102106-94-5

Basic information

• Product Name: 2,4-Pentadien-1-ol, 5-phenyl-, (E,Z)-
• CAS NO: 102106-94-5
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Mol File: 102106-94-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,4-Pentadien-1-ol, 5-phenyl-, (E,Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadien-1-ol, 5-phenyl-, (E,Z)-(102106-94-5)
• EPA Substance Registry System: 2,4-Pentadien-1-ol, 5-phenyl-, (E,Z)-(102106-94-5)

Safety Data

• Hazardous Substances Data: 102106-94-5(Hazardous Substances Data)

Upstream product

• 1516-24-1 methyl 5-phenylpenta-2,4-dienoate 
• 38448-84-9 methyl (2E,4Z)-5-phenyl-2,4-pentadienoate 
• 1552-95-0 ethyl 5-phenyl-2,4-pentadienoate 
• 104-55-2 3-phenyl-propenal 
• 13466-40-5 5-phenylpenta-2,4-dienal 
• 60329-12-6 2-phenylmethylenecyclopropylmethanol 
• 112564-73-5 (2E)-1-phenyl-2,4-pentadiene-1-ol 
• 201230-67-3 2,4-pentanedienal 

Downstream Products

• 13466-40-5 5-phenylpenta-2,4-dienal 
• 109529-98-8 (5-bromopenta-1,3-dienyl)benzene 
• 206873-29-2 N-(2E,4Z)-5-phenylpenta-2,4-dienyltoluenesulfonamide 
• 67866-65-3 (E)-6-methyl-2-styrylquinoline 
• 1380544-54-6 (E)-5,5-diphenyl-2-(2-phenylethenyl)-tetrahydro-2H-pyran 
• 1380544-68-2 (4E,6E)-2,2,7-triphenylhepta-4,6-dien-1-ol 
• 100-52-7 benzaldehyde 
• 1210795-92-8 (3-((2E,4E)-5-phenylpenta-2,4-dienyloxy)prop-1-ynyl)benzene 
• 10521-91-2 5-phenylpentan-1-ol 
• 14371-10-9 (E)-3-phenylpropenal 

Relevant articles and documents

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Discovery of Potent Benzofuran-Derived Diapophytoene Desaturase (CrtN) Inhibitors with Enhanced Oral Bioavailability for the Treatment of Methicillin-Resistant Staphylococcus aureus (MRSA) Infections

Blocking the staphyloxanthin biosynthesis process has emerged as a new promising antivirulence strategy. Previously, we first revealed that CrtN is a druggable target against infections caused by pigmented Staphylococcus aureus (S. aureus) and that naftifine was an effective CrtN inhibitor. Here, we identify a new type of benzofuran-derived CrtN inhibitor with submicromolar IC50 values that is based on the naftifine scaffold. The most potent analog, 5m, inhibits the pigment production of S. aureus Newman and three MRSA strains, with IC50 values of 0.38-5.45 nM, without any impact on the survival of four strains (up to 200 μM). Notably, compound 5m (1 μM) could significantly sensitize four strains to immune clearance and could effectively attenuate the virulence of three strains in vivo. Moreover, 5m was determined to be a weak antifungal reagent (MIC > 16 μg/mL). Combined with good oral bioavailability (F = 42.2%) and excellent safety profiles, these data demonstrate that 5m may be a good candidate for the treatment of MRSA infections.

Alkynyliodonium salts in organic synthesis. Preparation of annelated dihydropyrroles by cascade addition/bicyclization of dienyltosylamide anions with phenyl(propynyl)iodonium triflate

The addition of simple pentadienyltosylamide derivatives to the two- carbon electrophile phenyl(propynyl)iodonium triflate initiates a sequence of transformations that furnishes complex, highly functionalized cyclopentenannelated dihydropyrrole products in moderate yields with complete stereoselection. This sequence demonstrates that diyls resulting from homolytic scission of alkylidene carbene-alkene adducts can be readily accessed under mild experimental conditions and that, in the presence of appropriate pendant functionality, these diyls can productively cyclize. The isomeric isoprene-derived tosylamides follow an abbreviated reaction course and deliver azabicyclo[3.1.0]hexanes via an isomerization that competes with diyl formation.