制备方法

由1-苯基-3-甲基吡唑酮-5经甲基化、水解而得。在干燥的甲基化罐中，加入吡唑酮，再加入硫酸二甲酯，升温至160℃，反应6h，加热水煮沸2h。将此甲基化反应物放入盛有氢氧化钠溶液的水解罐中，在100-110℃搅拌水解3h。静置分层，取安替比林油层放在结晶罐内，加蒸馏水稀释，搅拌，降温至10℃以下，析出晶体，甩滤，水洗，甩干得安替比林粗品。粗品用蒸馏水重结晶，活性炭脱色，即得成品。甲基化操作还可以采用氯甲烷或溴甲烷作原料，将这类甲基化试剂作成甲醇溶液，稍微过量地与1-萘基-3-甲基吡啶酮搅拌反应。然后蒸去甲醇，将反应物溶于水中，用氢氧化钠使呈微碱性，用苯萃取安替比林，再从苯中重结晶，最后用活性炭精制和水重晶。另一种方法是，用等摩尔的N，N-苯基甲基肼和乙酰乙酸乙酯在130-160℃油浴上加热回流制得。用沸水从浓稠的油状液体中萃取安替比林，然后蒸发除去水而得到晶体。

合成制备方法

由1-苯基-3-甲基吡唑酮-5经甲基化、水解而得。在干燥的甲基化罐中，加入吡唑酮，再加入硫酸二甲酯，升温至160℃，反应6h，加热水煮沸2h。将此甲基化反应物放入盛有氢氧化钠溶液的水解罐中，在100-110℃搅拌水解3h。静置分层，取安替比林油层放在结晶罐内，加蒸馏水稀释，搅拌，降温至10℃以下，析出晶体，甩滤，水洗，甩干得安替比林粗品。粗品用蒸馏水重结晶，活性炭脱色，即得成品。甲基化操作还可以采用氯甲烷或溴甲烷作原料，将这类甲基化试剂作成甲醇溶液，稍微过量地与1-萘基-3-甲基吡啶酮搅拌反应。然后蒸去甲醇，将反应物溶于水中，用氢氧化钠使呈微碱性，用苯萃取安替比林，再从苯中重结晶，最后用活性炭精制和水重晶。另一种方法是，用等摩尔的N，N-苯基甲基肼和乙酰乙酸乙酯在130-160℃油浴上加热回流制得。用沸水从浓稠的油状液体中萃取安替比林，然后蒸发除去水而得到晶体。

用途简介

用作硝酸、亚硝酸及碘的分析试剂(生产原料硫酸二甲酯)。

用途

1. 硝酸、亚硝酸及碘的分析试剂。测定能形成络合阳离子的元素（如铋、锡、锑和汞等）。重量分析测定钛。

包装等级：

III

风险类别：

6.1(b)

海关代码：

2933110000

WGK_Germany：

1
德国有关水污染物质的分类清单

危险类别码：

R22;R36/37/38

安全说明：

S26-S36-S37/39

RTECS号：

CD2450000

安全标志：

S26:万一接触眼睛，立即使用大量清水冲洗并送医诊治。
S36:穿戴合适的防护服装。

危险标志：

Xn:Harmful

CHEMICAL IDENTIFICATION

RTECS NUMBER :

CD2450000

CHEMICAL NAME :

Antipyrine

CAS REGISTRY NUMBER :

60-80-0

LAST UPDATED :

199701

DATA ITEMS CITED :

23

MOLECULAR FORMULA :

C11-H12-N2-O

MOLECULAR WEIGHT :

188.25

WISWESSER LINE NOTATION :

T5NNVJ A1 BR& E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Unreported

SPECIES OBSERVED :

Human - man

DOSE/DURATION :

74 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

1705 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

1570 mg/kg

TOXIC EFFECTS :

Autonomic Nervous System - other (direct) parasympathomimetic Cardiac - other changes Nutritional and Gross Metabolic - body temperature decrease

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

1310 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intraperitoneal

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

750 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

1 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intravenous

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

500 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Mammal - dog

DOSE/DURATION :

500 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Mammal - cat

DOSE/DURATION :

1250 mg/kg

TOXIC EFFECTS :

Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - convulsions or effect on seizure threshold Gastrointestinal - nausea or vomiting

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Mammal - cat

DOSE/DURATION :

700 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Intravenous

SPECIES OBSERVED :

Mammal - cat

DOSE/DURATION :

525 mg/kg

TOXIC EFFECTS :

Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - convulsions or effect on seizure threshold Gastrointestinal - nausea or vomiting

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Rectal

SPECIES OBSERVED :

Mammal - cat

DOSE/DURATION :

800 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - rabbit

DOSE/DURATION :

1 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Intravenous

SPECIES OBSERVED :

Rodent - rabbit

DOSE/DURATION :

600 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - guinea pig

DOSE/DURATION :

1400 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - guinea pig

DOSE/DURATION :

1600 mg/kg

TOXIC EFFECTS :

Behavioral - convulsions or effect on seizure threshold Cardiac - pulse rate Lungs, Thorax, or Respiration - respiratory depression

TYPE OF TEST :

LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Amphibian - frog

DOSE/DURATION :

2 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

361 gm/kg/92W-C

TOXIC EFFECTS :

Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - tumors Kidney, Ureter, Bladder - Kidney tumors

MUTATION DATA

TYPE OF TEST :

DNA inhibition

TEST SYSTEM :

Human HeLa cell

DOSE/DURATION :

80 mmol/L

REFERENCE :

CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 13,2389,1992 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 07420 No. of Facilities: 41 (estimated) No. of Industries: 3 No. of Occupations: 3 No. of Employees: 739 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 07420 No. of Facilities: 163 (estimated) No. of Industries: 4 No. of Occupations: 7 No. of Employees: 1907 (estimated) No. of Female Employees: 1486 (estimated)

毒理学数据：

大鼠经口LD50：1.8g/kg。

中国海关编码：2933110000

概述：

2933110000 二甲基苯基吡唑酮及其衍生物〔二甲基苯基吡唑酮即安替比林〕。监管条件:无。增值税率:17.0%。退税率:9.0%。最低关税: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

摘要/Summary：

2933110000 1,5-dimethyl-2-phenyl-1h-pyrazol-3(2h)-one。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0% General tariff:20.0%

分子结构数据

 

1、   摩尔折射率：54.55

2、   摩尔体积（cm³/mol）：162.7

3、   等张比容（90.2K）：416.1

4、   表面张力（dyne/cm）：42.7

5、   极化率（10^-24cm³）：21.62

计算化学数据

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:2

4.可旋转化学键数量:1

5.互变异构体数量:无

6.拓扑分子极性表面积23.6

7.重原子数量:14

8.表面电荷:0

9.复杂度:267

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

• 
  安替比林红外图谱(IR1)
• 
  安替比林红外图谱(IR2)
• 
  安替比林质谱(MS)
• 
  安替比林核磁图(¹³CNMR)
• 
  安替比林Raman光谱