- 関
- chlorphenesin
WordNet
- a salt (or ester) of carbamic acid
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/10/30 23:49:41」(JST)
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Chlorphenesin
|
Systematic (IUPAC) name |
(3-(4-chlorophenoxy)-2-hydroxypropyl)carbamate
|
Clinical data |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Pharmacokinetic data |
Excretion |
urine |
Identifiers |
CAS Registry Number |
886-74-8 |
ATC code |
D01AE07 |
PubChem |
CID: 2724 |
ChemSpider |
2623 |
UNII |
I670DAL4SZ Y |
KEGG |
D00770 |
ChEBI |
CHEBI:3642 Y |
ChEMBL |
CHEMBL607710 Y |
Chemical data |
Formula |
C10H12ClNO4 |
Molecular mass |
245.660 g/mol |
SMILES
-
c1cc(ccc1OCC(COC(=O)N)O)Cl
|
InChI
-
InChI=1S/C10H12ClNO4/c11-7-1-3-9(4-2-7)15-5-8(13)6-16-10(12)14/h1-4,8,13H,5-6H2,(H2,12,14)
-
Key:SKPLBLUECSEIFO-UHFFFAOYSA-N
|
Physical data |
Melting point |
86 to 92 °C (187 to 198 °F) |
Chlorphenesin carbamate (Maolate, Musil) is a centrally acting muscle relaxant used to treat muscle pain and spasms.[1][2] Chlorphenesin is no longer used for this purpose in most developed nations due to the availability of much safer spasmolytics such as benzodiazepines.
Other central effects include sedation, anxiolysis, and dizziness. It also has antifungal and some antibacterial properties and is thus classified as an antifungal for topical use by the WHO.[3]
Safety
The major adverse effect from this preservative on skin is allergic contact sensitivity.[4][5] Systemic intoxication from transdermal use has not been observed, although the FDA discourages its use as an ingredient in nipple cream for nursing mothers.[6]
References
- ^ Okuyama, S; Aihara, H (1987). "Antinociceptive effect of chlorphenesin carbamate in adjuvant arthritic rats". Research communications in chemical pathology and pharmacology 55 (2): 147–60. PMID 3823606.
- ^ Kurachi, M; Aihara, H (1984). "Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats". Japanese journal of pharmacology 36 (1): 7–13. doi:10.1254/jjp.36.7. PMID 6503049.
- ^ ATC code D01AE07
- ^ Brown R (1981). "Chlorphenesin sensitivity". Contact Dermatitis 7 (3): 162. doi:10.1111/j.1600-0536.1981.tb04601.x. PMID 6456118.
- ^ Burns DA (1986). "Allergic contact sensitivity to chlorphenesin". Contact Dermatitis 14 (33): 246. doi:10.1111/j.1600-0536.1986.tb01234.x. PMID 2941223.
- ^ http://www.fda.gov/NewsEvents/Newsroom/PressAnnouncements/2008/ucm116900.htm.
Antifungals (D01 and J02)
|
|
Wall/
membrane |
Ergosterol
inhibitors |
Azoles
(lanosterol 14
alpha-demethylase inhibitors) |
Imidazoles |
- Topical: bifonazole
- butoconazole
- chlormidazole
- clotrimazole#
- croconazole
- econazole
- fenticonazole
- ketoconazole
- isoconazole
- miconazole#
- neticonazole
- omoconazole
- oxiconazole
- sertaconazole
- sulconazole
- tioconazole
|
|
Triazoles |
- Topical: (fluconazole#, fosfluconazole
- terconazole)
- Systemic: (fluconazole
- hexaconazole
- isavuconazole
- itraconazole
- posaconazole
- voriconazole)
|
|
Thiazoles |
|
|
|
Polyene antimycotics
(ergosterol binding) |
- Topical: (hamycin
- natamycin
- nystatin#)
Systemic: (amphotericin B#, hamycin)
|
|
Allylamines
(squalene monooxygenase
inhibitors) |
- Topical: (amorolfine
- butenafine
- naftifine
- terbinafine)
Systemic: terbinafine
|
|
|
β-glucan synthase
inhibitors |
- echinocandins (anidulafungin
- caspofungin
- micafungin)
|
|
|
Intracellular |
Pyrimidine analogues/
thymidylate synthase inhibitors |
|
|
Mitotic inhibitors |
|
|
Aminoacyl tRNA synthetase inhibitors |
|
|
|
Others |
- bromochlorosalicylanilide
- methylrosaniline
- tribromometacresol
- undecylenic acid
- polynoxylin
- chlorophetanol
- chlorphenesin
- ticlatone
- sulbentine
- ethylparaben
- haloprogin
- salicylic acid
- selenium disulfide#
- ciclopirox
- amorolfine
- dimazole
- tolnaftate
- tolciclate
- sodium thiosulfate#
- Whitfield's ointment#
- potassium iodide#
- taurolidine
- tea tree oil
- citronella oil
- lemon grass
- orange oil
- patchouli
- lemon myrtle
- PCP: pentamidine
- dapsone
- atovaquone
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of fungal disease
|
|
Description |
|
|
Disease |
|
|
Treatment |
|
|
|
Skeletal muscle relaxants (M03)
|
|
Peripherally acting
(primarily antinicotinic,
NMJ block) |
Non-depolarizing
|
Curare alkaloids
|
- Alcuronium
- Dimethyltubocurarine
- Tubocurarine
|
|
4° ammonium agents
|
- 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)
|
|
|
Depolarizing
|
- Choline derivatives: Suxamethonium (Succinylcholine)
- Polyalkylene derivatives: Hexamethonium
|
|
ACh release inhibitors
|
|
|
|
Centrally acting |
Carbamic acid esters
|
- Carisoprodol
- Cyclarbamate
- Difebarbamate
- Febarbamate
- Meprobamate
- Phenprobamate
- Styramate
- Tybamate
|
|
Benzodiazepines
|
- Bromazepam
- Diazepam
- Clonazepam
- Flunitrazepam
- Lorazepam
- Nitrazepam
- Temazepam
- Tetrazepam
|
|
Nonbenzodiazepines
|
|
|
Thienodiazepines
|
|
|
Quinazolines
|
|
|
Anticholinergics
(Antimuscarinics)
|
- Cyclobenzaprine
- Orphenadrine
|
|
Other
|
- Arbaclofen placarbil
- Baclofen
- Chlormezanone
- Chlorphenesin
- Chlorzoxazone
- Donepezil
- Eperisone
- Fenyramidol
- Flopropione
- Gabapentin
- GHB
- Mephenesin
- Mephenoxalone
- Metaxalone
- Methocarbamol
- Phenibut
- Pregabalin
- Pridinol
- Promoxolane
- Quinine
- Thiocolchicoside
- Tizanidine
- Tolperisone
|
|
|
Directly acting |
|
|
Index of muscle
|
|
Description |
- Anatomy
- head
- neck
- arms
- chest and back
- diaphragm
- abdomen
- genital area
- legs
- Muscle tissue
- Physiology
|
|
Disease |
- Myopathy
- Soft tissue
- Connective tissue
- Congenital
- abdomen
- muscular dystrophy
- Neoplasms and cancer
- Injury
- Symptoms and signs
|
|
Treatment |
- Procedures
- Drugs
- anti-inflammatory
- muscle relaxants
|
|
|
UpToDate Contents
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English Journal
- Synthesis of enantiomerically enriched drug precursors and an insect pheromone via reduction of ketones using commercially available carbonyl reductase screening kit "Chiralscreen® OH".
- Nagai T1, Sakurai S1, Natori N1, Hataoka M2, Kinoshita T3, Inoue H4, Hanaya K1, Shoji M1, Sugai T5.
- Bioorganic & medicinal chemistry.Bioorg Med Chem.2017 Apr 1. pii: S0968-0896(17)30084-6. doi: 10.1016/j.bmc.2017.03.067. [Epub ahead of print]
- PMID 28506583
- High-throughput and simultaneous analysis of eight central-acting muscle relaxants in human plasma by ultra-performance liquid chromatography-tandem mass spectrometry in the positive and negative ionization modes.
- Ogawa T1, Hattori H, Kaneko R, Ito K, Iwai M, Mizutani Y, Arinobu T, Ishii A, Seno H.
- Analytical and bioanalytical chemistry.Anal Bioanal Chem.2011 Jun;400(7):1959-65. doi: 10.1007/s00216-011-4860-3. Epub 2011 Mar 12.
- PMID 21394449
- Relative bioavailability of generic and branded 250-mg and 500-mg oral chlorphenesin carbamate tablets in healthy Korean volunteers: a single-dose, randomized-sequence, open-label, two-period crossover trial.
- Yu JY1, Song HH, Kim BG, Park HJ, Choi KS, Kwon YE.
- Clinical therapeutics.Clin Ther.2009 Nov;31(11):2735-43. doi: 10.1016/j.clinthera.2009.11.036.
- PMID 20110015
Japanese Journal
- Kinetics and Mechanism of Degradation of Chlorphenesin Carbamate in Strongly Acidic Aqueous Solutions
- Studies on the Kinetics and Mechanism of Drug Degradation. I. : Kinetics and Mechanism of Degradation of Chlorphenesin Carbamate in Strongly Alkaline Aqueous Solutions
- Kinetics and mechanism of degradation of chlorphenesin carbamate in strongly acidic aqueous solutions.
Related Links
- CHLORPHENESIN CARBAMATE | C10H12ClNO4 | CID 2724 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and ... ...
- Chlorphenesin Carbamate is a medicine available in a number of countries worldwide. A list of US medications equivalent to Chlorphenesin Carbamate is available on the Drugs.com website. ... Drugs.com provides accurate and ...
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[★]
- 英
- chlorphenesin、
- 化
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- 商
- カルソント、コリクール、コリスパー、スールキット、リンラキサー
[★]
クロルフェネシン
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- chlorphenesin carbamate