2-[(2-hydroxyethyl)({[methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide

• ChemBase ID: 104462
• Molecular Formular: C28H41N3O3
• Molecular Mass: 467.64344
• Monoisotopic Mass: 467.31479219
• SMILES: CN(C(=O)CN(CCO)CC(=O)N(C)C(C)(C)Cc1ccccc1)C(C)(C)Cc1ccccc1
• Canonical SMILES: OCCN(CC(=O)N(C(Cc1ccccc1)(C)C)C)CC(=O)N(C(Cc1ccccc1)(C)C)C
• InChI: InChI=1S/C28H41N3O3/c1-27(2,19-23-13-9-7-10-14-23)29(5)25(33)21-31(17-18-32)22-26(34)30(6)28(3,4)20-24-15-11-8-12-16-24/h7-16,32H,17-22H2,1-6H3
• InChIKey: FTLDJPRFCGDUFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-hydroxyethyl)({[methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide; N-(2-benzylpropan-2-yl)-2-[(2-hydroxyethyl)({[methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-methylacetamide
• IUPAC Traditional name: mucaine; N-(2-benzylpropan-2-yl)-2-[(2-hydroxyethyl)({[methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-methylacetamide
• Synonyms: Oxethazaine; 2,2'-[(2-Hydroxyethyl)imino]bis[N-(α,α-dimethylphenethyl)-N-methylacetamide]; 2-Di(N-methyl-N-phenyl-tert-butyl-carbamoylmethyl)aminoethanol; Betalgil; FH 099; Mucoxin; Oxaine; Storocain; Storocaine; Topicain; Wy 806; 2-Hydroxyethyliminobis[N-(α,α-dimethylphenethyl)-N-methyl-acetamide]; Oxetacaine; OXETHAZAINE; Oxethacaine; 2-羟乙基亚氨基双(N-[α,α-二甲基苯乙基]-N-甲基乙酰胺); 阿塞赛因; 奥昔卡因

Database IDs

• CAS Number: 126-27-2
• EC Number: 204-780-5
• MDL Number: MFCD00079202
• PubChem SID: 162091753; 24898016
• PubChem CID: 4621

CALCULATED PROPERTIES

• Acid pKa: 15.591475
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6969376
• LogD (pH = 7.4): 3.1472213
• Log P: 3.1574252
• Molar Refractivity: 138.53 cm^3
• Polarizability: 53.959484 Å^3
• Polar Surface Area: 64.09 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 100-101°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: AC3325000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others

Product Information

• Grade: analytical standard, for drug analysis
• Salt Data: Free Base

DETAILS

MP Biomedicals - 02156016

(2-Hydroxyethyliminobis[N-(α,α-dimethylphenethyl)-N-methyl-
acetamide]; Oxetacaine)

Sigma Aldrich - O5380

Application
已与抗酸剂结合使用治疗溃疡痛
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. O5380.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - O846600

A potent local anesthetic that is active even in acidic conditions. It is used (usually in combination with an antacid) for the relief of pain associated with peptic ulcer disease or esophagitis.

REFERENCES

• Detrain, M. et al.: Acta. Gastro-Enterol. Belg., 28, 360 (1965)
• Barbezat, G.O. et al.: Scand. J. Gastroenterol., 13, 321 (1965)
• Masuda, Y. et al.: Biochem. Pharmacol., 64, 677 (1965)