8-chloro-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-7-ide; [2-(diphenylmethoxy)ethyl]dimethylazanium

• ChemBase编号: 859
• 分子式: C24H28ClN5O3
• 平均质量: 469.96382
• 单一同位素质量: 469.18806746
• SMILES: c12c(n(c(=O)n(c1=O)C)C)nc([n-]2)Cl.C(c1ccccc1)(c1ccccc1)OCC[NH+](C)C
• Canonical SMILES: Clc1[n-]c2c(n1)n(C)c(=O)n(c2=O)C.C[NH+](CCOC(c1ccccc1)c1ccccc1)C
• InChI: InChI=1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10,13)
• InChIKey: DKHVTDUUNTVKOW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-chloro-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-7-ide; [2-(diphenylmethoxy)ethyl]dimethylazanium
• IUPAC传统名: 8-chloro-1,3-dimethyl-2,6-dioxo-7H-purin-7-ide; [2-(diphenylmethoxy)ethyl]dimethylazanium
• 商标名: Amosyt; Anautine; Andramine; Antemin; Aviomarin; Chloranautine; Diamarin; Dimate; Dimenest; Dimentabs; Dramalen; Dramamin; Dramarin; Dramilin; Dramyl; Dromyl; Eldodram; Gravinol; Gravol; Hydrinate; Menhydrinate; Neo-Navigan; Novamine; Permital; Reise-Engletten; Supremal; Teodramin; Travelin; Travelmin; Troversin; Vomex A; Xamamina
• 别名: Diphenhydrinate; Dimenhydrinate

登记号

• CAS号: 523-87-5
• PubChem SID: 46504881; 160964322
• PubChem CID: 441281

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 0.52368176
• LogD (pH = 7.4): 2.174247
• Log P: 3.6519072
• 摩尔折射率: 90.9439 cm^3
• 极化性: 31.329332 Å^3
• 极化表面积: 13.67 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.67
• LOG S: -5.57
• 溶解度: 1.25e-03 g/l

分子性质

理化性质

• 溶解度: 3000 mg/L
• 疏水性(logP): -0.39

详细说明

DrugBank - DB00985

• Drug Groups: approved
• Description: Dimenhydrinate (Dramamine, Gravol and Vertirosan) is an over-the-counter drug used to prevent motion sickness. It is closely related to diphenhydramine HCl, or Benadryl. It is primarily a H1-antagonist, but also possesses an antimuscarinic effect.
• Indication: Used for treating vertigo, motion sickness, and nausea associated with pregnancy.
• Pharmacology: Dimenhydrinate is an antiemetics drug combination that contains diphenhydramine and theophylline. It is not effective in the treatment of nausea associated with cancer chemotherapy. Dimenhydrinate directly inhibits the stimulation of certain nerves in the brain and inner ear to suppress nausea, vomiting, dizziness, and vertigo. Diphenhydramine and dimenhydinate both reduce vestibular neuronal excitation due to angular or linear acceleration motions.
• Toxicity: Symptoms of overdose include delerium, hallucinations, and excitment. Patients may be violent and confused.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic (cytochrome P-450 system).
• Absorption: Well absorbed after oral administration.
• Half Life: 1 to 4 hours
• Protein Binding: 98 to 99%.
• References: Takeda N, Morita M, Hasegawa S, Horii A, Kubo T, Matsunaga T: Neuropharmacology of motion sickness and emesis. A review. Acta Otolaryngol Suppl. 1993;501:10-5. [Pubmed] ; Halpert AG, Olmstead MC, Beninger RJ: Mechanisms and abuse liability of the anti-histamine dimenhydrinate. Neurosci Biobehav Rev. 2002 Jan;26(1):61-7. [Pubmed] ; Jaju BP, Wang SC: Effects of diphenhydramine and dimenhydrinate on vestibular neuronal activity of cat: a search for the locus of their antimotion sickness action. J Pharmacol Exp Ther. 1971 Mar;176(3):718-24. [Pubmed]
• External Links: Wikipedia; Drugs.com

参考文献

• Takeda N, Morita M, Hasegawa S, Horii A, Kubo T, Matsunaga T: Neuropharmacology of motion sickness and emesis. A review. Acta Otolaryngol Suppl. 1993;501:10-5. Pubmed
• Halpert AG, Olmstead MC, Beninger RJ: Mechanisms and abuse liability of the anti-histamine dimenhydrinate. Neurosci Biobehav Rev. 2002 Jan;26(1):61-7. Pubmed
• Jaju BP, Wang SC: Effects of diphenhydramine and dimenhydrinate on vestibular neuronal activity of cat: a search for the locus of their antimotion sickness action. J Pharmacol Exp Ther. 1971 Mar;176(3):718-24. Pubmed