2-phenyl-N-(5-propan-2-yl-2-thiazolyl)acetamide

Base Information

• Chemical Name: 2-phenyl-N-(5-propan-2-yl-2-thiazolyl)acetamide
• CAS No.: 267654-00-2
• Molecular Formula: C14H16N2OS
• Molecular Weight: 260.35500
• ChEMBL ID: CHEMBL426972
• DSSTox Substance ID: DTXSID20587883
• Nikkaji Number: J2.343.508J
• Wikidata: Q27166796
• Mol file: 267654-00-2.mol

Synonyms:267654-00-2;BML-259;2-phenyl-N-(5-propan-2-yl-2-thiazolyl)acetamide;N-(5-Isopropylthiazol-2-yl)-2-phenylacetamide;2-phenyl-N-(5-propan-2-yl-1,3-thiazol-2-yl)acetamide;CHEMBL426972;BML 259;N-(5-Isopropyl-1,3-thiazol-2-yl)-2-phenylacetamide;N-[5-(1-Methylethyl)-2-thiazolyl]benzeneacetamide;2-Phenyl-N-[5-(propan-2-yl)-1,3-thiazol-2-yl]acetamide;BiomolKI_000077;BiomolKI2_000081;N-(5-Isopropyl-thiazol-2-yl)-2-phenyl-acetamide;BML259;SCHEMBL1535301;CHEBI:95031;DTXSID20587883;BDBM50155210;AKOS030583154;CCG-100681;NCGC00163393-01;MS-23670;DB-221389;HY-108348;N-(5-Isopropyl-2-thiazolyl)phenylacetamide;CS-0028430;G13576;J-016538;BRD-K71799778-001-02-2;Q27166796

Chemical Property of 2-phenyl-N-(5-propan-2-yl-2-thiazolyl)acetamide

Chemical Property:

• Melting Point: 150-152℃
• PSA: 70.23000
• LogP: 3.52070
• Storage Temp.: RT
• Solubility.: Soluble in DMSO (up to 25 mg/ml).
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 260.09833431
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

BML-259 recombinant ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CN=C(S1)NC(=O)CC2=CC=CC=C2
• Description: BML-259 (267654-00-2) is a potent inhibitor of Cdk5/p25 (IC50 = 64 nM) and Cdk2 (IC50 = 98nM).1

Technology Process of 2-phenyl-N-(5-propan-2-yl-2-thiazolyl)acetamide

There total 4 articles about 2-phenyl-N-(5-propan-2-yl-2-thiazolyl)acetamide 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:

phenylacetic acid (103-82-2) + 5-isopropylthiazol-2-amine (101080-15-3) → BML-259 (267654-00-2)

Guidance literature:

With propylphosphonic anhydride; triethylamine; In ethyl acetate; at 23 ℃;

DOI:10.1016/j.bmcl.2004.09.006

Reference yield:

2-bromo-3-methyl-butyraldehyde (64932-36-1) → BML-259 (267654-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / ethanol / 18 h / Heating

2: Et₃N; tri-n-propylphosphonic anhydride / ethyl acetate / 23 °C

With propylphosphonic anhydride; triethylamine; In ethanol; ethyl acetate;

DOI:10.1016/j.bmcl.2004.09.006

Reference yield:

isovaleraldehyde (590-86-3) → BML-259 (267654-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / 5,5-dibromobarbituric acid / diethyl ether / 18 h / 23 °C

2: 58 percent / ethanol / 18 h / Heating

3: Et₃N; tri-n-propylphosphonic anhydride / ethyl acetate / 23 °C

With propylphosphonic anhydride; 5,5-dibromobarbituric acid; triethylamine; In diethyl ether; ethanol; ethyl acetate;

DOI:10.1016/j.bmcl.2004.09.006

upstream raw materials:

phenylacetic acid

5-isopropylthiazol-2-amine

2-bromo-3-methyl-butyraldehyde

isovaleraldehyde

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