2-(diethylamino)ethyl 4-amino-3-butoxybenzoate

• ChemBase ID: 769
• Molecular Formular: C17H28N2O3
• Molecular Mass: 308.41582
• Monoisotopic Mass: 308.20999277
• SMILES: O(CCN(CC)CC)C(=O)c1cc(OCCCC)c(N)cc1
• Canonical SMILES: CCCCOc1cc(ccc1N)C(=O)OCCN(CC)CC
• InChI: InChI=1S/C17H28N2O3/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
• InChIKey: CMHHMUWAYWTMGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(diethylamino)ethyl 4-amino-3-butoxybenzoate
• IUPAC Traditional name: oxybuprocaine
• Brand Name: Benoxil; Cebesine; Conjucain; Conjuncain; Dorsacain; Dorsacaine; Fluress; Lacrimin; Minims Benoxinate; Novesin; Novesina; Novesine; Novesinol; Opulets Benoxinate; Prescaina
• Synonyms: Oxibuprokain; Oxibuprocainum; Oxbarukain; Dorsacaine hydrochloride; Benoxinate hydrochloride; Benoxinate HCL; Benoxinate; Oxybuprocaine; Oxybuprocaine HCL; Oxybuprocaine hydrochloride; Oxyriprocaine; Oxybucaine

Database IDs

• CAS Number: 99-43-4
• PubChem SID: 160964232; 46505399
• PubChem CID: 4633

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.758059
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.13483523
• LogD (pH = 7.4): 1.4779223
• Log P: 3.046285
• Molar Refractivity: 90.6368 cm^3
• Polarizability: 34.663467 Å^3
• Polar Surface Area: 64.79 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.3
• LOG S: -2.75
• Solubility (Water): 5.44e-01 g/l

PROPERTIES

Physical Property

• Solubility: Very soluble (hydrochloride salt)
• Hydrophobicity(logP): 3.1

DETAILS

DrugBank - DB00892

• Drug Groups: approved
• Description: Oxybuprocaine is the name of a local anesthetic, which is used especially in ophthalmology and otolaryngology. Oxybuprocaine binds to sodium channels and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions.
• Indication: Used to temporarily numb the front surface of the eye so that the eye pressure can be measured or a foreign body removed.
• Pharmacology: Oxybuprocaine is a local anaesthetic. It may be less irritating than tetracaine, and the onset and duration of action are similar to tetracaine.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia; RxList