N-ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide

• ChemBase编号: 688
• 分子式: C17H20N2O2
• 平均质量: 284.3529
• 单一同位素质量: 284.15247789
• SMILES: O=C(N(Cc1ccncc1)CC)C(c1ccccc1)CO
• Canonical SMILES: CCN(C(=O)C(c1ccccc1)CO)Cc1ccncc1
• InChI: InChI=1S/C17H20N2O2/c1-2-19(12-14-8-10-18-11-9-14)17(21)16(13-20)15-6-4-3-5-7-15/h3-11,16,20H,2,12-13H2,1H3
• InChIKey: BGDKAVGWHJFAGW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide
• IUPAC传统名: tropicamide; triaminic DM; N-ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide
• 商标名: I-Picamide; Minims Tropicamide; Mydriacyl; Mydriafair; Mydriaticum; Ocu-Tropic; Opticyl; Paremyd; Spectro-Cyl; Tropicacyl
• 别名: N-ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide; Tropicamid; Tropicamide; Mydriacyl; N-Ethyl-α-(hydroxymethyl)-N-(4-pyridinylmethyl)benzeneacetamide; N-Ethyl-N-(γ-picolyl)tropamide; Tropic Acid-N-ethyl-N-(γ-picolyl)amide; Tropicamide; Visumidriatic; N-Ethyl-2-phenyl-N-4-[-pyridyl-methyl]hydracrylamide; N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide; Ro 1-7683; Tropicamide

登记号

• CAS号: 1508-75-4
• EC号: 216-140-2
• MDL号: MFCD00058580
• PubChem SID: 46505924; 160964151; 24277879
• PubChem CID: 5593

理论计算性质

JChem

• Acid pKa: 15.183162
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.2676235
• LogD (pH = 7.4): 1.3756077
• Log P: 1.3772274
• 摩尔折射率: 82.5347 cm^3
• 极化性: 31.894777 Å^3
• 极化表面积: 53.43 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: 1.42
• LOG S: -2.88
• 溶解度: 3.75e-01 g/l

分子性质

理化性质

• 溶解度: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble4.3 mg/mL; Chloroform; ethanol: soluble5.6 mg/mL; H2O: insoluble
• 外观: Off-White Solid; white solid
• 熔点: 96°C; 96-97°C
• 疏水性(logP): 1.3

安全信息

• 保存条件: -20°C Freezer; 2-8°C
• RTECS编号: CY1487860
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38-42/43; R:22
• 安全公开号: 22-26-36; S:36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H317-H319-H332-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 保存温度: 2-8°C

药理学性质

• 作用靶点: AChR
• 相关基因信息: human ... CHRM4(1132)
• 生物活性机理: Muscarine receptor antagonist; Parasympatholytic; Spasmolytic

产品相关信息

• 成盐信息: Free Base
• 应用领域: Mydriatic; Spasmolytic

详细说明

MP Biomedicals - 02157144

(N-Ethyl-2-phenyl-N-4-[-pyridyl-methyl]hydracrylamide)

DrugBank - DB00809

• Drug Groups: approved
• Description: One of the muscarinic antagonists with pharmacologic action similar to atropine and used mainly as an ophthalmic parasympatholytic or mydriatic. [PubChem]
• Indication: Indicated to induce mydriasis (dilation of the pupil) and cycloplegia (paralysis of the ciliary muscle of the eye) in diagnostic procedures, such as measurement of refractive errors and examination of the fundus of the eye.
• Pharmacology: Tropicamide belongs to the group of medicines called anti-muscarinics. Tropicamide blocks the receptors in the muscles of the eye (muscarinic receptors). These receptors are involved controlling the pupil size and the shape of the lens. By blocking these receptors, tropicamide produces dilatation of the pupil (mydriasis) and prevents the eye from accommodating for near vision (cycloplegia). Tropicamide is given as eye drops to dilate the pupil and relax the lens so that eye examinations can be carried out thoroughly.
• Toxicity: Overdose can casue dry mouth, blurred vision, photophobia, hallucinations and rapid/irregular pulse.
• Affected Organisms: Humans and other mammals
• Protein Binding: 45%
• External Links: Wikipedia; Drugs.com

Sigma Aldrich - T9778

Biochem/physiol Actions
M4 muscarinic acetylcholine receptor antagonist.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T9778.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - T892650

Ophthalmic anticholinergic. Mydriatic.

参考文献

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