2625-49-2

Basic information

• Product Name: (1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID
• Synonyms: (1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID;2-(1-methylimidazol-4-yl)acetic acid;Methylimidazoleacetic acid;1H-IMidazole-4-acetic acid, 1-Methyl-;2-(1-Methyl-1H-iMidazol-4-yl)acetic acid;1-Methylimidazoleacetic acid
• CAS NO: 2625-49-2
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.13992
• Mol File: 2625-49-2.mol
• Article Data: 0

Chemical Properties

• Melting Point: 187-189 °C
• Boiling Point: 384.4 °C at 760mmHg
• Flash Point: 186.3 °C
• Appearance: /
• Density: 1.27 g/cm³
• Storage Temp.: 2-8°C
• PKA: 3.44±0.10(Predicted)
• CAS DataBase Reference: (1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID(2625-49-2)
• EPA Substance Registry System: (1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID(2625-49-2)

Safety Data

• Hazardous Substances Data: 2625-49-2(Hazardous Substances Data)

Usage

Description

(1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID, also known as Imidazolyl Carboxylic Acid, is an organic compound characterized by the presence of an imidazolyl group attached to an acetic acid structure. This unique molecular arrangement endows it with specific chemical and biological properties, making it a versatile molecule for various applications.

Uses

Used in Pharmaceutical Industry:
(1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID is used as a pharmaceutical compound for its potential therapeutic applications. Its unique structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs.
Used in Chemical Synthesis:
In the chemical industry, (1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID serves as a key intermediate in the synthesis of various complex organic molecules. Its imidazolyl and carboxylic acid functionalities can be exploited to create a wide range of derivatives with diverse applications.
Used in Research and Development:
(1-METHYL-1H-IMIDAZOL-4-YL)-ACETIC ACID is utilized as a research tool in the field of biochemistry and molecular biology. Its unique structure allows scientists to study its interactions with various biological molecules, providing insights into its potential applications and mechanisms of action.
Used in Material Science:
The compound's properties make it a candidate for the development of new materials with specific characteristics, such as improved stability or reactivity. Its potential applications in material science could include the creation of novel catalysts, sensors, or other advanced materials.

Synthetic route

<1-methyl-imidazolyl-(4)>-acetic acid nitrile → 1-methyl-4-imidazoleacetic acid (2625-49-2)

Conditions	Yield
With sodium hydroxide

1-methyl-4-imidazoleacetic acid (2625-49-2) + 2-Amino-5-(4-methyl-phenyl)-thiophene-3-carboxylic Acid Amide → C18H16N4OS

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In chloroform at 120℃; Microwave irradiation;	92%

4-cyano-1H-imidazole-2-carboxylic acid (2-cyclohex-1-enyl-4-piperidin-4-yl-phenyl)-amide trifluoroacetic acid salt + 1-methyl-4-imidazoleacetic acid (2625-49-2) → 4-cyano-1H-imidazole-2-carboxylic acid (2-cyclohex-1-enyl-4-{1-[2-(1-methyl-1H-imidazol-4-yl)acetyl]piperidin-4-yl}phenyl)amide trifluoroacetic acid salt

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 10h;	66%

4-(2,4-dichloro-benzyloxy)-2-piperazin-1-yl-pyrimidine (871235-34-6) + 1-methyl-4-imidazoleacetic acid (2625-49-2) → 1-{4-[4-(2,4-dichloro-benzyloxy)-pyrimidin-2-yl]-piperazin-1-yl}-2-(1-methyl-1H-imidazol-4-yl)-ethanone

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; diisopropyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide

1-methyl-4-imidazoleacetic acid (2625-49-2) + oxalyl dichloride (79-37-8) + (4-Ethynyl-2-phenylbenzoyl)methionine methyl ester → {4-[4-(1-Methylimidazol-4-yl)-3-keto-1-butynyl]-2-phenylbenzoyl}-methionine methyl ester

Conditions	Yield
With triethylamine; copper(I) iodide In dichloromethane; N,N-dimethyl-formamide
With triethylamine; copper(I) iodide In dichioromethane; dichloromethane; N,N-dimethyl-formamide

1-methyl-4-imidazoleacetic acid (2625-49-2) + 4-amino-3-benzoyl-benzonitrile (6918-93-0) → C20H13ClN4 (1024606-40-3)

Conditions	Yield
With trichlorophosphate at 105℃;

1-methyl-4-imidazoleacetic acid (2625-49-2) + (S)-2-amino-3-benzyloxy-N-(4-phenoxyphenyl)propanamide (1222196-35-1) → (S)-3-(benzyloxy)-2-(2-(1-methyl-1H-imidazol-4-yl)-acetamido)-N-(4-phenoxyphenyl)propanamide (1221879-24-8)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃;

(2S,2'S)-tert-butyl 2,2'-N,N'-(4,4'-((E)-ethene-1,2-diyl)bis(4,1-phenylene))bis(azanediyl)bis(oxomethylene)dipyrrolidine-1-carboxylate + 1-methyl-4-imidazoleacetic acid (2625-49-2) → C36H40N8O4

Conditions	Yield
Stage #1: (2S,2'S)-tert-butyl 2,2'-N,N'-(4,4'-((E)-ethene-1,2-diyl)bis(4,1-phenylene))bis(azanediyl)bis(oxomethylene)dipyrrolidine-1-carboxylate With hydrogenchloride In 1,4-dioxane; methanol at 0 - 20℃; Stage #2: 1-methyl-4-imidazoleacetic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;

1-methyl-4-imidazoleacetic acid (2625-49-2) + linoleic acid (60-33-3) + (±)-1,4-anhydroxylitol (491-19-0, 3169-91-3, 3169-92-4, 3999-31-3, 39798-06-6, 39999-42-3, 41935-96-0, 41936-38-3, 51607-76-2, 51607-78-4, 53448-53-6, 58716-62-4, 106248-68-4, 106707-70-4, 120442-63-9) → C47H76N2O7

Conditions

Yield

Stage #1: 1-methyl-4-imidazoleacetic acid; (±)-1,4-anhydroxylitol With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; Stage #2: linoleic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;

Downstream Products

• 1221879-24-8 (S)-3-(benzyloxy)-2-(2-(1-methyl-1H-imidazol-4-yl)-acetamido)-N-(4-phenoxyphenyl)propanamide