4-氨基安替比林

4-Aminoantipyrine

HCID 2151CAS 83-07-8

基本信息

标准SMILES
Cc1c(N)c(=O)n(-c2ccccc2)n1C
InChIKey
RLFWWDJHLFCNIJ-UHFFFAOYSA-N
分子式
C11H13N3O
平均分子量
203.24 g/mol
单同位素质量
203.10586204

概述

4-aminoantipyrine is a pyrazolone, a member of the class of pyrazoles that is antipyrine substituted at C-4 by an amino group. It is a metabolite of aminopyrine and of metamizole. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, an antirheumatic drug, a drug metabolite, a peripheral nervous system drug and a marine xenobiotic metabolite. It is a primary amino compound and a pyrazolone. It is functionally related to an antipyrine.

名称与标识

首选名称
4-Aminoantipyrine
IUPAC
4-amino-1,5-dimethyl-2-phenylpyrazol-3-one
中文名
4-氨基安替比林
英文名
4-Aminoantipyrine
分子式
C11H13N3O
分子量
203.24

名称与别名

4-AminoantipyrineAMPYRONE83-07-84-AminophenazoneAminoantipyrineMetapirazoneAminoantipyrin4-AminoantipyreneSolvapyrin-AAminoazopheneAminoazophenazoneSolnapyrin-A
展开更多名称
胺基反4-氨基安氨基安替比林安乃近杂质24-氨基非那宗4-胺安替比林4-氨基安替4-氨基安替比林4-氨基安替吡啉4-氨酰安替比林4-AMINOANTIPYRIN4-AMINO-1,5-DIMETHYL-2-PHENYL-1,2-DIHYDRO-PYRAZOL-3-ONENSC 60242
4-AAP4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-oneDTXSID8048860CHEBI:590260M0B7474RANSC-60242

数据库标识

CAS
83-07-8
PubChem CID
2151
DTXSID
DTXSID8048860
ChEMBL
CHEMBL1165011
ChEBI
CHEBI:59026
UNII
0M0B7474RA
EC Number
201-452-3
Nikkaji
J796J

性质

结构计算性质

XLogP
0.1
极性表面积
49.6 Ų
氢键供体
1
氢键受体
3
可旋转键
1
重原子
15

实验与物化性质

DrugsPharmaceuticals -> Metabolite of Metamizole
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section · 3 条

151.49 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

142.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

142.48 Ų [M+H]+

物理化学性质

熔点
105 · 105-110 °C(lit.)
沸点
340 C · 340 C
密度
0.8 · 0.8
堆积密度
430 kg/m3 · 430kg/m3
折射率
1.493 · 1.4930 (estimate)
储存条件
Keep in dark place,Inert atmosphere,Room temperature

化学性质

淡黄色结晶。熔点109℃。溶于水、苯和乙醇,微溶于乙醚。

安全与法规

GHS分类

GHS Classification · 5 条

This chemical does not meet GHS hazard criteria for 1% (1 of 105) of reports.

Warning

H302 (99%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 105 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危害信息

Regulatory Information4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (99%)

安全数据

F
8-9-23
wgk
3
tsca
TSCA listed
毒性
LD50 orally in Rabbit: 1700 mg/kg
RTECS号
CD2480000
hazard_note
Harmful

毒性防护

急性毒性口服-大鼠LD50: 1700 毫克/公斤; 口服-小鼠LD50: 800 毫克/公斤

包装储运 · 3 条

可燃性危险特性可燃;燃烧产生有毒氮氧化物烟雾

储运特性库房通风低温干燥

灭火剂干粉、泡沫、砂土、二氧化碳, 雾状水

化学与工业

药理信息

ATC CodeN02BB03
MeSH Pharmacological Classification · 2 条

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

用途与制造

Use Classification · 2 条

Pharmaceuticals -> Nervous System -> Analgesics -> Pyrazolones -> Transformation products

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

General Manufacturing Information3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-: ACTIVE

应用领域

用途4-氨基安替比林用于检定醇与胺类,测大气及水中酚类化合物,显色原理主要是其中的氨基与苯酚对位形成偶合反应,产生氮氮双键的偶氮化合物,为一种红色染料。

用途用作药物安乃近的中间体,也用以测定醇、苯酚和胺及其同系物;色谱测定烷基苯酚;测定 H2O2;在苯酚和过氧化物酶存在的情况下测定葡萄糖。

制备方法 · 1 条

生产方法安替比林经亚硝酸钠亚硝化,经亚硫酸氢铵与亚硫酸铵还原,经硫酸水解,最后用液氨中和,得到4-氨基安替比林。工艺过程如下:安替比林与50%硫酸配成溶液,其中含安替比林38%-40%、含硫酸11%-12%。将此溶液与亚硝酸钠溶液同时流入亚硝化反应器,控制两者的流量,控制反应温度45-50℃,搅拌下反应,并用碘粉淀粉试纸测反应终点以调节水流量。亚硝化生成的亚硝基安替比林立即流入还原罐,与罐内配好的还原剂亚硫酸氢铵与亚硫酸铵的水溶液反应。取样测pH值及还原度,pH值在5.4-5.8之间,还原度约为15(即1ml还原液消耗0.1N碘液的毫升数)。还原结束后,pH值调节至5.8-6.0,还原度为5左右。升温至100℃,水解3h。降温至80℃,用液氨中和至pH7-7.5,静置分层。分去废水,得4-氨基安替比林油(含量80%以上)。将其压入结晶罐,搅拌、冷却结晶、过滤,得4-氨基安替比林。收率96%。

试剂价格

A13846 · 100g
4-氨基安替比林, 97% 4-Aminoantipyrine, 97% — 820元
10315 · 25g
4-氨基安替比林4-Aminoantipyrine, 98%, Thermo Scientific Chemicals — 502元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]

相关反应

19 条

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