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Volumn 18, Issue 3, 2008, Pages 1162-1166

Synthesis and antispasmodic activity of lidocaine derivatives endowed with reduced local anesthetic action

Author keywords

Allergy; Anesthetic activity; Antispasmodic activity; Lidocaine

Indexed keywords

2 (DIETHYLAMINO) N (DIMETHYL PHENYL) ACETAMIDE; 2 (DIETHYLAMINO) N (TRIFLUOROMETHYLPHENYL) ACETAMIDE; HISTAMINE; LIDOCAINE; LOCAL ANESTHETIC AGENT; SPASMOLYTIC AGENT; UNCLASSIFIED DRUG;

EID: 38749131966     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.11.122     Document Type: Article
Times cited : (17)

References (35)
  • 11
    • 38749139421 scopus 로고    scopus 로고
    • Löfgren, N. M.; Lundqvist, B. J. U.S. Patent 2, 441, 498, 1948.
    • Löfgren, N. M.; Lundqvist, B. J. U.S. Patent 2, 441, 498, 1948.
  • 12
    • 38749096817 scopus 로고    scopus 로고
    • note
    • Synthesis of compound 1 (lidocaine hydrochloride) and its analogues (28-40). Aniline 2-11 (0.25 M) in toluene (300 mL) and sodium carbonate (53 g, 0.50 M) at 20-30 °C were added little by little over 30 min to 2-chloroacetyl chloride or 3-chloropropionyl chloride (0.30 M). The mixture was stirred for one hour at room temperature, diluted with water (100 mL), and diethylamine (0.74 M) was added. The reaction mixture was refluxed for 6-10 h, the organic layer collected and washed three times with water (3 × 100 mL). The organic solvent was removed under vacuum to leave a crude product which was dissolved in acetone (100 mL), and charcoal (2.0 g) was added at room temperature. After 30 min under stirring the suspension was filtered. The solution was kept at 10-15 °C and a flux of HCl (g) was passed into the solution until pH = 2-3. The product was filtered and recrystallized from acetone to give the lidocaine hydrochloride or its analogues (28-40).
  • 14
    • 38749128553 scopus 로고    scopus 로고
    • note
    • 15 All solutions of lidocaine and analogues were prepared using physiological saline (0.9% NaCl solution).
  • 24
    • 38749136031 scopus 로고    scopus 로고
    • note
    • 27
  • 25
    • 38749089219 scopus 로고    scopus 로고
    • note
    • SYBYL, Tripos Associates, 1699 South Hanley Road, Suite 303, St. Louis, Missouri 63144.
  • 27
    • 38749116790 scopus 로고    scopus 로고
    • BioByte Corp. 201 W. Fourth Street, Suite #204 Claremont, CA 91711-4707; USA.
    • BioByte Corp. 201 W. Fourth Street, Suite #204 Claremont, CA 91711-4707; USA.
  • 33
    • 38749128176 scopus 로고    scopus 로고
    • note
    • 50 values ± standard error of the mean (SEM).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.