Pramocaine

Base Information

• Chemical Name: Pramocaine
• CAS No.: 140-65-8
• Molecular Formula: C17H27 N O3
• Molecular Weight: 293.406
• Hs Code.: 2934999090
• European Community (EC) Number: 205-425-7
• UNII: 068X84E056
• DSSTox Substance ID: DTXSID8040692
• Nikkaji Number: J5.793B
• Wikipedia: Pramocaine
• Wikidata: Q1240076
• NCI Thesaurus Code: C61903
• RXCUI: 34347
• Pharos Ligand ID: PV7CWCGQ6CRY
• Metabolomics Workbench ID: 53374
• ChEMBL ID: CHEMBL1198
• Mol file: 140-65-8.mol

Synonyms:4-(3-(4-butoxyphenoxy)propyl)morpholine;4-(3-(p-butoxyphenoxy)propyl)morpholine;Balsabit;Fleet Pain Relief;Itch-X;PrameGel;pramocaine;pramocaine hydrochloride;Pramox;pramoxine;pramoxine hydrochloride;Prax;proctoFoam;Tronolane;Tronothane

Chemical Property of Pramocaine

Chemical Property:

• Vapor Pressure: 1.7E-07mmHg at 25°C
• Refractive Index: 1.5420 (estimate)
• Boiling Point: 427°C at 760 mmHg
• PKA: 7.18±0.10(Predicted)
• Flash Point: 123.5°C
• PSA: 30.93000
• Density: 1.031g/cm³
• LogP: 2.90450
• Water Solubility.: 3.574mg/L(22.5 oC)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 293.19909372
• Heavy Atom Count: 21
• Complexity: 248

Purity/Quality:

98%Min ^*data from raw suppliers

PRAMOXINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=CC=C(C=C1)OCCCN2CCOCC2
• Uses: Anesthetic (topical).
• Therapeutic Function: Local anesthetic

Technology Process of Pramocaine

There total 8 articles about Pramocaine 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: 93.0%

3-morpholin-4-ylpropan-1-ol (4441-30-9) + 1-bromo-4-butoxybenzene (39969-57-8) → pramoxine (140-65-8)

Guidance literature:

With copper(l) iodide; N¹, N²-diphenethyloxalamide; sodium t-butanolate; In 1,4-dioxane; for 24h; Schlenk technique; Inert atmosphere; Molecular sieve; Heating;

DOI:10.1021/jacs.8b12142

Reference yield: 91.0%

1-bromo-4-(3-morpholin-4-yl-propoxy)benzene + sodium butanolate (2372-45-4) → pramoxine (140-65-8)

Guidance literature:

With n-butyl formate; lithium chloride; copper(I) bromide; In butan-1-ol; at 110 ℃; for 7h; Autoclave;

DOI:10.1002/ejoc.201500500

Reference yield: 87.0%

4-(3-chloropropyl)morpholine (7357-67-7) + 4-n-butoxyphenol (122-94-1) → pramoxine (140-65-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 10h;

upstream raw materials:

morpholine

4-(3-chloropropyl)morpholine

4-bromo-phenol

sodium butanolate

Refernces

• 1、 -. "Synthetic method 4 - alkoxyphenol compounds". Paragraph 0041-0042; 0045. . Retrieved 2021/09/29.
• 2、 Liu, Bin,Elder, W. Zachary,Miyake, Garret M.. "Scalable and Phosphine-Free Conversion of Alcohols to Carbon-Heteroatom Bonds through the Blue Light-Promoted Iodination Reaction". . p. 3717 - 3727. Retrieved 2020/03/04.