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Benzonatate

Product Name
Benzonatate
CAS No.
104-31-4
Chemical Name
Benzonatate
Synonyms
km65;exangit;tesalon;tessalon;tessalin;ventussin;enzonatate;BENZONATATE;tessalon-ciba;benzononatine
CBNumber
CB0141109
Molecular Formula
C30H53NO11
Formula Weight
603.74
MOL File
104-31-4.mol
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Benzonatate Property

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)
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Safety

Hazardous Substances Data
104-31-4(Hazardous Substances Data)
Toxicity
LD50 oral in mouse: 400mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3590
Product name
Benzonatate
Purity
≥98% (HPLC)
Packaging
10MG
Price
$99
Updated
2024/03/01
Sigma-Aldrich
Product number
SML3590
Product name
Benzonatate
Purity
≥98% (HPLC)
Packaging
50MG
Price
$399
Updated
2024/03/01
Cayman Chemical
Product number
23936
Product name
Benzonatate
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
23936
Product name
Benzonatate
Purity
≥98%
Packaging
5mg
Price
$193
Updated
2024/03/01
Cayman Chemical
Product number
23936
Product name
Benzonatate
Purity
≥98%
Packaging
10mg
Price
$299
Updated
2024/03/01
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Benzonatate Chemical Properties,Usage,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

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Benzonatate Suppliers

Shaanxi Jiandu Pharmaceutical Chemical Co. Ltd.
Tel
029-88380327 17691182729
Fax
029-88380327
Email
1018@dideu.com
Country
China
ProdList
1993
Advantage
58
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7811
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3239
Advantage
55
Shanghai BeiZhuo Biotech Co., Ltd.
Tel
021-61119791,13386096464
Fax
021-50190009
Email
bzswkf@foxmail.com
Country
China
ProdList
3921
Advantage
50
Shanghai Meishui Chemical Technology Co., Ltd
Tel
021-60549325 18616193163
Fax
021-33250306
Country
China
ProdList
4526
Advantage
56
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
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View Lastest Price from Benzonatate manufacturers

Career Henan Chemica Co
Product
Benzonatate 104-31-4
Price
US $1.80/KG
Min. Order
1g
Purity
96%-99%
Supply Ability
1kg/10kg/100kg
Release date
2020-11-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
Benzonatate 104-31-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-10
Dideu Industries Group Limited
Product
Benzonatate 104-31-4
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100Tons min
Release date
2021-06-10

104-31-4, BenzonatateRelated Search:


  • 4-(Butylamino)benzoicacid3,6,9,12,15,18,21,24,27-nonaoxao-ctacos-1-ylester
  • benzoicacid,4-(butylamino)-,3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yles
  • benzononantin
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  • thoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylester
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  • p-(n)-butylaminobenzoesaeure-(nonaaethylenglykol-monomethylaether)-ester
  • polyethyleneglycol-p-n-butylaminobenzoatemethylester
  • tesalon
  • tessalin
  • 2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl-4-butylaminobenzoate
  • 2,5,8,11,14,17,20,23,26-NONAOXAOCTACOSAN-28-YL P-(BUTYLAMINO)-BENZOATE
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  • TIANFU-CHEM Benzonatate
  • Sodium Channel,inhibit,tetracaine-like metabolite,respiratory stretch receptors,Benzononatine,Benzonatate,antitussive,local anesthetic,Na channels,Inhibitor,Na+ channels
  • Tetracaine Impurity 28
  • enzonatate
  • 104-31-4
  • C30H53NO11
  • Chemical Amines
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