Oxybuprocaine

Base Information

• Chemical Name: Oxybuprocaine
• CAS No.: 99-43-4
• Molecular Formula: C17H28N2O3
• Molecular Weight: 308.421
• Hs Code.: 2922509090
• UNII: AXQ0JYM303
• DSSTox Substance ID: DTXSID7048530
• Nikkaji Number: J4.969G
• Wikipedia: Oxybuprocaine
• Wikidata: Q1530958
• NCI Thesaurus Code: C72176
• RXCUI: 18889
• Pharos Ligand ID: DKZ39TBR5ZZJ
• Metabolomics Workbench ID: 43166
• ChEMBL ID: CHEMBL1200
• Mol file: 99-43-4.mol

Synonyms:benoxinate;benoxinate dihydrochloride;benoxinate hydrochloride;benoxinate monohydrochloride;butoxyprocaine;diethylaminoethyl-4-amino-3-butoxybenzoate;Novescine;Novesin;oxybuprocaine

Chemical Property of Oxybuprocaine

Chemical Property:

• Vapor Pressure: 3.51E-08mmHg at 25°C
• Refractive Index: 1.524
• Boiling Point: 446.9 oCat760mmHg
• PKA: 9.16±0.25(Predicted)
• Flash Point: 224.1 oC
• PSA: 64.79000
• Density: 1.052g/cm³
• LogP: 3.52750
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 308.20999276
• Heavy Atom Count: 22
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

2-(Diethylamino)ethyl4-amino-3-butoxybenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=C(C=CC(=C1)C(=O)OCCN(CC)CC)N
• Recent EU Clinical Trials: The effect of topical anaesthesia on pharmacological mydriasis in patients screened for diabetic retinopathy

Technology Process of Oxybuprocaine

There total 4 articles about Oxybuprocaine 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: 92.87%

4-nitro-3-butoxybenzoic acid-2-(diethylamino)ethyl ester hydrochloride → benoxinate (99-43-4)

Guidance literature:

With water; iron; at 80 ℃; for 4h;

Reference yield:

methyl 3-hydroxy-4-nitrobenzoate (713-52-0) → benoxinate (99-43-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / butanone / 5 h / 70 °C

2.1: sodium hydroxide / n-heptane / 6 h / 90 °C

2.2: pH 2 - 3

3.1: water; iron / 4 h / 80 °C

With water; iron; potassium carbonate; sodium hydroxide; In n-heptane; butanone;

Reference yield:

methyl 3-butoxy-4-nitrobenzoate (1309686-09-6) → benoxinate (99-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / n-heptane / 6 h / 90 °C

1.2: pH 2 - 3

2.1: water; iron / 4 h / 80 °C

With water; iron; sodium hydroxide; In n-heptane;

upstream raw materials:

3-butoxy-4-nitrobenzoic acid

2-(Diethylamino)ethanol

methyl 3-hydroxy-4-nitrobenzoate

methyl 3-butoxy-4-nitrobenzoate

Downstream raw materials:

3-butoxy-4-aminobenzoic acid

4-Amino-3-butoxy-benzoyl chloride

oxybuprocaine hydrochloride

Refernces