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Imidazoles

Imidazole (ImH) has the chemical formula C3N2H4 and exists as a white or colorless solid which is capable of dissolving in water and forming a mildly alkaline solution. As an aromatic heterocycle, it belongs to the diazole class of organic compounds and has meta-substituted nitrogen atoms that are non-adjacent to each other.

With its planar 5-membered ring structure, imidazole exhibits two equivalent tautomeric forms due to the ability of hydrogen to bind to either of its nitrogen atoms. Imidazole is a compound of high polarity, as demonstrated by its electric dipole moment of 3.67 D, and it is readily soluble in water.

Imidazole exhibits amphoterism, meaning that it can function as both an acid and a base. When it acts as an acid, the nitrogen-bound proton of imidazole is acidic with a pKa of 14.5, which makes it less acidic than carboxylic acids, phenols, and imides, but slightly more acidic than alcohols.

Imidazole is an aromatic five-membered molecule that comprises of two nitrogen atoms within the ring structure. One of the nitrogen atoms exhibits pyrrole-type behavior, while the other closely resembles a pyridine-type nitrogen.

Many important biological compounds contain imidazole, with the most common example being the amino acid histidine, which features an imidazole side-chain. Histidine is a constituent of numerous proteins and enzymes, where it binds metal cofactors, as observed in hemoglobin.

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Catalog #
Compound Name
Structure
Z-35278

4-Bromo-6-fluoro-2-methyl-1H-benzo[d]imidazole

Purity: 95%
N/A
Z-37157

1-(Difluoromethyl)-2-phenyl-1H-imidazole

Purity: 95%
220173-84-2
Z-35899

1,2-Dimethyl-1H-imidazole

Purity: 0.98
1739-84-0
Z-38853

5-(Chloromethyl)-1-methyl-1H-imidazole hydrochloride

Purity: 95%
90773-41-4
Z-36183

2-(2-(Trifluoromethyl)phenyl)-1H-imidazole

Purity: 95%
174356-08-2
Z-35679

(S)-5-(Aminomethyl)-1-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-1H-imidazole-2(3H)-thione

Purity: 95%
173997-05-2
Z-37376

5-Ethynyl-1-methyl-1H-imidazole

Purity: 95%
71759-92-7
Z-35903

1,3,4,6-Tetrakis(methoxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

Purity: 95%
17464-88-9
Z-38934

6-Chloro-5-fluoro-1H-benzo[d]imidazole

Purity: 95%
175135-04-3
Z-36234

2-(4-Hydroxyphenyl)-1H-benzo[d]imidazole-6-carboxylic acid

Purity: 95%
174533-98-3
Z-35759

1-(2,3-Dimethylphenyl)-1H-imidazole-2-thiol

Purity: 95%
17452-16-3
Z-37424

1-(Difluoromethyl)-1H-benzo[d]imidazole

Purity: 95%
84941-15-1
Z-36027

1-Benzyl-1H-imidazole-2-carboxylic acid

Purity: 95%
16042-26-5
Z-38961

4-Bromo-6-(trifluoromethyl)-1H-benzo[d]imidazole

Purity: 0.97
175135-14-5
Z-36287

2-(tert-Butyldimethylsilyl)-1-methyl-1H-imidazole

Purity: 95%
160425-48-9
Z-35798

1-(3-Fluorophenyl)-1H-imidazole-2(3H)-thione

Purity: 95%
17452-26-5
Z-37425

2-Chloro-1-(4-fluorobenzyl)-1H-benzo[d]imidazole

Purity: 95%
84946-20-3
Z-36033

1-Benzyl-5-nitro-1H-imidazole

Purity: 95%
159790-78-0
Z-38963

4-Chloro-6-(trifluoromethyl)-1H-benzo[d]imidazole

Purity: 95%
175135-13-4
Z-36306

2,2'-Bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,1'-biimidazole

Purity: 95%
1707-68-2
Z-32035

Ethyl 4-methyl-2-(naphthalen-1-yl)-1H-imidazole-5-carboxylate

Purity: 95%
115835-55-7
Z-30401

(S)-6-Methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole

Purity: 95%
119141-88-7
Z-33025

Methyl 1-phenethyl-5-phenyl-1H-imidazole-4-carboxylate

Purity: 95%
130740-21-5
Z-31477

2-(((4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole

Purity: 95%
117976-89-3
Z-34500

2-Methoxy-5-methyl-N-phenyl-1H-imidazole-4-carboxamide

Purity: 95%
138944-33-9
Z-32087

Methyl 6-chloro-1H-benzo[d]imidazole-2-carboxylate

Purity: 95%
113115-62-1
Z-30498

2-Phenyl-1H-imidazole-4-carboxylic acid

Purity: 95%
77498-98-7
Z-33084

Methyl 1H-benzo[d]imidazole-5-carboxylate sulfate

Purity: 95%
131020-58-1
Z-31551

2-(Furan-2-yl)-1H-benzo[d]imidazole-7-carboxylic acid

Purity: 95%
124340-76-7
Z-34816

1,5-Diamino-1H-imidazole-4-carbonitrile

Purity: 95%
141563-06-6
Z-32313

Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate

Purity: 95%
120781-02-4
Z-30607

2,3-Dihydro-5-(2-methoxypropyl)-1H-benzo[d]imidazole

Purity: 95%
N/A
Z-33283

1-(2-Chloroethyl)-2-methyl-5-nitro-1H-imidazole

Purity: 95%
13182-81-5
Z-31595

Dimethyl 2-propyl-1H-imidazole-4,5-dicarboxylate

Purity: 95%
124750-59-0
Z-34914

5-Chloro-2-(2-chlorophenyl)-1H-benzo[d]imidazole

Purity: 95%
14225-75-3
Z-32325

Methyl 6-methyl-1H-benzo[d]imidazole-5-carboxylate

Purity: 95%
10351-79-8
Z-30771

5-Chloro-1,2-dimethyl-1H-benzo[d]imidazole

Purity: 95%
26960-04-3
Z-33395

1,2-Dimethyl-4-nitro-1H-imidazole

Purity: 95%
13230-04-1
Z-31598

2-(Pyridin-4-yl)-1H-benzo[d]imidazole-7-carboxylic acid

Purity: 95%
124340-93-8
Z-32541

tert-Butyl 4-(hydroxymethyl)-1H-imidazole-1-carboxylate

Purity: 95%
120277-50-1
Z-31222

2-Thioxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile

Purity: 95%
106135-31-3
Z-33559

2-Butyl-5,6-dichloro-1H-benzo[d]imidazole

Purity: 95%
133052-59-2
Z-31603

2-(Thiophen-2-yl)-1H-benzo[d]imidazole-7-carboxylic acid

Purity: 95%
124340-77-8
Z-32607

4-(Methylthio)-1H-imidazole

Purity: 0.98
83553-60-0
Z-31286

(S)-Methyl 2-((((benzyloxy)carbonyl)amino)methyl)-4,5-dihydro-1H-imidazole-4-carboxylate

Purity: 95%
119140-50-0
Z-33674

1-Cycloheptyl-4,5-diphenyl-1H-imidazole

Purity: 95%
133657-06-4
Z-31749

Ethyl 4-(2-methoxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Purity: 95%
1092980-84-1
Z-32608

1-Methyl-1H-imidazole-4,5-dicarboxylic acid

Purity: 0.96
19485-38-2
Z-31363

2-(4-(Dimethylamino)phenyl)-1H-benzo[d]imidazole-7-carboxylic acid

Purity: 95%
124340-96-1
Z-33895

1-Butyl-2-methyl-4-nitro-1H-imidazole

Purity: 0.97
135009-57-3
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