4-아미노안티피린

4-Aminoantipyrine

HCID 2151CAS 83-07-8

기본 정보

표준 SMILES
Cc1c(N)c(=O)n(-c2ccccc2)n1C
InChIKey
RLFWWDJHLFCNIJ-UHFFFAOYSA-N
분자식
C11H13N3O
평균 분자량
203.24 g/mol
단동위원소 질량
203.10586204

개요

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.

이름 및 식별자

우선 이름
4-Aminoantipyrine
IUPAC
4-amino-1,5-dimethyl-2-phenylpyrazol-3-one
현지명
4-아미노안티피린
영어명
4-Aminoantipyrine
분자식
C11H13N3O
분자량
203.24

이름 및 동의어

4-AminoantipyrineAMPYRONE83-07-84-AminophenazoneAminoantipyrineMetapirazoneAminoantipyrin4-AminoantipyreneSolvapyrin-AAminoazopheneAminoazophenazoneSolnapyrin-A
이름 더 보기
4-아미노-1,5-디메틸-2-페닐-3H-파라졸3-온4-아미노안티피린암피론암모늄수산화물암모니아액체암모니아용액수화암모니아암모니아물암모니아수수산화4-아미노안티피렌1,2-다이하이드로-1,5-다이메틸-2-페닐-4-아미노-3H-피라졸-3-온1-페닐-2,3-다이메틸-4-아미노-5-피라졸론3H-피라졸-3-온, 4-아미노-1,2-다이하이드로-1,5-다이메틸-2-페닐-4-아미노-1,2-다이하이드로-1,5-다이메틸-2-페닐-3H-피라졸-3-온4-아미노-1,5-다이메틸-2-페닐-3-피라졸론4-아미노-2,3-다이메틸-1-페닐-5-피라졸론안티피린, 4-아미노-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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
0.1
극성 표면적
49.6 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
15

실험 및 물리화학적 성질

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

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]+

물리화학적 성질

녹는점
105 · 105-110 °C(lit.)
끓는 점
340 C · 340 C
밀도
0.8 · 0.8
굴절률
1.493 · 1.4930 (estimate)
저장 조건
Keep in dark place,Inert atmosphere,Room temperature
용해도
2 O: · H2O: 0.1 g/mL, 투명

화학적 성질

It is an amber to pale yellow crystalline powder. It is soluble in water, benzene, and ethanol, and only slightly soluble in diethyl ether.

안전 및 규제

GHS 분류

GHS Classification · 5건

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.

유해성 정보

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%)

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
CD2480000
독성
LD50 orally in Rabbit: 1700 mg/kg
HS 번호
29331190
risk_code
22-36/37/38-20/21/22

화학 및 산업

약리 정보

ATC CodeN02BB03
MeSH Pharmacological Classification · 2건

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)

용도 및 제조

Use Classification · 2건

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
응용 분야 · 2건

용도4-Aminoantipyrine is a metabolite of aminopyrine, having both analgesic and anti-inflammatory properties. It readily forms metal complexes due to its amino nitrogen, a strong coordination site.4-aminoantipyrine forms Schiff bases when treated with aldehydes/ketones, which are used in chemosensing applications.Coupling Reagent for Trinder's reagent in colorimetric hydrogen peroxide detectionassays.Forms highly stable dyes by coupling with Trinder's reagent in presence of Peroxidase and H2O2. Therefore suitable for use in test strip and solution diagnostics.

일반 설명4-Aminoantipyrine forms heterocyclic Schiff bases, by reaction with various aldehydes and oximes. These Schiff bases form stable complexes with transition metals.

제조 방법

synthesis of 4-aminoantipyrine: Antipyrine is nitrosated by sodium nitrite, reduced by ammonium bisulfite and ammonium sulfite, hydrolyzed by sulfuric acid, and finally neutralized with liquid ammonia to obtain 4-aminoantipyrine.

공급사50 곳

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]
추가 설명 · 1건

정의ChEBI: 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 antirheumatic drug, a peripheral nervous system drug, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, an antipyretic, a drug metabolite and a marine xenobiotic metabolite. It is a primary amino compound and a pyrazolone. It derives from an antipyrine.

관련 반응

19건

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