Proparacaine

Base Information

• Chemical Name: Proparacaine
• CAS No.: 499-67-2
• Molecular Formula: C16H26 N2 O3
• Molecular Weight: 294.394
• European Community (EC) Number: 207-884-9
• UNII: B4OB0JHI1X
• DSSTox Substance ID: DTXSID30198146
• Nikkaji Number: J6.177H
• Wikipedia: Proxymetacaine
• Wikidata: Q600867
• NCI Thesaurus Code: C61910
• RXCUI: 34905
• Pharos Ligand ID: SGYU6SMLPR73
• Metabolomics Workbench ID: 43098
• ChEMBL ID: CHEMBL1196
• Mol file: 499-67-2.mol

Synonyms:2-(diethylamino)ethyl 3-amino-4-propoxybenzoate;2-(diethylamino)ethyl 3-amino-4-propoxybenzoate monohydrochloride;AK-Taine;Alcaine;benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester;benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester, monohydrochloride*benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester, monohydrochloride;Chibro-Kerakain;Kéracaine;Kainair;Minims Proxymetacaine Hydrochloride;Ocu-Caine;Ophthaine;Ophthetic;Parcaine;proparacaine;proparacaine HCl;proparacaine hydrochloride;Proparakain-POS;proxymetacaine;proxymetacaine hydrochloride;proxymetacaine monohydrochloride;proxymethacaine

Chemical Property of Proparacaine

Chemical Property:

• Vapor Pressure: 9.5E-08mmHg at 25°C
• Melting Point: 182-183.30C
• Boiling Point: 434.4 °C at 760 mmHg
• PKA: 9.20±0.25(Predicted)
• Flash Point: 216.5 °C
• PSA: 64.79000
• Density: 1.065 g/cm³
• LogP: 3.13740
• Storage Temp.: Refrigerator
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 294.19434270
• Heavy Atom Count: 21
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

PROPARACAINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC1=C(C=C(C=C1)C(=O)OCCN(CC)CC)N
• Recent ClinicalTrials: Topical Proparacaine Eye Drops to Improve the Experience of Patients Undergoing Intravitreal Injections
• Uses: Topical anesthetic (ophthalmic)

Technology Process of Proparacaine

There total 4 articles about Proparacaine 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-nitro-4-propoxy-benzoic acid-(2-diethylamino-ethyl ester) (736870-51-2) → Proparacain (499-67-2)

Guidance literature:

With ethanol; platinum; Hydrogenation;

DOI:10.1021/ja01123a005

Reference yield:

3-nitro-4-hydroxybenzoic acid (616-82-0) → Proparacain (499-67-2)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃; xylene / Erwaermen des Reaktionsprodukts mit wss.-aethanol. NaOH

2: isopropyl alcohol

3: platinum; ethanol / Hydrogenation

With ethanol; potassium carbonate; isopropyl alcohol; platinum; xylene;

DOI:10.1021/ja01123a005

Reference yield:

3-nitro-4-propoxybenzoic acid (35288-44-9) → Proparacain (499-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: isopropyl alcohol

2: platinum; ethanol / Hydrogenation

With ethanol; isopropyl alcohol; platinum;

DOI:10.1021/ja01123a005

upstream raw materials:

3-nitro-4-propoxy-benzoic acid-(2-diethylamino-ethyl ester)

3-nitro-4-hydroxybenzoic acid

3-nitro-4-propoxybenzoic acid

Refernces