247173-90-6

Basic information

• Product Name: 1H-Imidazole-4-methanol, a-(6-methoxy-2-naphthalenyl)-a-(1-methylethyl)-1-(triphenylmethyl)-
• CAS NO: 247173-90-6
• Molecular Formula: C37H34N2O2
• Molecular Weight: 538.689
• Mol File: 247173-90-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-4-methanol, a-(6-methoxy-2-naphthalenyl)-a-(1-methylethyl)-1-(triphenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4-methanol, a-(6-methoxy-2-naphthalenyl)-a-(1-methylethyl)-1-(triphenylmethyl)-(247173-90-6)
• EPA Substance Registry System: 1H-Imidazole-4-methanol, a-(6-methoxy-2-naphthalenyl)-a-(1-methylethyl)-1-(triphenylmethyl)-(247173-90-6)

Safety Data

• Hazardous Substances Data: 247173-90-6(Hazardous Substances Data)

Upstream product

• 920-39-8 isopropylmagnesium bromide 
• 247173-71-3 (6-methoxy-2-naphthyl)-(1-trityl-1H-imidazol-4-yl)ketone 
• 247174-71-6 1-[1H-imidazol-4⁽⁵⁾-yl]-2-methylpropan-1-one 
• 5111-65-9 2-Bromo-6-methoxynaphthalene 
• 247173-70-2 (6-methoxy-2-naphthyl)-(1-trityl-1H-imidazol-4-yl)methanol 
• 33016-47-6 (1-tritylimidazol-4-yl)carboxaldehyde 

Downstream Products

• 247173-92-8 4-[1-methoxy-1-(6-methoxynaphthalen-2-yl)-2-methylpropyl]-1-trityl-1H-imidazole 

Relevant articles and documents

A concise synthesis of racemic 1-(6,7-dimethoxy-2-naphthyl)-1-(1H-imidazol- 4-yl)-2-methylpropan-1-ol for a potent C17,20-lyase inhibitor

The development of a practical and scaleable synthesis of 1-(6,7-dimethoxy-2-naphthyl)-1-(1H-imidazol-4-yl)-2-methylpropan-1-ol (2) is described. Racemate 2 was synthesized from commercially available 4(5)-imidazolecarboxyaldehyde (7) in three steps excluding chromatography. 4(5)-Cyanoimidazole (10) was prepared from 7 in good yield in a one-pot reaction. A Grignard reaction of cyanoimidazole 10 with isopropylmagnesium bromide followed by the addition of aqueous sulfuric acid formed acylimidazole 9. The final racemate 2 was obtained by the direct Grignard reaction of acylimidazole 9 without N-protection. This process was accomplished efficiently to produce 2 in 70% overall yield from 7 in a large-scale synthesis.

Naphthalene derivatives, their production and use

A composition containing a compound of the formula: wherein A is a nitrogen-containing heterocyclic group which may be substituted, R1 is a hydrogen atom, hydrocarbon group which may be substituted, or monocyclic aromatic heterocyclic group which may be substituted, R2 is a hydrogen atom or a lower alkyl group which may be substituted, R3, R4, R5, R6, R7, R8 and R9 are independently a hydrogen atom, a hydrocarbon group which may be substituted, a hydroxy group which may be substituted, a thiol group which may be substituted, an amino group which may be substituted, an acyl group or a halogen atom, a salt thereof or a prodrug thereof has steroid C17,20-lyase inhibitory activity, and is useful for preventing and treating for example, primary cancer of malignant tumor, its metastasis and recurrence thereof.