3-[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylpropanoic acid

Base Information

• Chemical Name: 3-[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylpropanoic acid
• CAS No.: 329907-28-0
• Molecular Formula: C16H14N2O2S2
• Molecular Weight: 330.431
• DSSTox Substance ID: DTXSID50364205
• Wikidata: Q82148035
• ChEMBL ID: CHEMBL1689369
• Mol file: 329907-28-0.mol

Synonyms:TTP 22;329907-28-0;TTP22;3-[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylpropanoic acid;3-((5-(p-Tolyl)thieno[2,3-d]pyrimidin-4-yl)thio)propanoic acid;3-{[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl}propanoic acid;3-[[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio]propanoic acid;3-[[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio]-propanoic acid;TTP-22;IFLab1_004202;7EY;CHEMBL1689369;SCHEMBL18005845;DTXSID50364205;EX-A117;HMS1423O22;BCP06493;MFCD02654497;s6536;AKOS001056531;AC-35217;AS-55877;HY-15479;FT-0720844;A14101;EN300-1212499;A857434;SR-01000009670;J-018960;SR-01000009670-1;Z56795915;3-(5-p-tolylthieno[2,3-d]pyrimidin-4-ylthio)propanoic acid

Chemical Property of 3-[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylpropanoic acid

Chemical Property:

• PSA: 116.62000
• LogP: 4.23350
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• Solubility.: insoluble in H2O; ≥16.5 mg/mL in DMSO; ≥7.85 mg/mL in EtOH with gentle warming and ultrasonic
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 330.04967004
• Heavy Atom Count: 22
• Complexity: 388

Purity/Quality:

98% min ^*data from raw suppliers

TTP 22 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CSC3=C2C(=NC=N3)SCCC(=O)O
• Uses: TTP 22 is a CK2 inhibitor.

Technology Process of 3-[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylpropanoic acid

There total 4 articles about 3-[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylpropanoic 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:

4-chloro-5-(p-tolyl)thieno[2,3-d]pyrimidine (374104-63-9) + 3-mercaptopropionic acid (107-96-0) → 3-{[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid (329907-28-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 0.166667h; Heating;

DOI:10.1016/j.ejmech.2010.12.025

Reference yield:

5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one (17509-21-6) → 3-{[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid (329907-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus pentachloride; trichlorophosphate

2: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / Heating

With phosphorus pentachloride; potassium carbonate; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2010.12.025

Reference yield:

ethyl 2-amino-4-(4-methylphenyl)thiophene-3-carboxylate (15854-08-7) → 3-{[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid (329907-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 h / 160 - 170 °C

2: phosphorus pentachloride; trichlorophosphate

3: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / Heating

With phosphorus pentachloride; potassium carbonate; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2010.12.025

upstream raw materials:

4-chloro-5-(p-tolyl)thieno[2,3-d]pyrimidine

3-mercaptopropionic acid

5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one

ethyl 2-amino-4-(4-methylphenyl)thiophene-3-carboxylate

Refernces