Benzonatate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Benzonatate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Benzonatate?

The molecule Benzonatate presents a molecular formula of C30H53NO11 and its IUPAC name is 2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-(butylamino)benzoate.

Benzonatate is a molecule used as an anesthetic. It is structurally similar to lidocaine and has a similar mechanism of action. Benzonatate binds to voltage-gated sodium channels and inhibits their function. This results in the cessation of electrical conduction and the anesthesia of the affected area. Benzonatate is used for the relief of pain and discomfort associated with minor surgical procedures, such as needle punctures, and for the treatment of pain associated with conditions such as shingles and herpes zoster..

3D structure

Cartesian coordinates

Geometry of Benzonatate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Benzonatate MAFMQEKGGFWBAB-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Benzonatate

 

Molecule descriptors

 
IUPAC name2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-(butylamino)benzoate
InChI codeInChI=1S/C30H53NO11/c1-3-4-9-31-29-7-5-28(6-8-29)30(32)42-27-26-41-25-24-40-23-22-39-21-20-38-19-18-37-17-16-36-15-14-35-13-12-34-11-10-33-2/h5-8,31H,3-4,9-27H2,1-2H3
InChI KeyMAFMQEKGGFWBAB-UHFFFAOYSA-N
SMILESCCCCNc1ccc(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)cc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 104-31-4
  • 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-yl p-(butylamino)benzoate
  • 2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-(butylamino)benzoate
  • 2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-(butylamino)benzoate
  • 2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-butylaminobenzoate
  • 3,6,9,12,15,18,21,24,27-Nonaoxaoctacos-1-yl 4-(butylamino)benzoate
  • 3,6,9,12,15,18,21,24,27-Nonaoxaoctacos-1-yl 4-(butylamino)benzoate #
  • 3,6,9,12,15,18,21,24,27-Nonaoxaoctacosyl-4-butylaminobenzoate;3,6,9,12,15,18,21,24,27-Nonaoxaoctacosyl-4-butylaminobenzoate
  • 3,6,9,12,15,18,21,24,27-nonaoxaoctacosyl 4-butylaminobenzoate
  • 4-(butylamino)benzoic acid 3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yl ester
  • AB00513795
  • AB00513795_06
  • BPBio1_000049
  • BSPBio_000043
  • Benzoic acid, 4-(butylamino)-, 2,5,8,11,14,17,20,23,26-nonaoxaoctacos-28-yl ester
  • Benzoic acid, 4-(butylamino)-, 3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yl ester
  • Benzoic acid, p-(butylamino)-, 2-(2-(2-(2-(2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethyl ester
  • Benzonatate
  • Benzonatate (USP/INN)
  • Benzonatato
  • Benzonatatum
  • Benzononantin
  • Benzononatine
  • CCG-213706
  • CS-0013413
  • D00242
  • DB00868
  • DSSTox_CID_2655
  • DSSTox_GSID_22655
  • DSSTox_RID_76676
  • Exangit
  • FT-0622718
  • GTPL7611
  • HMS1568C05
  • HMS2095C05
  • HMS2230M19
  • HMS3373I11
  • HMS3712C05
  • HSDB 7933
  • HY-B1551
  • J-001145
  • KM-65
  • KM65
  • MLS002154171
  • NCGC00016362-01
  • NCGC00016362-02
  • NCGC00016362-03
  • NCGC00016362-05
  • NSC 760128
  • NSC-760128
  • NSC760128
  • Nonaethyleneglycol-p-n-butylaminobenzoate methyl ester
  • Pharmakon1600-01503864
  • Polyethyleneglycol-p-n-butylaminobenzoate methyl ester
  • Prestwick0_000012
  • Prestwick1_000012
  • Prestwick2_000012
  • Prestwick3_000012
  • Q2070778
  • SMR001233469
  • SR-01000841197
  • SR-01000841197-2
  • Tesalon
  • Tessalin
  • Tessalon
  • Tessalon-ciba
  • Ventussin
  • Ventussin-loz
  • Zonatuss
  • nonaethyleneglycol monomethyl ether p-n-butylaminobenzoate
  • p-(n)-Butylaminobenzoesaeure-(nonaaethylenglykol-monomethylaether)-ester
  • p-butylaminobenzoic acid omega-O-methylnonaethyleneglycol ester

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3830276
  • CAS-104-31-4
  • AKOS015891366
  • DTXSID9022655
  • CHEMBL1374379
  • CHEBI:3032
  • Tox21_110398
  • Tox21_110398_1
  • EINECS 203-194-7
  • SPBio_001964
  • SCHEMBL28366

Physico-Chemical properties

IUPAC name2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-(butylamino)benzoate
Molecular formulaC30H53NO11
Molecular weight603.742
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity157.74
LogP2.9
Topological polar surface area121.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.