Imidazo[2,1-b]thiazole-6-carboxylic acid

Base Information

• Chemical Name: Imidazo[2,1-b]thiazole-6-carboxylic acid
• CAS No.: 53572-98-8
• Molecular Formula: C6H4 N2 O2 S
• Molecular Weight: 168.1732
• Hs Code.: 2934100090
• European Community (EC) Number: 673-344-8
• DSSTox Substance ID: DTXSID20374755
• Nikkaji Number: J2.803.902F
• Wikidata: Q72482655
• Mol file: 53572-98-8.mol

Synonyms:Imidazo[2,1-b]thiazole-6-carboxylic acid;53572-98-8;imidazo[2,1-b][1,3]thiazole-6-carboxylic acid;lmidazo[2,1-b]thiazole-6-carboxylic acid;SCHEMBL496759;DTXSID20374755;BAKIBSRDBASFAQ-UHFFFAOYSA-N;MFCD03419463;AKOS000276562;CS-W006813;FS-1398;Imidazo[2,1-b]thiazole-6-carboxylicacid;Imidazo[1,2-a]thiazole-6-carboxylic acid;FT-0764672;EN300-22365;A870691;J-521519;imidazo[2,1-b]thiazole-6-carboxylic acid, AldrichCPR;F1967-0519

Chemical Property of Imidazo[2,1-b]thiazole-6-carboxylic acid

Chemical Property:

• Appearance/Colour: Brown Solid
• Melting Point: 223 - 224ºC
• Boiling Point: °Cat760mmHg
• PKA: -4.46±0.41(Predicted)
• Flash Point: °C
• PSA: 82.84000
• Density: 1.74 g/cm³
• LogP: 1.09400
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 167.99934855
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

98%min ^*data from raw suppliers

Imidazo[2,1-b]thiazole-6-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 22-26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=NC(=CN21)C(=O)O

Technology Process of Imidazo[2,1-b]thiazole-6-carboxylic acid

There total 2 articles about Imidazo[2,1-b]thiazole-6-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: 86.0%

2-thiazolylamine (96-50-4) + bromopyruvic acid (1113-59-3) → imidazo[2,1-b]thiazole-6-carboxylic acid (53572-98-8)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 125 ℃; for 0.166667h; under 3000.3 Torr; Automated synthesizer;

DOI:10.1021/ol902433a

Reference yield: 64.0%

6-ethoxycarbonyl-imidazo<2,1-b>thiazole (64951-04-8) → imidazo[2,1-b]thiazole-6-carboxylic acid (53572-98-8)

Guidance literature:

With potassium hydroxide; In ethanol; at 25 ℃; for 1.33333h;

DOI:10.1021/jm030097a

Reference yield:

4-amino-1-((2R,3R,4R,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one + imidazo[2,1-b]thiazole-6-carboxylic acid (53572-98-8) → C39H38N6O7S

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2013.09.101

upstream raw materials:

6-ethoxycarbonyl-imidazo<2,1-b>thiazole

2-thiazolylamine

bromopyruvic acid

Downstream raw materials:

(S)-N-(1-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)imidazo[2,1-b]thiazole-6-carboxamide

Refernces

• 1、 Kaizerman, Jacob A.,Gross, Matthew I.,Ge, Yigong,White, Sarah,Hu, Wenhao,Duan, Jian-Xin,Baird, Eldon E.,Johnson, Kirk W.,Tanaka, Richard D.,Moser, Heinz E.,Bürli, Roland W.. "DNA binding ligands targeting drug-resistant bacteria: Structure, activity, and pharmacology". . p. 3914 - 3929. Retrieved 2007/10/03.