1H-Imidazole-4-carboxylic acid

Base Information

• Chemical Name: 1H-Imidazole-4-carboxylic acid
• CAS No.: 1072-84-0
• Molecular Formula: C4H4N2O2
• Molecular Weight: 112.088
• Hs Code.: 29332900
• European Community (EC) Number: 214-017-8
• NSC Number: 32340
• UNII: AE82Z8U4GJ
• DSSTox Substance ID: DTXSID00147949
• Nikkaji Number: J110.448I
• Wikidata: Q27273893
• Metabolomics Workbench ID: 164819
• ChEMBL ID: CHEMBL1773943
• Mol file: 1072-84-0.mol

Synonyms:1H-Imidazole-4-carboxylic acid;1072-84-0;1H-Imidazole-5-carboxylic acid;4-Imidazolecarboxylic acid;IMIDAZOLE-4-CARBOXYLIC ACID;4-Carboxyimidazole;imidazole-5-carboxylic acid;EINECS 214-017-8;NSC 32340;UNII-AE82Z8U4GJ;AE82Z8U4GJ;3H-Imidazole-4-carboxylic acid;MFCD00082203;NSC-32340;5-Imidazolic acid;1H-Imidazole-4-carboxylicacid;IMCOOH;EC-000.1277;imidazol-4-carboxylic acid;4-imidazole carboxylic acid;4-imidazole-carboxylic acid;SCHEMBL70915;4(5)-imidazolecarboxylic acid;CHEMBL1773943;DTXSID00147949;1H-Imidazol-3-ium-4-carboxylate;4-Imidazolecarboxylic acid, 98%;1H-Imidazole-5-carboxylic acid #;(1H-imidazol-4-yl)carboxylic acid;BCP05792;NSC32340;STK392208;VT1381;AKOS001606632;AKOS008105105;AB03082;AC-6502;CS-W007695;PB47477;PS-5456;NCGC00341756-01;LS-78202;SY001178;TS-01557;IMIDAZOLE-4(OR 5)-CARBOXYLIC ACID;3H-imidazole-4-carboxylic acid, AldrichCPR;J110.448I;AM20080027;BB 0216473;BB 0254749;FT-0607898;I0607;EN300-62808;AB00173762-03;Q-103097;Q27273893;F1791-0473;Z993967082

Chemical Property of 1H-Imidazole-4-carboxylic acid

Chemical Property:

• Appearance/Colour: Gray or tan powder
• Vapor Pressure: 1.29E-10mmHg at 25°C
• Melting Point: 243-245 °C
• Boiling Point: 495 °C at 760 mmHg
• PKA: 2.69±0.10(Predicted)
• Flash Point: 253.2 °C
• PSA: 65.98000
• Density: 1.524 g/cm³
• LogP: 0.10790
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Acid (sparingly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 112.027277375
• Heavy Atom Count: 8
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

Imidazole-4-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(NC=N1)C(=O)O
• Recent ClinicalTrials: Safety and Efficacy Study of ImCOOH Cream in Patients Suffering From Moderate Atopic Dermatitis
• Recent EU Clinical Trials: Ensayo en fase IIa, aleatorizado, doble ciego, controlado con placebo y de comparación intra-individual entre los miembros izquierdo-derecho en 25 pacientes con dermatitis atópica moderada, para investigar la eficacia, irritación local, seguridad, tolerabilidad y farmacocinética de la aplicación tópica dos veces al día con crema ImCOOH al 10% durante 14 días y una aplicación adicional en el día 15.
• Uses: 4-Imidazolecarboxylic acid (ICA) was used in the synthesis of triphenymethyl-protected 4-imidazole carboxylic acid (trityl-ImCOOH) which is employed to functionalize poly(propylene imine) dendrimers.It may be used in the following studies:In the synthesis of lanthanide sulfate–carboxylates, [Ln(HIMC)(SO4)(H2O)] (Ln = Dy and Eu, HIMC = 4-imidazolecarboxylic acid) by in situ decarboxylation in the presence of Cu(II) ions.As an internal standard to obtain calibration curve by plotting the peak area ratios of histamine (HA) and several metabolites isolated from C3H/HeNCrj mice hair relative to ICA.In the synthesis of tetranuclear manganese carboxylate complexes possessing imidazole-based N/O chelating ligands.

Technology Process of 1H-Imidazole-4-carboxylic acid

There total 21 articles about 1H-Imidazole-4-carboxylic acid 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: 100.0%

4,5-imidazoledicarboxylic acid (570-22-9) → 3H-imidazole-4-carboxylic acid (1072-84-0)

Guidance literature:

In ISOPROPYLAMIDE; at 165 ℃; Product distribution / selectivity; Microwave irradiation;

Reference yield: 95.0%

(1H-imidazol-4-yl)methanol (822-55-9) → imidazole-4-carboxylic acid (1072-84-0)

Guidance literature:

With dihydrogen peroxide; Na₁₂[WZn₃(H₂O)2(ZnW₉O₃₄)2]; at 75 ℃; for 7h;

DOI:10.1002/adsc.200303156

Reference yield: 92.49%

ethyl 1H-imidazole-4-carboxylate (23785-21-9) → imidazole-4-carboxylic acid (1072-84-0)

Guidance literature:

With potassium hydroxide; at 30 ℃; Temperature; Concentration;

upstream raw materials:

D-glucose

1H-imidazole-5-carboxylic acid ethyl ester

Sucrose

4,5-imidazoledicarboxylic acid

Downstream raw materials:

4-vinylbenzyl 4-imidazolecarboxylate

Methyl imidazole-4-carboxylate

N-(Diphenylmethyl)-1H-imidazole-4-carboxamide

C₁₇H₁₅N₃O₅S

Refernces

• 1、 Fargher,Pyman. "-". . p. 217. Retrieved 1919.
• 2、 Sun, Yan-Qiong,Yang, Guo-Yu. "Organic-inorganic hybrid materials constructed from inorganic lanthanide sulfate skeletons and organic 4,5-imidazoledicarboxylic acid". . p. 3771 - 3781. Retrieved 2007.
• 3、 -. "Synthesis method of 1H-imidazole-4-carboxylic acid". Paragraph 0022; 0029; 0036; 0043; 0050. . Retrieved 2018/05/16.