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10136-57-9

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10136-57-9 Usage

Chemical Properties

colorless liquid

Check Digit Verification of cas no

The CAS Registry Mumber 10136-57-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,1,3 and 6 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 10136-57:
(7*1)+(6*0)+(5*1)+(4*3)+(3*6)+(2*5)+(1*7)=59
59 % 10 = 9
So 10136-57-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H8ClNO/c11-6-7-3-4-9(13)10-8(7)2-1-5-12-10/h1-5,13H,6H2

10136-57-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(CHLOROMETHYL)QUINOLIN-8-OL HYDROCHLORIDE

1.2 Other means of identification

Product number -
Other names 5-chloromethyl-8-hydroxyquinoline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10136-57-9 SDS

10136-57-9Synthetic route

8-quinolinol
148-24-3

8-quinolinol

formaldehyd
50-00-0

formaldehyd

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 12h;91.4%
With hydrogenchloride In water at 0 - 60℃; for 10h;90%
With hydrogenchloride In water at 80℃; for 6h;87%
5-(hydroxymethyl)-8-hydroxyquinoline
4053-44-5

5-(hydroxymethyl)-8-hydroxyquinoline

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 6h;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

debenzyldonepezil
120014-30-4

debenzyldonepezil

2-((1-((8-hydroxyquinolin-5-yl)methyl)piperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

2-((1-((8-hydroxyquinolin-5-yl)methyl)piperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 8h; Reflux;88%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

indole-2,3-dione
91-56-5

indole-2,3-dione

C18H12N2O3

C18H12N2O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 48h;81%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

(1-1-benzylpiperidin-4-yl)(prop-2-yn-1-yl-amino)acetonitrile
1609078-44-5

(1-1-benzylpiperidin-4-yl)(prop-2-yn-1-yl-amino)acetonitrile

2-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)acetonitrile
1609078-38-7

2-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)acetonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h;80.6%
With triethylamine In dichloromethane at 20℃; for 0.5h;80.6%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-(aminomethyl)-8-hydroxyquinoline
81748-72-3

5-(aminomethyl)-8-hydroxyquinoline

5,5',5''-nitrilotris(methylene)triquinolin-8-ol
1215290-53-1

5,5',5''-nitrilotris(methylene)triquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;73%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-(aminomethyl)-8-hydroxyquinoline
81748-72-3

5-(aminomethyl)-8-hydroxyquinoline

Conditions
ConditionsYield
Stage #1: 5-(chloromethyl)quinolin-8-ol With hexamethylenetetramine In dimethyl sulfoxide at 20℃;
Stage #2: With hydrogenchloride In water at 20℃; for 48h;
70%
Stage #1: 5-(chloromethyl)quinolin-8-ol With potassium phtalimide In N,N-dimethyl-formamide at 150℃; for 5h;
Stage #2: With hydrogenchloride In water at 150℃; for 9h;
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 5 h / 150 °C
2: hydrogenchloride / water / 20 °C / Reflux
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

3-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)propanenitrile
1609078-46-7

3-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)propanenitrile

3-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)propanenitrile
1609078-40-1

3-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)propanenitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;69.5%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

4-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)butanenitrile
1609078-49-0

4-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)butanenitrile

4-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)butanenitrile
1609078-42-3

4-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)butanenitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;65.4%
With triethylamine In dichloromethane at 0 - 20℃;65.4%
piperazine
110-85-0

piperazine

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5,5'-(piperazine-1,4-diylbis(methylene))diquinolin-8-ol
22505-80-2

5,5'-(piperazine-1,4-diylbis(methylene))diquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 72h;60%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

Trimethylenediamine
109-76-2

Trimethylenediamine

5,5'-(propane-1,3-diylbis(azanediyl))bis(methylene)diquinolin-8-ol

5,5'-(propane-1,3-diylbis(azanediyl))bis(methylene)diquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;55%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

1,8,12-tri-tertbutoxycarbonyl-1,4,8,12-tetraazacyclopentadecane
161693-98-7

1,8,12-tri-tertbutoxycarbonyl-1,4,8,12-tetraazacyclopentadecane

tri(tert-butyl) 12-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,12-tetraazacyclopentadecane-1,4,8-tricarboxylate
918907-55-8

tri(tert-butyl) 12-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,12-tetraazacyclopentadecane-1,4,8-tricarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;55%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

N-[(1-benzylpiperidin-4-yl)methyl]prop-2-yn-1-amine
1609078-43-4

N-[(1-benzylpiperidin-4-yl)methyl]prop-2-yn-1-amine

5-((((1-benzylpiperidin-4-yl)methyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol
1609078-37-6

5-((((1-benzylpiperidin-4-yl)methyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;55%
With triethylamine In dichloromethane at 20℃;55%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

N-[3-(1-benzylpiperidin-4-yl)propyl]prop-2-yn-1-amine
1609078-48-9

N-[3-(1-benzylpiperidin-4-yl)propyl]prop-2-yn-1-amine

5-(((3-(1-benzylpiperidin-4-yl)propyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol
1609078-41-2

5-(((3-(1-benzylpiperidin-4-yl)propyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;54.3%
With triethylamine In dichloromethane at 0 - 20℃;54.3%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

p-xylylidenediamine
539-48-0

p-xylylidenediamine

5,5'-(1,4-phenylenebis(methylene))bis(azanediyl)bis(methylene)diquinolin-8-ol

5,5'-(1,4-phenylenebis(methylene))bis(azanediyl)bis(methylene)diquinolin-8-ol

Conditions
ConditionsYield
In acetonitrile at 20℃; for 72h;50%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

1,4,8-tris(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
170161-27-0

1,4,8-tris(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

tri-tert-butyl 11-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate
918907-54-7

tri-tert-butyl 11-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;45%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

diethyl malonate
105-53-3

diethyl malonate

5-[(2,2-bisethoxycarbonyl)ethyl]-8-hydroxyquinoline
33273-96-0

5-[(2,2-bisethoxycarbonyl)ethyl]-8-hydroxyquinoline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;40%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;
1,4,7,10-tetra-azacyclotridecane-11,13-dione
71248-02-7

1,4,7,10-tetra-azacyclotridecane-11,13-dione

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

4-[5'-(8'-hydroxyquinoline)]methylene-1,4,7,10-tetraaza-cyclotridecane

4-[5'-(8'-hydroxyquinoline)]methylene-1,4,7,10-tetraaza-cyclotridecane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80 - 90℃; for 72h;34%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

1-benzyl-N-(prop-2-ynyl)aminopiperidine
1019508-30-5

1-benzyl-N-(prop-2-ynyl)aminopiperidine

5-(((1-benzylpiperidin-4-yl)(prop-2-ynyl)amino)methyl)quinolin-8-ol
1612831-79-4

5-(((1-benzylpiperidin-4-yl)(prop-2-ynyl)amino)methyl)quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;33.8%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

allyl alcohol
107-18-6

allyl alcohol

5-(allyloxy)methyl-8-hydroxyquinoline
2787-54-4

5-(allyloxy)methyl-8-hydroxyquinoline

Conditions
ConditionsYield
for 12h; Reflux;32.1%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

triethyl phosphite
122-52-1

triethyl phosphite

8-hydroxy-5-quinolylmethylphosphonic acid diethyl ester
1452589-33-1

8-hydroxy-5-quinolylmethylphosphonic acid diethyl ester

Conditions
ConditionsYield
at 160℃; for 32h;24%
for 5h; Reflux;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

sodium cyanide
143-33-9

sodium cyanide

2-(8-hydroxyquinolin-5-yl)acetonitrile
57434-83-0

2-(8-hydroxyquinolin-5-yl)acetonitrile

Conditions
ConditionsYield
In dimethyl sulfoxide at 90℃;
11-[3-(4,8-bis-tert-butoxycarbonyl-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl)-benzyl]-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester
918907-56-9

11-[3-(4,8-bis-tert-butoxycarbonyl-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl)-benzyl]-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

11-{3-[4,8-bis-tert-butoxycarbonyl-11-(8-hydroxy-quinolin-5-ylmethyl)-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl]-benzyl}-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester
1062278-88-9

11-{3-[4,8-bis-tert-butoxycarbonyl-11-(8-hydroxy-quinolin-5-ylmethyl)-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl]-benzyl}-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

4,8-bis-(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
170161-28-1

4,8-bis-(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

di(tert-butyl) 4,8-bis((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,11-dicarboxylate
1062278-95-8

di(tert-butyl) 4,8-bis((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,11-dicarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

N,N'-bis(2-aminoethyl)-2-(5-methyl-8-hydroxyquinoline) malondiamide
352306-22-0

N,N'-bis(2-aminoethyl)-2-(5-methyl-8-hydroxyquinoline) malondiamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 40 percent / K2CO3 / dimethylformamide / 72 h / 20 °C
2: 38 percent / 120 h / 20 °C
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

12-(5'-8'-hydroxyquinolinic)methylene-1,4,7,10-tetraazacyclotridecane-11,13-dione

12-(5'-8'-hydroxyquinolinic)methylene-1,4,7,10-tetraazacyclotridecane-11,13-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / dimethylformamide / 72 h / 20 °C
2: 22.1 percent / ethanol / 240 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 40 percent / K2CO3 / dimethylformamide / 72 h / 20 °C
2: 14 percent / ethanol / 336000 h / Heating
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)quinolin-8-ol

5-((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)quinolin-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 percent / DIEA / CH2Cl2 / 20 °C
2: 100 percent / HCl / diethyl ether / 20 °C
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-((1,4,8,12-tetraazacyclopentadecan-8-yl)methyl)quinolin-8-ol

5-((1,4,8,12-tetraazacyclopentadecan-8-yl)methyl)quinolin-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / DIEA / CH2Cl2 / 20 °C
2: 100 percent / HCl / diethyl ether / 20 °C
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5,5'-(1,4,8,11-tetraazacyclotetradecane-1,11-diyl)bis(methylene)diquinolin-8-ol

5,5'-(1,4,8,11-tetraazacyclotetradecane-1,11-diyl)bis(methylene)diquinolin-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DIEA / CH2Cl2 / 20 °C
2: HCl / diethyl ether / 20 °C
View Scheme

10136-57-9Relevant articles and documents

The Synthesis and Characterization of s-Triazine-Cored Tripodal Structure and Its Salen/Salophen-Bridged Fe/Cr(III) Capped Complexes

Karatas, Erhan,Ucan, Halil Ismet

, p. 692 - 698 (2017)

A novel Schiff base compound was synthesized, and its complexation properties with Fe(III) and Cr(III) were investigated. Tripodal ligand was synthesized by the reaction of s-triazine and 4-hydroxybenzaldehyde. Then a Schiff base involving 8-hydroxyquinoline was synthesized by the reaction of 5-aminomethyl-8-hydroxyquinoline (QN) and 2,4,6-tris(p-formylphenoxy)-1,3,5-triazine (TRIPOD) in methanol/chloroform media. The obtained Schiff base (QN-TRIPOD) was then reacted with four trinuclear Fe(III) and Cr(III) complexes including tetradentate Schiff bases N,N′-bis(salicylidene)ethylenediamine (salenH2)/bis(salicylidene)-o-phenylenediamine (SalophenH2). The synthesized ligand and complexes were characterized by means of elemental analysis carrying out1H NMR, FTIR spectroscopy, thermal analyses, and magnetic susceptibility measurements. Finally, metal ratios of the prepared complexes were determined by using atomic adsorption spectrometry.

Synthesis, characterization and application of uranyl ion imprinted polymers of aniline and 8-hydroxy quinoline functionalized aniline

Milja,Krupa,Rao

, p. 30718 - 30724 (2014)

In this work we report a simple method for the synthesis of uranyl ion imprinted and non imprinted polyaniline (IPAN and NIPAN) and a copolymer of 8-hydroxyquinoline functionalized aniline (ANHQ) and aniline (IFPAN and NIFPAN) using potassium dichromate and ammonium persulphate as the initiators. The structural characterization of the synthesized materials was done by FTIR and UV-Visible spectroscopy, morphology by SEM, thermal properties by TG and electrochemical properties by cyclic voltammetry. Application of the synthesized materials in removal of uranyl ion was studied using solid phase extraction (SPE). Various parameters were optimized to get quantitative removal from aqueous samples buffered to neutral pH using ammonium acetate. Selectivity and reusability studies were carried out to demonstrate the possible application in real sample analysis.

Influence of metal coordination on the mismatch tolerance of ligand-modified PNA duplexes

Watson, Richard M.,Skorik, Yury A.,Patra, Goutam K.,Achim, Catalina

, p. 14628 - 14639 (2005)

Recent studies on metal incorporation in ligand-modified nucleic acids have focused on the effect of metal coordination on the stability of metal-containing duplexes or triplexes and on the metal binding selectivity but did not address the effect of the sequence of the nucleic acid in which the ligands are incorporated. We have introduced 8-hydroxyquinoline Q in 10-mer PNA strands with various sequences and have investigated the properties of the duplexes formed from these strands upon binding of Cu2+. Variable-temperature UV-vis spectroscopy shows that, in the presence of Cu 2+, duplexes are formed even from ligand-modified Q-PNA strands that have a large number of mismatches. Spectrophotometric titrations demonstrate that at any temperature, one Cu2+ ion binds a pair of Q-PNA strands that each contain one 8-hydroxyquinoline, but below the melting temperature, the PNA duplex exerts a supramolecular chelate effect, which prevents the transformation in the presence of excess Cu2+ of the 1:2 Cu 2+:Q-PNA complexes into 1:1 complexes. EPR spectroscopy gives further support for the existence in the duplexes of [CuQ2] moieties that are similar to the corresponding square planar synthetic complex formed between Cu2+ and 8-hydroxyquinoline. As PNA duplexes show a preferred handedness due to the chiral induction effect of a C-terminal L-lysine, which is transmitted through stacking interactions within the duplex, only if the metal-containing duplex has complementary strands, does it show a chiral excess measured by CD spectroscopy. The strong effect of the metal-ligand moiety is suggestive of an increased correlation length in PNA duplexes that contain such moieties. These results indicate that strong metal-ligand alternative base pairs significantly diminish the importance of Watson-Crick base pairing for the formation of a stable PNA duplex and lead to high mismatch tolerance, a principle that can be used in the construction of hybrid inorganic-nucleic acid nanostructures.

Fluorescence-enhanced optical sensor for detection of Al3+ in water based on functionalised nanoporous silica type SBA-15

Karimi, Mehdi,Badieia, Alireza,Ziarani, Ghodsi Mohammadi

, p. 1431 - 1438 (2016)

An organic-inorganic hybrid optical sensor (PQ-SBA-15) was designed and prepared through functionalisation of the SBA-15 surface with 3-piperazinepropyltriethoxysilane followed by covalently attaching 8-hydroxyquinoline. Characterisation techniques, including FT-IR, thermal gravimetric, N2 adsorption-desorption and X-ray powder diffraction analyses, showed that the organic moieties were successfully grafted onto the surface of SBA-15 without the SBA-15 structure collapsing. The evaluation of the sensing ability of PQ-SBA-15 using fluorescence spectroscopy revealed that the PQ-SBA-15 was a selective fluorescence enhancement-based optical sensor for Al3+ in water in the presence of a wide range of metal cations including Na+, Mg2+, K+, Ca2+, Cr3+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+ and Pb2+ with a limit of detection of 8.8 × 10-7 M. In addition, good linearity was observed between the fluorescence intensity and the concentration of Al3+.

Compound for promoting cell movement, pharmaceutical composition as well as preparation and application of compound

-

Paragraph 0016; 0033; 0035, (2021/07/10)

The invention belongs to the field of medicinal chemistry, and particularly relates to a compound for promoting cell movement, a pharmaceutical composition and preparation and application thereof. The compound provided by the invention is 5-(isobutoxymethyl) quinoline-8-alcohol or 5-(isobutoxymethyl) quinoline-8-alcohol hydrochloride, and tests prove that the compound can promote the movement of NIH/3T3 and inhibit the movement of nasopharyngeal carcinoma cells CNE2 at the same time, has good safety, has a remarkable healing effect on skin wounds of mice, and can be used for preparing drugs for treating the skin wounds of the mice. The compound can be applied to preparation of drugs for promoting wound healing, is especially suitable for surgical patients with tumor combined with diabetes, can accelerate wound healing of the patients without causing tumor cell diffusion, and has extremely high medicinal potential.

Identification of Quinolinols as Activators of TEAD-Dependent Transcription

Pobbati, Ajaybabu V.,Mejuch, Tom,Chakraborty, Sayan,Karatas, Hacer,Bharath, Sakshibeedu R.,Guéret, Stéphanie M.,Goy, Pierre-Alexis,Hahne, Gernot,Pahl, Axel,Sievers, Sonja,Guccione, Ernesto,Song, Haiwei,Waldmann, Herbert,Hong, Wanjin

, p. 2909 - 2921 (2019/12/24)

The transcriptional co-regulators YAP (Yes-associated protein) and TAZ (transcriptional coactivator with PDZ-binding motif) are the vertebrate downstream effectors of the Hippo signaling pathway that controls various physiological and pathological processes. YAP and TAZ pair with the TEAD (TEA domain) family of transcription factors to initiate transcription. We previously identified a tractable pocket in TEADs, which has been physiologically shown to bind palmitate. Herein, a TEAD-palmitate interaction screen was developed to select small molecules occupying the palmitate-binding pocket (PBP) of TEADs. We show that quinolinols were TEAD-binding compounds that augment YAP/TAZ-TEAD activity, which was verified using TEAD reporter assay, RT-qPCR, and RNA-Seq analyses. Structure-activity relationship investigations uncovered the quinolinol substituents that are necessary for TEAD activation. We reveal a novel mechanism where quinolinols stabilize YAP/TAZ protein levels by occupying the PBP. The enhancement of YAP activity by quinolinols accelerates the in vivo wound closure in a mouse wound-healing model. Although small molecules that occupy the PBP have been shown to inhibit YAP/TAZ-TEAD activity, leveraging PBP to activate TEADs is a novel approach.

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