2-(diethylamino)ethyl 3-amino-4-propoxybenzoate hydrochloride

• ChemBase编号: 157726
• 分子式: C16H27ClN2O3
• 平均质量: 330.85018
• 单一同位素质量: 330.17102041
• SMILES: CCCOc1ccc(cc1N)C(=O)OCCN(CC)CC.Cl
• Canonical SMILES: CCCOc1ccc(cc1N)C(=O)OCCN(CC)CC.Cl
• InChI: InChI=1S/C16H26N2O3.ClH/c1-4-10-20-15-8-7-13(12-14(15)17)16(19)21-11-9-18(5-2)6-3;/h7-8,12H,4-6,9-11,17H2,1-3H3;1H
• InChIKey: BFUUJUGQJUTPAF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(diethylamino)ethyl 3-amino-4-propoxybenzoate hydrochloride
• IUPAC传统名: proparacaine hydrochloride; 2-(diethylamino)ethyl 3-amino-4-propoxybenzoate hydrochloride
• 别名: 丙美卡因 盐酸盐; Proparacaine hydrochloride; Alcaine; Opthaine; Proparacaine hydrochloride; Proxymetacaine Hydrochloride; 3-Amino-4-propoxybenzoic Acid 2-(Diethylamino)ethyl Ester Hydrochloride; 2-(Diethylamino)ethyl 3-Amino-4-propoxybenzoate Hydrochloride; Proxymetacaine Hydrochloride; Chibro-keracaine; Fluoracaine; Ophthain; Proparacaine Hydrochloride; Proparacaine HCl

登记号

• CAS号: 5875-06-9; 499-67-2
• EC号: 227-541-7
• MDL号: MFCD00083467
• PubChem SID: 24898549; 162251863
• PubChem CID: 517321

理论计算性质

• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.579591
• LogD (pH = 7.4): 1.0333513
• Log P: 2.6017163
• 摩尔折射率: 86.0358 cm^3
• 极化性: 32.82243 Å^3
• 极化表面积: 64.79 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol; Water
• 外观: White Solid
• 熔点: 181-183°C

安全信息

• 保存条件: Refrigerator
• RTECS编号: DG3065000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36-43
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H317-H319-H332
• GHS警示性声明: P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 作用靶点: Sodium Channel
• 生物活性机理: However, several studies indicate that local anesthetics may limit sodium ion permeability through the lipid layer of the nerve cell membrane.; Proparacaine may alter epithelial sodium channels through interaction with channel protein residues.; The exact mechanism whereby proparacaine and other local anesthetics influence the permeability of the cell membrane is unknown; This limitation prevents the fundamental change necessary for the generation of the action potential.

产品相关信息

• 级别: analytical standard, for drug analysis
• 成盐信息: HCl
• 应用领域: Local anaesthetic (esp. ophthalmic)
• Empirical Formula (Hill Notation): C16H26N2O3 · HCl

详细说明

Sigma Aldrich - P4554

Biochem/physiol Actions
眼用局部麻醉药

Toronto Research Chemicals - P761800

Topical anesthetic (ophthalmic).

参考文献

• McIntyre, S., et al.: J. Pharmacol. Exp. Ther., 63, 369 (1938)
• Whigan, D.B., et al.: Anal. Profiles Drug Subs., 6, 423 (1938)
• McIntyre, A.R. et al., J. Pharmacol. Exp. Ther., 1938, 63, 369, (pharmacol)
• Clinton, R.O. et al., J.A.C.S., 1952, 74, 592, (synth)
• Whigan, D.B., Anal. Profiles Drug Subst., 1977, 6, 423, (rev, synth, metab)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 4191
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1017