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  • 1-Benzyl-2-methylimidazole CAS 13750-62-4 IN Stock 1-Benzyl-2-methyl-1H-imidazole 13750-62-4

    Cas No: 13750-62-4

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13750-62-4 Usage

Chemical Properties

clear light yellow to amber liquid

Uses

1-Benzyl-2-methylimidazole may be employed as catalyst to investigate the effect of catalysts on the curing reaction of the biphenyl epoxy (4,4′-diglycidyloxy-3,3′,5,5′-tetramethyl biphenyl)dicyclopentadiene type phenolic resin system.

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 383, 1949 DOI: 10.1021/ja01170a002

General Description

1-Benzyl-2-methylimidazole is a nitrogen heterocycle and forms mixed ligand Pt(II) complexes. 1-Benzyl-2-methylimidazole on treatement with ammonia and sodium yields 2-methylimidazole. Deposition of plasma-polymerized 1-benzyl-2-methylimidazole (PPBMI) thin films onto glass substrates by glow discharge technique have been reported.

Check Digit Verification of cas no

The CAS Registry Mumber 13750-62-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,7,5 and 0 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 13750-62:
(7*1)+(6*3)+(5*7)+(4*5)+(3*0)+(2*6)+(1*2)=94
94 % 10 = 4
So 13750-62-4 is a valid CAS Registry Number.
InChI:InChI=1/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H2

13750-62-4 Well-known Company Product Price

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  • Aldrich

  • (369713)  1-Benzyl-2-methylimidazole  technical grade, 90%

  • 13750-62-4

  • 369713-100ML

  • 484.38CNY

  • Detail
  • Aldrich

  • (369713)  1-Benzyl-2-methylimidazole  technical grade, 90%

  • 13750-62-4

  • 369713-500ML

  • 1,778.40CNY

  • Detail

13750-62-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Benzyl-2-methyl-1H-imidazole

1.2 Other means of identification

Product number -
Other names 1-Benzyl-2-Methyl-1H-Imidazole

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:13750-62-4 SDS

13750-62-4Synthetic route

2-methylimidazole
693-98-1

2-methylimidazole

benzyl bromide
100-39-0

benzyl bromide

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

Conditions
ConditionsYield
Stage #1: 2-methylimidazole With sodium hydride at -0.16℃; Schlenk technique; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran Inert atmosphere; Schlenk technique; Reflux;
99%
With sodium hydroxide In water at 20℃; for 0.333333h; Temperature; Micellar solution;93%
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; potassium tert-butylate; copper(I) bromide In toluene at 20℃; for 9.5h; Inert atmosphere;90%
With potassium carbonate In acetonitrile at 70℃;
2-methylimidazole
693-98-1

2-methylimidazole

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 1h; Heating;97%
2-methylimidazole
693-98-1

2-methylimidazole

benzyl chloride
100-44-7

benzyl chloride

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

Conditions
ConditionsYield
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; potassium tert-butylate; copper(I) bromide In toluene at 20℃; for 9.5h; Inert atmosphere;89%
With potassium carbonate In acetonitrile Reflux;80%
With potassium carbonate In chloroform for 6h; Reflux;75.56%
1-benzyl-2-(hydroxymethyl)imidazole hydrochloride
5272-57-1

1-benzyl-2-(hydroxymethyl)imidazole hydrochloride

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

Conditions
ConditionsYield
With phosphorus; hydrogen iodide at 160℃;
1-benzylimidazole
4238-71-5

1-benzylimidazole

methyl iodide
74-88-4

methyl iodide

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

Conditions
ConditionsYield
With n-butyllithium 1.) Et2O, -78 deg C, 2.5 h; 20 deg C, 1 h, 2.) -78 deg C -> room temperature; room temperature, 15 min; Yield given. Multistep reaction;
1-benzylimidazole
4238-71-5

1-benzylimidazole

methyl iodide
74-88-4

methyl iodide

A

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

B

2-methyl-1-(1-phenylethyl)-1H-imidazole
90408-21-2

2-methyl-1-(1-phenylethyl)-1H-imidazole

Conditions
ConditionsYield
With n-butyllithium Product distribution; multistep reaction: 1.) Et2O, -78 deg C, 0.5 h; other temperatures, times; reactions of lithiated N-protected imidazoles with various electrophiles;A 46 % Spectr.
B 25 % Spectr.
With n-butyllithium 1) dimethoxyethane, -60 deg C, 10 min, 2) -60 deg C, 1.5 h, warm to r.t.; Yield given. Multistep reaction. Yields of byproduct given;
2-methylimidazole
693-98-1

2-methylimidazole

benzyl bromide
100-39-0

benzyl bromide

A

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

B

2-Methyl-4-phenylmethyl-1H-imidazole
91473-32-4

2-Methyl-4-phenylmethyl-1H-imidazole

Conditions
ConditionsYield
With sodium hydroxide 1) EtOH, reflux, 1 h; 2) reflux, 24 h; Yield given. Multistep reaction;
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With triethylsilane; palladium 10% on activated carbon In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;97%
With potassium tert-butylate; oxygen; dimethyl sulfoxide at 0℃; for 0.25h;85%
With ammonia; sodium
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

tert-butylethylene
558-37-2

tert-butylethylene

carbon monoxide
201230-82-2

carbon monoxide

4,4-dimethyl-1-(2-methyl-1-phenylmethyl-1H-imidazol-4-yl)-1-pentanone

4,4-dimethyl-1-(2-methyl-1-phenylmethyl-1H-imidazol-4-yl)-1-pentanone

Conditions
ConditionsYield
With dodecacarbonyl-triangulo-triruthenium In toluene at 160℃; under 15201 Torr; for 20h; Carbonylation;96%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

methyl iodide
74-88-4

methyl iodide

1,2-Dimethyl-3-benzyl-imidazoliumiodid
15095-63-3

1,2-Dimethyl-3-benzyl-imidazoliumiodid

Conditions
ConditionsYield
at 60℃;95%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

ammonium thiocyanate

ammonium thiocyanate

palladium dichloride

palladium dichloride

Pd(SCN)2(1-benzyl-2-methylimidazole)2
1421070-24-7

Pd(SCN)2(1-benzyl-2-methylimidazole)2

Conditions
ConditionsYield
In acetonitrile for 2h; Reflux;92%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

chloroacetone
78-95-5

chloroacetone

trans dichlorobispyridine palladium (II)
14872-20-9, 15227-47-1, 14052-12-1

trans dichlorobispyridine palladium (II)

B

C14H17N2O(1+)*Cl(1-)

C14H17N2O(1+)*Cl(1-)

Conditions
ConditionsYield
In tetrahydrofuran for 48h; Inert atmosphere; Schlenk technique; Reflux;A n/a
B 90%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

palladium dichloride

palladium dichloride

PdCl2(1-benzyl-2-methylimidazole)2
1421070-23-6

PdCl2(1-benzyl-2-methylimidazole)2

Conditions
ConditionsYield
In acetonitrile for 2h; Reflux;88%
3-Methylindole
83-34-1

3-Methylindole

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

1-benzyl-2-methyl-3-(3-methyl-1H-indol-2-yl)imidazolium bromide
1419209-72-5

1-benzyl-2-methyl-3-(3-methyl-1H-indol-2-yl)imidazolium bromide

Conditions
ConditionsYield
With N-Bromosuccinimide In 1,4-dioxane at 12 - 15℃; for 0.5h;88%
bromobenzene
108-86-1

bromobenzene

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

1-benzyl-2-methyl-5-phenyl-1H-imidazole

1-benzyl-2-methyl-5-phenyl-1H-imidazole

Conditions
ConditionsYield
With potassium carbonate; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide at 140℃; for 24h; Phenylation;85%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

{Co(1-benzyl-2-methyl-1H-imidazole)2Cl2}

{Co(1-benzyl-2-methyl-1H-imidazole)2Cl2}

Conditions
ConditionsYield
In methanol at 25℃;85%
In methanol at 25℃; for 24h;85%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

[Pd(μ-Br)Br(1-butyl-3-methylimidazol-2-ylidene)]2

[Pd(μ-Br)Br(1-butyl-3-methylimidazol-2-ylidene)]2

[PdBr2(1-butyl-3-methylimidazol-2-ylidene)(1-benzyl-2-methylimidazole)]

[PdBr2(1-butyl-3-methylimidazol-2-ylidene)(1-benzyl-2-methylimidazole)]

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;85%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

di(1-butyl-1,3-dihydro-3-methyl-2H-imidazol-2-ylidene)di-μ-iododiiododipalladium

di(1-butyl-1,3-dihydro-3-methyl-2H-imidazol-2-ylidene)di-μ-iododiiododipalladium

[PdI2(1-butyl-3-methylimidazol-2-ylidene)(1-benzyl-2-methylimidazole)]

[PdI2(1-butyl-3-methylimidazol-2-ylidene)(1-benzyl-2-methylimidazole)]

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;82%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

mercury dichloride

mercury dichloride

{Hgo(1-benzyl-2-methyl-1H-imidazole)2Cl2}

{Hgo(1-benzyl-2-methyl-1H-imidazole)2Cl2}

Conditions
ConditionsYield
In methanol at 25℃;81%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

2,4,6-trimethoxybenzyl chloride

2,4,6-trimethoxybenzyl chloride

1-benzyl-3-(2,4,6-trimethoxybenzyl)-2-methylimidazolium chloride

1-benzyl-3-(2,4,6-trimethoxybenzyl)-2-methylimidazolium chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90 - 110℃; for 24h; Inert atmosphere; Schlenk technique;81%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

(4Z)-5-(bromo-methyl)-2,2,6,6-tetramethylhept-4-en-3-one
35606-00-9

(4Z)-5-(bromo-methyl)-2,2,6,6-tetramethylhept-4-en-3-one

1-benzyl-3-[(2Z)-2-tert-butyl-5,5-dimethyl-4-oxohex-2-en-1-yl]-2-methyl-1H-imidazol-3-ium bromide
1387639-68-0

1-benzyl-3-[(2Z)-2-tert-butyl-5,5-dimethyl-4-oxohex-2-en-1-yl]-2-methyl-1H-imidazol-3-ium bromide

Conditions
ConditionsYield
In benzene at 20℃;79%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

(2Z)-4-bromo-1,3-diphenylbut-2-en-1-one
7462-71-7, 15295-67-7, 59310-37-1

(2Z)-4-bromo-1,3-diphenylbut-2-en-1-one

Br(1-)*C27H25N2O(1+)
1349778-51-3

Br(1-)*C27H25N2O(1+)

Conditions
ConditionsYield
In benzene at 20℃;78%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

C18H15BrN2O3

C18H15BrN2O3

C29H27N4O3(1+)*Br(1-)

C29H27N4O3(1+)*Br(1-)

Conditions
ConditionsYield
In tetrahydrofuran at 5 - 20℃; for 12h; Inert atmosphere; Cooling with ice;78%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

5-(bromomethyl)-4,5-dihydro-3,3-diphenyl-2(3H)-furanone
83160-36-5

5-(bromomethyl)-4,5-dihydro-3,3-diphenyl-2(3H)-furanone

1-Benzyl-2-methyl-3-(5-oxo-4,4-diphenyl-tetrahydro-furan-2-ylmethyl)-3H-imidazol-1-ium; bromide

1-Benzyl-2-methyl-3-(5-oxo-4,4-diphenyl-tetrahydro-furan-2-ylmethyl)-3H-imidazol-1-ium; bromide

Conditions
ConditionsYield
In diethyl ether at 100℃; for 16h;75%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

4-(2-bromoethyl)phenol
14140-15-9

4-(2-bromoethyl)phenol

1-benzyl-3-[2-(4-hydroxyphenyl)ethyl]-2-methylimidazolium bromide

1-benzyl-3-[2-(4-hydroxyphenyl)ethyl]-2-methylimidazolium bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90 - 110℃; for 24h; Inert atmosphere; Schlenk technique;75%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

A

(E)-butyl 3-(1-benzyl-2-methyl-1H-imidazol-5-yl)acrylate

(E)-butyl 3-(1-benzyl-2-methyl-1H-imidazol-5-yl)acrylate

B

(2E,2’E)-dibutyl 3,3’-(1-benzyl-2-methyl-1H-imidazol-4,5-diyl)diacrylate

(2E,2’E)-dibutyl 3,3’-(1-benzyl-2-methyl-1H-imidazol-4,5-diyl)diacrylate

Conditions
ConditionsYield
With copper diacetate; palladium diacetate In 1,4-dioxane at 100℃; for 15h; Reagent/catalyst; regioselective reaction;A 74%
B 12 %Spectr.
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

(E)-tert-butyl 3-(1-benzyl-2-methyl-1H-imidazol-5-yl)acrylate

(E)-tert-butyl 3-(1-benzyl-2-methyl-1H-imidazol-5-yl)acrylate

Conditions
ConditionsYield
With copper diacetate; palladium diacetate In 1,4-dioxane at 100℃; for 15h; regioselective reaction;74%
2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane
20449-21-2

2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

carbon monoxide
201230-82-2

carbon monoxide

1-(1-Benzyl-2-methyl-1H-imidazol-4-yl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentan-1-one

1-(1-Benzyl-2-methyl-1H-imidazol-4-yl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentan-1-one

Conditions
ConditionsYield
With dodecacarbonyl-triangulo-triruthenium In toluene at 160℃; under 15200 Torr; for 20h;72%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

4-Vinylbenzyl chloride
1592-20-7

4-Vinylbenzyl chloride

1-benzyl-3-(4-vinylbenzyl)-2-methylimidazolium chloride

1-benzyl-3-(4-vinylbenzyl)-2-methylimidazolium chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90 - 110℃; for 24h; Inert atmosphere; Schlenk technique;72%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

N-(bromomethyl)phtalimide
5332-26-3

N-(bromomethyl)phtalimide

1-benzyl-3-(N-methylphthalimide)-2-methylimidazolium bromide

1-benzyl-3-(N-methylphthalimide)-2-methylimidazolium bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90 - 110℃; for 24h; Inert atmosphere; Schlenk technique;71%
hydroxygallium naphthalocyaninetetrasulfonic acid

hydroxygallium naphthalocyaninetetrasulfonic acid

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

4C11H13N2(1+)*C48H21GaN8O13S4(4-)

4C11H13N2(1+)*C48H21GaN8O13S4(4-)

Conditions
ConditionsYield
In methanol; water70%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

sodium dicyanamide
1934-75-4

sodium dicyanamide

[Co(dicyanamide)2(1-benzyl-2-methylimidazole)2]n

[Co(dicyanamide)2(1-benzyl-2-methylimidazole)2]n

Conditions
ConditionsYield
In methanol for 0.25h;70%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

ethyl acrylate
140-88-5

ethyl acrylate

(E)-ethyl 3-(1-benzyl-2-methyl-1H-imidazol-5-yl)acrylate

(E)-ethyl 3-(1-benzyl-2-methyl-1H-imidazol-5-yl)acrylate

Conditions
ConditionsYield
With copper diacetate; palladium diacetate In 1,4-dioxane at 100℃; for 15h; regioselective reaction;70%
N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

2-bromoethanol
540-51-2

2-bromoethanol

1-benzyl-3-(2-hydroxyethyl)-2-methylimidazolium bromide

1-benzyl-3-(2-hydroxyethyl)-2-methylimidazolium bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90 - 110℃; for 24h; Inert atmosphere; Schlenk technique;68%

13750-62-4Relevant articles and documents

Structural characterization of a new cobalt(II) complex of 1-benzyl-5-methyl-1H-imidazole

Bouchouit,Bouraiou,Bouacida,Belfaitah,Merazig

, p. 835 - 839 (2016)

The preparation of a cobalt(II) chloride complex with a N-donor ligand 1-benzyl-5-methyl-1H-imidazole of formula [CoCl2(1-benzyl-5-methyl-1H-imidazole)2] is described. The isolated complex was characterized by UV, IR spectroscopy and crystallographic studies. Single crystal X-ray diffraction analysis of the complex reveals its monomeric tetra-coordinated nature. The coordination polyhedron around the cobalt center can be described as a quasi-regular tetrahedron. The Co–N distances for this compound are 2.0111(17) ? and 2.0118(17) ?, while the Co–Cl distances are 2.2582(7) ? and 2.2549(7) ?. The crystal packing can be described as layers parallel to (101) plane alternating along the b axis, and it is stabilized by π–π stacking between the imidazole and phenyl rings. The shortest centroid–centroid distance is 3.6002(14) ?.

Atom Transfer Radical Polymerization-Inspired Room Temperature (sp3)C-N Coupling

Coote, Michelle L.,Fung, Alfred. K. K.,Sherburn, Michael S.,Yu, Li-Juan

, p. 9723 - 9732 (2021/07/20)

A simple nonphotochemical procedure is reported for Cu(I)-catalyzed C-N coupling of aliphatic halides with amines and amides. The process is loosely based on the Goldberg reaction but takes place readily at room temperature. It uses Cu(I)Br, a commonly used and inexpensive atom transfer radical polymerization precatalyst, along with the cheap ligand N,N,N′,N″,N″-pentamethyldiethylenetriamine, to activate the R-X bond of the substrate via inner-sphere electron transfer. The procedure brings about productive C-N bond formation between a range of alkyl halide substrates with heterocyclic aromatic amines and amides. The mechanism of the coupling step, which was elucidated through application of computational methods, proceeds via a unique Cu(I) → Cu(II) → Cu(III) → Cu(I) catalytic cycle, involving (a) inner-sphere electron transfer from Cu(I) to the alkyl halide to generate the alkyl radical; (b) successive coordination of the N-nucleophile and the radical to Cu(II); and finally reductive elimination. In the absence of a nucleophile, debrominative homocoupling of the alkyl halide occurs. Control experiments rule out SN-type mechanisms for C-N bond formation.

Synthesis and investigation of inhibitory activities of imidazole derivatives against the metallo-β-lactamase IMP-1

Khalili Arjomandi, Omid,Kavoosi, Mahboubeh,Adibi, Hadi

, (2019/09/19)

Mutations in bacteria can result in antibiotic resistance due to the overuse or abuse of β-lactam antibiotics. One strategy which bacteria can become resistance toward antibiotics is secreting of metallo β-lactamase enzymes that can open the lactam ring of the β-lactam antibiotic and inactivate them. This issue is a threat for human health and one strategy to overcome this situation is co-administration of β-lactam antibiotics with an inhibitor. So far, no clinically available inhibitors of metallo β-lactamases (MBLs) reported and the clinically inhibitors of serine β-lactamase are useless for MBLs. Accordingly, finding a potent inhibitor of the MBLs being very important. In this study, imidazole derivatives primarily were synthesized and their inhibitory activity were measured. Later in silico binding model was used to predict the configuration and conformation of the ligands into the active site of enzyme. Two molecules demonstrated with IC50 of 39 μM and 46 μM against MBL (IMP-1).

PALLADIUM PINCER COMPLEX OF NORMAL AND ABNORMAL CARBENE, PREPARATION METHOD FOR THE SAME AND USES THEREOF

-

Paragraph 0034; 0035, (2016/10/08)

Palladium pincer complexes of both normal and abnormal carbene and preparation methods thereof are disclosed. Furthermore, uses of palladium pincer complexes of normal and abnormal carbene and pharmaceutical applications thereof are disclosed. Palladium pincer complex of normal and abnormal carbene are useful catalysts for C-C coupling reaction and therapeutic drugs for inhibiting tumor cell proliferation.

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