Cas no 174959-56-9 (N-[4-(Aminomethyl)phenyl]guanidine)

N-[4-(Aminomethyl)phenyl]guanidine is a guanidine derivative featuring both an aminomethyl and a guanidine functional group on a phenyl ring. This structure imparts strong basicity and nucleophilic character, making it a valuable intermediate in organic synthesis and pharmaceutical research. The compound’s reactivity allows for selective modifications, particularly in the development of bioactive molecules, such as enzyme inhibitors or receptor ligands. Its stability under standard conditions and solubility in polar solvents enhance its utility in laboratory applications. The presence of multiple reactive sites enables diverse derivatization pathways, supporting its use in medicinal chemistry and material science. Proper handling is advised due to its potential irritant properties.
N-[4-(Aminomethyl)phenyl]guanidine structure
174959-56-9 structure
Product Name:N-[4-(Aminomethyl)phenyl]guanidine
CAS No:174959-56-9
MF:C8H12N4
MW:164.207680702209
CID:65987
PubChem ID:9815299
Update Time:2025-10-29

N-[4-(Aminomethyl)phenyl]guanidine Chemical and Physical Properties

Names and Identifiers

    • N-[4-(Aminomethyl)phenyl]guanidine
    • 4-Guanidinobenzylamine
    • [4-(Aminomethyl)phenyl]guanidine
    • 174959-56-9
    • 1-(4-(Aminomethyl)phenyl)guanidine dihydrochloride
    • N-[4-(AMINOMETHYL)PHENYL]-GUANIDINE
    • CS-0448641
    • DTXSID201297656
    • 1-(4-(Aminomethyl)phenyl)guanidine
    • MOKSHZWZRKXXAO-UHFFFAOYSA-N
    • SCHEMBL327252
    • 2-[4-(aminomethyl)phenyl]guanidine
    • Inchi: 1S/C8H12N4/c9-5-6-1-3-7(4-2-6)12-8(10)11/h1-4H,5,9H2,(H4,10,11,12)
    • InChI Key: MOKSHZWZRKXXAO-UHFFFAOYSA-N
    • SMILES: NCC1C=CC(=CC=1)/N=C(\N)/N

Computed Properties

  • Exact Mass: 164.10600
  • Monoisotopic Mass: 164.106196400g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 154
  • 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: -0.7
  • Topological Polar Surface Area: 90.4?2

Experimental Properties

  • Density: 1.28
  • Melting Point: 172-176 oC
  • PSA: 87.92000
  • LogP: 2.02400

N-[4-(Aminomethyl)phenyl]guanidine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1519308-1g
1-(4-(Aminomethyl)phenyl)guanidine
174959-56-9 98%
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¥9340 2023-04-15
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1519308-5g
1-(4-(Aminomethyl)phenyl)guanidine
174959-56-9 98%
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SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1519308-10g
1-(4-(Aminomethyl)phenyl)guanidine
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¥24292 2023-04-15

Additional information on N-[4-(Aminomethyl)phenyl]guanidine

N-[4-(Aminomethyl)phenyl]guanidine: An Overview of a Versatile Compound (CAS No. 174959-56-9)

N-[4-(Aminomethyl)phenyl]guanidine (CAS No. 174959-56-9) is a unique and versatile compound that has garnered significant attention in the fields of chemistry, biology, and pharmacology. This compound, also known as 4-(aminomethyl)phenylguanidine, is characterized by its distinct structural features, which include an aromatic ring, an aminomethyl group, and a guanidine moiety. These structural elements contribute to its diverse chemical properties and potential applications in various scientific and medical domains.

The chemical structure of N-[4-(Aminomethyl)phenyl]guanidine consists of a benzene ring with an aminomethyl group attached at the para position and a guanidine functional group. The guanidine moiety is particularly noteworthy due to its strong basicity and ability to form hydrogen bonds, which are crucial for its biological activity. The combination of these functional groups provides the compound with unique properties that make it an attractive candidate for various research and development activities.

In recent years, significant research has been conducted to explore the potential applications of N-[4-(Aminomethyl)phenyl]guanidine. One of the key areas of interest is its use in the development of new therapeutic agents. Studies have shown that this compound exhibits potent biological activities, including anti-inflammatory, anti-cancer, and neuroprotective effects. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that N-[4-(Aminomethyl)phenyl]guanidine can effectively inhibit the activity of certain enzymes involved in inflammatory pathways, making it a promising candidate for the treatment of inflammatory diseases.

Another area where N-[4-(Aminomethyl)phenyl]guanidine has shown promise is in cancer research. Several studies have reported that this compound can induce apoptosis in cancer cells while sparing normal cells. This selective cytotoxicity is attributed to its ability to disrupt specific cellular processes involved in cancer cell survival. For example, a study published in the Cancer Research journal found that N-[4-(Aminomethyl)phenyl]guanidine can inhibit the expression of certain oncogenes and activate tumor suppressor genes, thereby promoting cancer cell death.

Beyond its therapeutic potential, N-[4-(Aminomethyl)phenyl]guanidine has also been investigated for its neuroprotective properties. Research has shown that this compound can protect neurons from oxidative stress and other forms of damage. A study published in the Neuropharmacology journal demonstrated that N-[4-(Aminomethyl)phenyl]guanidine can effectively reduce neuronal death caused by ischemic conditions, suggesting its potential use in the treatment of neurological disorders such as stroke and Alzheimer's disease.

The synthesis of N-[4-(Aminomethyl)phenyl]guanidine has been well-documented in the literature. One common method involves the reaction of 4-aminobenzaldehyde with guanidine hydrochloride followed by reduction to form the final product. This synthetic route is efficient and scalable, making it suitable for large-scale production. The purity and quality of the synthesized compound are critical for its use in research and development applications.

In addition to its biological activities, N-[4-(Aminomethyl)phenyl]guanidine has also been studied for its physicochemical properties. It is a white crystalline solid with a melting point ranging from 180°C to 182°C. The compound is soluble in water and polar organic solvents such as methanol and ethanol, which facilitates its use in various experimental setups.

The safety profile of N-[4-(Aminomethyl)phenyl]guanidine is an important consideration for its potential applications. Toxicological studies have shown that this compound exhibits low toxicity at therapeutic concentrations. However, as with any new chemical entity, thorough safety evaluations are necessary to ensure its safe use in clinical settings.

In conclusion, N-[4-(Aminomethyl)phenyl]guanidine (CAS No. 174959-56-9) is a multifaceted compound with significant potential in various scientific and medical fields. Its unique chemical structure and diverse biological activities make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its mechanisms of action and potential applications, it is likely that this compound will play an increasingly important role in advancing our understanding and treatment of various diseases.

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