2-(6-chloro-9H-carbazol-2-yl)propanoic acid

• ChemBase编号: 700
• 分子式: C15H12ClNO2
• 平均质量: 273.71428
• 单一同位素质量: 273.05565631
• SMILES: Clc1cc2c3c([nH]c2cc1)cc(C(C)C(=O)O)cc3
• Canonical SMILES: OC(=O)C(c1ccc2c(c1)[nH]c1c2cc(cc1)Cl)C
• InChI: InChI=1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)
• InChIKey: PUXBGTOOZJQSKH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(6-chloro-9H-carbazol-2-yl)propanoic acid
• IUPAC传统名: 2-(6-chloro-9H-carbazol-2-yl)propanoic acid; carprofen
• 商标名: Rimadyl; Ridamyl
• 别名: 6-氯-α-甲基-9H-咔唑-2-乙酸; 卡洛芬; 2-(6-chloro-9H-carbazol-2-yl)propanoic acid; (dl)-6-Chloro-α-methylcarbazole-2-acetic Acid; C 5720; Carprodyl; (+/-)-Carprofen; Imadyl; NSC 297935; Rimadyl; Ro 20-5720; rac Carprofen; Carprofene [inn-french]; Carprofeno [inn-spanish]; Carprofenum [inn-latin]; 6-Chloro-alpha-methylcarbazole-2-acetic acid; 6-Chloro-alpha-methyl-9H-carbazole-2-acetic acid; 2-(6-Chloro-9H-carbazol-2-yl)propanoic acid; Carprofen; 6-Chloro-α-methyl-9H-carbazole-2-acetic acid; Carprofen

登记号

• CAS号: 53716-49-7
• EC号: 258-712-4
• MDL号: MFCD00079028
• PubChem SID: 160964163; 24860673; 46505357
• PubChem CID: 2581

理论计算性质

JChem

• Acid pKa: 4.4157977
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.7586398
• LogD (pH = 7.4): 0.99989116
• Log P: 3.875665
• 摩尔折射率: 74.1591 cm^3
• 极化性: 30.937445 Å^3
• 极化表面积: 53.09 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.09
• LOG S: -4.86
• 溶解度: 3.79e-03 g/l

分子性质

理化性质

• 溶解度: DMSO; Methanol; Practically insoluble at 25oC
• 外观: Off-White Solid
• 熔点: 186-188°C
• 疏水性(logP): 3.8; 3.978

安全信息

• 保存条件: Refrigerator
• RTECS编号: FE3180000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 作用靶点: Others
• 相关基因信息: human ... IL8RA(3577)
• 生物活性机理: Prostaglandin antagonist

产品相关信息

• 纯度: 95%
• 级别: VETRANAL™, analytical standard
• 成盐信息: Free Base
• 应用领域: Analgesic; Antiinflammatory agent; Antipyretic
• Empirical Formula (Hill Notation): C15H12ClNO2

详细说明

DrugBank - DB00821

• Drug Groups: approved
• Description: Carprofen is a non-steroidal anti-inflammatory drug (NSAID) that is used by veterinarians as a supportive treatment for the relief of arthritic symptoms in geriatric dogs. Carprofen was previously used in human medicine for over 10 years (1985-1995). It was generally well tolerated, with the majority of adverse effects being mild, such as gastro-intestinal pain and nausea, similar to those recorded with aspirin and other non-steroidal anti-inflammatory drugs. It is no longer marketed for human usage, after being withdrawn on commercial grounds. [Wikipedia]
• Indication: For use as a pain reliever in the treatment of joint pain and post-surgical pain.
• Pharmacology: Carprofen is a non-steroidal anti-inflammatory drug (NSAID) of the propionic acid class that includes ibuprofen, naproxen, and ketoprofen. It is no longer used in the clinical setting, but is approved for use in dogs. Carprofen is non-narcotic and has characteristic analgesic and antipyretic activity approximately equipotent to indomethacin in animal models.
• Toxicity: Symptoms of NSAID overdose include dizziness and nystagmus. Oral LD₅₀ in mouse and rat is 282 mg/kg and 149 mg/kg, respectively.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Rapidly and nearly completely absorbed (more than 90% bioavailable) when administered orally.
• Half Life: Approximately 8 hours (range 4.5–9.8 hours) in dogs.
• Protein Binding: High (99%)
• External Links: Wikipedia

Sigma Aldrich - 33975

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 33975.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - C184350

Carprofen is a non steroidal anti-inflammatory that is used by veterinarians for the relief of arthritic systems in dogs. It can be used for joint pain or post operative inflammation. Carprofen, is also used for the relief from pain and inflammation assoc

参考文献

• Randall, L.O., et al.: Arch. Int. Pharmacodyn., 220, 94 (1976)
• Yu, T.F., et al.: J. Clin. Pharmacol., 20, 347 (1976)
• O’Brien, W.M., et al.: Pharmacotherapy, 7, 16 (1976)
• Ger. Pat., 1974, 2 337 340; CA, 80, 108366q, (synth, pharmacol)
• Randall, L.O. et al., Arch. Int. Pharmacodyn. Ther., 1976, 220, 94, (pharmacol)
• Hodshon, B.J. et al., Biomed. Mass Spectrom., 1979, 6, 325, (ms)
• Kemmerer, J.M. et al., J. Pharm. Sci., 1979, 68, 1274, (isomers)
• Strub, K. et al., Eur. J. Rheumatol. Inflammation, 1982, 5, 478; 492, (pharmacol, rev)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 10
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CCK800