55242-55-2

• 常用中文名：普罗潘非林
• 常用英文名：Propentofylline
• CAS号：55242-55-2
• 分子式：C₁₅H₂₂N₄O₃
• 分子量：306.360
• 相关类别： 原料药 神经系统用药 脑代谢调节药
• 发布时间：2018-03-28 08:00:00
• 更新时间：2024-01-13 11:01:26
• 丙烯茶碱是一种黄嘌呤衍生物,可抑制腺苷摄取并阻断磷酸二酯酶活性。丙戊茶碱具有神经保护、抗增殖和抗炎作用,可改善阿尔茨海默病或血管性痴呆患者的认知和痴呆严重程度。

名称

• 中文名: 普罗潘非林
• 英文名: Propentofylline
• 中文别名: 3-甲基-1-(5-氧代己基)-7-丙基嘌呤-2,6-二酮; 丙戊茶碱; 3,7-二氢-3-甲基-1-(5-氧己基)-7-丙基-1H-嘌呤.2,6-二酮:3,7-DIHYDRO-3-METHYL-1-(5-OXOHEXYL)-7-PROPYL-1H-PURINE-2,6-DIONE
• 英文别名: 3-Methyl-1-(5-oxohexyl)-7-propyl-3,7-dihydro-1H-purine-2,6-dione; 1H-Purine-2,6-dione, 3,7-dihydro-3-methyl-1-(5-oxohexyl)-7-propyl-; Propentofylline; 3-methyl-1-(5-oxohexyl)-7-propylpurine-2,6-dione; Albert 285; MFCD00133785

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 541.4±56.0 °C at 760 mmHg
• 熔点: 64-66ºC
• 分子式: C₁₅H₂₂N₄O₃
• 分子量: 306.360
• 闪点: 281.2±31.8 °C
• 精确质量: 306.169189
• PSA: 78.89000
• LogP: 1.38
• 外观性状: 灰白色固体
• 蒸汽压: 0.0±1.4 mmHg at 25°C
• 折射率: 1.602
• 储存条件: −20°C
• 水溶解性: H2O: soluble12.4mg/mL
• 分子结构:

  1、 摩尔折射率：83.49

  2、 摩尔体积（cm³/mol）：243.4

  3、 等张比容（90.2K）：640.4

  4、 表面张力（dyne/cm）：47.9

  5、 极化率（10-24cm3）：33.10

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:0

  3.氢键受体数量:4

  4.可旋转化学键数量:7

  5.互变异构体数量:3

  6.拓扑分子极性表面积75.5

  7.重原子数量:22

  8.表面电荷:0

  9.复杂度:454

  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：白色结晶性粉末，无臭，味苦。

  2溶解度：易溶于甲醇、乙醇或丙酮，略溶于乙醚或水，难溶于正己烷。

  3.熔点：69～70℃。

生物活性

• 描述: 丙烯茶碱是一种黄嘌呤衍生物,可抑制腺苷摄取并阻断磷酸二酯酶活性。丙戊茶碱具有神经保护、抗增殖和抗炎作用,可改善阿尔茨海默病或血管性痴呆患者的认知和痴呆严重程度。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> 磷酸二酯酶(PDE)
  研究领域 >> 炎症/免疫
  研究领域 >> 神经疾病
• 参考文献:

  [1]. Hudlicka O, Komarek J, Wright AJ. The effect of a xanthine derivative, 1-(5' oxohexyl)-3-methyl-7-propylxanthine (HWA 285), on heart performance and regional blood flow in dogs and rabbits. Br J Pharmacol. 1981;72(4):723-730.

  [2]. Sweitzer S, De Leo J. Propentofylline: glial modulation, neuroprotection, and alleviation of chronic pain. Handb Exp Pharmacol. 2011;(200):235-250.

毒性和生态

毒理学数据: 急性毒性LD50雄、雌小鼠，雄、雌大鼠(mg/kg)：900，780，1150，940口服；168，170，180，195静脉注射；375，346，199，196腹腔注射；450，508，400，338皮下注射。 CHEMICAL IDENTIFICATION RTECS NUMBER : UO8438700 CHEMICAL NAME : 1H-Purine-2,6-dione, 3,7-dihydro-3-methyl-1-(5-oxohexyl)-7-propyl- CAS REGISTRY NUMBER : 55242-55-2 BEILSTEIN REFERENCE NO. : 1156290 LAST UPDATED : 199612 DATA ITEMS CITED : 10 MOLECULAR FORMULA : C15-H22-N4-O3 MOLECULAR WEIGHT : 306.41 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 : 940 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 196 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 338 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 180 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 780 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 346 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 450 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 168 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 405 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Gastrointestinal - changes in structure or function of salivary glands REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 89 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Gastrointestinal - changes in structure or function of salivary glands REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 31,357,1986

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H302-H312-H332
• 警示性声明: P280
• 个人防护装备: dust mask type N95 (US);Eyeshields;Gloves
• 危害码 (欧洲): Xn: Harmful;
• 风险声明 (欧洲): R20/21/22
• 危险品运输编码: NONH for all modes of transport
• RTECS号: UO8438700
• 海关编码: 2933990090

合成路线

55242-64-3 ~88% 55242-55-2

文献：Hoechst Aktiengesellschaft Patent: US4289776 A1, 1981 ; US 4289776 A

10226-29-6 55242-64-3 ~92% 55242-55-2

文献：Hoechst Aktiengesellschaft Patent: US5475002 A1, 1995 ;

上下游产品

上游产品  2
55242-64-3 10226-29-6
下游产品  1
56395-62-1

制备

化合物(I)和6-溴-2-己酮在甲醇-水-氢氧化钠中回流，可得丙戊茶碱。

海关

海关编码	2933990090
中文概述	2933990090. 其他仅含氮杂原子的杂环化合物. 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, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%