4-Imidazoleacetic acid hydrochloride

Base Information

• Chemical Name: 4-Imidazoleacetic acid hydrochloride
• CAS No.: 3251-69-2
• Molecular Formula: C5H7ClN2O2
• Molecular Weight: 162.576
• Hs Code.: 29332900
• European Community (EC) Number: 221-840-6
• UNII: ET7A74ROAO
• DSSTox Substance ID: DTXSID00186237
• Wikidata: Q27277353
• ChEMBL ID: CHEMBL1256325
• Mol file: 3251-69-2.mol

Synonyms:IMAC;imidazole-4-acetic acid;imidazole-4-acetic acid hydrochloride;imidazole-4-acetic acid, sodium salt;imidazoleacetic acid;imidazolyl-4-acetic acid

Chemical Property of 4-Imidazoleacetic acid hydrochloride

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 8.71E-09mmHg at 25°C
• Melting Point: 218-222 °C(lit.)
• Boiling Point: 447.3 °C at 760 mmHg
• Flash Point: 224.3 °C
• PSA: 65.98000
• Density: 1.426g/cm3
• LogP: 0.83880
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: water: soluble100mg/mL, clear, faintly yellow
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 162.0196052
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Imidazole-5-aceticAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-36/37/39-27-26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(NC=N1)CC(=O)O.Cl
• Uses: 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. 4-Imidazoleacetic acid hydrochloride was used in the synthesis of:imidazolyl-polyethylenimine modified nanoparticlespyridyl and imidazoyl functionalized carboproteins, potential metal ion chelators

Technology Process of 4-Imidazoleacetic acid hydrochloride

There total 1 articles about 4-Imidazoleacetic acid hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

4-cyanomethylimidazole (18502-05-1) → imidazole-4-acetic acid hydrochloride (3251-69-2)

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 44h;

DOI:10.1002/cmdc.201600356

Reference yield: 73.0%

tetra-n-butylammonium permanganate (35638-41-6) + tetra-n-butylammonium hydroxide + manganese(II) benzoate dihydrate + imidazole-4-acetic acid hydrochloride (3251-69-2) + benzoic acid (65-85-0,8013-63-6) → N(C4H9)4(1+)*Mn4O2(O2CC6H5)7((CHNHCHNC)CH2CO2)2(1-)=N(C4H9)4[Mn4O2(O2CC6H5)7((CHNHCHNC)CH2CO2)2]

Guidance literature:

In methanol; diethyl ether; acetonitrile; to a stirred soln. of Mn(O2CPh)2 and PhCO2H in MeCN N(C4H9)4MnO4 slowly added in small portions, mixt. of soln. of (CHNHCHNHClC)CH2CO2H in MeCN and soln. of N(C4H9)4OH in MeOH added, soln. stirred overnight; soln. filtered through celite, evapd., Et2O added dropwise with vigorousstirring, recrystd. (MeCN-Et2O), ppt. dried (vac.); detnd. by elem. ana l.;

DOI:10.1016/S0277-5387(00)00516-7

Reference yield: 72.0%

imidazole-4-acetic acid hydrochloride (3251-69-2) + 2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) → [1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetic acid (153527-31-2)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 4h;

DOI:10.1007/BF02494790

upstream raw materials:

4-cyanomethylimidazole

Downstream raw materials:

(1H-imidazol-4-yl)-acetic acid methyl ester

(1H-imidazol-4-yl)-acetic acid ethyl ester

[1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetic acid

methyl 2-(1H-imidazol-4-yl)acetate hydrochloride

Refernces