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Benoxinate Hydrochloride

Product Name
Benoxinate Hydrochloride
CAS No.
5987-82-6
Chemical Name
Benoxinate Hydrochloride
Synonyms
β;D01768;novesin;Benoxil;lacrimin;cebesine;novesine;Novesina;dorsacaine;conjuncain
CBNumber
CB1476374
Molecular Formula
C17H29ClN2O3
Formula Weight
344.88
MOL File
5987-82-6.mol
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Benoxinate Hydrochloride Property

Melting point:
157-160 C
storage temp. 
2-8°C
solubility 
Very soluble in water, freely soluble in ethanol (96 per cent).
color 
White to Off-White
Merck 
13,1045
InChIKey
PRGUDWLMFLCODA-UHFFFAOYSA-N
CAS DataBase Reference
5987-82-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
22-26-36
RIDADR 
UN 1544PSN2 6.1 / PGIII
WGK Germany 
3
RTECS 
DG1502900
HS Code 
29225000
Toxicity
LD50 scu-rat: 60 mg/kg NIIRDN 6,154,82
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2352
Product name
Benoxinate Hydrochloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
300MG
Price
$267
Updated
2024/03/01
Sigma-Aldrich
Product number
B9050
Product name
Benoxinate hydrochloride
Purity
meets USP testing specifications
Packaging
5g
Price
$294
Updated
2024/03/01
Sigma-Aldrich
Product number
1050009
Product name
Benoxinate hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$644
Updated
2024/03/01
Sigma-Aldrich
Product number
O0270000
Product name
Oxybuprocaine hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
o0270000
Price
$150
Updated
2024/03/01
TRC
Product number
B161400
Product name
Benoxinate hydrochloride
Packaging
50mg
Price
$90
Updated
2021/12/16
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Benoxinate Hydrochloride Chemical Properties,Usage,Production

Chemical Properties

White or almost white, crystalline powder or colourless crystals.

Originator

Dorsacaine HCl,Dorsey,US,1953

Uses

antibacterial, coccidiostat

Uses

Benoxinate Hydrochloride is a local anesthetic used in ophthalmology to numb the surface of the eye for a variety of procedures.

Uses

anticonvulsant

Definition

ChEBI: The monohydrochloride salt of oxybuprocaine.

Manufacturing Process

25 grams of 3-oxy-4-nitrobenzoic acid are esterified (ethyl ester) and 26 grams of the ester are dissolved in 200 cc of absolute ether and treated with 7 grams of caustic potash in 20 cc of absolute methanol. The red potassium phenolate with 7 grams of pure butyl bromide and 7 grams of absolute alcohol are heated for 5 hours in the oven to 150°C. When cool, the alcohol is evaporated in vacuo and the butoxy-nitrobenzoic acid ethyl ester is precipitated with water. The substance is sucked off and saponified for 15 minutes with a solution of 2.5 grams of caustic potash in 30 cc of alcohol on a water bath. The alcohol is evaporated in vacuo and the 3-butoxy-4- nitrobenzoic acid is precipitated with hydrochloric acid. It forms needles which melt at 174°C. 7.9 grams of dry acid are boiled for 45 minutes under a reflux condenser with 25 cc of thionyl chloride. The excess of thionyl chloride is then removed in vacuo, and the oil is distilled. The acid chloride has a yellow color and solidifies.
7.3 grams of the acid chloride are treated with 6.6 grams of diethyl-aminoethanol in 20 cc of absolute benzene. The mixture is then warmed for 1 hour on a water bath. When cold, it is treated with a solution of soda and washed with ether. After drying over potash, the ether and benzene are removed by distillation and 3-butoxy-4-nitrobenzoic acid diethylamino-ethyl ester is obtained, having a BP 215°C/2.5 mm.
5.0 grams of this product are hydrogenated in absolute alcohol solution with fresh Raney nickel. When the absorption of hydrogen ceases (5 hours), the solution is filtered and the alcohol evaporated in vacuo. The 3-butoxy-4- aminobenzoic acid diethyl-amino-ethyl ester boils at 215°-218°C at 2 mm pressure; it is an almost colorless oil.
By precipitation of a solution of the ester in absolute ether with hydrogen chloride gas, the dihydrochloride is obtained; upon recrystallization from alcohol/ether, it forms crystals which melt at 196°-197°C.

brand name

Dorsacaine (Novartis).

Therapeutic Function

Local anesthetic

Clinical Use

Benoxinate hydrochloride is a topical anesthetic. Benoxinate hydrochloride ophthalmic solution, 0.4%, was originally permitted in 1953 as Dorsacaine under NDA 08-729. The product was reviewed as part of the Drug Efficacy Study Implementation (DESI), found to be effective, approved and marketed by Dorsey until 1980. An abbreviated new drug application (ANDA) was also approved [Sola Barnes Hind (ANDA 84-149)] and marketed until 1991.

Safety Profile

Poison by subcutaneous route. A topical anesthetic. When heated to decomposition it emits toxic fumes of NOx and HCl.

structure and hydrogen bonding

Oxybuprocaine hydrochloride acts as a local anesthetic and is used in eye drop formulations. Mod. II, the stable polymorphic form, contains two molecules with markedly different conformations (stretched and bent). The 13C CPMAS NMR spectrum of this sample12 showed crystallographic splittings arising from the fact that there are two molecules in the asymmetric unit. An INADEQUATE two-dimensional experiment was used to link signals for the same independent molecule. Of the four ethyl groups attached to NHt nitrogens, one gives rise to unusually low chemical shifts, very different from those of the other three groups. This was attributed to gamma-gauche conformational effects, and confirmed by shielding computations. The oxybuprocaine system is too large for computations performed on the crystallographic unit and the intermolecular shielding effects have to be neglected. Nevertheless, the computed shifts do match the order of the experimental ones. The assignment of 13C signals to specific carbons in the two crystallographically inequivalent molecules of oxybuprocaine polymorph showed the power of NMR crystallography.

Benoxinate Hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Benoxinate Hydrochloride Suppliers

Wuhan Runzeweiye Technology Co., Ltd.
Tel
027-50779735 15172337137
Fax
027-50779735
Email
runzeweiye999@163.com
Country
China
ProdList
735
Advantage
55
Hebei Fanggan New Material Technology Co., LTD
Tel
86-180-3439-5858-5858 18034395858
Country
China
ProdList
1085
Advantage
58
Jinan Good Medical &Technology Ltd Co.,
Tel
0531-55562571 13553167512
Email
935170726@qq.com
Country
China
ProdList
42
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
021-50182298 021-50180596
Fax
+86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2210
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
Fax
86-0571-85151182
Country
China
ProdList
5700
Advantage
66
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9823
Advantage
79
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View Lastest Price from Benoxinate Hydrochloride manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Benoxinate Hydrochloride 5987-82-6
Price
US $40.00-40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-07
Henan Bao Enluo International TradeCo.,LTD
Product
Benoxinate Hydrochloride 5987-82-6
Price
US $50.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000MT
Release date
2023-07-25
Hebei Guanlang Biotechnology Co,.LTD
Product
Benoxinate Hydrochloride 5987-82-6
Price
US $19.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2021-07-19

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