4-(diphenylmethoxy)-1-methylpiperidine

• ChemBase编号: 1017
• 分子式: C19H23NO
• 平均质量: 281.39202
• 单一同位素质量: 281.17796436
• SMILES: O(C1CCN(CC1)C)C(c1ccccc1)c1ccccc1
• Canonical SMILES: CN1CCC(CC1)OC(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C19H23NO/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-19H,12-15H2,1H3
• InChIKey: OWQUZNMMYNAXSL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(diphenylmethoxy)-1-methylpiperidine
• IUPAC传统名: diphenylpyraline
• 商标名: Allergen; Belfene; Dafen; Dayfen; Diafen; Hispril; Histryl; Histyn; Hystryl; Lyssipoll; Mepiben; Neargal
• 别名: Diphenylpyralamine; Diphenylpyraline Hydrochloride; Diphenylpyrilene; Diphenylpyraline; 4-(diphenylmethoxy)-1-methyl-piperidine

登记号

• CAS号: 147-20-6
• PubChem SID: 160964480; 46504936
• PubChem CID: 3103
• CHEBI ID: 59788
• ATC码: R06AA07
• CHEMBL: 1492
• Chemspider ID: 2992
• DrugBank ID: DB01146
• KEGG ID: D07862
• 美国药典/FDA物质标识码: 33361OE3AV
• 维基百科标题: Diphenylpyraline

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.52955604
• LogD (pH = 7.4): 2.1785989
• Log P: 3.6600688
• 摩尔折射率: 87.359 cm^3
• 极化性: 34.356525 Å^3
• 极化表面积: 12.47 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: 3.82
• LOG S: -4.18
• 溶解度: 1.88e-02 g/l

分子性质

理化性质

• 疏水性(logP): 3.7

药理学性质

• 给药途径: Oral, Topical
• 半衰期: 24-40 hours
• 法定药品分级: Rx-only

详细说明

DrugBank - DB01146

• Drug Groups: approved
• Description: Diphenylpyraline is an antihistamine. Antihistamines used in the treatment of allergy act by competing with histamine for H 1-receptor sites on effector cells. Antihistamines prevent, but do not reverse, responses mediated by histamine alone. Antihistamines antagonize, in varying degrees, most of the pharmacological effects of histamine, including urticaria and pruritus.
• Indication: For use in the treatment of allergic rhinitis, hay fever, and allergic skin disorders.
• Pharmacology: Diphenylpyraline is an antihistamine that prevents, but does not reverse, responses mediated by histamine alone. Diphenylpyraline antagonizes most of the pharmacological effects of histamine, including urticaria and pruritus. Also, diphenylpyraline may exhibit anticholinergic actions (as do most of the antihistamines) and may thus provide a drying effect on the nasal mucosa.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Well absorbed after oral administration.
• Protein Binding: > 99% in human serum albumin
• References: Lapa GB, Mathews TA, Harp J, Budygin EA, Jones SR: Diphenylpyraline, a histamine H1 receptor antagonist, has psychostimulant properties. Eur J Pharmacol. 2005 Jan 4;506(3):237-40. Epub 2004 Dec 8. [Pubmed] ; Ohno T, Kobayashi S, Hayashi M, Sakurai M, Kanazawa I: Diphenylpyraline-responsive parkinsonism in cerebrotendinous xanthomatosis: long-term follow up of three patients. J Neurol Sci. 2001 Jan 1;182(2):95-7. [Pubmed] ; Puhakka H, Rantanen T, Virolainen E: Diphenylpyraline (Lergobine) in the treatment of patients suffering from allergic and vasomotor rhinitis. J Int Med Res. 1977;5(1):37-41. [Pubmed]
• External Links: Wikipedia

参考文献

• Lapa GB, Mathews TA, Harp J, Budygin EA, Jones SR: Diphenylpyraline, a histamine H1 receptor antagonist, has psychostimulant properties. Eur J Pharmacol. 2005 Jan 4;506(3):237-40. Epub 2004 Dec 8. Pubmed
• Ohno T, Kobayashi S, Hayashi M, Sakurai M, Kanazawa I: Diphenylpyraline-responsive parkinsonism in cerebrotendinous xanthomatosis: long-term follow up of three patients. J Neurol Sci. 2001 Jan 1;182(2):95-7. Pubmed
• Puhakka H, Rantanen T, Virolainen E: Diphenylpyraline (Lergobine) in the treatment of patients suffering from allergic and vasomotor rhinitis. J Int Med Res. 1977;5(1):37-41. Pubmed