Flestolol

{{Chembox

| ImageFile = Flestolol.svg

| ImageSize = 200px

| ImageAlt =

| IUPACName = 3-{[1-(Carbamoylamino)-2-methyl-2-propanyl]amino}-2-hydroxypropyl 2-fluorobenzoate

| OtherNames =

|Section1={{Chembox Identifiers

| CASNo = 87721-62-8

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = LI02075E1W

| PubChem = 55885

| ChemSpiderID = 50465

| KEGG = D04190

| SMILES = CC(C)(CNC(=O)N)NCC(COC(=O)C1=CC=CC=C1F)O

| InChI=1S/C15H22FN3O4/c1-15(2,9-18-14(17)22)19-7-10(20)8-23-13(21)11-5-3-4-6-12(11)16/h3-6,10,19-20H,7-9H2,1-2H3,(H3,17,18,22)

| InChIKey=ZPLOQFLCMVIWRY-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=15 | H=22 | F=1 | N=3 | O=4

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility = }}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

}}

Flestolol is a short-acting beta adrenergic receptor antagonist.{{cite journal|pmid=8235065|year=1993|last1=Quon|first1=CY|last2=Stampfli|first2=HF|title=Biochemical characterization of flestolol esterase|volume=81|issue=3|pages=309–22|journal=Research communications in chemical pathology and pharmacology}}

Synthesis

File:Flestolol synthesis.svg

Acylation of acid chloride 2-Fluorobenzoyl chloride [393-52-2] (1) with glycidol (2) produces the ester 2,3-Epoxypropyl 2-Fluorobenzoate [85515-51-1] (3). Reaction of that intermediate with amine (2-Amino-2-methyl-propyl)-urea [87484-83-1] (4) obtained by reaction of 1,1-dimethylethylenediamine with urea, gives flestolol (5).

References