(R)-(+)-1-(1-Phenylethyl)-1H-imidazole-5-carboxylic acid

Base Information

• Chemical Name: (R)-(+)-1-(1-Phenylethyl)-1H-imidazole-5-carboxylic acid
• CAS No.: 56649-48-0
• Molecular Formula: C12H12 N2 O2
• Molecular Weight: 216.239
• UNII: 324NBY7A0M
• DSSTox Substance ID: DTXSID20205217
• Wikidata: Q27127293
• Metabolomics Workbench ID: 61155
• ChEMBL ID: CHEMBL408404
• Mol file: 56649-48-0.mol

Synonyms:56649-48-0;Etomidate Acid;(R)-(+)-1-(1-PHENYLETHYL)-1H-IMIDAZOLE-5-CARBOXYLIC ACID;Desethyl-etomidate, (R)-;(R)-Desethyl-etomidate;(+)-Desethyl-etomidate;Etomidate acid, (R)-;Desethyl-etomidate;(R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid;1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid;R 28141;R-28141;3-[(1R)-1-phenylethyl]imidazole-4-carboxylic acid;UNII-324NBY7A0M;1-((1R)-1-Phenylethyl)-1H-imidazole-5-carboxylic Acid;1-(1R)-(1-Phenylethyl)-1H-imidazole-5-carboxylic Acid;324NBY7A0M;CHEBI:60458;(R)-1-(alpha-methylbenzyl)imidazole-5-carboxylic acid;Desethyletomidate;CHEMBL408404;SCHEMBL1081228;DTXSID20205217;MFCD08061423;AKOS030240712;F19296;R28141;A899779;Q27127293;(R)-(+)-1-(1-PHENYLETHYL)-1H-IMIDAZOLE-5-CARBOXYLICACID;1-(1-PHENYLETHYL)-1H-IMIDAZOLE-5-CARBOXYLIC ACID, (R)-;1-[(1R)-1-Phenylethyl]-1H-imidazole-5-carboxylic Acid (Etomidate Acid);Etomidate Acid (1-[(1R)-1-Phenylethyl]-1H-imidazole-5-carboxylic Acid)

Chemical Property of (R)-(+)-1-(1-Phenylethyl)-1H-imidazole-5-carboxylic acid

Chemical Property:

• Melting Point: 156.3 °C
• Boiling Point: 437.5±20.0 °C(Predicted)
• PKA: 2.29±0.36(Predicted)
• PSA: 55.12000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 2.19060
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

NLT 98% ^*data from raw suppliers

Etomidate Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N2C=NC=C2C(=O)O
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)N2C=NC=C2C(=O)O
• Uses: Etomidate Acid is a metabolite and carboxylic acid analogue of the short-acting hypnotic drug, Etomidate (E933310).

Technology Process of (R)-(+)-1-(1-Phenylethyl)-1H-imidazole-5-carboxylic acid

There total 4 articles about (R)-(+)-1-(1-Phenylethyl)-1H-imidazole-5-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: 93.0%

etomidate (33125-97-2,56649-47-9) → (R)-(+)-1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid (56649-48-0)

Guidance literature:

With methanol; lithium hydroxide; In tetrahydrofuran; water; at 20 ℃;

Reference yield: 86.0%

(R)-Metomidate (61045-91-8) → (R)-(+)-1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid (56649-48-0)

Guidance literature:

(R)-Metomidate; With sodium hydroxide; water; at 100 ℃; for 1h; Heating / reflux;

With acetic acid; In water;

Reference yield:

→ (R)-1-phenyl-ethyl-amine (3886-69-9) + (R)-(+)-1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid (56649-48-0)

Guidance literature:

upstream raw materials:

etomidate

(R)-Metomidate

Etomidate hydrochloride

Downstream raw materials:

(R)-1-(1-phenylethyl)-1H-imidazole-5-carbonyl chloride

MOC-(R)-etomidate hydrochloride

C₁₄H₁₇N₃O₂

Refernces

• 1、 Zhao, Shizhen,Li, Xinping,Wang, Le,Peng, Wenjing,Ye, Wenling,Li, Weiguo,Wang, Yan-Dong,Chen, Wei-Dong. "Design, synthesis and evaluation of 1-benzyl-1H-imidazole-5-carboxamide derivatives as potent TGR5 agonists". . . Retrieved 2021/01/18.
• 2、 -. "SUBSTITUTED IMIDAZOLECARBOXYLATE DERIVATIVES AND THE USE THEREOF". Paragraph 0322; 0325-0326. . Retrieved 2020/12/08.