1-(cyclohexylamino)propan-2-yl benzoate

• ChemBase ID: 356
• Molecular Formular: C16H23NO2
• Molecular Mass: 261.35932
• Monoisotopic Mass: 261.17287898
• SMILES: O(C(CNC1CCCCC1)C)C(=O)c1ccccc1
• Canonical SMILES: CC(OC(=O)c1ccccc1)CNC1CCCCC1
• InChI: InChI=1S/C16H23NO2/c1-13(12-17-15-10-6-3-7-11-15)19-16(18)14-8-4-2-5-9-14/h2,4-5,8-9,13,15,17H,3,6-7,10-12H2,1H3
• InChIKey: DKLKMKYDWHYZTD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(cyclohexylamino)propan-2-yl benzoate
• IUPAC Traditional name: @hexylcaine; hexylcaine
• Brand Name: Cyclaine; Hexilcaina [INN-Spanish]; Hexylcaine hydrochloride; Hexylcainum [INN-Latin]; Osmocaine
• Synonyms: Hexylcaine

Database IDs

• CAS Number: 532-77-4
• PubChem SID: 160963819; 46506241
• PubChem CID: 10770
• CHEMBL: 1197
• Chemspider ID: 10315
• DrugBank ID: DB00473
• KEGG ID: C14172
• Unique Ingredient Identifier: 511IU0826Z
• Wikipedia Title: Hexylcaine

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6174143
• LogD (pH = 7.4): 1.425658
• Log P: 3.8281648
• Molar Refractivity: 76.2407 cm^3
• Polarizability: 30.28334 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.04
• LOG S: -4.43
• Solubility (Water): 9.71e-03 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.9

Pharmacology Properties

• Half Life: <10 minutes

DETAILS

DrugBank - DB00473

• Drug Groups: approved
• Description: Hexylcaine hydrochloride, also called cyclaine (Merck) or osmocaine, is a short-acting local anesthetic. It acts by inhibiting sodium channel conduction. Overdose can lead to headache, tinnitus, numbness and tingling around the mouth and tongue, convulsions, inability to breathe, and decreased heart function.
• Indication: Used as a local anesthetic for surface application, infiltration or nerve block
• Pharmacology: Hexylcaine is a local ester-class anesthetic. Local anesthetics produce a transient block of nerve conduction by interfering with sodium channels. This effect of the anesthetic interferes with the development of an action potential across the nerve.
• Toxicity: Symptoms of anesthetic overdose include headache, tinnitus, circumoral and tongue paresthesias, restlessness, talkativeness, facial twitching, convulsions, respiratory arrest, and cardiac depression
• Affected Organisms: Humans and other mammals
• Biotransformation: Hydrolyzed by plasma esterases to benzoic acid and other derivatives
• Half Life: <10 minutes
• External Links: Wikipedia