TM 5275

Base Information

• Chemical Name: TM 5275
• CAS No.: 1103926-82-4
• Molecular Formula: C28H27ClN3NaO5
• Molecular Weight: 546
• Mol file: 1103926-82-4.mol

Synonyms:TM 5275

Chemical Property of TM 5275

Chemical Property:

• PSA: 102.01000
• LogP: 2.54120
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

TM5275SodiumSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: TM5275 is an inhibitor of plasminogen activator inhibitor 1 (PAI-1; IC50 = 6.95 μM), a serine-protease inhibitor involved in thrombosis. TM5275 inhibits formation of a complex consisting of tissue plasminogen activator (tPA), PAI-1, and GFP on vascular endothelial cells (VECs) in vitro, prolonging the time that tPA is retained on VECs. It also enhances fibrin clot dissolution and plasminogen accumulation in vitro and has antithrombotic effects in rat models of thrombosis. TM5275 (10 and 50 mg/kg) decreases blood clot weight in an arteriovenous shunt thrombosis model and increases the time to primary occlusion in a ferric chloride-treated carotid artery thrombosis model when used at doses of 1 and 3 mg/kg. In a cynomolgus monkey model of photochemical-induced arterial thrombosis, TM5275 (10 mg/kg) increases the time to primary occlusion. It does not affect platelet activity, activated partial thromboplastin time, prothrombin time, or prolong bleeding time.
• Uses: TM 5275 Sodium Salt is a novel inhibitor of plasminogen activator inhibitor-1 (PAI-1), which provides antithrombitic benefits devoid of bleeding in primates.

Technology Process of TM 5275

There total 5 articles about TM 5275 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: 83.0%

methyl 5-chloro-2-[({2-[4-(diphenylmethyl)piperazin-1-yl]-2-oxoethoxy}acetyl)amino]benzoate (1103929-76-5) → 5-chloro-2-[[2-[2-[4-(diphenylmethyl)-1-piperazinyl]-2-oxoethoxy]acetyl]amino]benzoic acid sodium salt (1103926-82-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 60 ℃; for 7h;

DOI:10.1248/cpb.59.215

Reference yield: 79.0%

→ 5-chloro-2-[[2-[2-[4-(diphenylmethyl)-1-piperazinyl]-2-oxoethoxy]acetyl]amino]benzoic acid sodium salt (1103926-82-4)

Guidance literature:

Reference yield:

4-chlorobenzenesulfonyl chloride (5202-89-1) → 5-chloro-2-[[2-[2-[4-(diphenylmethyl)-1-piperazinyl]-2-oxoethoxy]acetyl]amino]benzoic acid sodium salt (1103926-82-4)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 7.5 h / Reflux

2: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1 h / 0 - 20 °C

3: N,N-dimethyl acetamide / 1.5 h / 0 - 20 °C

4: sodium hydroxide / tetrahydrofuran; water / 7 h / 60 °C

With oxalyl dichloride; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl acetamide; water;

DOI:10.1248/cpb.59.215

upstream raw materials:

4-chlorobenzenesulfonyl chloride

(2-{[4-chloro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid

methyl 5-chloro-2-[({2-[4-(diphenylmethyl)piperazin-1-yl]-2-oxoethoxy}acetyl)amino]benzoate

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