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  1. World Encyclopedia
  2. Fludiazepam - Wikipedia
Fludiazepam - Wikipedia
From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Fludiazepam
Clinical data
Trade namesErispan (JP, TW)
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral (tablets)
Drug classBenzodiazepine
ATC code
  • N05BA17 (WHO)
Legal status
Legal status
  • BR: Class B1 (Psychoactive drugs)[1]
  • CA: Schedule IV
  • DE: Anlage III (Special prescription form required)
  • US: Schedule IV
Pharmacokinetic data
MetabolismHepatic
ExcretionRenal
Identifiers
IUPAC name
  • 7-chloro-5-(2-fluorophenyl)-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
CAS Number
  • 3900-31-0 checkY
PubChem CID
  • 3369
DrugBank
  • DB01567 checkY
ChemSpider
  • 3252 checkY
UNII
  • 7F64A2K16Z
KEGG
  • D01354 checkY
ChEBI
  • CHEBI:31618 checkY
ChEMBL
  • ChEMBL13291 checkY
CompTox Dashboard (EPA)
  • DTXSID00192277 Edit this at Wikidata
ECHA InfoCard100.292.343 Edit this at Wikidata
Chemical and physical data
FormulaC16H12ClFN2O
Molar mass302.73 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C1CN=C(C2=CC=CC=C2F)C3=CC(Cl)=CC=C3N1C
InChI
  • InChI=1S/C16H12ClFN2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3 checkY
  • Key:ROYOYTLGDLIGBX-UHFFFAOYSA-N checkY
  (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

[edit]
  • Diazepam
  • Diclazepam (the 2ʹ-chloro analog)
  • Difludiazepam (the 2',6'-difluoro derivative)
  • Flunitrazepam (the 7-nitro analog)
  • Flualprazolam (the triazolo derivative)
  • Ro20-8552

References

[edit]
  1. ^ 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.
  2. ^ US Patent 3371085 5-aryl-3h-1,4-benzodiazepin-2(1h)-ones
  3. ^ 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.
  4. ^ "Benzodiazepine Names". non-benzodiazepines.org.uk. Archived from the original on 2008-12-08. Retrieved 2008-12-29.
  5. ^ 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.
  6. ^ US Patent 3299053 -ARYL-JH-L,X-BENZODIAZEPIN-Z(LH)-ONES
  7. ^ 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.
  8. ^ 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.
  9. ^ 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.
  10. ^ 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.
  11. ^ 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.
  12. ^ 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.
  13. ^ 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

[edit]
  • "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
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Benzodiazepines
1,4-Benzodiazepines
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Nonbenzodiazepines
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Volatiles/gases
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  • Chloral betaine
  • Chloral hydrate
  • Chloroform
  • Cryofluorane
  • Desflurane
  • Dichloralphenazone
  • Dichloromethane
  • Diethyl ether
  • Enflurane
  • Ethyl chloride
  • Ethylene
  • Fluroxene
  • Gasoline
  • Halopropane
  • Halothane
  • Isoflurane
  • Kerosine
  • Methoxyflurane
  • Methoxypropane
  • Nitric oxide
  • Nitrogen
  • Nitrous oxide
  • Norflurane
  • Paraldehyde
  • Propane
  • Propylene
  • Roflurane
  • Sevoflurane
  • Synthane
  • Teflurane
  • Toluene
  • Trichloroethane (methyl chloroform)
  • Trichloroethylene
  • Vinyl ether
Others/unsorted
  • 3-Hydroxybutanal
  • α-EMTBL
  • AA-29504
  • Alogabat
  • Avermectins (e.g., ivermectin)
  • Bromide compounds (e.g., lithium bromide, potassium bromide, sodium bromide)
  • Carbamazepine
  • Chloralose
  • Chlormezanone
  • Clomethiazole
  • Darigabat
  • DEABL
  • Deuterated etifoxine
  • Dihydroergolines (e.g., dihydroergocryptine, dihydroergosine, dihydroergotamine, ergoloid (dihydroergotoxine))
  • DS2
  • Efavirenz
  • Etazepine
  • Etifoxine
  • Fenamates (e.g., flufenamic acid, mefenamic acid, niflumic acid, tolfenamic acid)
  • Fluoxetine
  • Flupirtine
  • Hopantenic acid
  • KRM-II-81
  • Lanthanum
  • Lavender oil
  • Lignans (e.g., 4-O-methylhonokiol, honokiol, magnolol, obovatol)
  • Loreclezole
  • Menthyl isovalerate (validolum)
  • Monastrol
  • Nicotinic acid
  • Nicotinamide
  • Org 25,435
  • Phenytoin
  • Propanidid
  • Retigabine (ezogabine)
  • Safranal
  • Seproxetine
  • Stiripentol
  • Sulfonylalkanes (e.g., sulfonmethane (sulfonal), tetronal, trional)
  • Terpenoids (e.g., borneol)
  • Topiramate
  • Valerian constituents (e.g., isovaleric acid, isovaleramide, valerenic acid, valerenol)
  • Unsorted benzodiazepine site positive modulators: α-Pinene
  • MRK-409 (MK-0343)
  • TCS-1105
  • TCS-1205
See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators
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