102408-31-1

Basic information

• Product Name: 1H-Naphth[2,3-d]imidazol-2-amine(9CI)
• Synonyms: 1H-Naphth[2,3-d]imidazol-2-amine(9CI);2-AMINONAPHTHO[2,3-D]IMIDAZOLE;2-AMINO-3H-NAPHTHO(3,2-D)IMIDAZOLE
• CAS NO: 102408-31-1
• Molecular Formula: C₁₁H₉N₃
• Molecular Weight: 183.23
• Product Categories: BENZIMIDAZOLE
• Mol File: 102408-31-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 471°C at 760 mmHg
• Flash Point: 269.9°C
• Appearance: /
• Density: 1.393g/cm³
• Vapor Pressure: 4.84E-09mmHg at 25°C
• Refractive Index: 1.849
• CAS DataBase Reference: 1H-Naphth[2,3-d]imidazol-2-amine(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Naphth[2,3-d]imidazol-2-amine(9CI)(102408-31-1)
• EPA Substance Registry System: 1H-Naphth[2,3-d]imidazol-2-amine(9CI)(102408-31-1)

Safety Data

• Hazardous Substances Data: 102408-31-1(Hazardous Substances Data)

Usage

1H-Naphth[2,3-d]imidazol-2-amine(9CI) properties and specific content

2. Polycyclic aromatic amine The compound has a complex structure with multiple, fused aromatic rings in its structure.
3. Naphthalene ring system One of the fused rings in the structure is a naphthalene ring, which is a pair of benzene rings fused together.
4. Imidazole ring Another fused ring in the structure is an imidazole ring, which is a heterocyclic aromatic ring containing one nitrogen atom and four carbon atoms.
5. Research and pharmaceutical applications The compound is used in scientific research and the development of pharmaceutical products due to its potential biological activities.
6. Potential biological activities 1H-Naphth[2,3-d]imidazol-2-amine(9CI) may have beneficial effects on biological systems, which could be harnessed for therapeutic purposes.
7. Cancer research The compound may be useful in the development of new drugs for cancer treatment, as it has potential as an anticancer agent.
8. Heterocyclic amine The presence of nitrogen atoms in the imidazole ring makes this compound a heterocyclic amine, which can interact with biological molecules.
9. Building block in synthesis The compound can serve as a starting material or intermediate in the synthesis of novel organic compounds.
10. Handling precautions Due to its potential biological activity and possible adverse health effects, it is important to handle 1H-Naphth[2,3-d]imidazol-2-amine(9CI) with care and caution.

InChI:InChI=1/C11H9N3/c12-11-13-9-5-7-3-1-2-4-8(7)6-10(9)14-11/h1-6H,(H3,12,13,14)

Upstream product

• 506-68-3 bromocyane 
• 771-97-1 2,3-Diaminonaphthalene 

Downstream Products

• 112273-10-6 2-phenyl-naphth[2',3':4,5]imidazo[1,2-a]pyrimidine 
• 114329-63-4 4-methyl-2-phenyl-naphth[2',3':4,5]imidazo[1,2-a]pyrimidine 
• 114329-62-3 2-methyl-4-phenyl-naphth[2',3':4,5]imidazo[1,2-a]pyrimidine 

Relevant articles and documents

Human toll-like receptor 8-selective agonistic activities in 1-alkyl-1 h -benzimidazol-2-amines

Toll-like receptor (TLR)-8 agonists strongly induce the production of T helper 1-polarizing cytokines and may therefore serve as promising candidate vaccine adjuvants, especially for the very young and the elderly. Earlier structure-based ligand design led to the identification of 3-pentyl-quinoline-2-amine as a novel, human TLR8-specific agonist. Comprehensive structure-activity relationships in ring-contracted 1-alkyl-1H-benzimidazol-2-amines were undertaken, and the best-in-class compound, 4-methyl-1-pentyl-1H-benzo[d]imidazol-2-amine, was found to be a pure TLR8 agonist, evoking strong proinflammatory cytokine and Type II interferon responses in human PBMCs, with no attendant CD69 upregulation in natural lymphocytic subsets. The 1-alkyl-1H-benzimidazol-2-amines represent a novel, alternate chemotype with pure TLR8-agonistic activities and will likely prove useful not only in understanding TLR8 signaling but also perhaps as a candidate vaccine adjuvant.

TOLL-LIKE RECEPTOR AGONISTS

Compounds described herein can be used for therapeutic purposes. The compounds can be TLR agonists, such as TLR7 or TLR8 agonists. The compounds can be included in pharmaceutical compositions and used for therapies were being a TLR agonist is useful. The pharmaceutical compositions can include any ingredients, such as carries, diluents, excipients, fillers or the like that are common in pharmaceutical compositions. The compounds can be those illustrated or described herein as well as derivatives thereof, prodrugs thereof, salts thereof, or stereoisomers thereof, or having any chirality at any chiral center, or tautomer, polymorph, solvate, or combinations thereof. As such, the compounds can be used as adjuvants in vaccines, as well as for other therapeutic purposes described herein.

2-aminobenzimidazole derivatives strongly inhibit and disperse Pseudomonas aeruginosa biofilms

Bacterial biofilms are exceptionally difficult to clear using traditional antibiotics and constitute a significant health threat. 2-Aminobenzimidazole derivatives (see scheme) are capable of strongly inhibiting the growth of and dispersing Pseudomonas aeruginosa biofilms. These molecules were found to modulate quorum sensing in reporter strains, and represent some of strongest P. aeruginosa biofilm inhibitors known. Copyright