托芬那酸

托芬那酸用途

Tolfenamic Acid 是一种非甾体抗炎剂和抗癌剂,能够选择性地抑制 COX-2 的活性,在 LPS 诱导的犬 DH82 单核细胞/巨噬细胞中,对 COX-2 的 IC50 值为 13.49 μM (3.53 μg/mL),对 COX-1 无作用。

托芬那酸名称

[ CAS 号 ]:
13710-19-5

[ 中文名 ]:
托灭酸

[ 英文名 ]:
Tolfenamic acid

[中文别名 ]:

[英文别名 ]:

Clotam
N-(3-Chloro-ortho-tolyl) anthranilic acid
2-[(3-Chloro-2-methylphenyl)amino]benzoic acid
Tolfenamic acid
MFCD00133865
N-(3-Chloro-o-tolyl)-anthranilic acid
EINECS 237-264-3
Tolfedine
2-((3-Chloro-2-methylphenyl)amino)benzoic acid
2-(3-Chloro-o-toluidino)benzoic Acid

托芬那酸生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 炎症/免疫

[ 靶点 ]

COX-2:13.49 μM (IC50, in cell)

[体外研究]

Tolfenamic Acid是一种非甾体类抗炎药,选择性抑制COX-2,在LPS处理的(COX-2)犬DH82单核细胞/巨噬细胞中IC50为13.49μM(3.53μg/ mL),但对COX-1没有影响。 [1]。托芬那酸(100μM)抑制BE3,OE33和SKGT5的> 70％的细胞活力。 Tolfenamic Acid还可作为有效的Sp蛋白抑制剂,降低Sp1和Sp4,抑制食管癌细胞BE3和SKGT5中c-Met的表达[2]。 Tolfenamic Acid(50μM)显着影响L3.6pl细胞中的基因表达,并下调CENPF,KIF20A,LMNB1,MYB,SKP2,CCNE2和DDIT3 [3]。

[体内研究]

Tolfenamic Acid(50mg/kg 3次/周,po)抑制N-亚硝基甲基苄胺(NMBA)诱导的食管肿瘤模型中的肿瘤形成和肿瘤发生率。在用NMBA治疗的大鼠中,Tolfenamic Acid也会导致肿瘤多样性和肿瘤体积减少[2]。

[细胞实验]

所有细胞在补充有5％血清的培养基（RPMI1640）中生长，并在37℃，95％空气和5％CO 2的潮湿气氛中培养。接种后24小时，用载体（0.1％DMSO）或各种浓度的托芬那酸（25/50 /100μM）处理细胞。在处理后24,48和72小时进行细胞活力测定。用50μM托芬那酸处理细胞，并在处理后48小时收获细胞沉淀。这些颗粒用于制备用于蛋白质印迹分析的细胞裂解物[2]。

[动物实验]

小鼠[2]食管SCC的Fischer 344（F-344）大鼠模型最初每笼饲养两只，但由于体积增大最终分成每笼一只，并保持在标准的人道条件下（20±2°） C，50±10％相对湿度，12小时光照/黑暗循环）。随意提供食物和水。每次给药时记录体重。到达动物设施后两周，将大鼠随机分成4组：C：NMBA（1-5周）; NTA :( NMBA 1-5周，然后Tolfenamic Acid 6-25周）; NC：阴性对照（载体）;和TA：Tolfenamic Acid阴性对照。对照（C）和NTA组用NMBA（0.5mg / kg）在0.2mL载体中皮下注射，每周三次，持续5周，而阴性对照组仅注射载体。从第6周到第25周，NTA和托芬那酸组也通过口服强饲法接受50mg / kg托芬那酸。在第25周后，处死动物，纵向切开食道，并对表面肿瘤进行定位和计数。记录包括息肉在内的病变的数量和大小并捕获图像。使用长椭球体的公式计算肿瘤体积：长×宽×高×p / 6 [2]。

[参考文献]

[1]. Kay-Mugford P, et al. In vitro effects of nonsteroidal anti-inflammatory drugs on cyclooxygenase activity in dogs. Am J Vet Res. 2000 Jul;61(7):802-10.

[2]. Maliakal P, et al. Chemopreventive effects of tolfenamic acid against esophageal tumorigenesis in rats. Invest New Drugs. 2012 Jun;30(3):853-61.

[3]. Sankpal UT, et al. Tolfenamic acid-induced alterations in genes and pathways in pancreatic cancer cells. Oncotarget. 2017 Feb 28;8(9):14593-14603

[相关活性小分子]

托芬那酸物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
405.4±40.0 °C at 760 mmHg

[ 熔点 ]:
210-214°C

[ 分子式 ]:
C₁₄H₁₂ClNO₂

[ 分子量 ]:
261.704

[ 闪点 ]:
199.0±27.3 °C

[ 精确质量 ]:
261.055664

[ PSA ]:
49.33000

[ LogP ]:
5.76

[ 外观性状 ]:
白色结晶粉末

[ 蒸汽压 ]:
0.0±1.0 mmHg at 25°C

[ 折射率 ]:
1.658

[ 储存条件 ]:
Refrigerator

托芬那酸MSDS

详细MSDS(安全技术说明书)

托芬那酸毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB2687500

CHEMICAL NAME :: Anthranilic acid, N-(3-chloro-o-tolyl)-

CAS REGISTRY NUMBER :: 13710-19-5

LAST UPDATED :: 199612

DATA ITEMS CITED :: 10

MOLECULAR FORMULA :: C14-H12-Cl-N-O2

MOLECULAR WEIGHT :: 261.72

WISWESSER LINE NOTATION :: QVR BMR CG B1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 225 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: TOIZAG Toho Igakkai Zasshi. Journal of Medical Society of Toho University. (Toho Daigaku Igakkai, 21-16, Omori-nishi, 5-chome, Ota-ku, Tokyo 143, Japan) V.1- 1954- Volume(issue)/page/year: 28,99,1981

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 238 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory stimulation Gastrointestinal - changes in structure or function of salivary glands

REFERENCE :: TOIZAG Toho Igakkai Zasshi. Journal of Medical Society of Toho University. (Toho Daigaku Igakkai, 21-16, Omori-nishi, 5-chome, Ota-ku, Tokyo 143, Japan) V.1- 1954- Volume(issue)/page/year: 29,851,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 246 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 14,838,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 280 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 14,838,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 185 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 14,838,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 267 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 14,838,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 562 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: TOIZAG Toho Igakkai Zasshi. Journal of Medical Society of Toho University. (Toho Daigaku Igakkai, 21-16, Omori-nishi, 5-chome, Ota-ku, Tokyo 143, Japan) V.1- 1954- Volume(issue)/page/year: 29,851,1983 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1 mg/kg

SEX/DURATION :: female 21 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 27,117,1984

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 648 mg/kg

SEX/DURATION :: female 17-22 day(s) after conception lactating female 21 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: TOIZAG Toho Igakkai Zasshi. Journal of Medical Society of Toho University. (Toho Daigaku Igakkai, 21-16, Omori-nishi, 5-chome, Ota-ku, Tokyo 143, Japan) V.1- 1954- Volume(issue)/page/year: 29,889,1983

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 264 mg/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system

REFERENCE :: TOIZAG Toho Igakkai Zasshi. Journal of Medical Society of Toho University. (Toho Daigaku Igakkai, 21-16, Omori-nishi, 5-chome, Ota-ku, Tokyo 143, Japan) V.1- 1954- Volume(issue)/page/year: 29,889,1983

托芬那酸安全信息

[ 符号 ]:

GHS06

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301

[ 警示性声明 ]:
P301 + P310

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22

[ 危险品运输编码 ]:
UN 2811 6.1/PG 3

[ WGK德国 ]:
3

[ RTECS号 ]:
CB2687500

[ 海关编码 ]:
2922499990

托芬那酸合成路线

详细合成路线

托芬那酸上下游产品

托芬那酸上游产品

托芬那酸下游产品

托芬那酸海关

[ 海关编码 ]: 2922499990

[ 中文概述 ]:
2922499990 其他氨基酸及其酯及它们的盐（含有一种以上含氧基的除外）. 增值税率:17.0% 退税率:9.0% 监管条件:AB(入境货物通关单,出境货物通关单) 最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乙醇胺及其盐应报明色度, 乙醇胺及其盐应报明包装

[ 监管条件 ]: A.入境货物通关单 B.出境货物通关单

[ 检验检疫 ]: P.进境动植物、动植物产品检疫 Q.出境动植物、动植物产品检疫 R.进口食品卫生监督检验 S.出口食品卫生监督检验 M.进口商品检验 N.出口商品检验

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

托芬那酸文献

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Toward the establishment of standardized in vitro tests for lipid-based formulations, part 4: proposing a new lipid formulation performance classification system.

J. Pharm. Sci. 103(8) , 2441-55, (2014)

The Lipid Formulation Classification System Consortium looks to develop standardized in vitro tests and to generate much-needed performance criteria for lipid-based formulations (LBFs). This article h...

Multiresidue determination of ten nonsteroidal anti-inflammatory drugs in bovine, porcine, and chicken liver tissues by HPLC-MS/MS.

Appl. Biochem. Biotechnol. 174(1) , 1-5, (2014)

Nonsteroidal anti-inflammatory drugs (NSAIDs) are the group of drugs having the therapeutic efficacy of analgesic and antipyretic. To detect health-threatening residues of NSAIDs, a fast and easy mult...

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