2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate

• ChemBase编号: 306
• 分子式: C11H15NO5
• 平均质量: 241.2405
• 单一同位素质量: 241.09502259
• SMILES: O(CC(O)COC(=O)N)c1c(OC)cccc1
• Canonical SMILES: COc1ccccc1OCC(COC(=O)N)O
• InChI: InChI=1S/C11H15NO5/c1-15-9-4-2-3-5-10(9)16-6-8(13)7-17-11(12)14/h2-5,8,13H,6-7H2,1H3,(H2,12,14)
• InChIKey: GNXFOGHNGIVQEH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate
• IUPAC传统名: methocarbamol
• 商标名: AHR 85; Avetil; Delaxin; Etroflex; Forbaxin; Glycerylguaiacolate carbamate; Glycerylguajacol-Carbamat; Guaiacol glyceryl ether carbamate; Guaiphenesin carbamate; Guaiphenesine carbamate; Lumirelax; Methocal; Metocarbamol; Metocarbamolo; Metofenia; Metofenina; Miolaxene; Miorilas; Miowas; Myolaxene; Neuraxin; Parabaxin; Perilax; Reflexyn; Relestrid; Robamol; Robaxan; Robaxin; Robaxine; Robaxon; Robinax; Romethocarb; Surquetil; Traumacut; Tresortil
• 别名: 甲氧卡巴莫; 美索巴莫; Methocarbamol; 3-(2-Methoxyphenoxy)-1,2-propanediol 1-Carbamate; 3-(o-Methoxyphenoxy)-2-hydroxypropyl Carbamate; AHR 85; Avetil; Delaxin; Etroflex; Lumirelax; Miolaxene; Neuraxin; Relestrid; Robinax; Guaiacol Glyceryl Ether Carbamate; Guaiacol glyceryl ether carbamate; Robaxin; Methocarbamo; 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate

登记号

• CAS号: 532-03-6
• EC号: 208-524-3
• MDL号: MFCD00057662
• PubChem SID: 160963769; 24895283; 46507761
• PubChem CID: 4107
• ATC码: M03BA03
• CHEMBL: 1201117
• Chemspider ID: 3964
• DrugBank ID: DB00423
• KEGG ID: D00402
• 美国药典/FDA物质标识码: 125OD7737X
• 维基百科标题: Methocarbamol
• Medline Plus: a682579

理论计算性质

JChem

• Acid pKa: 13.595918
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.44504622
• LogD (pH = 7.4): 0.44504598
• Log P: 0.44504622
• 摩尔折射率: 59.0674 cm^3
• 极化性: 23.495787 Å^3
• 极化表面积: 91.01 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.63
• LOG S: -1.76
• 溶解度: 4.21e+00 g/l

分子性质

理化性质

• 溶解度: 7200 mg/L; DMSO; Methanol; Water (sparingly)
• 外观: White Solid
• 熔点: 95-97°C
• 疏水性(logP): 0.1; 0.146

安全信息

• 保存条件: -20°C; -20°C Freezer
• RTECS编号: TY8750000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-42/43
• 安全公开号: 36
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H302-H317-H334
• GHS警示性声明: P261-P280-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 给药途径: Oral, intravenous
• 半衰期: 1.14–1.24 hours
• 代谢: Hepatic
• 法定药品分级: OTC(Canada); Rx-only (US)
• 妊娠期药物分类: x
• 相关基因信息: human ... CYP1A2(1544)

产品相关信息

• 纯度: 95%
• 成盐信息: Free Base

详细说明

DrugBank - DB00423

• Drug Groups: approved
• Description: A centrally acting muscle relaxant whose mode of action has not been established. It is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1206)
• Indication: For use as an adjunct to rest, physical therapy, and other measures for the relief of discomforts associated with acute, painful musculoskeletal conditions.
• Pharmacology: Methocarbamol is a central muscle relaxant for skeletal muscles, used to treat spasms. It is structurally related to guaifenesin. Methocarbamol's exact mechanism of causing skeletal muscle relaxation is unknown. It is thought to work centrally, perhaps by general depressant effects. It has no direct relaxant effects on striated muscle, nerve fibers, or the motor endplate. It will not directly relax contracted skeletal muscles. The drug has a secondary sedative effect.
• Toxicity: Symptoms of overdose include blurred vision, coma, drowsiness, low blood pressure, nausea, and seizures.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Rapid. Onset of action is about 30 minutes after oral administration.
• Half Life: 1.14-1.24 hours
• Elimination: Small amounts of unchanged methocarbamol also are excreted in the urine.
• Clearance: * 0.2 – 0.8 L/h/kg [healthy]
• References: Sica DA, Comstock TJ, Davis J, Manning L, Powell R, Melikian A, Wright G: Pharmacokinetics and protein binding of methocarbamol in renal insufficiency and normals. Eur J Clin Pharmacol. 1990;39(2):193-4. [Pubmed]
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

Selleck Chemicals - S1736

Research Area: Neurological Disease
Biological Activity:
Methocarbamol(Robaxin) is a central muscle relaxant used to treat skeletal muscle spasms. It is the carbamate of guaifenesin, but does not produce guaifenesin as a metabolite, since the carbamate bond is not hydrolyzed metabolically; metabolism is by Phase I ring hydroxylation and O-demethylation, followed by Phase II conjugation. All of the major metabolites are unhydrolyzed carbamates infarction. [1]

Toronto Research Chemicals - M225950

A muscle relaxant (skeletal).

参考文献

• Sica DA, Comstock TJ, Davis J, Manning L, Powell R, Melikian A, Wright G: Pharmacokinetics and protein binding of methocarbamol in renal insufficiency and normals. Eur J Clin Pharmacol. 1990;39(2):193-4. Pubmed
• http://en.wikipedia.org/wiki/Methocarbamol
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• Walters, W., et al.: Drug Discov. Today., 3, 160 (1979)
• Baldi, P., et al.: Bioinformatics, 16, 412 (1979)
• Kouznetsov, V., et al.: J. Arch. Pharm., 337, 127 (1979)