sameridine

{{Short description|Chemical compound}}

{{Drugbox

| verifiedrevid = 447992923

| IUPAC_name = N-ethyl-1-hexyl-N-methyl-4-phenylpiperidine-4-carboxamide

| image = Sameridine.svg

| width = 160

| tradename =

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| legal_CA =

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| legal_US =

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| bioavailability =

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| CAS_number = 143257-97-0

| ATC_prefix = none

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| PubChem = 65996

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

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

| ChemSpiderID = 59388

| ChEMBL = 2104504

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

| UNII = NQP2Y50Y6B

| C=21 | H=34 | N=2 | O=1

| smiles = O=C(N(CC)C)C2(c1ccccc1)CCN(CCCCCC)CC2

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

| StdInChI = 1S/C21H34N2O/c1-4-6-7-11-16-23-17-14-21(15-18-23,20(24)22(3)5-2)19-12-9-8-10-13-19/h8-10,12-13H,4-7,11,14-18H2,1-3H3

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

| StdInChIKey = TYWUGCGYWNSRPS-UHFFFAOYSA-N

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Sameridine is a 4-phenylpiperidine derivative that is related to the opioid analgesic drug pethidine (meperidine).

Sameridine has an unusual pharmacological profile, being both a local anaesthetic and a μ-opioid partial agonist.{{cite journal | vauthors = Modalen AO, Westman L, Arlander E, Eriksson LI, Lindahl SG | title = Hypercarbic and hypoxic ventilatory responses after intrathecal administration of bupivacaine and sameridine | journal = Anesthesia and Analgesia | volume = 96 | issue = 2 | pages = 570–5, table of contents | date = February 2003 | pmid = 12538214 | doi = 10.1097/00000539-200302000-00049 }} It is currently under development for use in surgical anasthesia, mainly administered by intrathecal infusion.{{cite journal | vauthors = Mulroy MF, Greengrass R, Ganapathy S, Chan V, Heierson A | title = Sameridine is safe and effective for spinal anesthesia: a comparative dose-ranging study with lidocaine for inguinal hernia repair | journal = Anesthesia and Analgesia | volume = 88 | issue = 4 | pages = 815–21 | date = April 1999 | pmid = 10195530 | doi = 10.1097/00000539-199904000-00025 | doi-access = free }} It produces less respiratory depression than morphine, even at a high dose, and produces no respiratory depression at a low dose.{{cite journal | vauthors = Osterlund Modalen A, Arlander E, Eriksson LI, Lindahl SG | title = The effects on hypercarbic ventilatory response of sameridine compared to morphine and placebo | journal = Anesthesia and Analgesia | volume = 92 | issue = 2 | pages = 529–34 | date = February 2001 | pmid = 11159263 | doi = 10.1097/00000539-200102000-00046 | doi-access = free }}

Sameridine is not currently a controlled drug, although if approved for medical use it will certainly be a prescription medicine, and it would probably be assigned to one of the controlled drug schedules in more restrictive jurisdictions such as Australia and the United States, especially if it were found to be addictive in animals.