33005-95-7

• 常用中文名：噻洛芬酸
• 常用英文名：Tiaprofenic Acid
• CAS号：33005-95-7
• 分子式：C₁₄H₁₂O₃S
• 分子量：260.30800
• 相关类别： 原料药 解热镇痛药 非甾抗炎药
• 发布时间：2018-09-11 22:39:25
• 更新时间：2024-01-05 18:47:02
• Tiaprofenic acid 是一种具有抗炎镇痛作用的口服非甾体抗炎药 (NSAID)。Tiaprofenic acid 通过抑制环氧化酶 (COX) 抑制前列腺素合成。Tiaprofenic acid 可用于治疗风湿性疾病。

名称

• 中文名: 噻洛芬酸
• 英文名: Tiaprofenic Acid
• 中文别名: 异噻酮布洛芬; 2-(5-苄氧基噻吩-2-基)丙酸; 2-(5-苯甲氧基噻吩-2-基)丙酸; 2-[5-(苯甲酰基)-2-噻吩基]丙酸
• 英文别名: 2-(5-Benzoylthiophen-2-yl)propanoic acid; Tiaprofenic acid; 2-(5-Benzoylthiophen-2-yl)propionic Acid

物化性质

• 密度: 1.29 g/cm3
• 沸点: 450.3ºC at 760 mmHg
• 熔点: 96° (isopropyl ether)
• 分子式: C₁₄H₁₂O₃S
• 分子量: 260.30800
• 闪点: 226.1ºC
• 精确质量: 260.05100
• PSA: 82.61000
• LogP: 3.16720
• 外观性状: 固体;White to Almost white powder to crystal
• 折射率: 1.612
• 储存条件: 室温
• 水溶解性: Practically insoluble in water, freely soluble in acetone, in ethanol (96 per cent) and in methylene chloride.

生物活性

• 描述: Tiaprofenic acid 是一种具有抗炎镇痛作用的口服非甾体抗炎药 (NSAID)。Tiaprofenic acid 通过抑制环氧化酶 (COX) 抑制前列腺素合成。Tiaprofenic acid 可用于治疗风湿性疾病。
• 相关类别:
  研究领域 >> 炎症/免疫
  信号通路 >> 免疫及炎症 >> COX
• 体内研究: 雌性Lewis大鼠静脉注射(静脉注射)硫丙酸15mg/kg,持续输注0.02mg/min,持续6h。硫丙酸可显著降低血清硫酸盐浓度,提高硫酸盐清除率。肾脏再吸收硫酸盐的比例也显著降低[2]。
• 参考文献:

  [1]. G L Plosker, et al. Tiaprofenic Acid. A Reappraisal of Its Pharmacological Properties and Use in the Management of Rheumatic Diseases. Drugs. 1995 Dec;50(6):1050-75.

  [2]. L J Benincosa, et al. Tiaprofenic Acid Inhibits the Renal Reabsorption of Sulfate in Rats. Prostaglandins Leukot Essent Fatty Acids. 1993 Jul;49(1):503-8.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : XM7580000 CHEMICAL NAME : 2-Thiopheneacetic acid, 5-benzoyl-alpha-methyl- CAS REGISTRY NUMBER : 33005-95-7 BEILSTEIN REFERENCE NO. : 1380662 LAST UPDATED : 199612 DATA ITEMS CITED : 16 MOLECULAR FORMULA : C14-H12-O3-S MOLECULAR WEIGHT : 260.32 WISWESSER LINE NOTATION : T5SJ BY1&VQ EVR HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 168 mg/kg/14D-I TOXIC EFFECTS : Vascular - shock Lungs, Thorax, or Respiration - other changes Gastrointestinal - ulceration or bleeding from small intestine REFERENCE : MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 158,647,1993 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 672 mg/kg/7W-I TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - anorexia (human) Liver - other changes REFERENCE : LANCAO Lancet. (7 Adam St., London WC2N 6AD, UK) V.1- 1823- Volume(issue)/page/year: 1,803,1986 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 16 mg/kg/2D-I TOXIC EFFECTS : Behavioral - wakefulness Behavioral - hallucinations, distorted perceptions Behavioral - excitement REFERENCE : CMAJAX Canadian Medical Association Journal. (Canadian Medical Assoc., POB 8650, Ottawa, ON K1G 0G8, Canada) V.1- 1911- Volume(issue)/page/year: 137,1022,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - man DOSE/DURATION : 257 mg/kg/30D-I TOXIC EFFECTS : Kidney, Ureter, Bladder - other changes in urine composition Kidney, Ureter, Bladder - inflammation, necrosis, or scarring of bladder REFERENCE : MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 160,123,1994 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 720 mg/kg/60D-I TOXIC EFFECTS : Kidney, Ureter, Bladder - other changes in urine composition Kidney, Ureter, Bladder - inflammation, necrosis, or scarring of bladder REFERENCE : MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 160,123,1994 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 181 mg/kg TOXIC EFFECTS : Behavioral - antipsychotic REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 9,715,1975 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 225 mg/kg TOXIC EFFECTS : Behavioral - antipsychotic REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 9,715,1975 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 215 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: 15,688,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 690 mg/kg TOXIC EFFECTS : Behavioral - antipsychotic REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 9,715,1975 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 355 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4159986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 675 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: 15,688,1984 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 2190 mg/kg/1Y-I TOXIC EFFECTS : Lungs, Thorax, or Respiration - other changes Related to Chronic Data - death Related to Chronic Data - changes in ovarian weight REFERENCE : YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 8,1743,1980 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 1800 mg/kg SEX/DURATION : male 10 week(s) pre-mating female 2 week(s) pre-mating - 6 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) REFERENCE : JZKEDZ Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. (Jikken Dobutsu Chuo Kenkyusho, 1433 Nogawa, Takatsu-ku, Kawasaki 211, Japan) V.1- 1975- Volume(issue)/page/year: 6,195,1980 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 7200 mg/kg SEX/DURATION : male 10 week(s) pre-mating female 2 week(s) pre-mating - 6 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetal death REFERENCE : JZKEDZ Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. (Jikken Dobutsu Chuo Kenkyusho, 1433 Nogawa, Takatsu-ku, Kawasaki 211, Japan) V.1- 1975- Volume(issue)/page/year: 6,195,1980 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 200 mg/kg SEX/DURATION : female 6-15 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - musculoskeletal system REFERENCE : JZKEDZ Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. (Jikken Dobutsu Chuo Kenkyusho, 1433 Nogawa, Takatsu-ku, Kawasaki 211, Japan) V.1- 1975- Volume(issue)/page/year: 6,205,1980 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 975 mg/kg SEX/DURATION : female 6-18 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Specific Developmental Abnormalities - musculoskeletal system REFERENCE : YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 8,1773,1980

安全

• 危险品运输编码: UN 2811 6.1/PG III
• RTECS号: XM7580000
• 包装等级: III

合成路线

54955-39-4 98-88-4 ~95% 33005-95-7

文献：Zhang, Shuguang; Huang, Shuang; Feng, Chengliang; Cai, Jin; Chen, Junqing; Ji, Min Journal of Chemical Research, 2013 , vol. 37, # 7 p. 406 - 408

67355-14-0 5188-07-8 ~65% 33005-95-7

文献：Sagami Chemical Research Center Patent: US4242519 A1, 1980 ;

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