162957-24-6

Basic information

• Product Name: 4-(4-Hydroxyphenyl)benzyl alcohol
• Synonyms: 4-(4-Hydroxyphenyl)benzyl alcohol
• CAS NO: 162957-24-6
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23
• Mol File: 162957-24-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 205-208 °C(Solv: toluene (108-88-3); hexane (110-54-3))
• Boiling Point: 386.6±30.0 °C(Predicted)
• Appearance: /
• Density: 1.199±0.06 g/cm3(Predicted)
• PKA: 9.79±0.26(Predicted)
• CAS DataBase Reference: 4-(4-Hydroxyphenyl)benzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Hydroxyphenyl)benzyl alcohol(162957-24-6)
• EPA Substance Registry System: 4-(4-Hydroxyphenyl)benzyl alcohol(162957-24-6)

Safety Data

• Hazardous Substances Data: 162957-24-6(Hazardous Substances Data)

Upstream product

• 3597-91-9 biphenyl-4-yl methanol 
• 644-08-6 4-Methylbiphenyl 
• 106-41-2 4-bromo-phenol 
• 59016-93-2 p-hydroxymethylphenylboronic acid 
• 58574-03-1 4'-Hydroxybiphenyl-4-carboxylic acid 
• 540-38-5 p-Iodophenol 
• 40501-41-5 methyl 4'-hydroxy-4-biphenylcarboxylate 

Downstream Products

• 404356-23-6 N-[2-(7-{4-(4'-hydroxymethylbiphenyl-4-yloxy)butoxy}naphthalen-1-yl)ethyl]acetamide 
• 1428554-09-9 6-(4-(hydroxymethyl)phenyl)-4-phenyl-2H-chromen-2-one 
• 860292-58-6 1-[(benzyloxy)carbonyl]prolyl-N¹-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide 
• 860292-46-2 methyl [(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl][(4'-hydroxy-1,1'-biphenyl-4-yl)methyl]phosphinate 

Relevant articles and documents

New tetrahydroisoquinoline derivatives overcome pgp activity in brain-blood barrier and glioblastoma multiforme in vitro

P-glycoprotein (Pgp) determines resistance to a broad spectrum of drugs used against glioblastoma multiforme (GB). Indeed, Pgp is highly expressed in GB stem cells and in the brain-blood barrier (BBB), the peculiar endothelium surrounding the brain. Inhib

A Potent and Selective P-gp Modulator for Altering Multidrug Resistance Due to Pump Overexpression

P-glycoprotein (P-gp) is a membrane protein responsible for the active transport of several endogenous and exogenous substances. It constitutes a defense mechanism and, at the same time, it severely compromises the success rate of antitumor chemotherapy. In this study a small library of alkyl/oxyalkyl derivatives of MC70 [4′-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)biphenyl-4-ol], a well-known P-gp inhibitor, was synthesized through straightforward functionalization of the phenolic group present in the structure of MC70. All compounds were characterized for their effect on P-gp, proving capable of blocking P-gp-mediated calcein-AM efflux with micromolar potency, following their ability to act as high-affinity substrates of this transporter. Excitingly, compound 4 [6,7-dimethoxy-2-((4′-butoxybiphen-4-yl)methyl)-1,2,3,4-tetrahydroisoquinoline] exhibited low nanomolar potency (5.2 nm) and had a peculiar activity profile, acting both as a positive allosteric modulator and as a substrate of the transporter. A new and more efficient synthesis of MC70 is also described. Simple chemical modification of MC70, a well-known but rather nonselective P-glycoprotein (P-gp) inhibitor, led to a very potent and selective P-gp ligand (EC50=5.2 nm). The derivative displayed an intriguing double-faced mechanism of action, acting as both substrate and modulator. The synthesis of MC70 was also greatly improved, using a straightforward and protecting-group-free Suzuki-Miyaura coupling of halophenol.

A general approach to N-heterocyclic carbenes with a fused tetracyclic core: Ligands for suzuki-miyaura cross-coupling reaction

The synthesis of an N-heterocyclic carbene (NHC) based on a tetracyclic scaffold by using simple, general, and scalable chemistry is disclosed. The developed route is suitable for introducing multiple substitutions on the tetracyclic scaffold. The utility of the present NHC as a ligand in the Suzuki-Miyaura cross-coupling reaction is demonstrated with a low catalyst loading. Copyright