9-methyl-3-(2H-1,2,3,4-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one

• ChemBase编号: 763
• 分子式: C10H8N6O
• 平均质量: 228.21012
• 单一同位素质量: 228.07595891
• SMILES: O=c1n2c(ncc1c1n[nH]nn1)c(ccc2)C
• Canonical SMILES: Cc1cccn2c1ncc(c2=O)c1n[nH]nn1
• InChI: InChI=1S/C10H8N6O/c1-6-3-2-4-16-9(6)11-5-7(10(16)17)8-12-14-15-13-8/h2-5H,1H3,(H,12,13,14,15)
• InChIKey: HIANJWSAHKJQTH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 9-methyl-3-(2H-1,2,3,4-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one
• IUPAC传统名: pemirolast
• 商标名: Alamast
• 别名: Pemirolastum [INN-Latin]; Pemirolast Potassium; Pemiroplast Potassium; Pemirolast

登记号

• CAS号: 100299-08-9
• PubChem SID: 46509034; 160964226
• PubChem CID: 57697

理论计算性质

JChem

• Acid pKa: 5.7956777
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 1.2869623
• LogD (pH = 7.4): 0.1722324
• Log P: 1.4587069
• 摩尔折射率: 63.3503 cm^3
• 极化性: 21.851652 Å^3
• 极化表面积: 87.13 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.13
• LOG S: -2.69
• 溶解度: 4.62e-01 g/l

分子性质

理化性质

• 疏水性(logP): 0

详细说明

DrugBank - DB00885

• Drug Groups: approved
• Description: Pemirolast potassium is a slightly yellow powder that is soluble in water. It is a mast cell stabilizer that acts as an antiallergic agent. As an ophthalmic aqueous sterile solution, pemirolast is used for the prevention of itching of the eyes caused by allergies such as hay fever, and allergic conjunctivitis. Pemirolast is potentially useful for prophylaxis of pulmonary hypersensitivity reactions to drugs such as paclitaxel.
• Indication: For the prevention of itching of the eyes caused by allergies such as hay fever, and allergic conjunctivitis
• Pharmacology: Pemirolast is used for the prophylactic treatment of itching of the eye associated with allergic conjunctivitis. Pemirolast potassium is a mast cell stabilizer that inhibits the in vivo Type I immediate hypersensitivity reaction. Pemirolast inhibits the antigen-induced release of inflammatory mediators (e.g., histamine, leukotriene C4, D4, E4) from human mast cells. Allergic reactions lead to cell-degranulation and the release of histamine (and other chemical mediators) from the mast cell or basophil. Once released, histamine can react with local or widespread tissues through histamine receptors. Histamine, acting on H₁-receptors, produces pruritis and vasodilatation (allowing blood fluids to enter the area to cause swelling). Pemirolast is a histamine H1 antagonist. It competes with histamine for the normal H₁-receptor sites on effector cells of blood vessels to provide effective, temporary relief of watery and itchy eyes.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic (Ophthalmic)
• Half Life: 4.5 hours (Ophthalmic)
• Elimination: Following topical administration, about 10-15% of the dose was excreted unchanged in the urine.
• References: Tinkelman DG, Berkowitz RB: A pilot study of pemirolast in patients with seasonal allergic rhinitis. Ann Allergy. 1991 Feb;66(2):162-5. [Pubmed]
• External Links: RxList; Drugs.com

参考文献

• Tinkelman DG, Berkowitz RB: A pilot study of pemirolast in patients with seasonal allergic rhinitis. Ann Allergy. 1991 Feb;66(2):162-5. Pubmed