1-cyclohexyl-1-phenyl-3-(pyrrolidin-1-yl)propan-1-ol

• ChemBase编号: 270
• 分子式: C19H29NO
• 平均质量: 287.43966
• 单一同位素质量: 287.22491455
• SMILES: OC(C1CCCCC1)(CCN1CCCC1)c1ccccc1
• Canonical SMILES: OC(c1ccccc1)(C1CCCCC1)CCN1CCCC1
• InChI: InChI=1S/C19H29NO/c21-19(17-9-3-1-4-10-17,18-11-5-2-6-12-18)13-16-20-14-7-8-15-20/h1,3-4,9-10,18,21H,2,5-8,11-16H2
• InChIKey: WYDUSKDSKCASEF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-cyclohexyl-1-phenyl-3-(pyrrolidin-1-yl)propan-1-ol
• IUPAC传统名: procyclidine
• 商标名: Arpicolin; Elorine; Kemadrin; Kemadrine; Lergine; Metanin; Osnervan; Procyclid; Procyklidin; Prosyklidin; Spamol; Triciclidina; Triciloid; Tricoloid; Tricyclamol; Vagosin
• 别名: Prociclidina [INN-Spanish]; Procyclidinum [INN-Latin]; Procyclidine

登记号

• CAS号: 77-37-2
• PubChem SID: 46505553; 160963733
• PubChem CID: 4919

理论计算性质

JChem

• Acid pKa: 13.840035
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.41974708
• LogD (pH = 7.4): 1.7523681
• Log P: 3.788117
• 摩尔折射率: 88.6042 cm^3
• 极化性: 34.990223 Å^3
• 极化表面积: 23.47 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: 4.13
• LOG S: -4.47
• 溶解度: 9.84e-03 g/l

分子性质

理化性质

• 溶解度: Moderately soluble in water, ~ 30 mg/ml
• 疏水性(logP): 4.2

详细说明

DrugBank - DB00387

• Drug Groups: approved
• Description: A muscarinic antagonist that crosses the blood-brain barrier and is used in the treatment of drug-induced extrapyramidal disorders and in parkinsonism. [PubChem]
• Indication: For the treatment of all forms of Parkinson's Disease, as well as control of extrapyramidal reactions induced by antipsychotic agents.
• Pharmacology: Procyclidine has an atropine-like action on parasympathetic-innervated peripheral structures including smooth muscle. It's antispasmodic effects are thought to be related to the blockage of central cholinergic receptors M1, M2 and M4. It is used to treat symptomatic Parkinsonism and extrapyramidal dysfunction caused by antipsychotic agents.
• Toxicity: LD₅₀=60 mg/kg (IV in mice)
• Affected Organisms: Humans and other mammals
• Protein Binding: Approximately 100% bound to albumin.
• References: Theodoridis GC, Stark L: Central role of solar information flow in pregenetic evolution. J Theor Biol. 1971 Jun;31(3):377-88. [Pubmed]
• External Links: Wikipedia; Drugs.com

参考文献

• Theodoridis GC, Stark L: Central role of solar information flow in pregenetic evolution. J Theor Biol. 1971 Jun;31(3):377-88. Pubmed