Synonym
LU 49888; LU49888; LU-49888; Azidopamil; Ludopamil
IUPAC/Chemical Name
Benzeneacetonitrile, alpha-(3-((2-(3-azidophenyl)ethyl)methyl-amino)propyl)-3,4,5-trimethoxy-alpha-(1-methylethyl)-, monohydrochloride, (-)-
InChi Key
ZUNFHPIYIPQTIE-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H35N5O3.ClH/c1-19(2)26(18-27,21-16-23(32-4)25(34-6)24(17-21)33-5)12-8-13-31(3)14-11-20-9-7-10-22(15-20)29-30-28;/h7,9-10,15-17,19H,8,11-14H2,1-6H3;1H
SMILES Code
N#CC(C(C)C)(CCCN(CCC1=CC=CC(N=[N+]=[N-])=C1)C)C2=CC(OC)=C(OC)C(OC)=C2.[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
>3 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
502.06
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: Sieber M, Nastainczyk W, Zubor V, Wernet W, Hofmann F. The 165-kDa peptide of the purified skeletal muscle dihydropyridine receptor contains the known regulatory sites of the calcium channel. Eur J Biochem. 1987 Aug 17;167(1):117-22. PubMed PMID: 2441986.
2: Striessnig J, Knaus HG, Grabner M, Moosburger K, Seitz W, Lietz H, Glossmann H. Photoaffinity labelling of the phenylalkylamine receptor of the skeletal muscle transverse-tubule calcium channel. FEBS Lett. 1987 Feb 23;212(2):247-53. PubMed PMID: 2434359.
3: Qian XD, Beck WT. Binding of an optically pure photoaffinity analogue of verapamil, LU-49888, to P-glycoprotein from multidrug-resistant human leukemic cell lines. Cancer Res. 1990 Feb 15;50(4):1132-7. PubMed PMID: 1967551.
4: Striessnig J, Glossmann H, Catterall WA. Identification of a phenylalkylamine binding region within the alpha 1 subunit of skeletal muscle Ca2+ channels. Proc Natl Acad Sci U S A. 1990 Dec;87(23):9108-12. PubMed PMID: 2174553; PubMed Central PMCID: PMC55113.
5: Zernig G. Photoaffinity labeling of the partially purified mitochondrial phenylalkylamine calcium antagonist receptor. Mol Pharmacol. 1992 Dec;42(6):1010-3. PubMed PMID: 1336110.
6: Striessnig J, Knaus HG, Glossmann H. Photoaffinity-labelling of the calcium-channel-associated 1,4-dihydropyridine and phenylalkylamine receptor in guinea-pig hippocampus. A 195 kDa polypeptide carries both drug receptors and has similarities to the alpha 1 subunit of the purified skeletal-muscle calcium channel. Biochem J. 1988 Jul 1;253(1):39-47. PubMed PMID: 2844171; PubMed Central PMCID: PMC1149255.
7: Wernet W, Sieber M, Landgraf W, Hofmann F. Rabbit skeletal muscle microsomes contain two distinct phenylalkylamine-binding sites. Eur J Biochem. 1988 Feb 15;172(1):233-8. PubMed PMID: 2450023.
8: Flockerzi V. Molecular properties of voltage-activated calcium channels. J Protein Chem. 1989 Jun;8(3):428-30. PubMed PMID: 2477023.
9: Moebius FF, Burrows GG, Hanner M, Schmid E, Striessnig J, Glossmann H. Identification of a 27-kDa high affinity phenylalkylamine-binding polypeptide as the sigma 1 binding site by photoaffinity labeling and ligand-directed antibodies. Mol Pharmacol. 1993 Nov;44(5):966-71. PubMed PMID: 8246920.
