References
- Rafla , F. K. and Epstein , R. L. J. 1979 . Anal. Toxicol. , 3 : 59
- Smith , M. R. J. 1984 . Anal. Toxicol. , 8 : 38
- Hearn , W. L. , Flynn , D. D. , Hime , G. W. , Rose , S. , Cofino , J. C , Mantero-Atienza , E. , Wetli , C. V. and Mash , D. C. J. 1991 . Neurochem. , 56 : 698
- Jatlow , P. , Elsworth , J. D. , Bradberry , C. W. , Winger , G. , Taylor , J. R. , Russell , R. and Roth , R. H. 1991 . Life Sciences. , 48 : 1787
- Lin , M.-F. , McGuire , P. S. , Brown , K. A. , Evans , M. A. , Christian , C. D. , Harper , E. T. and Bosron , W. F. 1989 . The Pharmacologist , 31 : 159
- Dean , R. A. , Christian , C. D. , Sample , R. A. and Bosron , W. F. 1991 . FASEB J. , 5 : 2735
- Jatlow , P. I. , Van Dyke , C. , Barash , P. and Byck , R. 1978 . J. Chromatogr. , 152 : 115
- Hearn , W. L. , Rose , S. , Wagner , J. , Ciarleglio , A. and Mash , D. 1991 . C. Pharmacol. Biochem. Behav. , 39 : 531
- Einhorn , A. 1888 . Ber. , 21 : 47
- Merck , W. 1885 . Ber. , 18 : 2952
- Graas , J. E. and Watson , E. J. 1978 . Anal. Toxicol. , 2 : 80
- Brandstrom , A. and Kolind-Andersen , H. 1975 . Acta. Chem. Scand. , B29 : 201
- King , J. F. , Loosmore , S. M , Aslam , M. , Lock , J. D. and McGarrity , M. J. 1982 . J. Am. Chem. Soc. , 104 : 7108
- Wang , Z. , Yang , N. and Yusheng , S. 1988 . Tetrahedron Lett. , 29 : 2201
- Westaway , K. C and Lai , Z.-G. 1988 . Can. J. Chem. , 66 : 1263
- Westaway , K. C and Lai , Z.-G. 1989 . Can. J. Chem. , 67 : 345
- Findlay , S. P. 1954 . J. Am. Chem. Soc. , 76 : 2855
- An authentic sample of the salt was prepared by extraction of HI from an aqueous solution of NaI and HCl with a CH2Cl2 solution of 2
- Evaporation of the dried CH2Cl2 solution gave a quantitative yield of 2-HI, mp 175–182°C, recryst. from isopropanol, mp 188–189dGC. 1H-NMR (300 MHz, CDC13) 7.4–8.0 (m), 5.5–5.6 (5-line m), 4.5–4.7 (m), 4.1–4.3 (m), 3.3 (s), 2.1–3.6 (m), 1.0 (t). The salt appeared identical to 2 in GC/MS and HPLC, exhibiting the same retention times and MS pattern
- Reversed-phase chromatographic (RP-HPLC) conditions: column, Beckman Ultrasphere C8 (15 cm × 4.6 mm × 5 μ m) maintained at 43°C, mobile phase, 23% acetonitrile in .25 M KH2PO4-100 mM pentane-sulfonic acid, pH 2.7, flow rate 1.4 mL/min, detection 235 nm, .01 AUFS. Retention times: BE, 2.11 min., 2, 8.19 min
- GC/MS: dried extracts of BE and 2 were reconstituted and derivitized with N-methyl-N-(trimethylsilyl) trifluoroacetamide/trimethylchlor-osilane (100/2). Instrument: Hewlett-Packard 5970B GC/MS equipped with a phenylmethyl-silicone column (Ultra-2, 12 m, .2 mm i.d., .33 μ m film), carrier gas, helium at 45 cm/sec and 200°C
- Internal standards: TMS (CDCl3), 3-(trimethylsilyl)-propionic-2,2,3,3-d4 acid (D2O). Instruments: Varian EM360A NMR spectrometer (60 MHz), GE QE300 NMR spectrometer (300 MHz)
- m/e calc'd for C18H22NO4: 317.37, found 317.2, 317 (M+, 31.3), 272 (16.4), 212 (10.4), 196 (76.9), 122 (8.9), 82 (100), 77 (25.4)
- Ethanol solution containing 1 mg/ml of 2 was obtained from Radian Corporation, Austin, Texas 78720–1088
- 1H-NMR (300 MHz, CDC13) 7.3–8.1 (m), 5.2–5.3 (m), 4.1–4.4 (m, CH2), 3.0–3.7 (m), 2.2 (s), 1.7–2.5 (m), 1.2 (t, CH3)
- Using a spectrum simulation program resident on a GE 300 MHz spectrometer, the ethoxy spectrum was satisfactorily simulated as an ABX3 spin system: chemical shifts, A(4.26 ppm), B(4.12 ppm), X(1.24 ppm), coupling constants, J(A,B) = 12 Hz, J(A,X)=.J(B,X) = 7.1 Hz
- Allen , A. C , Cooper , D. A. , Kiser , W. O. and Cottrell , R. C. 1981 . J. Forensic Sci. , 26 : 12
- 1H-NMR (300 MHz, 99.8% D2O) 7.6–8.1 (m), 5.6–5.7 (m), 4.2 (q), 3.7–3.8 (m), 3.0 (s), 2.3–2.7 (m), 1.0 (t)