dimethyl(2-{3-[1-(pyridin-2-yl)ethyl]-1H-inden-2-yl}ethyl)amine

• ChemBase编号: 6401
• 分子式: C20H24N2
• 平均质量: 292.41796
• 单一同位素质量: 292.19394878
• SMILES: c1ccc2c(c1)C(=C(C2)CCN(C)C)C(c1ccccn1)C
• Canonical SMILES: CN(CCC1=C(C(c2ccccn2)C)c2c(C1)cccc2)C
• InChI: InChI=1S/C20H24N2/c1-15(19-10-6-7-12-21-19)20-17(11-13-22(2)3)14-16-8-4-5-9-18(16)20/h4-10,12,15H,11,13-14H2,1-3H3
• InChIKey: MVMQESMQSYOVGV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: dimethyl(2-{3-[1-(pyridin-2-yl)ethyl]-1H-inden-2-yl}ethyl)amine
• IUPAC传统名: fenistil; dimethindene
• 商标名: Fenistil; Fengel; Foristal; Pecofenil; Triten
• 别名: (±)-Dimethindene; Dimethylpyrindene; Dimethindene; Dimetindene

登记号

• CAS号: 5636-83-9
• PubChem SID: 160969708
• PubChem CID: 21855
• ATC码: R06AB03; D04AA13
• CHEMBL: 22108
• Chemspider ID: 20541
• DrugBank ID: DB08801
• KEGG ID: D07853
• 美国药典/FDA物质标识码: 661FH77Z3P
• 维基百科标题: Dimetindene

理论计算性质

JChem

• Acid pKa: 18.931059
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.28649697
• LogD (pH = 7.4): 1.4587679
• Log P: 3.7387047
• 摩尔折射率: 93.5661 cm^3
• 极化性: 36.316757 Å^3
• 极化表面积: 16.13 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.03
• LOG S: -3.88
• 溶解度: 3.84e-02 g/l

分子性质

理化性质

• 溶解度: 0.239 mg/mL at 37 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

药理学性质

• 给药途径: oral, local

详细说明

DrugBank - DB08801

• Drug Groups: approved
• Description: Dimetindene (Fenistil) is an antihistamine/anticholinergic used orally and locally as an antipruritic.
• Indication: Indicated as symptomatic treatment of allergic reactions: urticaria, allergies of the upper respiratory tract such as hey fever and perennial rhinitis, food and drug allergies; pruritus of various origins, except pruritus due to cholestasis; insect bites. Dimethindene is also indicated for pruritus in eruptive skin diseases such as chicken-pox. Dimethindene can also be used as an adjuvant in eczema and other pruriginous dermatoses of allergic origin.
• Pharmacology: Dimethindene occurs as a racemic mixture. The (S)-(+)-dimethindene is a potent M2-selective muscarinic receptor antagonist (with lower affinity for M1, M3, and M4 muscarinic receptors). The (R)-(-)-enantiomer is the eutomer (responsible for bioactivity) for histamine H1 receptor binding.
• Toxicity: As with other antihistaminic drugs, overdosage can produce the following symptoms: CNS depression accompanied by drowsiness (especially in adults), CNS stimulation and antimuscarinic effects (especially in children) including the following: excitation, ataxia, hallucinations, tonic or clonic spasms, mydriasis, dryness of the mouth, redness of the face, urine retention, fever and tachycardia. Blood hypotension is also possible. In its terminal phase, coma can be aggravated by cardiorespiratory colapse and death. There has been no report of a fatal outcome of Dimethindene overdosage.
• Affected Organisms: Humans and other mammals
• References: Lambrecht G, Gross J, Mutschler E: Neuronal soma-dendritic and prejunctional M1-M4 receptors in gastrointestinal and genitourinary smooth muscle. Life Sci. 1999;64(6-7):403-10. [Pubmed] ; [Novartis Pamphlet]
• External Links: Wikipedia

参考文献

• Lambrecht G, Gross J, Mutschler E: Neuronal soma-dendritic and prejunctional M1-M4 receptors in gastrointestinal and genitourinary smooth muscle. Life Sci. 1999;64(6-7):403-10. Pubmed
• Novartis Pamphlet