14-Hydroxydihydrocodeine

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = 477208997

| IUPAC_name = 3,14-dihydroxy-6-methoxy-4,5α-epoxy-17-methylmorphinan

| image = 14-Hydroxydihydrocodeine.svg

| alt = Skeletal formula

| width = 210

| image2 = 14-Hydroxydihydrocodeine molecule ball.png

| alt2 = Ball-and-stick model

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| CAS_number_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 75CDM1Q08M

| CAS_number = 7183-69-9

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| PubChem = 5360241

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 4514458

| synonyms =

| C=18 | H=23 | N=1 | O=4

| smiles = COc5ccc1CC2C4(O)CCC(O)C3Oc5c1C34CCN2C

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C18H23NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,11,13,16,20-21H,5-9H2,1-2H3/t11-,13+,16-,17-,18+/m0/s1

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = LHTAJTFGGUDLRH-QMVVXIJUSA-N

}}

14-Hydroxydihydrocodeine (RAM-318) is an opiate analgesic drug, which is also an active metabolite of oxycodone and hydromorphinol.{{ cite journal | url = http://www.unodc.org/unodc/en/data-and-analysis/bulletin/bulletin_1959-01-01_3_page002.html | first = David | last = Ginsburg | name-list-style = vanc | title = Some recent advances in the chemistry of the opium alkaloids | journal = UNODC Bulletin on Narcotics | year = 1959 | issue = 3 }}{{cite journal | vauthors = Ishida T, Oguri K, Yoshimura H | title = Isolation and identification of urinary metabolites of oxycodone in rabbits | journal = Drug Metabolism and Disposition | volume = 7 | issue = 3 | pages = 162–5 | year = 1979 | pmid = 38087 }} 14-Hydroxydihydrocodeine is not currently marketed in any developed country, but has been of interest to pharmaceutical companies looking for new analgesics and antitussives.