73080-51-0

• 常用中文名：瑞吡司特
• 常用英文名：Repirinast
• CAS号：73080-51-0
• 分子式：C₈H₁₁N₇O
• 分子量：221.219
• 相关类别： 原料药 呼吸系统用药 平喘药
• 发布时间：2018-08-19 11:12:15
• 更新时间：2024-01-02 13:23:27
• 雷普利司(MY-5116)是一种口服活性抗过敏药物。雷普利司特抑制组胺释放。雷普利司特可用于支气管哮喘的研究[1][2][3]。

名称

• 中文名: 瑞吡司特
• 英文名: 3-methylbutyl 7,8-dimethyl-4,5-dioxo-6H-pyrano[3,2-c]quinoline-2-carboxylate
• 中文别名: 瑞呱利斯; 5,6-二氢-7,8-二甲基-4,5-二氧代-4H-吡喃并[3,2-C]喹啉-2-羧酸异戊酯; 7,8-二甲基-4,5-二氧代-6H-吡喃并[5,6-c]喹啉-2-甲酸 3-甲基丁基酯
• 英文别名: Isoamyl 5,6-dihydro-7,8-dimethyl-4,5-dioxo-4H-pyrano(3,2-c)quinoline-2-carboxylate; MY-5116; Repirinastum [INN-Latin]; Diazenecarboxamide, 2-[4-[2-(diaminomethylene)hydrazinyl]phenyl]-, (E)-; Romet; Isopentyl 5,6-dihydro-7,8-dimethyl-4,5-dioxo-4H-pyrano(3,2-c)quinoline-2-carboxylate; (E)-2-{4-[2-(Diaminomethylene)hydrazino]phenyl}diazenecarboxamide; repirinast

物化性质

• 密度: 1.6±0.1 g/cm3
• 沸点: 461.1±55.0 °C at 760 mmHg
• 熔点: 236-241°
• 分子式: C₈H₁₁N₇O
• 分子量: 221.219
• 闪点: 232.6±31.5 °C
• 精确质量: 221.102509
• PSA: 89.37000
• LogP: 0.46
• 蒸汽压: 0.0±1.1 mmHg at 25°C
• 折射率: 1.731
• 分子结构:

  1、 摩尔折射率：95.04

  2、 摩尔体积（cm³/mol）：286.3

  3、 等张比容（90.2K）：758.4

  4、 表面张力（dyne/cm）：49.1

  5、 极化率（10-24cm3）：37.68

• 计算化学:

  1.疏水参数计算参考值（XlogP）:3.4

  2.氢键供体数量:1

  3.氢键受体数量:5

  4.可旋转化学键数量:5

  5.互变异构体数量:22

  6.拓扑分子极性表面积81.7

  7.重原子数量:26

  8.表面电荷:0

  9.复杂度:690

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1.性状：从氯仿-己烷结晶。

  2.熔点（℃）：236-241。

生物活性

• 描述: 雷普利司(MY-5116)是一种口服活性抗过敏药物。雷普利司特抑制组胺释放。雷普利司特可用于支气管哮喘的研究[1][2][3]。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 炎症/免疫
• 体外研究: 雷普利司特抑制抗原(IC50:0.3μM)诱导的大鼠腹膜肥大细胞释放组胺[3]。
• 体内研究: 雷普利司特(30 mg/kg,i.p.)抑制豚鼠抗原诱导的早期和晚期肺反应[1]。雷普利司特(30 mg/kg,p.o.)抑制大鼠抗原诱导的即刻支气管收缩[2]。动物模型：豚鼠[1]剂量：30 mg/kg给药：腹腔注射(i.p.)结果：抑制白细胞(主要是嗜酸性粒细胞)渗入支气管组织。阻断抗原诱导气道对吸入乙酰胆碱的高反应性。动物模型：哮喘大鼠(10 mg/kg抗原OVA激发)[1]剂量：30 mg/kg给药：口服(p.o.)结果：抑制激发后30秒和1分钟的呼吸次数减少。
• 参考文献:

  [1]. N Yamada, et al. Repirinast inhibits antigen-induced early and late pulmonary responses and airway hyperresponsiveness in guinea pigs. Int Arch Allergy Immunol. 1993;100(4):367-72.

  [2]. Takahashi K. Effects of MY-5116 on experimental asthma in rats and guinea pigs. Arerugi. 1986 Oct; 35(10): 1037-46.

  [3]. M Takei, et al. Inhibition of histamine release from rat peritoneal mast cells by MY-1250, an active metabolite of Repirinast (MY-5116). Int Arch Allergy Appl Immunol. 1990;93(2-3):237-41.

毒性和生态

毒理学数据: 急性毒性LD50小鼠、大鼠、兔和狗(mg/kg)：＞5000口服。 CHEMICAL IDENTIFICATION RTECS NUMBER : UQ1377000 CHEMICAL NAME : 4H-Pyrano(3,2-c)quinoline-2-carboxylic acid, 5,6-dihydro-7,8-dimethyl-4,5-dioxo-, isopentyl ester CAS REGISTRY NUMBER : 73080-51-0 LAST UPDATED : 199612 DATA ITEMS CITED : 9 MOLECULAR FORMULA : C20-H21-N-O5 MOLECULAR WEIGHT : 355.42 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 : >5 gm/kg TOXIC EFFECTS : Behavioral - food intake (animal) Nutritional and Gross Metabolic - weight loss or decreased weight gain 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: 17,545,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 2783 mg/kg TOXIC EFFECTS : Gastrointestinal - peritonitis Kidney, Ureter, Bladder - other changes 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: 17,545,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >5 gm/kg TOXIC EFFECTS : Behavioral - food intake (animal) Skin and Appendages - dermatitis, other (after systemic exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain 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: 17,545,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >5 gm/kg TOXIC EFFECTS : Behavioral - food intake (animal) Nutritional and Gross Metabolic - weight loss or decreased weight gain 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: 17,545,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1435 mg/kg TOXIC EFFECTS : Gastrointestinal - peritonitis Kidney, Ureter, Bladder - other changes 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: 17,545,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >5 gm/kg TOXIC EFFECTS : Behavioral - food intake (animal) Skin and Appendages - dermatitis, other (after systemic exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain 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: 17,545,1986 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : >5 gm/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: 17,577,1986 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : >5 gm/kg TOXIC EFFECTS : Liver - other changes Kidney, Ureter, Bladder - changes primarily in glomeruli Blood - changes in spleen 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: 17,545,1986 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 5200 mg/kg SEX/DURATION : female 6-18 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Fertility - abortion Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) 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: 17,51,1986

安全

• 海关编码: 2934999090

合成路线

63768-46-7 ~% 73080-51-0

文献：European Journal of Medicinal Chemistry, , vol. 16, # 3 p. 251 - 256

87-59-2 ~% 73080-51-0

文献：European Journal of Medicinal Chemistry, , vol. 16, # 3 p. 251 - 256

63768-47-8 ~% 73080-51-0

文献：European Journal of Medicinal Chemistry, , vol. 16, # 3 p. 251 - 256

123-51-3 73080-52-1 ~% 73080-51-0

文献：European Journal of Medicinal Chemistry, , vol. 16, # 3 p. 251 - 256

上下游产品

上游产品  5
63768-46-7 87-59-2 63768-47-8 123-51-3
73080-52-1
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制备

下列酸化合物转化为酰氯后，再和3-甲基正丁醇在90-100℃下搅拌，得到瑞吡司特。

海关

海关编码	2934999090
中文概述	2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%