Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Flutazolam: Difference between pages

{{Short description|Benzodiazepam}}

{{distinguish|Fluetizolam}}

| Watchedfields = changed

| verifiedrevid = 461102637

| IUPAC_name = 10-chloro-11''b''-(2-fluorophenyl)-7-(2-hydroxyethyl)-3,5-dihydro-2''H''-[1,3]oxazolo[3,2-''d''][1,4]benzodiazepin-6-one

| width = 155

| image2 = Flutazolam ball-and-stick.png

| width2 = 160

| tradename = Coreminal <small>([[Japan|JP]])</small>

| legal_US = Unscheduled

| legal_status = In general: unscheduled, Rx-only in Japan

| metabolism = Hepatic

| elimination_half-life = 3.5 hours (parent compound); 47-100 hours (major metabolite)

| routes_of_administration = Oral

| excretion =

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

| CAS_number = 27060-91-9

| ATC_prefix =

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

| ChEMBL = 1697836

<!--Chemical data-->

| C=19 | H=18 | Cl=1 | F=1 | N=2 | O=3

'''Flutazolam'''<ref>{{cite patent | country = DE | number = 1952486 }}</ref> ('''Coreminal''', MS-4101) is a drug which is a [[benzodiazepine]] derivative. It was invented in Japan, and this is the main country in which it has been used medically. It has [[sedative]], [[muscle relaxant]], [[anticonvulsant]], and [[anxiolytic]] effects similar to those produced by other benzodiazepine derivatives, and though it is around the same potency as [[diazepam]], it produces a more marked sedation and impaired coordination. It is indicated for the treatment of [[insomnia]].<ref>Mitsushima T, Ueki S. Psychopharmacological effects of flutazolam (MS-4101). ''Nippon Yakurigaku Zasshi''. 1978 Nov;74(8):959-79. (Japanese).</ref> Its major active metabolite is n-[[desalkylflurazepam]], also known as norflurazepam, which is also a principal metabolite of [[flurazepam]] (trade name Dalmane).<ref>{{cite journal | vauthors = Miyaguchi H, Kuwayama K, Tsujikawa K, Kanamori T, Iwata YT, Inoue H, Kishi T | title = A method for screening for various sedative-hypnotics in serum by liquid chromatography/single quadrupole mass spectrometry | journal = Forensic Science International | volume = 157 | issue = 1 | pages = 57–70 | date = February 2006 | pmid = 15869852 | doi = 10.1016/j.forsciint.2005.03.011 }}</ref> While flutazolam has a very short half-life of only 3.5 hours, n-desalkylflurazepam has a long half-life of between 47–100 hours.<ref name="Prescribing Information for Dalmane">{{cite web |title=Dalmane Prescribing Information |url=https://www.accessdata.fda.gov/drugsatfda_docs/label/2007/016721s076lbl.pdf |website=Prescribing Information for Dalmane |publisher=FDA |access-date=3 April 2022}}</ref>

Flutazolam is closely related in structure to another benzodiazepine, [[haloxazolam]].<ref>{{cite journal | vauthors = Kuwayama T, Kurono Y, Muramatsu T, Yashiro T, Ikeda K | title = The behavior of 1,4-benzodiazepine drugs in acidic media. V. Kinetics of hydrolysis of flutazolam and haloxazolam in aqueous solution. | journal = Chemical and Pharmaceutical Bulletin | date = January 1986 | volume = 34 | issue = 1 | pages = 320–6 | doi = 10.1248/cpb.34.320 | pmid = 2870816 | doi-access = free }}</ref><ref name="pmid2894449">{{cite journal | vauthors = Yashiro T, Kuwayama T, Kawazura H, Suzuki T | title = [The behavior of 1,4-benzodiazepine drugs in acidic media. IX. Effect of hydrolyzate of flutazolam on the central nervous system] | language = ja | journal = Yakugaku Zasshi: Journal of the Pharmaceutical Society of Japan | volume = 107 | issue = 10 | pages = 830–4 | date = October 1987 | pmid = 2894449 | doi = 10.1248/yakushi1947.107.10_830 | doi-access = free }}</ref>

== See also ==

*[[Benzodiazepine]]

*[[Flurazepam]]

*N-[[desalkylflurazepam]]

== References ==

{{reflist}}

{{Benzodiazepines}}

{{GABAAR PAMs}}

[[Category:Primary alcohols]]

[[Category:Chloroarenes]]

[[Category:GABAA receptor positive allosteric modulators]]

[[Category:Lactams]]

[[Category:2-Fluorophenyl compounds]]

[[Category:Oxazolobenzodiazepines]]