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| Drugs.com = {{drugs.com|international|fludiazepam}} |
| Drugs.com = {{drugs.com|international|fludiazepam}} |
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| pregnancy_category = |
| pregnancy_category = |
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| legal_BR = B1 |
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| legal_BR_comment = <ref>{{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-03-31 |title=RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |url-status=live |archive-url=https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |archive-date=2023-08-03 |access-date=2023-08-16 |publisher=[[Diário Oficial da União]] |language=pt-BR |publication-date=2023-04-04}}</ref> |
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| legal_CA = Schedule IV |
| legal_CA = Schedule IV |
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| legal_DE = Anlage III |
| legal_DE = Anlage III |
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| legal_US = Schedule IV |
| legal_US = Schedule IV |
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| routes_of_administration = Oral ([[Tablet (pharmacy)|tablets]]) |
| routes_of_administration = Oral ([[Tablet (pharmacy)|tablets]]) |
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| class = [[Benzodiazepine]] |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=16 | H=12 | Cl=1 | F=1 | N=2 | O=1 |
| C=16 | H=12 | Cl=1 | F=1 | N=2 | O=1 |
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| molecular_weight = 302.7 |
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| smiles = O=C1CN=C(C2=CC=CC=C2F)C3=CC(Cl)=CC=C3N1C |
| smiles = O=C1CN=C(C2=CC=CC=C2F)C3=CC(Cl)=CC=C3N1C |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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}} |
}} |
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'''Fludiazepam''',<ref> US Patent 3371085 5-aryl-3h-1,4-benzodiazepin-2(1h)-ones</ref> marketed under the brand name '''Erispan''' ('''エリスパン''')<ref>{{cite journal | vauthors = Su TP, Chen TJ, Hwang SJ, Chou LF, Fan AP, Chen YC | title = Utilization of psychotropic drugs in Taiwan: an overview of outpatient sector in 2000 | journal = Zhonghua Yi Xue Za Zhi (Chinese Medical Journal; Free China Ed) | volume = 65 | issue = 8 | pages = 378–91 | date = August 2002 | pmid = 12455808 }}</ref><ref>{{cite web|url=http://www.non-benzodiazepines.org.uk/benzodiazepine-names.html |title=Benzodiazepine Names |access-date=2008-12-29 |publisher=non-benzodiazepines.org.uk |url-status=dead |archive-url=https://web.archive.org/web/20081208054743/http://www.non-benzodiazepines.org.uk/benzodiazepine-names.html |archive-date=2008-12-08 }}</ref> is a potent [[benzodiazepine]] and 2ʹ-fluoro derivative of [[diazepam]],<ref>{{cite journal | vauthors = Neville GA, Beckstead HD, Shurvell HF | title = A Fourier transform-Raman and infrared vibrational study of delorazepam, fludiazepam, flurazepam, and tetrazepam | journal = Journal of Pharmaceutical Sciences | volume = 83 | issue = 2 | pages = 143–51 | date = February 1994 | pmid = 7909552 | doi = 10.1002/jps.2600830207 }}</ref> originally developed by [[ |
'''Fludiazepam''',<ref> US Patent 3371085 5-aryl-3h-1,4-benzodiazepin-2(1h)-ones</ref> marketed under the brand name '''Erispan''' ('''エリスパン''')<ref>{{cite journal | vauthors = Su TP, Chen TJ, Hwang SJ, Chou LF, Fan AP, Chen YC | title = Utilization of psychotropic drugs in Taiwan: an overview of outpatient sector in 2000 | journal = Zhonghua Yi Xue Za Zhi (Chinese Medical Journal; Free China Ed) | volume = 65 | issue = 8 | pages = 378–91 | date = August 2002 | pmid = 12455808 }}</ref><ref>{{cite web|url=http://www.non-benzodiazepines.org.uk/benzodiazepine-names.html |title=Benzodiazepine Names |access-date=2008-12-29 |publisher=non-benzodiazepines.org.uk |url-status=dead |archive-url=https://web.archive.org/web/20081208054743/http://www.non-benzodiazepines.org.uk/benzodiazepine-names.html |archive-date=2008-12-08 }}</ref> is a potent [[benzodiazepine]] and 2ʹ-fluoro derivative of [[diazepam]],<ref>{{cite journal | vauthors = Neville GA, Beckstead HD, Shurvell HF | title = A Fourier transform-Raman and infrared vibrational study of delorazepam, fludiazepam, flurazepam, and tetrazepam | journal = Journal of Pharmaceutical Sciences | volume = 83 | issue = 2 | pages = 143–51 | date = February 1994 | pmid = 7909552 | doi = 10.1002/jps.2600830207 }}</ref> originally developed by [[Roche|Hoffmann-La Roche]] in the 1960s.<ref>US Patent 3299053 -ARYL-JH-L,X-BENZODIAZEPIN-Z(LH)-ONES</ref> It is marketed in [[Japan]] and [[Taiwan]]. {{cn|date=March 2016}} It exerts its pharmacological properties via enhancement of GABAergic inhibition.<ref>{{cite journal | vauthors = Tsuchiya T, Fukushima H | title = Effects of benzodiazepines and pentobarbitone on the gaba-ergic recurrent inhibition of hippocampal neurons | journal = European Journal of Pharmacology | volume = 48 | issue = 4 | pages = 421–4 | date = April 1978 | pmid = 648585 | doi = 10.1016/0014-2999(78)90169-3 }}</ref> Fludiazepam has 4 times more binding affinity for [[GABAA receptor|benzodiazepine receptors]] than [[diazepam]].<ref>{{cite journal | vauthors = Nakatsuka I, Shimizu H, Asami Y, Katoh T, Hirose A, Yoshitake A | title = Benzodiazepines and their metabolites: relationship between binding affinity to the benzodiazepine receptor and pharmacological activity | journal = Life Sciences | volume = 36 | issue = 2 | pages = 113–9 | date = January 1985 | pmid = 2857046 | doi = 10.1016/0024-3205(85)90089-X }}</ref> It possesses [[anxiolytic]],<ref>{{cite journal | vauthors = Okada S, Ichiki K, Tanokuchi S, Ishii K, Hamada H, Ota Z | title = Effect of an anxiolytic on lipid profile in non-insulin-dependent diabetes mellitus | journal = The Journal of International Medical Research | volume = 22 | issue = 6 | pages = 338–42 | year = 1994 | pmid = 7895897 | doi = 10.1177/030006059402200605 | s2cid = 9591519 }}</ref><ref>{{cite journal | vauthors = Okada S, Ichiki K, Tanokuchi S, Ishii K, Hamada H, Ota Z | title = Improvement of stress reduces glycosylated haemoglobin levels in patients with type 2 diabetes | journal = The Journal of International Medical Research | volume = 23 | issue = 2 | pages = 119–22 | year = 1995 | pmid = 7601294 | doi = 10.1177/030006059502300205 | s2cid = 12865838 }}</ref><ref>{{cite journal | vauthors = Okada S, Ichiki K, Tanokuchi S, Ishii K, Hamada H, Ota Z | title = How blood pressure in patients with non-insulin-dependent diabetes mellitus is influenced by stress | journal = The Journal of International Medical Research | volume = 23 | issue = 5 | pages = 377–80 | year = 1995 | pmid = 8529781 | doi = 10.1177/030006059502300508 | s2cid = 42485678 }}</ref> [[anticonvulsant]], [[sedative]], [[hypnotic]] and [[skeletal muscle relaxant]] properties.<ref>{{cite journal | vauthors = Inoue H, Maeno Y, Iwasa M, Matoba R, Nagao M | title = Screening and determination of benzodiazepines in whole blood using solid-phase extraction and gas chromatography/mass spectrometry | journal = Forensic Science International | volume = 113 | issue = 1–3 | pages = 367–73 | date = September 2000 | pmid = 10978650 | doi = 10.1016/S0379-0738(00)00226-7 }}</ref> Fludiazepam has been used recreationally.<ref>{{cite journal | vauthors = Shimamine M, Masunari T, Nakahara Y | title = [Studies on identification of drugs of abuse by diode array detection. I. Screening-test and identification of benzodiazepines by HPLC-DAD with ICOS software system] | journal = Eisei Shikenjo Hokoku. Bulletin of National Institute of Hygienic Sciences | issue = 111 | pages = 47–56 | year = 1993 | pmid = 7920567 }}</ref> |
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== See also == |
== See also == |
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== External links == |
== External links == |
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* {{cite web|title=エリスパンフルジアゼパム錠0.25mg,細粒0.1% Erispan (fludiazepam tablets 0.25 mg, fine granules 0.1%) Prescribing Information.|url=https://ds-pharma.jp/product/erispan/pdf/erispan_tabfgr_tenpu.pdff|publisher=Sumitomo Dainippon Pharma|language=ja}}{{Dead link|date=March 2023 |bot=InternetArchiveBot |fix-attempted=yes }} |
* {{cite web|title=エリスパンフルジアゼパム錠0.25mg,細粒0.1% Erispan (fludiazepam tablets 0.25 mg, fine granules 0.1%) Prescribing Information.|url=https://ds-pharma.jp/product/erispan/pdf/erispan_tabfgr_tenpu.pdff|publisher=Sumitomo Dainippon Pharma|language=ja}}{{Dead link|date=March 2023 |bot=InternetArchiveBot |fix-attempted=yes }} |
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* {{in lang|ja}} [http://www.ds-pharma.co.jp Official Dainippon Sumitomo Pharma Website] |
* {{in lang|ja}} [http://www.ds-pharma.co.jp Official Dainippon Sumitomo Pharma Website] {{Webarchive|url=https://web.archive.org/web/20200701040155/http://www.ds-pharma.co.jp/ |date=2020-07-01 }} |
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{{Benzodiazepines}} |
{{Benzodiazepines}} |
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[[Category:Chloroarenes]] |
[[Category:Chloroarenes]] |
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[[Category:Fluoroarenes]] |
[[Category:Fluoroarenes]] |
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[[Category:GABAA receptor positive allosteric modulators]] |
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{{musculoskeletal-drug-stub}} |
{{musculoskeletal-drug-stub}} |
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{{anxiolytic-stub}} |
{{anxiolytic-stub}} |
Latest revision as of 20:25, 19 April 2024
Clinical data | |
---|---|
Trade names | Erispan (JP, TW) |
AHFS/Drugs.com | International Drug Names |
Routes of administration | Oral (tablets) |
Drug class | Benzodiazepine |
ATC code | |
Legal status | |
Legal status |
|
Pharmacokinetic data | |
Metabolism | Hepatic |
Excretion | Renal |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
DrugBank | |
ChemSpider | |
UNII | |
KEGG | |
ChEBI | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.292.343 |
Chemical and physical data | |
Formula | C16H12ClFN2O |
Molar mass | 302.73 g·mol−1 |
3D model (JSmol) | |
| |
| |
(verify) |
Fludiazepam,[2] marketed under the brand name Erispan (エリスパン)[3][4] is a potent benzodiazepine and 2ʹ-fluoro derivative of diazepam,[5] originally developed by Hoffmann-La Roche in the 1960s.[6] It is marketed in Japan and Taiwan. [citation needed] It exerts its pharmacological properties via enhancement of GABAergic inhibition.[7] Fludiazepam has 4 times more binding affinity for benzodiazepine receptors than diazepam.[8] It possesses anxiolytic,[9][10][11] anticonvulsant, sedative, hypnotic and skeletal muscle relaxant properties.[12] Fludiazepam has been used recreationally.[13]
See also
- Diazepam
- Diclazepam (the 2ʹ-chloro analog)
- Difludiazepam (the 2',6'-difluoro derivative)
- Flunitrazepam (the 7-nitro analog)
- Flualprazolam (the triazolo derivative)
- Ro20-8552
References
- ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
- ^ US Patent 3371085 5-aryl-3h-1,4-benzodiazepin-2(1h)-ones
- ^ Su TP, Chen TJ, Hwang SJ, Chou LF, Fan AP, Chen YC (August 2002). "Utilization of psychotropic drugs in Taiwan: an overview of outpatient sector in 2000". Zhonghua Yi Xue Za Zhi (Chinese Medical Journal; Free China Ed). 65 (8): 378–91. PMID 12455808.
- ^ "Benzodiazepine Names". non-benzodiazepines.org.uk. Archived from the original on 2008-12-08. Retrieved 2008-12-29.
- ^ Neville GA, Beckstead HD, Shurvell HF (February 1994). "A Fourier transform-Raman and infrared vibrational study of delorazepam, fludiazepam, flurazepam, and tetrazepam". Journal of Pharmaceutical Sciences. 83 (2): 143–51. doi:10.1002/jps.2600830207. PMID 7909552.
- ^ US Patent 3299053 -ARYL-JH-L,X-BENZODIAZEPIN-Z(LH)-ONES
- ^ Tsuchiya T, Fukushima H (April 1978). "Effects of benzodiazepines and pentobarbitone on the gaba-ergic recurrent inhibition of hippocampal neurons". European Journal of Pharmacology. 48 (4): 421–4. doi:10.1016/0014-2999(78)90169-3. PMID 648585.
- ^ Nakatsuka I, Shimizu H, Asami Y, Katoh T, Hirose A, Yoshitake A (January 1985). "Benzodiazepines and their metabolites: relationship between binding affinity to the benzodiazepine receptor and pharmacological activity". Life Sciences. 36 (2): 113–9. doi:10.1016/0024-3205(85)90089-X. PMID 2857046.
- ^ Okada S, Ichiki K, Tanokuchi S, Ishii K, Hamada H, Ota Z (1994). "Effect of an anxiolytic on lipid profile in non-insulin-dependent diabetes mellitus". The Journal of International Medical Research. 22 (6): 338–42. doi:10.1177/030006059402200605. PMID 7895897. S2CID 9591519.
- ^ Okada S, Ichiki K, Tanokuchi S, Ishii K, Hamada H, Ota Z (1995). "Improvement of stress reduces glycosylated haemoglobin levels in patients with type 2 diabetes". The Journal of International Medical Research. 23 (2): 119–22. doi:10.1177/030006059502300205. PMID 7601294. S2CID 12865838.
- ^ Okada S, Ichiki K, Tanokuchi S, Ishii K, Hamada H, Ota Z (1995). "How blood pressure in patients with non-insulin-dependent diabetes mellitus is influenced by stress". The Journal of International Medical Research. 23 (5): 377–80. doi:10.1177/030006059502300508. PMID 8529781. S2CID 42485678.
- ^ Inoue H, Maeno Y, Iwasa M, Matoba R, Nagao M (September 2000). "Screening and determination of benzodiazepines in whole blood using solid-phase extraction and gas chromatography/mass spectrometry". Forensic Science International. 113 (1–3): 367–73. doi:10.1016/S0379-0738(00)00226-7. PMID 10978650.
- ^ Shimamine M, Masunari T, Nakahara Y (1993). "[Studies on identification of drugs of abuse by diode array detection. I. Screening-test and identification of benzodiazepines by HPLC-DAD with ICOS software system]". Eisei Shikenjo Hokoku. Bulletin of National Institute of Hygienic Sciences (111): 47–56. PMID 7920567.
External links
- "エリスパンフルジアゼパム錠0.25mg,細粒0.1% Erispan (fludiazepam tablets 0.25 mg, fine granules 0.1%) Prescribing Information" (in Japanese). Sumitomo Dainippon Pharma.[permanent dead link]
- (in Japanese) Official Dainippon Sumitomo Pharma Website Archived 2020-07-01 at the Wayback Machine