3-(4-chlorophenoxy)propane-1,2-diol

• ChemBase编号: 734
• 分子式: C9H11ClO3
• 平均质量: 202.63484
• 单一同位素质量: 202.03967189
• SMILES: Clc1ccc(OCC(O)CO)cc1
• Canonical SMILES: OCC(COc1ccc(cc1)Cl)O
• InChI: InChI=1S/C9H11ClO3/c10-7-1-3-9(4-2-7)13-6-8(12)5-11/h1-4,8,11-12H,5-6H2
• InChIKey: MXOAEAUPQDYUQM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(4-chlorophenoxy)propane-1,2-diol
• IUPAC传统名: chlorphenesin; C9H11ClO3
• 商标名: Adermykon; Demykon; Gechophen; Gecophen; Maolate; Mycil
• 别名: 3-(4-氯苯氧基)-1,2-丙二醇; 3-(4-chlorophenoxy)propane-1,2-diol; (±)-p-Chlorphenesin; 3-(4-Chlorophenoxy)-1,2-propanediol; 3-(p-Chlorophenoxy)propane-1,2-diol; Adermykon; Chlorphenesin; Demykon; Elestab CPN; Gecophen; Glycerol α-p-chlorophenyl ether; Mycil; NSC 6401; p-Chlorophenyl-α-glyceryl ether; p-Chlorphenesin; 3-(4-Chlorophenoxy)-1,2-propanediol; Chlorphenesine [INN-French]; Chlorophenesin; alpha-Glyceryl ether; Chlorphenesinum [INN-Latin]; Clorfenesina [INN-Spanish]; p-Chlorophenyl; p-Chlorophenyl glyceryl ether; Chlorphenesin

登记号

• CAS号: 104-29-0
• EC号: 203-192-6
• MDL号: MFCD00021990
• PubChem SID: 160964197; 46504714
• PubChem CID: 7697

理论计算性质

JChem

• Acid pKa: 13.624308
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.0991822
• LogD (pH = 7.4): 1.099182
• Log P: 1.0991822
• 摩尔折射率: 49.5808 cm^3
• 极化性: 19.680779 Å^3
• 极化表面积: 49.69 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.46
• LOG S: -1.29
• 溶解度: 1.04e+01 g/l

分子性质

理化性质

• 溶解度: 1E+004 mg/L; DMSO; Methanol
• 外观: White to Off-White Solid
• 熔点: 78-82°C; 79-81°C
• 疏水性(logP): 1.2; 1.216

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere
• RTECS编号: TY4260000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A

产品相关信息

• 纯度: 95%; 99%

详细说明

DrugBank - DB00856

• Drug Groups: approved
• Description: A centrally acting muscle relaxant. Its mode of action is unknown. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1203)
• Indication: Used, along with rest and physical therapy, to treat injuries and other painful muscular conditions. Investigated for use in trigeminal neuralgia (tic douloureux), a neuropathic disorder characterized by severe facial pain. Was investigated as a modulator of histamine release.
• Pharmacology: Chlorphenesin is a muscle relaxant. It blocks nerve impulses (or pain sensations) that are sent to the brain.
• Toxicity: Symptoms of a chlorphenesin overdose include drowsiness and nausea.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. 85% of a dose excreted within 24 hours as the glucuronide metabolite.
• Absorption: Rapid and complete.
• Half Life: 2.3-5 hours
• References: Malley A, Baecher L: Inhibition of histamine and SRS-A from monkey lung tissue by chlorophenesin. J Immunol. 1971 Aug;107(2):586-8. [Pubmed] ; Kurachi M, Aihara H: Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. [Pubmed] ; Dalessio DJ: Medical treatment of the major neuralgias. Semin Neurol. 1988 Dec;8(4):286-90. [Pubmed]
• External Links: Drugs.com

Toronto Research Chemicals - C424250

Chlorphenesin is an antigen-associated immunosuppressant that inhibits IgE-mediated histamine release. Chlorphenesin is also used as an antimycotic agent.

参考文献

• Malley A, Baecher L: Inhibition of histamine and SRS-A from monkey lung tissue by chlorophenesin. J Immunol. 1971 Aug;107(2):586-8. Pubmed
• Kurachi M, Aihara H: Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. Pubmed
• Dalessio DJ: Medical treatment of the major neuralgias. Semin Neurol. 1988 Dec;8(4):286-90. Pubmed
• Whang, H.Y. et al.: Infect. Immun., 2, 60 (1970)
• Lichtenstein, L.M. et al.: J. Immunol., 103, 866 (1970)
• Thoma, K. et al.: Pharmazie, 52, 362 (1970)