Picotamide

Base Information

• Chemical Name: Picotamide
• CAS No.: 32828-81-2
• Molecular Formula: C21H20N4O3
• Molecular Weight: 376.415
• Hs Code.: 2933399090
• European Community (EC) Number: 251-245-7
• NSC Number: 304384
• UNII: 654G2VCI4Q
• DSSTox Substance ID: DTXSID40186498
• Nikkaji Number: J209.443F
• Wikipedia: Picotamide
• Wikidata: Q1235921
• NCI Thesaurus Code: C73157
• Metabolomics Workbench ID: 154145
• ChEMBL ID: CHEMBL1257015
• Mol file: 32828-81-2.mol

Synonyms:G 137;G-137;picotamide

Chemical Property of Picotamide

Chemical Property:

• Melting Point: 128-131℃
• Boiling Point: 668.1 °C at 760 mmHg
• PKA: 13.31±0.46(Predicted)
• Flash Point: 357.8 °C
• PSA: 93.21000
• Density: 1.246 g/cm³
• LogP: 3.12700
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 5 mg/ml with warming).
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 376.15354051
• Heavy Atom Count: 28
• Complexity: 516

Purity/Quality:

98%min ^*data from raw suppliers

Picotamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)NCC2=CN=CC=C2)C(=O)NCC3=CN=CC=C3
• Description: Picotamide is an unique antithrombotic agent which acts by selectively inhibiting thromboxane synthesis and blocking platelet thromboxane receptors without affecting prostaglandin synthesis. It is reported to be useful in the treatment of myocardial infarction, cerebrovascular disorders, pulmonary embolism and atherosclerosis.
• Uses: Picotamide is a dual inhibitor of thromboxane A2 and thromboxane A2 synthase. It is used in aptamers for targeting coagulation factor XIII and there used for treatment of thrombosis. Keratolytic.

Technology Process of Picotamide

There total 4 articles about Picotamide 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:

3-Aminomethylpyridine (3731-52-0) + 4-methoxy-1,3-benzenedicarbonyl dichloride (13235-60-4) → Picotamide (32828-81-2)

Guidance literature:

With iron; In toluene; at 20 ℃; for 2.5h; Cooling with ice;

Reference yield:

dimethyl 4-hydroxyisophthalate (5985-24-0) → Picotamide (32828-81-2)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 2 h / 80 °C

2: sodium hydroxide; water / 2 h / 80 °C

3: thionyl chloride / N,N-dimethyl-formamide / 6 h / 80 °C

4: iron / toluene / 2.5 h / 20 °C / Cooling with ice

With thionyl chloride; water; tetra-(n-butyl)ammonium iodide; iron; potassium carbonate; sodium hydroxide; In N,N-dimethyl-formamide; toluene;

Reference yield:

dimethyl 4-methoxyisophthalate (22955-73-3) → Picotamide (32828-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide; water / 2 h / 80 °C

2: thionyl chloride / N,N-dimethyl-formamide / 6 h / 80 °C

3: iron / toluene / 2.5 h / 20 °C / Cooling with ice

With thionyl chloride; water; iron; sodium hydroxide; In N,N-dimethyl-formamide; toluene;

upstream raw materials:

3-Aminomethylpyridine

4-methoxy-1,3-benzenedicarbonyl dichloride

dimethyl 4-hydroxyisophthalate

dimethyl 4-methoxyisophthalate

Downstream raw materials:

picotamide hydrochloride

Refernces

• 1、 -. "Inhibitor of blood plate aggregation". . . Retrieved 2008/06/13.