| Verifiedrevid | 459890244 |
|---|---|
| Iupac name | 3-(4-{3-[(3,4,5-Trimethoxyphenyl)carbonyloxy]propyl}-1,4-diazepan-1-yl)propyl 3,4,5-trimethoxybenzoate |
| Tradename | Comelian Kowa |
| Cas number | 35898-87-4 |
| Iuphar ligand | 4717 |
| Atc prefix | C01 |
| Atc suffix | DX10 |
| Pubchem | 3074 |
| Unii | F8KLC2BD5Z |
| Kegg | D07843 |
| Chebi | 92842 |
| Chembl | 126075 |
| Chemspiderid | 2965 |
| Smiles | O=C(OCCCN2CCCN(CCCOC(=O)c1cc(OC)c(OC)c(OC)c1)CC2)c3cc(OC)c(OC)c(OC)c3 |
| Stdinchi | 1S/C31H44N2O10/c1-36-24-18-22(19-25(37-2)28(24)40-5)30(34)42-16-8-12-32-10-7-11-33(15-14-32)13-9-17-43-31(35)23-20-26(38-3)29(41-6)27(21-23)39-4/h18-21H,7-17H2,1-6H3 |
| Stdinchikey | QVZCXCJXTMIDME-UHFFFAOYSA-N |
| C | 31 |
| H | 44 |
| N | 2 |
| O | 10 |
Dilazep is a vasodilator that acts as an adenosine reuptake inhibitor.[1][2]
It is used for the treatment of cardiopathy and renal disorders.[3]
Synthesis
The reaction of bis(3-hydroxypropyl)ethylene diamine (1) with 1-bromo-3-chloropropane (2) gives the homopiperazine derivative 3. Esterification by reaction with 3,4,5-trimethoxybenzoyl chloride (4) completes the synthesis of dilazep (5).[4][5][6]
See also
- Hexobendine, a drug with similar chemical structure
References
- ^ Deguchi H, Takeya H, Wada H, Gabazza EC, Hayashi N, Urano H, Suzuki K (September 1997). "Dilazep, an antiplatelet agent, inhibits tissue factor expression in endothelial cells and monocytes". Blood. 90 (6): 2345–56. doi:10.1182/blood.V90.6.2345. PMID 9310485
- ^ PubChem. "Dilazep". pubchem.ncbi.nlm.nih.gov. Retrieved 2021-08-18.
- ^ "Pharmaceuticals". Kowa Company Ltd.
- ^ Thieme
- ^ GB1107470 idem Herbert Arnold, Kurt Pahls, Rolf Rebling,Norbert Brock, Hans-Dieter Lenke, (1970 to Asta Werke Ag Chem Fab)
- ^ Schlögl, K. & Schlögl, R. (1964). "Über pharmakodynamisch wirksame 3,4,5-Trimethoxybenzoate und verwandte Ester von symmetrischen Bis-hydroxyalkylpiperazinen und-dialkylpolymethylendiaminen". Monatshefte für Chemie. 95 (3): 922–941. doi:10.1007/BF00908805