Benzonatate

Title: Benzonatate
CAS Registry Number: 104-31-4
CAS Name: 4-(Butylamino)benzoic acid 3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yl ester
Additional Names: nonaethyleneglycol monomethyl ether p-n-butylaminobenzoate; p-butylaminobenzoic acid w-O-methylnonaethyleneglycol ester; benzononatine
Trademarks: Exangit; Tessalon (Forest)
Molecular Formula: C30H53NO11
Molecular Weight: 603.74
Percent Composition: C 59.68%, H 8.85%, N 2.32%, O 29.15%
Literature References: Prepn: Matter, US 2714608 (1955 to Ciba).
Properties: Colorless to faintly yellow oil. Soluble in most organic solvents except aliphatic hydrocarbons.
Therap-Cat: Antitussive.
Keywords: Antitussive.
Benzonitrile Benzophenone Benzophenone-6 Benzopinacol Benzopurpurine 4B

Benzonatate
Benzonatate.svg
Systematic (IUPAC) name
2-[2-[2-[2-[2-[2-[2-[2- (2-methoxyethoxy) ethoxy] ethoxy] ethoxy] ethoxy] ethoxy] ethoxy] ethoxy] ethyl4-butylaminobenzoate
Clinical data
Trade names Tessalon
AHFS/Drugs.com monograph
MedlinePlus a682640
Pregnancy cat. C (US)
Legal status  ?
Pharmacokinetic data
Half-life 3-8 hours
Identifiers
CAS number 104-31-4 YesY
ATC code R05DB01
PubChem CID 7699
DrugBank DB00868
ChemSpider 7413 YesY
UNII 5P4DHS6ENR YesY
KEGG D00242 YesY
ChEBI CHEBI:3032 YesY
ChEMBL CHEMBL1200369 N
Chemical data
Formula C30H53NO11 
Mol. mass 603.742 g/mol
 N (what is this?)  (verify)

Benzonatate is a non-narcotic oral cough suppressant, or antitussive, with effects that last from 6 to 8 hours. Its formal name is 2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl para-butylaminobenzoate. Since it is not an opioid, benzonatate is not prone to abuse like some other cough medications such as codeine. Benzonatate was approved by the U.S. Food and Drug Administration (FDA) in 1958.[1]