 2022 study in Bioorganic & Medicinal Chemistry Letters reported the development of a series of amidine-based thrombin inhibitors derived from this compound. The researchers employed structure-activity relationship (SAR) studies to optimize the inhibitory potency, achieving nanomolar activity in some derivatives. These findings underscore the compound's versatility as a pharmacophore in anticoagulant drug design.

Beyond its applications in protease inhibition, 2-Chloro-6-fluoro-benzamidine hydrochloride has also been explored in the context of infectious disease research. A 2023 preprint article on bioRxiv described its incorporation into small-molecule inhibitors targeting viral proteases, such as those of SARS-CoV-2 and dengue virus. Preliminary data suggest that the compound's amidine moiety facilitates critical interactions with the catalytic residues of these viral enzymes, offering a potential avenue for broad-spectrum antiviral development.

From a synthetic chemistry perspective, recent work has focused on improving the scalability and purity of 2-Chloro-6-fluoro-benzamidine hydrochloride. A 2021 patent (WO2021156789) outlines a novel purification protocol that enhances yield and reduces byproduct formation, addressing previous challenges in large-scale production. This advancement is particularly relevant for industrial applications, where consistent quality and cost-effectiveness are paramount.

In summary, 2-Chloro-6-fluoro-benzamidine hydrochloride (CAS: 1170884-07-7) continues to be a valuable tool in chemical biology and drug discovery. Its demonstrated efficacy in protease inhibition, coupled with its adaptability in medicinal chemistry, positions it as a compound of enduring interest. Future research directions may include further optimization of its pharmacokinetic properties and exploration of its applications in emerging therapeutic areas.

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