2-[4-(thiophene-2-carbonyl)phenyl]propanoic acid

• ChemBase编号: 748
• 分子式: C14H12O3S
• 平均质量: 260.30828
• 单一同位素质量: 260.05071524
• SMILES: s1c(C(=O)c2ccc(C(C)C(=O)O)cc2)ccc1
• Canonical SMILES: OC(=O)C(c1ccc(cc1)C(=O)c1cccs1)C
• InChI: InChI=1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)
• InChIKey: MDKGKXOCJGEUJW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[4-(thiophene-2-carbonyl)phenyl]propanoic acid
• IUPAC传统名: 2-[4-(thiophene-2-carbonyl)phenyl]propanoic acid; suprofen
• 商标名: Maldocil; Masterfen; Profenal; Srendam; Sulproltin; Suprocil; Suprol; Sutoprofen; Topalgic
• 别名: Suprofene [INN-French]; Suprofenum [INN-Latin]; Suprofen; Profenal; Suprofen (Profenal); α-Methyl-4-(2-thienylcarbonyl)benzeneacetic Acid; p-(2-Thenoyl)hydratropic Acid; Sutoprofen; R-25061; Masterfen; Srendam; Sulprotin; Supranol; Suprocil; Suprol; Topalgic

登记号

• CAS号: 40828-46-4
• PubChem SID: 160964211; 46508210
• PubChem CID: 5359

理论计算性质

JChem

• Acid pKa: 4.011917
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.0281713
• LogD (pH = 7.4): 0.37402022
• Log P: 3.5262148
• 摩尔折射率: 69.4055 cm^3
• 极化性: 26.688793 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.16
• LOG S: -3.79
• 溶解度: 4.22e-02 g/l

分子性质

理化性质

• 溶解度: Acetone; Chloroform; Ethanol; limited solubility; Methanol,
• 外观: Off-White to Pale Yellow Solid
• 熔点: 116-118°C
• 疏水性(logP): 2.2

安全信息

• 保存条件: -20°C Freezer

药理学性质

• 作用靶点: Others

产品相关信息

• 成盐信息: Free Base

详细说明

DrugBank - DB00870

• Drug Groups: approved
• Description: An ibuprofen-type anti-inflammatory analgesic and antipyretic. It inhibits prostaglandin synthesis and has been proposed as an anti-arthritic. [PubChem]
• Indication: Used as eye drops to inhibit the miosis (pupil constriction) that may occur during ocular surgery.
• Pharmacology: Suprofen is a non-steroidal anti-inflammatory analgesic and antipyretic. Ophthalmic anti-inflammatory medicines are used in the eye to lessen problems that can occur during or after some kinds of eye surgery. Sometimes, the pupil of the eye gets smaller during an operation (pupil constriction), making it more difficult for the surgeon to reach some areas of the eye. Suprofen is used to help prevent this.
• Toxicity: Symptoms of overdose include bleeding in the eye or redness or swelling of the eye or the eyelid, blurred vision or other change in vision, fever or chills, itching or tearing, nausea or vomiting, pain, sensitivity to light, shortness of breath, sticky or matted eyelashes, swelling of face, throbbing pain, tightness in chest, troubled breathing, and wheezing.
• Affected Organisms: Humans and other mammals
• Biotransformation: Primarily hepatic (mainly via cytochrome P450 isozyme 2C9).
• Protein Binding: 20%
• External Links: Wikipedia; Drugs.com

Toronto Research Chemicals - S840000

Prostaglandin biosynthesis inhibitor. Analgesic.

参考文献

• Niemegeers, C.J.E., et al.: Arzneim.-Forsch., 25, 1537 (1975)