40016-25-9

Basic information

• Product Name: RARECHEM AL BD 0561
• Synonyms: RARECHEM AL BD 0561;(4-Octylphenyl)methanol;[4-(Oct-1-yl)phenyl]methanol;4-(Oct-1-yl)benzyl alcohol;4-octylBenzenemethanol
• CAS NO: 40016-25-9
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35
• Mol File: 40016-25-9.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: RARECHEM AL BD 0561(CAS DataBase Reference)
• NIST Chemistry Reference: RARECHEM AL BD 0561(40016-25-9)
• EPA Substance Registry System: RARECHEM AL BD 0561(40016-25-9)

Safety Data

• Hazardous Substances Data: 40016-25-9(Hazardous Substances Data)

Upstream product

• 3575-31-3 4-octylbenzoic acid 
• 7440-44-0 pyrographite 
• 40016-26-0 1-chloromethyl-4-n-octylbenzene 
• 629-27-6 1-Iodooctane 
• 18282-51-4 4-iodo-benzyl alcohol 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 17049-49-9 octylmagnesium bromide 
• 14850-23-8 trans-4-Octene 
• 38841-98-4 n-octylmagnesium chloride 
• 629-05-0 n-octyne 
• 99209-58-2 4-(1'-n-octynyl)benzyl alcohol 
• 49763-66-8 4-octylbenzaldehyde 
• 54256-51-8 4-octyl-benzoic acid methyl ester 

Downstream Products

• 95902-62-8 ((4-n-Octylphenyl)methyl)triphenylphosphonium bromide 
• 1313876-84-4 5-(N-Cbz-amino)-5-[2-(4-octyloxyphenyl)ethenyl]-2,2-dimethyl-1,3-dioxane 
• 1313876-85-5 2,2-dimethyl-5-[2-(4-octylphenyl)ethyl]-1,3-dioxan-5-amine 
• 40016-26-0 1-chloromethyl-4-n-octylbenzene 
• 885605-36-7 5-(tert-butyloxycarbonylamino)-2,2-dimethyl-5-(4-octylphenethyl)-1,3-dioxane 
• 126156-27-2 2-iodo-4-n-octylbenzoic acid 
• 137476-81-4 (R)-(-)-1,1'-binaphthyl-2,2'-diylbis<(p-octylbenzyl)diphenylphosphonium> dibromide 
• 137476-81-4 (S)-(+)-1,1'-binaphthyl-2,2'-diylbis<(p-octylbenzyl)diphenylphosphonium> dibromide 
• 137476-84-7 [2'-(Diphenyl-phosphinoyl)-[1,1']binaphthalenyl-2-yl]-(4-octyl-benzyl)-diphenyl-phosphonium; bromide 

Relevant articles and documents

Terminal-Selective C(sp3)-H Arylation: NiH-Catalyzed Remote Hydroarylation of Unactivated Internal Olefins

A terminal-selective migratory hydroarylation of unactivated olefins has been developed though a NiH-catalyzed alkene isomerization-hydroarylation relay process. This sp3C-H arylation was achieved with a simple pyrox ligand under mild conditions. The practicality and synthetic flexibility of the method is highlighted by the successful regioconvergent conversion of isomeric mixtures of alkenes to value-added linear arylation products on a gram scale.

SELECTIVE INHIBITORS AND ALLOSTERIC ACTIVATORS OF SPHINGOSINE KINASE

Sphingosine 1-phosphate (S1P) is involved in hyper-proliferative diseases, such as cancer and vascular remodeling in pulmonary arterial hypertension. Inhibitors of sphingosine kinase 1 and 2 (SK1 and SK2), which catalyze the synthesis of S1P, may be useful anti- proliferative agents. We have synthesized a series of sphingosine-based inhibitors of SK and SK2. Also provided in this invention are compounds that activate SK1 which can be used in diseases such as fibrosis, where intracellular S1P is anti-fibrotic.

Structure-Activity relationships and molecular modeling of sphingosine kinase inhibitors

The design, synthesis, and evaluation of the potency of new isoform-selective inhibitors of sphingosine kinases 1 and 2 (SK1 and SK2), the enzyme that catalyzes the phosphorylation of d-erythro-sphingosine to produce the key signaling lipid, sphingosine 1-phosphate, are described. Recently, we reported that 1-(4-octylphenethyl)piperidin-4-ol (RB-005) is a selective inhibitor of SK1. Here we report the synthesis of 43 new analogues of RB-005, in which the lipophilic tail, polar headgroup, and linker region were modified to extend the structure-activity relationship profile for this lead compound, which we explain using modeling studies with the recently published crystal structure of SK1. We provide a basis for the key residues targeted by our profiled series and provide further evidence for the ability to discriminate between the two isoforms using pharmacological intervention.