101910-24-1

Basic information

• Product Name: REV 5901
• Synonyms: ALPHA-PENTYL-3-(2-QUINOLINYLMETHOXY)-BENZENEMETHANOL;ALPHA-PENTYL-3-[2-QUINOLINYLMETHOXY]BENZYL ALCOHOL;REV 5901;α-pentyl-3-[2-quinolinylmethoxy]benzyl alcohol;2-[3-(1-Hydroxyhexyl)phenoxymethyl]quinoline;3-[(Quinolin-2-yl)methoxy]-α-pentylbenzenemethanol;PF-5901;RG-5901
• CAS NO: 101910-24-1
• Molecular Formula: C₂₂H₂₅NO₂
• Molecular Weight: 335.44
• Mol File: 101910-24-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 497.7 °C at 760 mmHg
• Flash Point: 254.8 °C
• Appearance: /
• Density: 1.123 g/cm³
• Vapor Pressure: 1E-10mmHg at 25°C
• Refractive Index: 1.606
• Solubility: ≤100mg/ml in ethanol;100mg/ml in methanol;100mg/ml in acetone;100mg/ml in DMSO;100mg/ml in etonitrile.
• PKA: 14.48±0.20(Predicted)
• CAS DataBase Reference: REV 5901(CAS DataBase Reference)
• NIST Chemistry Reference: REV 5901(101910-24-1)
• EPA Substance Registry System: REV 5901(101910-24-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 101910-24-1(Hazardous Substances Data)

Usage

Description

REV 5901 is an antagonist of cysteinyl-leukotriene receptors with a Ki value of 0.7 μM for guinea pig lung membranes. It is also an inhibitor of rat neutrophil 5-LO with an IC50 value of 0.12 μM.

Uses

Different sources of media describe the Uses of 101910-24-1 differently. You can refer to the following data:
1. REV 5901 is an antagonist of cysteinyl-leukotriene receptors with a Ki value of 0.7 μM for guinea pig lung membranes. It is also an inhibitor of rat neutrophil 5-LO with an IC50 value of 0.12 μM.
2. L-655,238 is a potent and selective inhibitor of FLAP (5-LO-activating protein).

in vitro

previous in-vitro showed that rev 5901 had a ki value of 0.7 μm vs. [3h]leukotriene d4 ([3h]-ltd4) binding to membranes from guinea pig lung. against ltc4-, ltd4- and lte4-induced contractions of guinea pig parenchymal strips, rev 5901 had kb values of ca 3 μm and was relatively ineffective against contractions that was induced by other spasmogens. moreover, in isolated guinea pig hearts, the peptiodoleukotriene-antagonist activity was also observed against the hemodynamic and vasoconstriction effects of ltd4. in addition, unlike other reported antagonists, rev 5901 was found to be ineffective against the multiple forms of cyclic nucleotide phosphodiesterases [1].

in vivo

animal study found that the oral antagonist activity had been shown with an ltd4-induced bronchoconstriction model and with an ltd4-induced wheal response model in guinea pigs [1].

references

[1] van inwegen, r. g.,khandwala, a.,gordon, r., et al. rev 5901: an orally effective peptidoleukotriene antagonist, detailed biochemical/pharmacological profile. journal of pharmacology and experimental therapeutics 241, 117-124 (1987).

InChI:InChI=1/C22H25NO2/c1-2-3-4-12-22(24)18-9-7-10-20(15-18)25-16-19-14-13-17-8-5-6-11-21(17)23-19/h5-11,13-15,22,24H,2-4,12,16H2,1H3

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 693-25-4 n-pentylmagnesium bromide 
• 147919-68-4 3-(3-hydroxyhexanoyl)phenol 
• 147919-69-5 trans-3-(3-hex-2-enoyl)phenol 
• 121-71-1 3-Hydroxyacetophenone 
• 1076-28-4 2-methylquinoline N-oxide 
• 91-63-4 2-methylquinoline 
• 92532-21-3 1-(3-hydroxyphenyl)-1-hexanol 
• 3747-74-8 2-(chloromethyl)quinoline monohydrochloride 
• 4377-41-7 2-Chloromethylquinoline 

Downstream Products

• 105812-56-4 2-[3-(1-Hydroxyhexyl)phenoxymethyl]quinoline-N-oxide 

Relevant articles and documents

Synthesis and conformation of 2-[[3-(1- hydroxyhexyl)phenoxy]methyl]quinoline, a 5-lipoxygenase inhibitor and leukotriene antagonist

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