CAS 147-20-6|Neargal|Hystryl|Belfene|Diphenylpyralamine|Dayfen|Diphenylpyraline Hydrochloride|4-(diphenylmethoxy)-1-methylpiperidine|Hispril|Diphenylpyrilene|Diphenylpyraline|Diafen|Lyssipoll|Allerg...

基本信息

化学结构

分子式

C₁₉H₂₃NO

分子量

281.39202

精确质量

281.17796436

电荷

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

Canonic Smiles

CN1CCC(CC1)OC(c1ccccc1)c1ccccc1

Isomeric Smiles

O(C1CCN(CC1)C)C(c1ccccc1)c1ccccc1

计算属性

JChem

LogD (pH = 7.4)

2.18

LogD (pH = 5.5)

0.53

Log P

3.66

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

8.87

极化表面积

12.47

极化性

32.73

摩尔折射率

87.36

LOG S

-3.14

数据来源

学术数据

数据来源

名称和标识

商标名

NeargalHystrylBelfeneDayfenHisprilDiafenLyssipollAllergenMepibenHistrylHistynDafen

别名

DiphenylpyralamineDiphenylpyraline HydrochlorideDiphenylpyrileneDiphenylpyraline4-(diphenylmethoxy)-1-methyl-piperidine4-(benzhydryloxy)-1-methylpiperidinediphenylpyraline1-methyl-4-hydroxypiperidine benzhydryl ether1-methyl-4-piperidyl benzhydryl etherdiphenylpyralamine4-(benzhydryloxy)-N-methylpiperidine

IUPAC标准名

4-(diphenylmethoxy)-1-methylpiperidine

IUPAC传统名

diphenylpyraline

国际非专利药品(INN)

diphenylpyralinedifenilpiralinadiphenylpyralinum

名称和标识

数据登录号

CAS号

147-20-6

PubChem CID

3103

PubChem SID

4650493616096448099319623

DrugBank ID

CHEMBL

美国药典/FDA物质标识码

ATC码

Chemspider ID

维基百科标题

KEGG ID

CHEBI ID

专利号

CompTox数据库

PubMed文献链接

156274331403922445882

ACToR数据库

HMDB数据库

Reaxys Registry

LINCS数据库

Beilstein号

Drug Central Database

920

MetaboLights数据库

MTBLS804MTBLS2878MTBLS2145

SureChEMBL数据库

SCHEMBL119077

KEGG DRUG Database

D07862

BindingDB数据库

50241333

数据登录号

化合物性质

理化性质

疏水性(logP)

3.7

药理学性质

给药途径

Oral, Topical

法定药品分级

Rx-only

半衰期

24-40 hours

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

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]

A member of the class of piperidines that is the benzhydryl ether derivative of 1-methyl-4-hydroxypiperidine. A sedating antihistamine, it is used as the hydrochloride for the symptomatic relief of allergic conditions including rhinitis and hay fever, and in pruritic skin disorders. It is also used as the teoclate salt (piprinhydrinate) as an ingredient in compound preparations for the symptomatic relief of coughs and the common cold.

描述信息

参考文献

PubChem文献

数据源提供

• 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

参考文献

生物活性

PubChem BioAssay

生物活性

导航

基本信息

计算属性

• RDKit

• JChem

数据来源

• 学术数据

名称和标识