Synonym
Diclofurime; ANP4364; ANP-4364; ANP 4364
IUPAC/Chemical Name
2,3-Dichloro-4-methoxyphenyl 2-furyl ketone (E)-o-(2-(diethylamino)ethyl)-oxime.
InChi Key
VHEJZMZHDUPRNV-DYTRJAOYSA-N
InChi Code
InChI=1S/C18H22Cl2N2O3/c1-4-22(5-2)10-12-25-21-18(15-7-6-11-24-15)13-8-9-14(23-3)17(20)16(13)19/h6-9,11H,4-5,10,12H2,1-3H3/b21-18+
SMILES Code
CCN(CCO/N=C(C1=CC=C(OC)C(Cl)=C1Cl)/C2=CC=CO2)CC
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
385.29
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: Petty MA, Mir AK. Comparison of the cardiovascular effects of trans- diclofurime with different types of calcium antagonists in conscious spontaneously hypertensive rats. Br J Pharmacol. 1988 Aug;94(4):1218-24. doi: 10.1111/j.1476-5381.1988.tb11641.x. PMID: 3207982; PMCID: PMC1854092.
2: Gautier P, Guiraudou P, Sauviat MP. Electrophysiological effects of diclofurime on rabbit and frog atrial heart muscle. Br J Pharmacol. 1987 Apr;90(4):717-25. doi: 10.1111/j.1476-5381.1987.tb11225.x. Erratum in: Br J Pharmacol 1987 Jul;91(3):following 708. PMID: 3580705; PMCID: PMC1917206.
3: Mir AK, Spedding M. Calcium antagonist properties of diclofurime isomers. II. Molecular aspects: allosteric interactions with dihydropyridine recognition sites. J Cardiovasc Pharmacol. 1987 Apr;9(4):469-77. doi: 10.1097/00005344-198704000-00012. PMID: 2438510.
4: Godin M, Fillastre JP, Revert C, Borsa F, Reumont G, Viotte G. Le diclofurime: un nouvel antihypertenseur. Efficacité et tolérance rénale [Diclofurime: a new antihypertensive agent. Effectiveness and kidney tolerance]. Arch Mal Coeur Vaiss. 1981 Jun;74 Spec No:79-89. French. PMID: 6794531.
5: Spedding M, Gittos M, Mir AK. Calcium antagonist properties of diclofurime isomers. I. Functional aspects. J Cardiovasc Pharmacol. 1987 Apr;9(4):461-8. doi: 10.1097/00005344-198704000-00011. PMID: 2438509.
6: Letac B, Chevallier B, Cribier A, Barthes P. Le diclofurime, nouvel hypotenseur majeur. Etude chez 24 malades [Diclofurime, a new major hypotensive agent. Clinical study in 24 patients (author's transl)]. Nouv Presse Med. 1980 Mar 1;9(10):701-4. French. PMID: 7375348.
7: Schleifer KJ, Tot E. Pharmacophore modelling of structurally unusual diltiazem mimics at L-type calcium channels. J Comput Aided Mol Des. 2000 Jul;14(5):427-33. doi: 10.1023/a:1008188505899. PMID: 10896315.
8: Le Fur JM, Labaune JP. Metabolic pathway by cleavage of a furan ring. Xenobiotica. 1985 Jul;15(7):567-77. doi: 10.3109/00498258509045886. PMID: 4049897.
9: Spedding M, Berg C. Interactions between a "calcium channel agonist", Bay K 8644, and calcium antagonists differentiate calcium antagonist subgroups in K+-depolarized smooth muscle. Naunyn Schmiedebergs Arch Pharmacol. 1984 Nov;328(1):69-75. doi: 10.1007/BF00496109. PMID: 6083458.
10: Staudinger R, Knaus HG, Glossmann H. Positive heterotropic allosteric regulators of dihydropyridine binding increase the Ca2+ affinity of the L-type Ca2+ channel. Stereoselective reversal by the novel Ca2+ antagonist BM 20.1140. J Biol Chem. 1991 Jun 15;266(17):10787-95. PMID: 1645709.
