Oxybuprocaine CAS 99-43-4
Introduction：Basic information about Oxybuprocaine CAS 99-43-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Oxybuprocaine Basic information
| Product Name: | Oxybuprocaine |
| Synonyms: | Fluress;4-amino-3-butoxy-2-(diethylamino)ethylester-Benzoicacid;benoxinate;4-Amino-3-butoxybenzoic acid 2-(diethylamino)ethyl;4-Amino-3-butoxybenzoic acid 2-(diethylamino)ethyl ester;4-Amino-3-butoxybenzoic acid 2-diethylaminoethyl ester;S-749;2-(Diethylamino)ethyl 4-amino-3-N-butoxybenzoate |
| CAS: | 99-43-4 |
| MF: | C17H28N2O3 |
| MW: | 308.42 |
| EINECS: | |
| Product Categories: | |
| Mol File: | 99-43-4.mol |
Oxybuprocaine Chemical Properties
| Boiling point | bp2 215-218° |
| density | 1.052±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Methanol (Slightly) |
| pka | 9.16±0.25(Predicted) |
| form | Oil |
| color | Clear Pale Yellow |
| NIST Chemistry Reference | Benoxinate(99-43-4) |
Safety Information
| Originator | Dorsacaine HCl,Dorsey,US,1953 |
| Uses | Anesthetic (topical). |
| Definition | ChEBI: A benzoate ester in which 4-amino-3-butoxybenzoic acid and 2-(diethylamino)ethanol have combined to form the ester bond; an ester-based local anaesthetic (ester "caine") used especially in ophthalmology and otolaryngology. |
| Manufacturing Process | 25 grams of 3-oxy-4-nitrobenzoic acid are esterified (ethyl ester) and 26grams of the ester are dissolved in 200 cc of absolute ether and treated with7 grams of caustic potash in 20 cc of absolute methanol. The red potassiumphenolate with 7 grams of pure butyl bromide and 7 grams of absolute alcoholare heated for 5 hours in the oven to 150°C. When cool, the alcohol isevaporated in vacuo and the butoxy-nitrobenzoic acid ethyl ester isprecipitated with water. The substance is sucked off and saponified for 15minutes with a solution of 2.5 grams of caustic potash in 30 cc of alcohol on awater bath. The alcohol is evaporated in vacuo and the 3-butoxy-4-nitrobenzoic acid is precipitated with hydrochloric acid. It forms needles whichmelt at 174°C. 7.9 grams of dry acid are boiled for 45 minutes under a refluxcondenser with 25 cc of thionyl chloride. The excess of thionyl chloride is thenremoved in vacuo, and the oil is distilled. The acid chloride has a yellow colorand solidifies. 7.3 grams of the acid chloride are treated with 6.6 grams of diethyl-aminoethanolin 20 cc of absolute benzene. The mixture is then warmed for 1 houron a water bath. When cold, it is treated with a solution of soda and washedwith ether. After drying over potash, the ether and benzene are removed bydistillation and 3-butoxy-4-nitrobenzoic acid diethylamino-ethyl ester isobtained, having a BP 215°C/2.5 mm. 5.0 grams of this product are hydrogenated in absolute alcohol solution withfresh Raney nickel. When the absorption of hydrogen ceases (5 hours), thesolution 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 mmpressure; it is an almost colorless oil. By precipitation of a solution of the ester in absolute ether with hydrogenchloride gas, the dihydrochloride is obtained; upon recrystallization fromalcohol/ether, it forms crystals which melt at 196°-197°C. |
| Brand name | Dorsacaine (Novartis). |
| Therapeutic Function | Local anesthetic |
Oxybuprocaine Preparation Products And Raw materials
| Raw materials | Hydrochloric acid-->Hydrogen-->Diethylaminoethanol-->Thionyl chloride-->tert-Butanol-->Potassium hydroxide-->Ethanol-->3-BUTOXY-4-NITROBENZOIC ACID |
