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相关CAS号：
53179-11-6 106900-12-3
34552-83-5 1189488-17-2
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53179-11-6

53179-11-6结构式
53179-11-6结构式
  • 常用中文名：洛哌丁胺
  • 常用英文名：Loperamide
  • CAS号：53179-11-6
  • 分子式：C29H33ClN2O2
  • 分子量：477.04
  • 相关类别： 原料药 消化系统用药 泻药止泻药
  • 发布时间：2018-02-23 08:00:00
  • 更新时间：2024-01-04 08:10:51
  • Loperamide (ADL 2-1294) 是一种选择性 μ opioid receptor 激动剂,对 μ、δ 和 κ opioid 受体的 Ki 分别为 3、48 和 1156 nM。Loperamide 可作为止泻剂。

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中文名 洛哌丁胺
英文名 loperamide
中文别名 4-对氯苯-4-羟基-N,N-二甲基-α,α-二苯-1-对哌啶基丁酰胺
4-[4-(4-氯苯基)-4-羟基哌啶-1-基]-N,N-二甲基-2,2-二苯基丁酰胺
4-(4-氯苯基)-4-羟基-N,N-二甲基-Α,Α-二苯基-1-哌啶丁酰胺
氯苯哌丁胺
英文别名 Loperamida
4-(4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl)-N,N-dimethyl-2,2-diphenylbutanamide
Maalox Anti-Diarrheal
[3H]-Loperamide
Ioperamide
Loperacap
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
Apo-Loperamide
Kaopectate II
MFCD00600388
Imodium
Loperamidum
EINECS 258-416-5
Nu-Loperamide
描述 Loperamide (ADL 2-1294) 是一种选择性 μ opioid receptor 激动剂,对 μ、δ 和 κ opioid 受体的 Ki 分别为 3、48 和 1156 nM。Loperamide 可作为止泻剂。
相关类别
靶点

Ki: 3 nM (μ opioid receptor), 48 nM (δ opioid receptor), 1156 nM (κ opioid receptor)[1]
参考文献

[1]. DeHaven-Hudkins DL, et al. Loperamide (ADL 2-1294), an opioid antihyperalgesic agent with peripheral selectivity. J Pharmacol Exp Ther. 1999 Apr;289(1):494-502.  

密度 1.187g/cm3
沸点 647.2ºC at 760 mmHg
分子式 C29H33ClN2O2
分子量 477.04
闪点 345.2ºC
精确质量 476.22300
PSA 43.78000
LogP 5.02590
折射率 1.6
分子结构

1、 摩尔折射率：137.52

2、 摩尔体积（cm3/mol）：401.6

3、 等张比容（90.2K）：1067.1

4、 表面张力（dyne/cm）：49.8

5、 极化率（10-24cm3）：54.51
计算化学

1.疏水参数计算参考值（XlogP）:5

2.氢键供体数量:1

3.氢键受体数量:3

4.可旋转化学键数量:7

5.互变异构体数量:无

6.拓扑分子极性表面积43.8

7.重原子数量:34

8.表面电荷:0

9.复杂度:623

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：从异丙醇结晶

2.熔点：222~223

毒理学数据:

急性毒性。小鼠(mg/kg)：75皮下注射；105口服。急性毒性LD50大鼠(mg/kg)：185口服。

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TM4959000
CHEMICAL NAME :
1-Piperidinebutanamide, 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha -diphenyl-
CAS REGISTRY NUMBER :
53179-11-6
BEILSTEIN REFERENCE NO. :
1558273
LAST UPDATED :
199612
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C29-H33-Cl-N2-O2
MOLECULAR WEIGHT :
477.09

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 :
98 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DDREDK Drug Development Research. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 8,279,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5100 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 3,461,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
105 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 3,461,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
28 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 3,461,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 3,461,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 3,461,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
2800 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 3,461,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
42 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 3,461,1981

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二苯乙腈和氨基钠作用后，再通入环氧乙烷反应。在反应得到产物中，加入36%溴化氢的冰乙酸溶液，得4-溴-2,2-二苯基丁酸。接着用氧化亚砜氯化酰氯，再在甲苯和水中，通入二甲胺进行酰化，最后和4-羟基-4-对氯苯基哌啶反应，即得洛哌丁胺。

53179-11-6 preparation

海关编码 29252000

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