Imolamine
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| Skeletal formula | |
| Space-filling model | |
| Clinical data | |
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| Trade names | Angolon, Angoril, Circuline, Irri-Cor, Irrigor, Coremax |
| ATC code | |
| Identifiers | |
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| CAS Number | |
| PubChem CID | |
| DrugBank | |
| ChemSpider | |
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| ChEMBL | |
| E number | {{#property:P628}} |
| CompTox Dashboard (EPA) |
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| ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value). |
| Chemical and physical data | |
| Formula | C14H20N4O |
| Molar mass | 260.341 g·mol−1 |
| 3D model (JSmol) | |
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| Error creating thumbnail: check (what is this?) (verify) | |
Imolamine (INN, BAN; brand names Angolon, Angoril, Circuline, Irri-Cor, Irrigor, Coremax) is a coronary vasodilator which is used in the treatment of angina pectoris and as a local anesthetic.[1][2]
Synthesis
[edit | edit source]Butalamine has very similar synthesis but is alkylated on the alternate nitrogen position.
The reaction of benzoylchloride oxime [698-16-8] (2) with Cyanamide (3) gives 3-Phenyl-1,2,4-oxadiazol-5-amine [3663-37-4] (4). Alkylation with 2-chlorotriethylamine [100-35-6] (5) in the presence of KOH base occurs at the endocyclic ring nitrogen completing the synthesis of imolamine (6).
EFforts towards Onepot method (section 2.5 & 2.6).
References
[edit | edit source]- ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
- ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
- ^ Anne Rolland, EP 0191253 (1986 to Laboratoires Albert Rolland SA).
- ^ Anne Rolland, FR 2576789 (1986 to Laboratoires Albert Rolland SA).
- ^ FR2023M idem J M D Aron-Samuel & J J Sterne, GB 1010231 (1965-11-17).
