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hexobendine
Sign in to saveHexobendine is a vasodilator that acts as an adenosine reuptake inhibitor.
In the Vinony graph
Vinony's link graph records 225 inbound references to hexobendine, and connects out to adenosine receptor, diquafosol and copper.
It sits within the topics Adenosine reuptake inhibitors, Amines and Benzoate esters.
Vinony links it to 5 Wikipedia language editions.
Chemical data
- Formula
- C30H44N2O10
- Molecular weight
- 592.7 g/mol
- IUPAC name
- 3-[methyl-[2-[methyl-[3-(3,4,5-trimethoxybenzoyl)oxypropyl]amino]ethyl]amino]propyl 3,4,5-trimethoxybenzoate
- SMILES
- CN(CCCOC(=O)C1=CC(=C(C(=C1)OC)OC)OC)CCN(C)CCCOC(=O)C2=CC(=C(C(=C2)OC)OC)OC
- InChIKey
- KRQAMFQCSAJCRH-UHFFFAOYSA-N
- XLogP
- 3.9
- Polar surface area
- 114 Ų
- H-bond donors
- 0
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
141 papers- [Studies on the pharmacokinetics of hexobendine in rats. I. Distribution following i.v. administration (author's transl)].Arzneimittel-Forschung · 1975
- [Review of the literature and report of experiments relating to the coronaroactive drug, hexobendine].Minerva cardioangiologica · 1972
- [Influence of hexobendine, prenylamine and verapamil on the contractile response of isolated rabbit left atria and aortae to calcium (author's transl)].Nihon yakurigaku zasshi. Folia pharmacologica Japonica · 1977
- [Effects of hexobendine on adenosine metabolism and myocardial energy metabolism (author's transl)].Nihon yakurigaku zasshi. Folia pharmacologica Japonica · 1978
- [Clinical experience with N,N'-dimethyl-N,N'-bis-(3-(3',4',5'-trimethoxybenzoyloxy)-propyl)-ethylenediamine dihydrochloride (hexobendine)].Arzneimittel-Forschung · 1968
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 592.3
Show 3 more facts
- chemical formula
- C₃₀H₄₄N₂O₁₀
- canonical SMILES
- CN(CCCOC(=O)C1=CC(=C(C(=C1)OC)OC)OC)CCN(C)CCCOC(=O)C2=CC(=C(C(=C2)OC)OC)OC
- subject has role
- vasodilator agent
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- See also
- References
Hexobendine is a vasodilator that acts as an adenosine reuptake inhibitor.
==Synthesis== Hexobendine can be synthesized starting with a reaction between 3,4,5-trimethoxybenzoyl chloride (1) and 3-chloropropanol (2) to give the corresponding ester, 3-chloropropyl 3,4,5-trimethoxybenzoate (3). The last step involves the reaction between two molar equivalents of 3 with one molar equivalent of 1,2-dimethylethylenediamine (4) completing the synthesis of hexobendine (5). thumb|500px|left| Synthesis of hexobendine
Excerpted from Wikipedia’s “hexobendine” article, available under the CC BY-SA 4.0 licence.