Benzonatate
- CAS No.
- 104-31-4
- Chemical Name:
- Benzonatate
- Synonyms
- km65;exangit;tesalon;tessalon;tessalin;ventussin;BENZONATATE;tessalon-ciba;benzononatine;benzononantin
- CBNumber:
- CB0141109
- Molecular Formula:
- C30H53NO11
- Molecular Weight:
- 603.74
- MDL Number:
- MFCD00072060
- MOL File:
- 104-31-4.mol
| Boiling point | 649.0±55.0 °C(Predicted) |
|---|---|
| Density | 1.096±0.06 g/cm3(Predicted) |
| storage temp. | Refrigerator, under inert atmosphere |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| pka | 2.20±0.39(Predicted) |
| form | Oil |
| color | Light Yellow to Light Brown |
| BCS Class | 3? |
| CAS DataBase Reference | 104-31-4(CAS DataBase Reference) |
| FDA UNII | 5P4DHS6ENR |
| ATC code | R05DB01 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H319-H335-H315 | |||||||||
| Precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362 | |||||||||
| Toxicity | LD50 oral in mouse: 400mg/kg | |||||||||
| NFPA 704 |
|
Benzonatate price More Price(11)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML3590 | Benzonatate ≥98% (HPLC) | 104-31-4 | 10MG | $99 | 2024-03-01 | Buy |
| Sigma-Aldrich | SML3590 | Benzonatate ≥98% (HPLC) | 104-31-4 | 50MG | $399 | 2024-03-01 | Buy |
| Cayman Chemical | 23936 | Benzonatate ≥98% | 104-31-4 | 1mg | $44 | 2024-03-01 | Buy |
| Cayman Chemical | 23936 | Benzonatate ≥98% | 104-31-4 | 5mg | $193 | 2024-03-01 | Buy |
| Cayman Chemical | 23936 | Benzonatate ≥98% | 104-31-4 | 10mg | $299 | 2024-03-01 | Buy |
Benzonatate Chemical Properties,Uses,Production
Description
Benzonatate is a reversible voltage-gated sodium channel blocker. It blocks Nav1.7 currents in a concentration- and voltage-dependent manner (IC50s = 5.9 and 1.4 μM at holding potentials of -100 and -70 mV, respectively) and inhibits action potential firing in catecholamine A differentiated (CAD) cells. Benzonatate also blocks 80% of Nav1.3 currents in N1E-115 cells when used at a concentration of 100 μM. In vivo, benzonatate (0.85 mg/min) reduces the frequency, but has no effect on the amplitude, of the cough reflex in anesthetized dogs. Formulations containing benzonatate have been used as antitussive agents for the treatment of coughs.
Originator
Tessalon,Endo (Du Pont),US,1958
Uses
Antitussive
Definition
ChEBI: The ester obtained by formal condensation of 4-butylaminobenzoic acid with nonaethylene glycol monomethyl ether. Structurally related to procaine and benzocaine, it has an anaesthetic effect on the stretch sensors in the lungs, and is used as a non-narcoti cough suppressant.
Manufacturing Process
4.42 parts of para-butylamino-benzoic acid ethyl ester are put with 16.0 parts
of a mixture of polyethylene glycol monomethyl ethers, boiling at 180°-220°C
at a pressure of 0.01 mm of mercury, in a closed reaction vessel which is
fitted with an adjustable inlet tube for solvents and a connection for distilling
off in vacuo. In order to dry the mixture completely, it is heated for an hour at
100°-105°C and absolute xylene is introduced under the surface of the
mixture in vacuo at a pressure of 12 mm of mercury. There is thus a constant
stream of xylene steam passing through the whole apparatus, which removes
the last traces of moisture and any other volatile impurities. The xylene is
condensed in a cooler. The whole is cooled to 20°-30°C and 0.06 part of
sodium methylate dissolved in 0.6 part of methanol is added.
Thereupon xylene is introduced again in vacuo at a temperature of 100°-
105°C whereby all the methanol and the ethanol formed during reesterification evaporates. The re-esterification is continued under these
conditions until a specimen of the reaction mass is clearly soluble in cold
water, which occurs after about 2-3 hours. There is now obtained in almost
quantitative yield the ester of the formula wherein n stands for approximately
7 to 9, which still contains an excess of polyethylene glycol monomethyl ether.
The ester is purified by dissolving in benzene and being washed several times
with a sodium carbonate solution of 5% strength. It is advantageous to
agitate all the washing solutions with fresh benzene. In this distribution
between benzene and sodium carbonate solution the new ester remains in the
benzene, the excess polyethylene glycol monomethyl ether and a small
amount of brown impurities are taken up by the dilute soda solution. By
evaporating the dried and filtered benzene solution there is obtained the new
ester in the form of a colorless to very faintly yellow oil which is easily soluble
in most organic solvents with the exception of aliphatic hydrocarbons. The
new ester is precipitated from aqueous solutions when heated to about 42°C.
but it dissolves again readily on cooling.
brand name
Tessalon (Forest).
Therapeutic Function
Antitussive
Biological Functions
Benzonatate (TessaIon) is related to the local anesthetic tetracaine. It anesthetizes the stretch receptors in the lungs, thereby reducing coughing.Adverse reactions include hypersensitivity, sedation, dizziness, and nausea.
Mechanism of action
It is believed that it acts by two mechanisms: selective anesthesia of irritated receptors in the lungs and simultaneous suppression of the cough center.
Synthesis
Benzonatate, p-butylaminobenzoate 2,5,8,11,14,17,20,23,26-nonaoctacozan- 28-ol (23.2.2), is synthesized by reesterifying the ethyl ester of 4-butylaminobenzoic acid with the monomethyl ether nonaethylenglycol. It is a structural analog of the local anesthetic tetracaine.
Benzonatate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2931 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 47465 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 15093356674; | laboratory@coreychem.com | China | 30255 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418671 | sales@tnjchem.com | China | 34572 | 58 |
| Xi'an MC Biotech, Co., Ltd. | 029-89275612 +8618991951683 | mcbio_sales@163.com | China | 2255 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 29322 | 58 |
| AFINE CHEMICALS LIMITED | 0571-85134551 | info@afinechem.com | CHINA | 15377 | 58 |
| Finetech Industry Limited | +86-27-87465837 +8618971612321 | info@finetechnology-ind.com | China | 9702 | 58 |
View Lastest Price from Benzonatate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2021-08-11 | Benzonatate
104-31-4
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd | |
 |
2021-06-01 | Benzonatate USP/EP/BP
104-31-4
|
US $1.10 / g | 1g | 99.9% | 100Tons min | Dideu Industries Group Limited | |
 |
2021-01-06 | Benzonatate
104-31-4
|
US $1.80 / KG | 1g | 96%-99% | 1kg/10kg/100kg | Career Henan Chemica Co |
-
- Benzonatate
104-31-4
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- Benzonatate USP/EP/BP
104-31-4
- US $1.10 / g
- 99.9%
- Dideu Industries Group Limited
-
- Benzonatate
104-31-4
- US $1.80 / KG
- 96%-99%
- Career Henan Chemica Co