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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
Molecular Weight:
344.88
MDL Number:
MFCD00012512
MOL File:
5987-82-6.mol
Last updated:2024-04-24 17:21:39

Benoxinate Hydrochloride Properties

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
InChI InChI=1S/C17H28N2O3.ClH/c1-4-7-11-21-16-13-14(8-9-15(16)18)17(20)22-12-10-19(5-2)6-3;/h8-9,13H,4-7,10-12,18H2,1-3H3;1H
InChIKey PRGUDWLMFLCODA-UHFFFAOYSA-N
SMILES C1(C(=O)OCCN(CC)CC)=CC=C(N)C(OCCCC)=C1.Cl
CAS DataBase Reference 5987-82-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 0VE4U49K15

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2352 Benoxinate Hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 5987-82-6 300MG $267 2024-03-01 Buy
Sigma-Aldrich B9050 Benoxinate hydrochloride meets USP testing specifications 5987-82-6 5g $294 2024-03-01 Buy
Sigma-Aldrich 1050009 Benoxinate hydrochloride United States Pharmacopeia (USP) Reference Standard 5987-82-6 200mg $644 2024-03-01 Buy
Sigma-Aldrich O0270000 Oxybuprocaine hydrochloride European Pharmacopoeia (EP) Reference Standard 5987-82-6 o0270000 $150 2024-03-01 Buy
TRC B161400 Benoxinate hydrochloride 5987-82-6 50mg $90 2021-12-16 Buy
Product number Packaging Price Buy
PHR2352 300MG $267 Buy
B9050 5g $294 Buy
1050009 200mg $644 Buy
O0270000 o0270000 $150 Buy
B161400 50mg $90 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

Global( 159)Suppliers
Supplier Tel Email Country ProdList Advantage
Jinan Good Medical Technology Co.,Ltd
+86-53155562571 +86-008613553167512 13553167512@139.com China 25 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Ouhuang Engineering Materials (Hubei) Co., Ltd
+8617702722807 admin@hbouhuang.com China 2259 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

View Lastest Price from Benoxinate Hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Oxybuprocaine hydrochloride pictures 2024-04-18 Oxybuprocaine hydrochloride
5987-82-6
US $99.00 / kg 1kg 99.9% 200000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
Benoxinate Hydrochloride pictures 2023-09-07 Benoxinate Hydrochloride
5987-82-6
US $40.00-40.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
Benoxinate Hydrochloride pictures 2023-07-26 Benoxinate Hydrochloride
5987-82-6
US $50.00 / kg 1kg 99.9% 10000MT Henan Bao Enluo International TradeCo.,LTD

Benoxinate Hydrochloride Spectrum

2-(DIETHYLAMINO)ETHYL 4-AMINO-3-BUTOXYBENZOATE HYDROCHLORIDE 4-AMINO-3-BUTOXYBENZOIC ACID DIETHYLAMINOETHYL ESTER HYDROCHLORIDE BENZOIC ACID, 4-AMINO-3-BUTOXY-, 2-(DIETHYLAMINO)ETHYL ESTER, MONOHYDROCHLORIDE BENOXINATE HCL BENOXINATE HYDROCHLORIDE OXYBUPROCAINE HYDROCHLORIDE cebesine conjuncain dorsacaine dorsacainehydrochloride lacrimin novesin novesine ethyl 4-amino-3-butoxybenzoate hydrochloride Oxybuprocaine HCL BENOXINATE USP HYDROCHLORIDE BENOXINATE HYDROCHLORIDE USP BENOXINATE HYDROCHLORIDE CRYSTALLINE OxybuprocainHCl Oxybuprocainhydrochlorid 2-(Diethylamino)ethyl 4-amino-3-butoxybenzoate hydrochloride, 4-Amino-3-butoxybenzoic acid diethylaminoethyl ester Benoxil Conjucaine Benoxil (tn) D01768 Oxybuprocaine hydrochloride (jp15) Benoxinate Hydrochloride (200 mg) 2-(4-amino-3-butoxy-benzoyl)oxyethyl-diethyl-ammonium chloride 2-(4-amino-3-butoxybenzoyl)oxyethyl-diethylazanium chloride 2-(4-amino-3-butoxy-phenyl)carbonyloxyethyl-diethyl-azanium chloride BENZOIC ACID, 4-A EINECS 227-808-8 Minims Benoxinate Novesina Opulets Benoxinate Oxbarukain Benoxinate HCl USP Benzoic acid, 4-amino-3-butoxy-, 2-(diethylamino)ethyl ester, hydrochloride (1:1) 2-[(4-amino-3-butoxyphenyl)-oxomethoxy]ethyl-diethylammonium chloride 4-Amino-3-butoxybenzoic acid 2-(diethylamino)ethyl ester hydrochloride Benoxinate hydrochL Procaine Impurity 9 (Benoxinate Hydrochloride) Oxybuprocain hydrochloride TIANFU-CHEM Oxybuprocaine hydrochloride Benoxinate Hydrochloride (1050009) β β-Dimethylacrylshikonin Oxybuprocaine Hydrochloride / Benoxinate Hydrochloride 5987-82-6 59878-28-6 C17H28N2O3xHCL C17H28N2O3HCl AVIOCHINA