Synonym
Butoprozine hydrochloride; L 9394; L-9394; L9394; EINECS 263-427-3;
IUPAC/Chemical Name
(4-(3-(dibutylamino)propoxy)phenyl)(2-ethylindolizin-3-yl)methanone hydrochloride
InChi Key
DXHWOBBGGCYHNV-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H38N2O2.ClH/c1-4-7-17-29(18-8-5-2)19-11-21-32-26-15-13-24(14-16-26)28(31)27-23(6-3)22-25-12-9-10-20-30(25)27;/h9-10,12-16,20,22H,4-8,11,17-19,21H2,1-3H3;1H
SMILES Code
O=C(C1=CC=C(OCCCN(CCCC)CCCC)C=C1)C2=C(CC)C=C3C=CC=CN23.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
471.08
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Carnicer-Lombarte A, Lancashire HT, Vanhoestenberghe A. In vitro biocompatibility and electrical stability of thick-film platinum/gold alloy electrodes printed on alumina. J Neural Eng. 2017 Jun;14(3):036012. doi: 10.1088/1741-2552/aa6557. Epub 2017 Mar 8. PubMed PMID: 28272027.
2: Zech C, Staudinger R, Mühlbacher J, Glossmann H. Novel sites for phenylalkylamines: characterisation of a sodium-sensitive drug receptor with (-)-[3H]emopamil. Eur J Pharmacol. 1991 Oct 14;208(2):119-30. PubMed PMID: 1800125.
3: Sanfilippo PJ, Urbanski M, Press JB, Dubinsky B, Moore JB Jr. Synthesis of (aryloxy)alkylamines. 2. Novel imidazo-fused heterocycles with calcium channel blocking and local anesthetic activity. J Med Chem. 1988 Nov;31(11):2221-7. PubMed PMID: 3184128.
4: Overzet F, de Zeeuw RA. Intra- and inter-species comparisons of biliary metabolic profiles of butoprozine by high performance liquid chromatography. Xenobiotica. 1985 Jan;15(1):1-10. PubMed PMID: 3984379.
5: Overzet F, de Zeeuw RA. Strategies for drug metabolic profiling in human bile after administration of non-radioactive butoprozine. J Pharm Biomed Anal. 1984;2(1):3-17. PubMed PMID: 16867761.
6: Overzet F, Rurak A, van der Voet H, Drenth BF, Ghijsen RT, de Zeeuw RA. On-line diode array UV-visible spectrometry in screening for drugs and drug metabolites by high-performance liquid chromatography. J Chromatogr. 1983 Sep 16;267(2):329-45. PubMed PMID: 6630371.
7: Drenth BF, Jagersma T, Wormeester AJ, de Zeeuw RA. Screening for impurities in butoprozine. Pharm Weekbl Sci. 1983 Aug 26;5(4):149-52. PubMed PMID: 6622208.
8: Sassine A, Fajuri A, Hirsch JL, de Claviere M, Masse C, Puech P. Electrophysiological properties of butoprozine studied by multiple intracardiac recordings on the anaesthetized dog. Arch Int Pharmacodyn Ther. 1983 Feb;261(2):249-59. PubMed PMID: 6838284.
9: Drenth BF, De Zeeuw RA. Radiochemical purity control of radiolabeled drugs. Int J Appl Radiat Isot. 1982 Aug;33(8):681-3. PubMed PMID: 7118280.
10: Overzet F, Ghijsen RT, Drenth BF, De Zeeuw RA. Multichannel diode array UV-visible spectrophotometer as detector in screening for unknown butoprozine metabolites in dog bile by high-performance liquid chromatography. J Chromatogr. 1982 May 7;240(1):190-5. PubMed PMID: 7096514.
11: Néliat G, Moreau M, Ducouret P, Gargouïl YM. Electrophysiological effects of butoprozine on isolated heart preparations. Comparison with amiodarone and verapamil. Arch Int Pharmacodyn Ther. 1982 Feb;255(2):220-36. PubMed PMID: 6978694.
12: Néliat G, Ducouret P, Moreau M, Gargouïl YM. Effects of butoprozine on ionic currents in frog atrial and ferret ventricular fibres. Comparison with amiodarone and verapamil. Arch Int Pharmacodyn Ther. 1982 Feb;255(2):237-55. PubMed PMID: 6280628.
13: Polster P, de Clavière M. Calcium-antagonistic effects of L 9394 on vascular and ventricular muscle. Biochem Pharmacol. 1981 Apr 15;30(8):897-901. PubMed PMID: 7247972.
14: Touboul P, Atallah G, Kirkorian G. Electrophysiological properties in man of L 9394, a substance chemically related to amiodarone. Eur J Pharmacol. 1980 Jun 27;64(4):297-306. PubMed PMID: 7389824.
15: Drenth BF, de Zeeuw RA. High-performance liquid chromatography in the elucidation of the metabolic fate of butoprozine: screening for unknown metabolites in the rat. J Chromatogr. 1980 Apr 18;191:109-14. PubMed PMID: 7380960.
16: Schoenfeld P. [Auricular vagal arrhythmia (author's transl)]. Rev Med Brux. 1980 Mar;1(3):161-3. French. PubMed PMID: 7466016.
17: Faniel R, Friart J. [Recurrent ventricular tachycardia studied by Holter's method (author's transl)]. Rev Med Brux. 1980 Mar;1(3):165-8. French. PubMed PMID: 6162180.
