ロフラゼプ酸エチル
WordNet
- the univalent hydrocarbon radical C2H5 derived from ethane by the removal of one hydrogen atom (同)ethyl_group, ethyl radical
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- エチル / エチルの
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/11/02 17:45:33」(JST)
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Ethyl loflazepate
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Systematic (IUPAC) name |
Ethyl 9-Chloro-6-(2-fluorophenyl)-3-oxo-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraene-4-carboxylate |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Pregnancy cat. |
? |
Legal status |
Schedule IV (US) |
Routes |
Oral |
Pharmacokinetic data |
Bioavailability |
? |
Metabolism |
Hepatic |
Half-life |
? |
Excretion |
Renal |
Identifiers |
CAS number |
29177-84-2 N |
ATC code |
N05BA18 |
PubChem |
CID 3299 |
DrugBank |
DB01545 |
ChemSpider |
3183 Y |
UNII |
VJB5FW9W9J N |
KEGG |
D01293 N |
ChEMBL |
CHEMBL1213460 Y |
Chemical data |
Formula |
C18H14ClFN2O3 |
Mol. mass |
360.7 |
SMILES
- FC1=CC=CC=C1C2=NC(C(OCC)=O)C(NC3=C2C=C(C=C3)Cl)=O
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InChI
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InChI=1S/C18H14ClFN2O3/c1-2-25-18(24)16-17(23)21-14-8-7-10(19)9-12(14)15(22-16)11-5-3-4-6-13(11)20/h3-9,16H,2H2,1H3,(H,21,23) Y
Key:CUCHJCMWNFEYOM-UHFFFAOYSA-N Y
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N (what is this?) (verify)
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Ethyl loflazepate[1] (marketed under the brand names Meilax, Ronlax and Victan)[2][3][4] is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties.[5] In animal studies it was found to have low toxicity, although in rats evidence of pulmonary phospholipidosis occurred with pulmonary foam cells developing with long-term use of very high doses.[6] Its elimination half-life is 51 hours - 103 hours.[7] It's mechanism of action is similar to other benzodiazepines. Ethyl loflazepate also produces an active metabolite which is stronger than the parent compound.[8] Ethyl loflazepate was designed to be a prodrug for descarboxyloflazepate, it's active metabolite. It is the active metabolite which is responsible for most of the pharmacological effects rather than ethyl loflazepate.[9] The main metabolites of ethyl loflazepate are descarbethoxyloflazepate, loflazepate and 3-hydroxydescarbethoxyloflazepate.[10] Accumulation of the active metabolites of ethyl loflazepate are not affected by those with renal failure or impairment.[11] The symptoms of an overdose of ethyl loflazepate include sleepiness, agitation and ataxia. Hypotonia may also occur in severe cases. These symptoms occur much more frequently and severely in children.[12] Death from therapeutic maintenance doses of ethyl loflazepate taken for 2 – 3 weeks has been reported in 3 elderly patients. The cause of death was asphyxia due to benzodiazepine toxicity.[13] High doses of the antidepressant fluvoxamine may potentiate the adverse effects of ethyl loflazepate.[14]
Ethyl loflazeplate is commercialized in Mexico, although is not very used, under the trade name Victan. It's officially approved for the following conditions:[15][16]
- Anxiety
- Post-trauma anxiety
- Anxiety associated with severe neuropathic pain.
- Generalized anxiety disorder (GAD)
- Anxiety "crisis"
- Delirium tremens
See also[edit]
References[edit]
- ^ DE Patent 2012190
- ^ Ba, BB; Iliadis, A; Durand, A; Berger, Y; Cano, JP (Oct 1988). "New approach in bioavailability study of two formulations of ethyl loflazepate". Arzneimittel-Forschung 38 (10): 1486–9. ISSN 0004-4172. PMID 2904268.
- ^ Ba, BB; Iliadis, A; Cano, JP (1989). "Pharmacokinetic modeling of ethyl loflazepate (Victan) and its main active metabolites". Annals of biomedical engineering 17 (6): 633–46. doi:10.1007/BF02367467. ISSN 0090-6964. PMID 2574017.
- ^ "Benzodiazepine Names". non-benzodiazepines.org.uk. Retrieved 2009-04-05.
- ^ Ueki, S; Watanabe, S; Yamamoto, T; Shibata, S; Shibata, K; Ohta, H; Ikeda, K; Kiyota, Y et al. (Nov 1983). "Behavioral effects of ethyl loflazepate and its metabolites". Nippon yakurigaku zasshi. Folia pharmacologica Japonica 82 (5): 395–409. doi:10.1254/fpj.82.395. ISSN 0015-5691. PMID 6142848.
- ^ Mazue, G; Berthe, J; Newmann, AJ; Brunaud, M (Oct 1981). "A toxicologic evaluation of ethyl fluclozepate (CM 6912)". International journal of clinical pharmacology, therapy, and toxicology 19 (10): 453–72. ISSN 0174-4879. PMID 6116677.
- ^ Cautreels, W; Jeanniot, JP (Nov 1980). "Quantitative analysis of CM 6912 (ethyl loflazepate) and its metabolites in plasma and urine by chemical ionization gas chromatography mass spectrometry. Application to pharmacokinetic studies in man". Biomedical mass spectrometry 7 (11–12): 565–71. doi:10.1002/bms.1200071124. ISSN 0306-042X. PMID 6112027.
- ^ Sakai, Y; Namima, M (Apr 1985). "Inhibitory effect on 3H-diazepam binding and potentiating action on GABA of ethyl loflazepate, a new minor tranquilizer". Japanese journal of pharmacology 37 (4): 373–9. doi:10.1254/jjp.37.373. ISSN 0021-5198. PMID 2861304.
- ^ Chambon, JP; Perio, A; Demarne, H; Hallot, A; Dantzer, R; Roncucci, R; Bizière, K (1985). "Ethyl loflazepate: a prodrug from the benzodiazepine series designed to dissociate anxiolytic and sedative activities". Arzneimittel-Forschung 35 (10): 1573–7. ISSN 0004-4172. PMID 2866771.
- ^ Davi, H; Guyonnet, J; Sales, Y; Cautreels, W (1985). "Metabolism of ethyl loflazepate in the rat, the dog, the baboon and in man". Arzneimittel-Forschung 35 (7): 1061–5. ISSN 0004-4172. PMID 2864933.
- ^ Ba, BB; Iliadis, A; Durand, A; Berger, Y; Necciari, J; Cano, JP (1989). "Effect of renal failure on the pharmacokinetics of ethyl loflazepate (Victan) in man". Fundamental & clinical pharmacology 3 (1): 11–7. doi:10.1111/j.1472-8206.1989.tb00025.x. ISSN 0767-3981. PMID 2714728.
- ^ Pulce C, Mollon P, Pham E, Frantz P, Descotes J (April 1992). "Acute poisonings with ethyle loflazepate, flunitrazepam, prazepam and triazolam in children". Vet Hum Toxicol 34 (2): 141–3. ISSN 0145-6296. PMID 1354907.
- ^ Kamijo, Y; Hayashi, I; Nishikawa, T; Yoshimura, K; Soma, K (Mar 2005). "Pharmacokinetics of the active metabolites of ethyl loflazepate in elderly patients who died of asphyxia associated with benzodiazepine-related toxicity". Journal of analytical toxicology 29 (2): 140–4. ISSN 0146-4760. PMID 15902983.
- ^ Imanishi, T; Onozawa, K; Hayashi, A; Baba, J (Dec 2001). "Effects of fluvoxamine on both the desired anxiolytic effect and the adverse motor incoordination and amnesia induced by benzodiazepines". Nippon yakurigaku zasshi. Folia pharmacologica Japonica 118 (6): 403–10. doi:10.1254/fpj.118.403. ISSN 0015-5691. PMID 11778459.
- ^ "Victan". saludzac.gob.mx/. Retrieved 2009-12-25.
- ^ "VICTAN". Farmacia Guerra. Retrieved 2009-12-25.
External links[edit]
- (Japanese) Meilax Fine Granules
Anxiolytics (N05B)
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GABAA
PAMs |
non-N05B
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- Alcohols (2M2B, Ethanol (beverage), Ethchlorvynol, Methylpentynol)
- Chlormezanone
- Etifoxine
- Inhalants
- Kavalactones (Kava)
- Skullcap
- Valerenic acid (Valerian)
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Benzodiazepine
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- Adinazolam
- Alprazolam
- Bretazenil
- Bromazepam
- Camazepam
- Chlordiazepoxide
- Clobazam
- Clonazepam
- Clorazepate
- Clotiazepam
- Cloxazolam
- Diazepam#
- Ethyl Loflazepate
- Etizolam
- Fludiazepam
- Halazepam
- Imidazenil
- Ketazolam
- Lorazepam#
- Medazepam
- Nordazepam
- Oxazepam
- Pinazepam
- Prazepam
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Carbamates
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- Difebarbamate
- Emylcamate
- Febarbamate
- Mebutamate
- Meprobamate (Carisoprodol, Tybamate)
- Phenprobamate
- Procymate
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Nonbenzodiazepines
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- Abecarnil
- Adipiplon
- Alpidem
- CGS-8216
- CGS-9896
- CGS-13767
- CGS-20625
- Divaplon
- ELB-139
- Fasiplon
- GBLD-345
- Gedocarnil
- L-838,417
- NS-2664
- NS-2710
- Ocinaplon
- Pagoclone
- Panadiplon
- Pipequaline
- RWJ-51204
- SB-205,384
- SL-651,498
- Taniplon
- TP-003
- TP-13
- TPA-023
- Y-23684
- ZK-93423
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Pyrazolopyridines
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- Cartazolate
- Etazolate
- ICI-190,622
- Tracazolate
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α2δ VDCC Blockers |
- Atagabalin
- Gabapentin
- Imagabalin
- PD-217,014
- Pregabalin
- 4-methylpregabalin
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5-HT1A Agonists |
- Azapirones: Buspirone
- Gepirone
- Tandospirone; Others: Flesinoxan
- Naluzotan
- Oxaflozane
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H1 Antagonists |
- Diphenylmethanes: Captodiame
- Hydroxyzine; Others: Brompheniramine
- Chlorphenamine
- Pheniramine
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CRH1 Antagonists |
- Antalarmin
- CP-154,526
- Pexacerfont
- Pivagabine
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NK2 Antagonists |
- GR-159,897
- Saredutant
- Ibodutant
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MCH1 antagonists |
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mGluR2/3 Agonists |
- Biphenylindanone A
- DCG-IV
- Eglumegad
- HYDIA
- LY-379,268
- LY-404,039
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mGluR5 NAMs |
- Fenobam
- GRN-529
- MPEP
- MTEP
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TSPO agonists |
- DAA-1097
- DAA-1106
- Emapunil
- FGIN-127
- FGIN-143
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σ1 agonists |
- Afobazole
- BD1031
- BD1052
- L-687,384
- Opipramol
- Pentoxyverine
- PRE-084
- SA-4503
- 4-PPBP
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Others |
- Benzoctamine
- Carbetocin
- Demoxytocin
- Emoxypine
- Mephenoxalone
- Mepiprazole
- Oxanamide
- Oxytocin
- Promoxolane
- Tofisopam
- Trimetozine
- WAY-267,464
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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dsrd (o, p, m, p, a, d, s), sysi/epon, spvo
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proc (eval/thrp), drug (N5A/5B/5C/6A/6B/6D)
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UpToDate Contents
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English Journal
- Molecular modeling, simulation and virtual screening of ribosomal phosphoprotein P1 from Plasmodium falciparum.
- Kumari S1, Mohana Priya A2, Lulu S1, Tauqueer M3.
- Journal of theoretical biology.J Theor Biol.2014 Feb 21;343:113-9. doi: 10.1016/j.jtbi.2013.10.014. Epub 2013 Nov 7.
- Ribosomal phosphoprotein P1 (RPP1) is acidic phosphoprotein which in association with neutral phosphoprotein P0 and acidic phosphoprotein P2 forms ribosomal P protein complex as (P1)2-P0-(P2)2. P protein is known to be immunogenic and has important role in protein translation. 3D structure of P1 is
- PMID 24211527
- Effects of ethyl loflazepate on refractory epilepsy in children.
- Kanemura H1, Sano F, Sugita K, Aihara M.
- Journal of child neurology.J Child Neurol.2011 Oct;26(10):1284-9. doi: 10.1177/0883073811405202. Epub 2011 May 18.
- We evaluated the safety and efficacy of ethyl loflazepate in children with epilepsy. The study group comprised 21 outpatients (4 by generalized, 17 by localization-related) aged between 9 months and 17 years. Ethyl loflazepate was administered at a dose of 0.015 mg/kg/day twice daily. The final mean
- PMID 21596702
- [Introducing treatment for dissociative identity disorder].
- Kitamura N.
- Seishin shinkeigaku zasshi = Psychiatria et neurologia Japonica.Seishin Shinkeigaku Zasshi.2011;113(9):918-26.
- This paper is a case presentation and study of the introduction of treatment for Dissociative Identity Disorder (DID). Since one manifestation of the pathology of DID is that sufferers avoid relying on others, at the start of treatment we try to stabilise the relationship between clinicians and pati
- PMID 22117398
Japanese Journal
- 持続性心身安定剤(ロフラゼプ酸エチル)が著効した心因性勃起障害の1例
- 天野 俊康,関 雅也,今尾 哲也,竹前 克朗
- 日本性機能学会雑誌 = The japanese journal of Impotence Research 26(1), 33-36, 2011-06-30
- NAID 10029401516
- パロキセチンとロフラゼプ酸エチルが奏効した心因性味覚障害の検討
- 竹内 康人,山崎 裕,村田 翼,佐藤 淳,大内 学,秦 浩信,北川 善政
- 北海道歯学雑誌 31(2), 106-111, 2010-12-15
- 味覚障害の原因のひとつに,うつ病などの心因性があることは広く知られているが,適切な診断,治療は確率されていない.そこで,最近当科で経験した2例の心因性と考えられた味覚障害症例を報告する.患者は,56歳男性,65歳女性で,主訴はそれぞれ,味覚低下,口内の塩味であった.病悩期間は,5か月,2週間であった.当科受診前に耳鼻咽喉科,歯科医院の受診歴があり,原因不明とされ,積極的治療は行われなかった.血液検 …
- NAID 10028208702
- 李 光鐘,猪股 裕紀洋,阿曽沼 克弘 [他],岡島 英明,山本 栄和,白水 泰昌,塚本 千佳,吉井 大貴
- 日本小児外科学会雑誌 46(6), 946-950, 2010-10-20
- 症例は精神発達遅滞のない4歳男児.腹痛,上腹部膨満を主訴として来院した.腹部単純X線写真で胃内に高度のガス貯留と小腸のびまん性のガス貯留が認められた.精査では閉塞性病変は認められなかった.起床後腹部ガス貯留が著明に増加する一方で,夜間就寝すると軽快することから呑気症(空気嚥下症)と診断された.ファモチジン,大建中湯内服では症状不変で,持続的に胃内容を排出する目的で経鼻胃管を留置した.胃内容の排出促 …
- NAID 110007817468
Related Links
- ロフラゼプ酸エチル(Ethyl loflazepate)の検索ならお薬検索QLife(キューライフ)。お医者さんが処方する処方薬と、薬局で買える市販薬(OTC)、の効果と副作用、写真、添付文書、保管方法等を掲載。商品名だけでなく一般名や剤形、色など ...
- ロフラゼプ酸エチル(Ethyl loflazepate)の検索ならお薬検索QLife(キューライフ)。お医者さんが処方する処方薬と、薬局で買える市販薬(OTC)、の効果と副作用、写真、添付文書、保管方法等を掲載。商品名だけでなく一般名や剤形、色など ...
Related Pictures
![Ethyl Loflazepate](https://1mg.info/0/8/8/2906.jpg)
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![Ethyl loflazepate](https://1mg.info/0/8/8/2908.jpg)
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