4-Iodopropofol

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = 477222419

| IUPAC_name = 2,6-diisopropyl-4-iodophenol

| image = 4-iodopropofol.png

| tradename =

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| CAS_number_Ref = {{cascite|changed|??}}

| CAS_number = 169255-48-5

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

| UNII = 6WD5JT8TB8

| ATC_prefix =

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| PubChem = 9882905

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

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

| ChemSpiderID = 8058580

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 53267

| chemical_formula =

| C=12 | H=17 | I=1 | O=1

| smiles = Oc1c(C(C)C)cc(I)cc1C(C)C

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

| StdInChI = 1S/C12H17IO/c1-7(2)10-5-9(13)6-11(8(3)4)12(10)14/h5-8,14H,1-4H3

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

| StdInChIKey = JMJHJCFWTNRPEI-UHFFFAOYSA-N

}}

4-Iodopropofol is a drug derived from the commonly used sedative anaesthetic agent, propofol. 4-Iodopropofol has similar effects to propofol on isolated receptors, acting primarily as a GABA_A positive modulator and sodium channel blocker,{{cite journal | vauthors = Trapani G, Latrofa A, Franco M, Altomare C, Sanna E, Usala M, Biggio G, Liso G | display-authors = 6 | title = Propofol analogues. Synthesis, relationships between structure and affinity at GABAA receptor in rat brain, and differential electrophysiological profile at recombinant human GABAA receptors | journal = Journal of Medicinal Chemistry | volume = 41 | issue = 11 | pages = 1846–54 | date = May 1998 | pmid = 9599235 | doi = 10.1021/jm970681h }}{{cite journal | vauthors = Lingamaneni R, Krasowski MD, Jenkins A, Truong T, Giunta AL, Blackbeer J, MacIver MB, Harrison NL, Hemmings HC | s2cid = 19229035 | display-authors = 6 | title = Anesthetic properties of 4-iodopropofol: implications for mechanisms of anesthesia | journal = Anesthesiology | volume = 94 | issue = 6 | pages = 1050–7 | date = June 2001 | pmid = 11465597 | doi = 10.1097/00000542-200106000-00020 | doi-access = free }}{{cite journal | vauthors = Krasowski MD, Hong X, Hopfinger AJ, Harrison NL | title = 4D-QSAR analysis of a set of propofol analogues: mapping binding sites for an anesthetic phenol on the GABA(A) receptor | journal = Journal of Medicinal Chemistry | volume = 45 | issue = 15 | pages = 3210–21 | date = July 2002 | pmid = 12109905 | pmc = 2864546 | doi = 10.1021/jm010461a }}{{cite journal | vauthors = Haeseler G, Karst M, Foadi N, Gudehus S, Roeder A, Hecker H, Dengler R, Leuwer M | display-authors = 6 | title = High-affinity blockade of voltage-operated skeletal muscle and neuronal sodium channels by halogenated propofol analogues | journal = British Journal of Pharmacology | volume = 155 | issue = 2 | pages = 265–75 | date = September 2008 | pmid = 18574460 | pmc = 2538694 | doi = 10.1038/bjp.2008.255 }} but when given to animals it has only anxiolytic and anticonvulsant effects, lacking the strong sedative-hypnotic profile of propofol.{{cite journal | vauthors = Sanna E, Motzo C, Usala M, Serra M, Dazzi L, Maciocco E, Trapani G, Latrofa A, Liso G, Biggio G | display-authors = 6 | title = Characterization of the electrophysiological and pharmacological effects of 4-iodo-2,6-diisopropylphenol, a propofol analogue devoid of sedative-anaesthetic properties | journal = British Journal of Pharmacology | volume = 126 | issue = 6 | pages = 1444–54 | date = March 1999 | pmid = 10217539 | pmc = 1565920 | doi = 10.1038/sj.bjp.0702449 }}