2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide hydrochloride

• ChemBase ID: 103182
• Molecular Formular: C20H30ClN3O2
• Molecular Mass: 379.9241
• Monoisotopic Mass: 379.2026549
• SMILES: Cl.CCCCOc1cc(C(=O)NCCN(CC)CC)c2ccccc2n1
• Canonical SMILES: CCCCOc1nc2ccccc2c(c1)C(=O)NCCN(CC)CC.Cl
• InChI: InChI=1S/C20H29N3O2.ClH/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3;/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24);1H
• InChIKey: IVHBBMHQKZBJEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide hydrochloride
• IUPAC Traditional name: dibucaine hydrochloride
• Synonyms: Dibucaine (Cinchocaine) HCl; 2-Butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide Hydrochloride; 2-Butoxy-N-(2-diethylaminoethyl)cinchoninamide Hydrochloride; Benzolin; Cincaine; Cincaine Chloride; Nupercaine Hydrochloride; Percain; Percaine; Percamin S; Sovcain; Sovcaine; 2-Butoxy-N-(2-diethylaminoethyl)-4-quinolinecarboxamide hydrochloride; DIBUCAINE HYDROCHLORIDE; Dibucaine hydrochloride; 2-丁氧基-N-(2-二乙氨乙基)-4-喹啉甲酰胺 盐酸盐; 狄布卡因 盐酸盐

Database IDs

• CAS Number: 61-12-1
• EC Number: 200-498-1
• MDL Number: MFCD00012735
• PubChem SID: 162090631; 24893282
• PubChem CID: 521951

CALCULATED PROPERTIES

• Acid pKa: 14.57441
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.47672126
• LogD (pH = 7.4): 2.0500696
• Log P: 3.6981626
• Molar Refractivity: 102.121 cm^3
• Polarizability: 40.42192 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 64; 95-97°C; 99-101 °C(lit.)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C), Desiccate
• RTECS: GD3325000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: II
• Australian Hazchem: 2XE
• Risk Statements: 22-41; R:25-36
• Safety Statements: 26-39; S:26-28-36/37/39-45-53
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Target: Sodium Channel

Product Information

• Purity: ≥99%; 99%
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C20H29N3O2 · HCl

DETAILS

MP Biomedicals - 02150858

Hydrochloride
mp 95-100°C.
White crystalline powder

Sigma Aldrich - 285552

Biochem/physiol Actions
Potent, long-acting local anesthetic
Packaging
25 g in glass bottle

Sigma Aldrich - D0638

Biochem/physiol Actions
强效、长效局部麻醉剂
包装
1, 5, 25 g in glass bottle

Toronto Research Chemicals - D426500

Anesthetic (local).

REFERENCES

• Padmanabhan, G.R., et al.: Anal. Profiles Drug Subs., 12, 105 (1983)
• Curto, E., et al.: Biochem. Pharmacol., 57, 663 (1983)
• Hall, A., et al.: Pigment Cell Res., 18, 122 (1983)
• Yamaguchi, Y., et al.: J. Biol. Chem., 282, 27557 (1983)