Alrestatin

Base Information

• Chemical Name: Alrestatin
• CAS No.: 51411-04-2
• Molecular Formula: C14H9 N O4
• Molecular Weight: 255.23
• Hs Code.: 2933990090
• European Community (EC) Number: 853-081-7
• NSC Number: 758180,299132
• UNII: 515DHK15LG
• DSSTox Substance ID: DTXSID7045655
• Nikkaji Number: J11.652A
• Wikipedia: Alrestatin
• Wikidata: Q4735714
• NCI Thesaurus Code: C72917
• Metabolomics Workbench ID: 144327
• ChEMBL ID: CHEMBL63055
• Mol file: 51411-04-2.mol

Synonyms:alrestatin;alrestatin, sodium salt;AY 22,284

Chemical Property of Alrestatin

Chemical Property:

• Vapor Pressure: 2.45E-11mmHg at 25°C
• Melting Point: 266-267 °C
• Boiling Point: 512.7°Cat760mmHg
• PKA: 3.61±0.10(Predicted)
• Flash Point: 263.9°C
• PSA: 76.37000
• Density: 1.511g/cm³
• LogP: 1.03730
• Storage Temp.: Store at RT
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 255.05315777
• Heavy Atom Count: 19
• Complexity: 403

Purity/Quality:

97% ^*data from raw suppliers

Alrestatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C(=O)N(C(=O)C3=CC=C2)CC(=O)O
• Uses: Alrestatin is an inhibitor of aldose reductase and has been shown to display inhibitory activity on aldose reductase prepared and purified from the human brain. Enzyme inhibitor (aldose reductase).

Technology Process of Alrestatin

There total 9 articles about Alrestatin 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: 97.0%

N-(carboethoxymethyl)-1,8-naphthalimide (78052-77-4) → alrestatin (51411-04-2)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

DOI:10.1021/ja9841862

Reference yield: 96.0%

(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetic acid tert-butyl ester (476359-53-2) → alrestatin (51411-04-2)

Guidance literature:

With formic acid; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(02)01164-4

Reference yield: 95.0%

1,8-Naphthalic anhydride (81-84-5) + glycine (56-40-6,18875-39-3,25718-94-9) → alrestatin (51411-04-2)

Guidance literature:

In N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.1016/S0223-5234(99)80071-3

upstream raw materials:

N-(cyanomethyl)-1,8-naphthalimide

1,8-Naphthalic anhydride

glycine

N-(carboethoxymethyl)-1,8-naphthalimide

Downstream raw materials:

2-Chloro-N-{4-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetylsulfamoyl]-phenyl}-acetamide

ethyl 4-(1,3-dioxo-2,3-dihydro-1H-benzo[d,e]isoquinolin-2-yl)butanoate