3251-69-2

Basic information

• Product Name: 4-IMIDAZOLEACETIC ACID HYDROCHLORIDE
• Synonyms: 2-(1H-IMIDAZOL-4-YL)ACETIC ACID HYDROCHLORIDE;(1H-IMIDAZOL-4-YL)-ACETIC ACID HCL;4-IMIDAZOLEACETIC ACID HYDROCHLORIDE;4-CARBOXYMETHYLIMIDAZOLE HYDROCHLORIDE;IMIDAZOLEACETIC ACID HCL;IMIDAZOLE-4-ACETIC ACID HYDROCHLORIDE;IMIDAZOLE-4-ACETIC ACID MONOHYDROCHLORIDE;IMIDAZOLE-4(5)-ACETIC ACID HYDROCHLORIDE
• CAS NO: 3251-69-2
• Molecular Formula: C₅H₇N₂O₂*Cl
• Molecular Weight: 162.57
• EINECS: 221-840-6
• Product Categories: Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Heterocyclic Compounds
• Mol File: 3251-69-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 218-222 °C(lit.)
• Boiling Point: 447.3 °C at 760 mmHg
• Flash Point: 224.3 °C
• Appearance: White to light yellow/Crystalline Powder
• Vapor Pressure: 8.71E-09mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: water: soluble100mg/mL, clear, faintly yellow
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• Stability: Hygroscopic
• BRN: 3701591
• CAS DataBase Reference: 4-IMIDAZOLEACETIC ACID HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IMIDAZOLEACETIC ACID HYDROCHLORIDE(3251-69-2)
• EPA Substance Registry System: 4-IMIDAZOLEACETIC ACID HYDROCHLORIDE(3251-69-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-36/37/39-27-26-37/39
• WGK Germany: 3
• F: 10
• HazardClass: IRRITANT
• Hazardous Substances Data: 3251-69-2(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO LIGHT YELLOW CRYSTALLINE POWDER

Uses

Different sources of media describe the Uses of 3251-69-2 differently. You can refer to the following data:
1. A GABAc antagonistImidazole-4-acetic acid monohydrochloride is used in the preparation of imidazolyl-polyethylenimine modified nanoparticles. It is also used to prepare pyridyl and imidazoyl functionalized carboproteins and potential metal ion chelators. Further, it acts as an imidazole derivative with potential antituberculousis properties. In addition to this, it is used in the generation of acyl guanidine inhibitors of beta-secretas.
2. 4-Imidazoleacetic acid hydrochloride was used in the synthesis of:imidazolyl-polyethylenimine modified nanoparticlespyridyl and imidazoyl functionalized carboproteins, potential metal ion chelators

InChI:InChI=1/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)/p-1

Upstream product

• 18502-05-1 4-cyanomethylimidazole 

Downstream Products

• 28782-45-8 (1H-imidazol-4-yl)-acetic acid ethyl ester 
• 51718-80-0 methyl 2-(1H-imidazol-4-yl)acetate hydrochloride 
• 1236199-20-4 4-imidazole acetyl-His-Phe-Gln-im 
• 1236199-30-6 4-imidazole acetyl-Trp-Phe-Gln-im 
• 1236199-10-2 4-imidazole acetyl-Arg-Phe-Gln-imidazole 
• 1236199-19-1 4-imidazole acetyl-His-Phe-Gln-OH 
• 1236199-29-3 4-imidazole acetyl-Trp-Phe-Gln-OH 
• 1236199-08-8 4-imidazole acetyl-Arg-Phe-Gln-OH 
• 1372144-19-8 C₃₃H₃₈ClN₃O₃ 
• 1372144-20-1 2-(1-tritylimidazol-4-yl)-N-(6-glycidyloxyhexyl)acetamide 
• 149624-86-2 N⁶-<<1-(triphenylmethyl)imidazol-4-yl>acetyl>-6-amino-1-hexanol 
• 168632-03-9 1-triphenylmethyl-4-imidazolyl-acetic acid 
• 291779-97-0 4-{N^α-[N^Im(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol 
• 153527-31-2 [1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetic acid 

Relevant articles and documents

Discovery of α-Substituted Imidazole-4-acetic Acid Analogues as a Novel Class of ρ1γ-Aminobutyric Acid Type A Receptor Antagonists with Effect on Retinal Vascular Tone

The ρ-containing γ-aminobutyric acid type A receptors (GABAARs) play an important role in controlling visual signaling. Therefore, ligands that selectively target these GABAARs are of interest. In this study, we demonstrate that the partial GABAAR agonist imidazole-4-acetic acid (IAA) is able to penetrate the blood–brain barrier in vivo; we prepared a series of α- and N-alkylated, as well as bicyclic analogues of IAA to explore the structure–activity relationship of this scaffold focusing on the acetic acid side chain of IAA. The compounds were prepared via IAA from l-histidine by an efficient minimal-step synthesis, and their pharmacological properties were characterized at native rat GABAARs in a [3H]muscimol binding assay and at recombinant human α1β2γ2Sand ρ1GABAARs using the FLIPR membrane potential assay. The (+)-α-methyl- and α-cyclopropyl-substituted IAA analogues ((+)-6 a and 6 c, respectively) were identified as fairly potent antagonists of the ρ1GABAAR that also displayed significant selectivity for this receptor over the α1β2γ2SGABAAR. Both 6 a and 6 c were shown to inhibit GABA-induced relaxation of retinal arterioles from porcine eyes.