7469-00-3

Basic information

• Product Name: 1,2-dinaphthalen-1-ylguanidine
• Synonyms: 1,3-dinaphthalen-1-ylguanidine; guanidine, N,N'-di-1-naphthalenyl-
• CAS NO: 7469-00-3
• Molecular Formula: C₂₁H₁₇N₃
• Molecular Weight: 311.3798
• Mol File: 7469-00-3.mol

Chemical Properties

• Boiling Point: 541.8°C at 760 mmHg
• Flash Point: 281.5°C
• Density: 1.18g/cm³
• Vapor Pressure: 8.37E-12mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: 1,2-dinaphthalen-1-ylguanidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dinaphthalen-1-ylguanidine(7469-00-3)
• EPA Substance Registry System: 1,2-dinaphthalen-1-ylguanidine(7469-00-3)

Safety Data

• Hazardous Substances Data: 7469-00-3(Hazardous Substances Data)

Usage

Guanidine derivative

A compound derived from guanidine, which is an organic compound with the structure H2N-C(=NH)-NH2.

Organic synthesis

1,2-dinaphthalen-1-ylguanidine is used as a reagent in the synthesis of organic compounds, particularly heterocyclic compounds and coordination complexes.

Heterocyclic compounds

These are organic compounds containing a ring of atoms with at least one atom not being carbon, such as nitrogen, oxygen, or sulfur.

Coordination complexes

These are compounds consisting of a central metal atom or ion bonded to a certain number of molecules or ions, known as ligands, through coordinate covalent bonds.

Antifungal properties

1,2-dinaphthalen-1-ylguanidine exhibits antifungal activity, which means it can inhibit the growth of fungi.

Antibacterial properties

The compound also has antibacterial properties, indicating that it can inhibit the growth of bacteria.

Medicinal chemistry

1,2-dinaphthalen-1-ylguanidine has potential applications in medicinal chemistry, which is the study of chemical compounds that have biological activity and can be used as drugs.

Pharmacology

The study of the interactions between drugs and living systems, including their effects, mechanisms of action, and therapeutic uses.

Potential use in cancer treatment

1,2-dinaphthalen-1-ylguanidine has been studied for its potential use in the treatment of cancer, although further research is needed to fully understand its pharmacological properties and potential therapeutic uses.

Further research needed

More research is required to fully understand the compound's pharmacological properties, potential therapeutic uses, and any possible side effects or limitations.

Upstream product

• 134-32-7 1-amino-naphthalene 
• 506-77-4 cyanogen chloride 
• 612-55-5 2-iodonaphthalene 
• 506-93-4 guanidine nitrate 
• 1240-37-5 N,N'-bis(1-naphthyl)thiourea 
• 506-68-3 bromocyane 
• 7664-41-7 ammonia 

Downstream Products

• 575-36-0 1-acetamidonaphthalene 
• 134-32-7 1-amino-naphthalene 

Relevant articles and documents

Cleavage of C-N bonds in guanidine derivatives and its relevance to efficient C-N bonds formation

Efficient nonenzymatic decomposition of guanidine derivatives with high structural and functional diversity into anilide products is achieved in the presence of PdII/Cu(II) carboxylates/CO, relying on a dual C-N bonds cleavage strategy. In this decomposition process, the cooperative action of PdII species, Cu(II) carboxylates, and CO provides not only the N-acylating agents but also an initiator to trigger this C-N bonds cleavage sequence. The current results indicate that PdII/Cu(II) carboxylates/CO system provides a convenient and practical method for highly selective cleavage of unreactive C-N single bonds.

Copper-catalyzed guanidinylation of aryl iodides: The formation of N,N′-disubstituted guanidines

Chemical Equation Presented A copper-catalyzed cross-coupling reaction of guanidine nitrate with aryl iodides was used for the formation of N,N′-disubstituted guanidines to be used as potential therapeutics for strokes. A relatively inexpensive commercially available guanidine salt and a series of aryl iodides together with copper iodide and N,N-diethylsalicylamide as an efficient catalyst/1 igand system provided a simple diarylation procedure.

Synthesis and Structure-Activity Studies of N,N'-Diarylguanidine Derivatives. N-(1-Naphthyl)-N'-(3-ethylphenyl)-N'-methylguanidine: A New, Selective Noncompetitive NMDA Receptor Antagonist

Diarylguanidines, acting as NMDA receptor ion channel site ligands, represent a new class of potential neuroprotective drugs.Several diarylguanidines structurally related to N,N'-di-o-tolylguanidine (DTG), a known selective ? receptor ligand, were synthes

N,N'-DISUBSTITUTED GUANIDINES AND THEIR USE AS EXCITATORY AMINO ACID ANTAGONISTS

N,N'-disubstituted guanidines exhibiting a high binding affinity to phencyclidine (PCP) receptors are disclosed. These N,N'-disubstituted guanidine derivatives act as non-competitive inhibitors or glutamate-induced responses generated via the NMDA recepto

N,N'-disubstituted guanidines and their use as excitatory amino acid antagonists

Disubstituted guanidines, e.g., bis-1,3-(o-isopropylphenyl)guanidine, bis-1,3-(m-isopropylphenyl)guanidine, bis-1,3-(1-naphthyl)guanidine, bis-1,3-(m-methoxyphenyl)guanidine, N-(1-naphthyl)-N'-(o-iodophenyl)-guanidine, N-(1-naphthyl)-N'-(m-ethylphenyl)gua

Synthesis and Structure-Activity Relationships of N,N'-Di-o-tolylguanidine Analogues, High-Affinity Ligands for the Haloperidol-Sensitive ? Receptor

With an eye toward the development of novel atypical antipsychotic agents, we have studied the structure-affinity relationships of N,N'-di-o-tolylguanidine (DTG, 3) and its congeners at the haloperidol-sensitive ? receptor.A number of DTG analogues were synthesized and evaluated in in vitro radioligand displacement experiments with guinea pig brain membrane homogenates, using the highly ?-specyfic radioligands -3 and -(+)-3-(3-hydroxyphenyl)-N-(1-propyl)piperidine and the phencyclidine (PCP) receptor specyfic compounds -N-piperidine and -(+)-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine.The affinity of N,N'-diarylguanidines for the ? receptor decreases with increasing steric bulk of ortho substituents larger than C2H5.Hydrophobic substituents are generally preferred over similarly positioned hydrophilic ones.Furthermore, electroneutral substituents are preferred over strongly electron donating or withdrawing groups.Significant binding to the ? receptor is usually retained as long as at least one side of the guanidine bears a preferred group (e.g. 2-CH3C6H5).Replacement of one or both aryl rings with certain saturated carbocycles (e.g. cyclohexyl, norbornyl, or adamantyl) leads to a significant increase in affinity.By combining the best aromatic and best saturated carbocyclic substituents in the same molecule, we arrived at some of the most potent ? ligands described to date (e.g.N-exo-2-norbornyl-N'-(2-iodophenyl)guanidine, IC50 = 3 nM vs -3).All of the compounds tested were several orders of magnitude more potent at the ? receptor than at the PCP receptor, with a few notable exceptions.This series of disubstituted guanidines may be of value in the development of potential antipsychotics and in the further pharmacological and biochemical chracterization of the ? receptor.