beciparcil

Base Information

• Chemical Name: beciparcil
• CAS No.: 130782-54-6
• Molecular Formula: C12H13 N O3 S2
• Molecular Weight: 283.372
• Mol file: 130782-54-6.mol

Synonyms:2H-Thiopyran,benzonitrile deriv.; Beciparcil; LF 4.0212; p-[(5-Thio-b-D-xylopyranosyl)thio]benzonitrile

Chemical Property of beciparcil

Chemical Property:

• Vapor Pressure: 1.32E-11mmHg at 25°C
• Boiling Point: 519.2°Cat760mmHg
• Flash Point: 267.8°C
• PSA: 135.08000
• Density: 1.52g/cm³
• LogP: 0.80598

Purity/Quality:

99% ^*data from raw suppliers

BECIPARCIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of beciparcil

There total 34 articles about beciparcil 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: 96.0%

4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside (130782-78-4) → 4-cyanophenyl 1,5-dithio-β-D-arabinopyranoside (130782-54-6)

Guidance literature:

With sodium methylate; In methanol; for 0.5h; Ambient temperature;

DOI:10.1016/S0008-6215(98)00088-3

Reference yield: 86.0%

→ 2-naphthyl 1,5-dithio-β-D-xylopyranoside + 4-cyanophenyl 1,5-dithio-β-D-arabinopyranoside (130782-54-6)

Guidance literature:

Reference yield: 84.6%

→ 2-cyanophenyl 1,5-dithio-β-D-xylopyranoside + 4-cyanophenyl 1,5-dithio-β-D-arabinopyranoside (130782-54-6)

Guidance literature:

upstream raw materials:

4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside

2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide

D-Xylose

methyl 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranoside

Downstream raw materials:

4-cyanophenyl 2,3-O-isopropylidene-1,5-dithio-β-D-xylopyranoside

4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzimidic acid methyl ester; hydriodide

Refernces

Synthesis of 4-cyanophenyl 2-azido-2-deoxy- and 3-azido-3-deoxy-1,5-dithio-β-D-xylopyranosides

10.1016/S0008-6215(97)00079-7

The research aimed to synthesize 4-cyanophenyl 2-azido-2-deoxy- and 3-azido-3-deoxy-1,5-dithio-β-D-xylopyranosides, which are carbohydrate derivatives with potential antithrombotic activity. The study built upon previous work by modifying the structure of beciparcil, a known antithrombotic agent, by replacing hydroxyl groups with azido groups to enhance its oral activity. Key chemicals used in the synthesis process included 3,4-di-O-benzoyl-1,5-anhydro-5-thio-D-threo-pent-1-enitol, sodium azide, ceric ammonium nitrate, trimethylsilyl triflate, and 4-cyanothiophenol, among others. The synthesized compounds were then tested for their oral antithrombotic activity in rats, with results showing that the introduction of azido groups significantly increased the activity compared to the parent compound beciparcil. However, the activity decreased upon acetylation of the amino group in the synthesized derivatives. The study concluded that compounds 3, 4, and 36 possess high oral antithrombotic activity, with the α-anomer 34 being inactive.