Dilazep
Chemical compound
- C01DX10 (WHO)
- 3-(4-{3-[(3,4,5-Trimethoxyphenyl)carbonyloxy]propyl}-1,4-diazepan-1-yl)propyl 3,4,5-trimethoxybenzoate
- 35898-87-4
Y
- 3074
- 4717
- 2965 Y
- F8KLC2BD5Z
- D07843 Y
- CHEBI:92842
- ChEMBL126075 Y
- DTXSID9045425
- Interactive image
- O=C(OCCCN2CCCN(CCCOC(=O)c1cc(OC)c(OC)c(OC)c1)CC2)c3cc(OC)c(OC)c(OC)c3
InChI
- InChI=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,7-17H2,1-6H3Y
- Key:QVZCXCJXTMIDME-UHFFFAOYSA-NY
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 homopiperazine [19970-80-0] (3). Esterification by reaction with 3,4,5-Trimethoxybenzoyl Chloride [4521-61-3] (4) completed the synthesis of Dilazep (5).
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.
- ^ GB1107470 idem Herbert Arnold, Kurt Pahls, Rolf Rebling,Norbert Brock, Hans-Dieter Lenke, U.S. patent 3,532,685 (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.
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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