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Benoxinate Hydrochloride

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

Benoxinate Hydrochloride Properties

Melting point:
157-160 C
storage temp. 
2-8°C
storage temp. 
2-8°C
solubility 
Very soluble in water, freely soluble in ethanol (96 per cent).
form 
neat
Merck 
13,1045
InChIKey
PRGUDWLMFLCODA-UHFFFAOYSA-N
CAS DataBase Reference
5987-82-6(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
0VE4U49K15
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338-P261
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

Benoxinate Hydrochloride price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich O0270000 Oxybuprocaine hydrochloride European Pharmacopoeia (EP) Reference Standard 5987-82-6 $190 2021-03-22 Buy
Sigma-Aldrich PHR2352 Benoxinate Hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 5987-82-6 300MG $199 2021-03-22 Buy
Sigma-Aldrich B9050 Benoxinate hydrochloride meets USP testing specifications 5987-82-6 5g $238 2021-03-22 Buy
Sigma-Aldrich 1050009 Benoxinate hydrochloride United States Pharmacopeia (USP) Reference Standard 5987-82-6 200mg $297 2021-03-22 Buy
Sigma-Aldrich O0270000 Oxybuprocaine hydrochloride European Pharmacopoeia (EP) Reference Standard 5987-82-6 o0270000 $190 2020-08-18 Buy

Benoxinate Hydrochloride Chemical Properties,Uses,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


Benoxinate Hydrochloride Suppliers

Global( 117)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8882 55
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19753 58
HENAN BON INDUSTRIAL CO.,LTD
0371-55170695
info@hnbon.com CHINA 26742 58
CONIER CHEM AND PHARMA LIMITED
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sales@conier.com CHINA 47496 58
career henan chemical co
13203830695 0086-371-86658258
0086-371-86658258 factory@coreychem.com CHINA 29865 58
Zhuozhou Wenxi import and Export Co., Ltd
+8613111626072 (WhatsApp)
Wechat: +8613111626072 Wickr me: waynehu zzwenxi@126.com CHINA 13187 58
Target Molecule Corp
18019718960 781-999-5354
marketing@targetmol.com United States 19232 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671
0551-65418697 sales@tnjchem.com CHINA 37441 58
AFINE CHEMICALS LIMITED
008657185134551
008657185134895 info@afinechem.com CHINA 15559 58
NANJING SUNSHINE BIOTECH CO.,LTD
+86-25-86189929
+86-25-86189616 brian@sunshine-bio.com CHINA 128 58

View Lastest Price from Benoxinate Hydrochloride manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-20 Benoxinate Hydrochloride
5987-82-6
US $760.00 / KG 1KG 99% 1000kg/month Shanxi Lianxu New Material Co., LTD
2021-08-26 Benoxinate Hydrochloride
5987-82-6
US $19.10 / KG 1KG 99% 10 ton Hebei Crovell Biotech Co Ltd
2021-07-13 Benoxinate Hydrochloride
5987-82-6
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

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