Dibutyrylmorphine (original) (raw)
Dibutyrylmorphine (also known as dibutanoylmorphine) is the 3,6-dibutyryl ester of morphine, first synthesized by the CR Alders Wright organization in the United Kingdom in 1875. In animal studies its potency as an analgesic is higher compared to morphine, but lower than that of heroin. Its structure is similar to that of other morphine esters such as heroin and nicomorphine. In many countries it is controlled as an ester of a controlled substance.
| Property | Value |
|---|---|
| dbo:abstract | Dibutyrylmorphine (also known as dibutanoylmorphine) is the 3,6-dibutyryl ester of morphine, first synthesized by the CR Alders Wright organization in the United Kingdom in 1875. In animal studies its potency as an analgesic is higher compared to morphine, but lower than that of heroin. Its structure is similar to that of other morphine esters such as heroin and nicomorphine. In many countries it is controlled as an ester of a controlled substance. Esters of morphine were first produced by boiling morphine in acids or acid anhydrides including acetic, formic, propanoic, benzoic, butyric, and others, forming numerous mono-, di-, and tetraesters. Some of these were later researched further by others and some were eventually marketed. They included heroin, the first designer drugs which were produced in the late 1920s to replace heroin when it was outlawed by the League of Nations, medicinal drugs such as nicomorphine and others. Some of the corresponding esters of codeine, dihydrocodeine, dihydromorphine, isocodeine were also developed, such as the cough suppressant nicocodeine. The 3,6-diesters of morphine are drugs with more rapid and complete central nervous system penetration due to increased lipid solubility and other structural considerations. (en) |
| dbo:casNumber | 66641-03-0 |
| dbo:pubchem | 5490372 |
| dbo:thumbnail | wiki-commons:Special:FilePath/Dibutyrylmorphine_Structure.svg?width=300 |
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| dbo:wikiPageRevisionID | 1090160609 (xsd:integer) |
| dbo:wikiPageWikiLink | dbc:4,5-Epoxymorphinans dbc:Morphine dbc:Mu-opioid_receptor_agonists dbc:Opioids dbc:Prodrugs dbc:Semisynthetic_opioids dbr:Ester dbr:Codeine dbr:Morphine dbr:Analgesic dbc:Catechol_ethers dbc:Euphoriants dbr:Acid_anhydride dbr:Nicocodeine dbr:Nicomorphine dbr:Heroin dbr:Isocodeine dbr:Dihydrocodeine dbr:Dihydromorphine dbr:Designer_drugs |
| dbp:alt | Skeletal formula of dibutyrylmorphine (en) |
| dbp:atcPrefix | none (en) |
| dbp:c | 25 (xsd:integer) |
| dbp:casNumber | 66641 (xsd:integer) |
| dbp:chemspiderid | 4590341 (xsd:integer) |
| dbp:h | 31 (xsd:integer) |
| dbp:iupacName | 78 (xsd:integer) |
| dbp:legalAu | S8 (en) |
| dbp:legalCa | Schedule I (en) |
| dbp:legalDe | Anlage I (en) |
| dbp:legalUk | Class A (en) |
| dbp:n | 1 (xsd:integer) |
| dbp:o | 5 (xsd:integer) |
| dbp:pubchem | 5490372 (xsd:integer) |
| dbp:routesOfAdministration | Oral, intravenous, intranasal, sublingual (en) |
| dbp:smiles | CCCCOC1C=CC2C3CC4=C5C2CCN3C (en) |
| dbp:stdinchi | 1 (xsd:integer) |
| dbp:stdinchikey | DOTAVBXFXPVSAS-OAQLGNTPSA-N (en) |
| dbp:verifiedfields | changed (en) |
| dbp:watchedfields | changed (en) |
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| dcterms:subject | dbc:4,5-Epoxymorphinans dbc:Morphine dbc:Mu-opioid_receptor_agonists dbc:Opioids dbc:Prodrugs dbc:Semisynthetic_opioids dbc:Catechol_ethers dbc:Euphoriants |
| gold:hypernym | dbr:Ester |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q8386 dbo:ChemicalCompound dbo:Drug |
| rdfs:comment | Dibutyrylmorphine (also known as dibutanoylmorphine) is the 3,6-dibutyryl ester of morphine, first synthesized by the CR Alders Wright organization in the United Kingdom in 1875. In animal studies its potency as an analgesic is higher compared to morphine, but lower than that of heroin. Its structure is similar to that of other morphine esters such as heroin and nicomorphine. In many countries it is controlled as an ester of a controlled substance. (en) |
| rdfs:label | Dibutyrylmorphine (en) |
| owl:sameAs | yago-res:Dibutyrylmorphine wikidata:Dibutyrylmorphine https://global.dbpedia.org/id/2Mvfe |
| prov:wasDerivedFrom | wikipedia-en:Dibutyrylmorphine?oldid=1090160609&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/Dibutyrylmorphine_Structure.svg |
| foaf:isPrimaryTopicOf | wikipedia-en:Dibutyrylmorphine |
| is dbo:wikiPageRedirects of | dbr:C25H31NO5 |
| is dbo:wikiPageWikiLink of | dbr:List_of_opioids dbr:C25H31NO5 dbr:Acetylpropionylmorphine |
| is foaf:primaryTopic of | wikipedia-en:Dibutyrylmorphine |
