メフェネシン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/09/12 05:59:41」(JST)
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Mephenesin
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Systematic (IUPAC) name |
3-(2-methylphenoxy)propane-1,2-diol
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Clinical data |
AHFS/Drugs.com |
International Drug Names |
Identifiers |
CAS Registry Number |
59-47-2 N |
ATC code |
M03BX06 |
PubChem |
CID: 4059 |
ChemSpider |
3919 Y |
UNII |
7B8PIR2954 Y |
KEGG |
D02595 Y |
ChEMBL |
CHEMBL229128 Y |
NIAID ChemDB |
017830 |
Chemical data |
Formula |
C10H14O3 |
Molecular mass |
182.216 g/mol |
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InChI
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InChI=1S/C10H14O3/c1-8-4-2-3-5-10(8)13-7-9(12)6-11/h2-5,9,11-12H,6-7H2,1H3 Y
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Key:JWDYCNIAQWPBHD-UHFFFAOYSA-N Y
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N (what is this?) (verify) |
Mephenesin is a centrally acting muscle relaxant. It can be used as an antidote for strychnine poisoning. Mephenesin however presents with the major drawbacks of having a short duration of action and a much greater effect on the spinal cord than the brain, resulting in pronounced respiratory depression at clinical doses and therefore a very low therapeutic index. It is especially dangerous and potentially fatal in combination with alcohol and other depressants.[1] Mephenesin was used by Dr. Bernard Ludwig and Dr. Frank Milan Berger to synthesize meprobamate, the first tranquilizer to see widespread clinical use. Mephenesin is no longer available in North America but is used in France, Italy and a few other countries.[2] Its use has largely been replaced by the related drug methocarbamol, which is better absorbed[3]
See also
- Chlorphenesin
- Guaifenesin, a structurally-related compound used as an expectorant
- Mephenoxalone
- Methocarbamol
External links
- Bachmeyer C, Blum L, Fléchet M, Duriez P, Cabane J, Imbert J (1996). "[Severe contact dermatitis caused by mephenesin]". Ann Dermatol Venereol 123 (3): 185–7. PMID 8761781.
- Ono H, Nakamura T, Ito H, Oka J, Fukuda H (1987). "Rigidity in rats due to radio frequency decerebration and effects of chlorpromazine and mephenesin". Gen Pharmacol 18 (1): 57–9. doi:10.1016/0306-3623(87)90170-4. PMID 3557053.
References
- ^ "Mephenesin". MIMS.
- ^ "Mephenesin". Drugs.com.
- ^ Huf, Ernst et al. "Comparative Plasma Levels of Mephenesin, Mephenesin Carbamate and Methocarbamol". Experimental Biology & Medicine. Retrieved 8 January 2014.
Skeletal muscle relaxants (M03)
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Peripherally acting
(primarily antinicotinic,
NMJ block) |
Non-depolarizing
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Curare alkaloids
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- Alcuronium
- Dimethyltubocurarine
- Tubocurarine
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4° ammonium agents
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- ultra-short duration: Gantacurium
- short duration: Mivacurium
- Chandonium
- intermediate duration: Atracurium
- Cisatracurium
- Fazadinium
- Rocuronium
- Vecuronium
- long duration: Doxacurium
- Dimethyltubocurarine
- Pancuronium
- Pipecuronium
- Laudexium
- Gallamine
- unsorted: Hexafluronium (Hexafluorenium)
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Depolarizing
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- Choline derivatives: Suxamethonium (Succinylcholine)
- Polyalkylene derivatives: Hexamethonium
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ACh release inhibitors
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Centrally acting |
Carbamic acid esters
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- Carisoprodol
- Cyclarbamate
- Difebarbamate
- Febarbamate
- Meprobamate
- Methocarbamol
- Phenprobamate
- Styramate
- Tybamate
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Benzodiazepines
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- Bromazepam
- Diazepam
- Clonazepam
- Flunitrazepam
- Lorazepam
- Nitrazepam
- Temazepam
- Tetrazepam
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Nonbenzodiazepines
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Thienodiazepines
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Quinazolines
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Anticholinergics
(Antimuscarinics)
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- Cyclobenzaprine
- Orphenadrine
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Other
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- Arbaclofen placarbil
- Baclofen
- Chlormezanone
- Chlorphenesin
- Chlorzoxazone
- Donepezil
- Eperisone
- Fenyramidol
- Flopropione
- Gabapentin
- GHB
- Mephenesin
- Mephenoxalone
- Metaxalone
- Phenibut
- Pregabalin
- Pridinol
- Promoxolane
- Quinine
- Thiocolchicoside
- Tizanidine
- Tolperisone
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Directly acting |
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Index of muscle
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Description |
- Anatomy
- head
- neck
- arms
- chest and back
- diaphragm
- abdomen
- genital area
- legs
- Muscle tissue
- Physiology
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Disease |
- Myopathy
- Soft tissue
- Connective tissue
- Congenital
- abdomen
- muscular dystrophy
- Neoplasms and cancer
- Injury
- Symptoms and signs
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Treatment |
- Procedures
- Drugs
- anti-inflammatory
- muscle relaxants
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English Journal
- Anaphylactic shock induced by mephenesin.
- Lakhoua-Ennaifer G1, El Aidli S2, Zaïem A2, Chedly Z3, Daghfous R2, Lakhal M2.
- Presse médicale (Paris, France : 1983).Presse Med.2014 Oct;43(10 Pt 1):1134-5. doi: 10.1016/j.lpm.2014.01.017. Epub 2014 May 6.
- PMID 24814457
- Acute generalized exanthematous pustulosis with mephenesin balm.
- Lakhoua G1, El Aidli S2, Zaïem A2, Ben Mously R3, Ben Brahim E4, Daghfous R2.
- Presse médicale (Paris, France : 1983).Presse Med.2014 Jul-Aug;43(7-8):867-9. doi: 10.1016/j.lpm.2013.11.018. Epub 2014 Apr 2.
- PMID 24703734
- Conformational flexibility of mephenesin.
- Écija P1, Evangelisti L, Vallejo M, Basterretxea FJ, Lesarri A, Castaño F, Caminati W, Cocinero EJ.
- The journal of physical chemistry. B.J Phys Chem B.2014 May 22;118(20):5357-64. doi: 10.1021/jp5014785. Epub 2014 May 7.
- The mephenesin molecule (3-(2-methylphenoxy)propane-1,2-diol) serves as a test bank to explore several structural and dynamical issues, such as conformational flexibility, the orientation of the carbon linear chain relative to the benzene plane, or the effect of substituent position on the rotationa
- PMID 24754523
Japanese Journal
- 松本 禎明,大庭 優子,三島 健一 [他],江川 孝,藏内 浩二,北村 佳久,岩崎 克典,藤原 道弘
- 九州女子大学紀要. 自然科学編 38(2/4), 39-50, 2002-03
- 我々は、ラットの筋力を検出するためにトラクションメーターによる新しい評価システムを今回開発した。この新システムはラット、マウスのような小動物における向精神薬や筋弛緩薬の筋力への影響を直接測定し評価することを目的とした。今回は、この新システムを従来の高架式バーを使用したカタレプシー、ロタロッドを使用した協調運動から得られる結果と比較検討を行った。その結果、本システムは従来の向精神薬の一部に見られる筋 …
- NAID 110004624914
- The Effects of Centrally Acting Muscle Relaxants on the Intrathecal Noradrenaline-Induced Facilitation of the Flexor Reflex Mediated by Group II Afferent Fibers in Rats.
- Sakitama Katsuhiko
- The Japanese Journal of Pharmacology 63(3), 369-376, 1993
- … In anesthetized intact rats, mephenesin, tolperisone-HCl, chlorpromazine-HCl and baclofen inhibited the group II flexor reflex dose-dependently, whereas the inhibitory effect of tizanidine-HC1 was bell-shaped. … In anesthetized spinal rats, mephenesin, tolperisone-HCl, chlorpromazine-HCl, diazepam and baclofen also depressed the group II flexor reflex, but tizanidine-HCl slightly increased it. …
- NAID 130000840444
- The Flexor Reflex Mediated by Group II Afferent Fibers: Effects of Morphine-HCl and Mephenesin.
- Sakitama Katsuhiko,Ishikawa Michio
- The Japanese Journal of Pharmacology 60(2), 127-131, 1992
- … The effects of morphine-HCl and mephenesin on the flexor reflex mediated by group II afferent fibers were investigated. … Morphine-HCl (5 mg/kg, i.v.) did not change the amplitude of the fEMG, but mephenesin (40 and 80 mg/kg, i.v.) depressed it dose-dependently. … These results suggest that the fEMG is a flexor reflex mediated by group II afferent fibers, which is not affected by morphine-HCl but depressed by mephenesin. …
- NAID 130000840149
Related Links
- mephenesin (mefen´isin), n an antispasmodic drug, 3 ortho-toloxyl, 2 propanediol. Used for the preparation of apprehensive patients for dental and periodontal procedures because of its ability to produce muscular relaxation and ...
- In Treato you can find posts from all over the web from people who wrote about Mephenesin ... Treato analyzes billions of patient discussions to understand what patients are saying about their experience with regard to their ...
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