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
이름 더 보기
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
- 형식 전하
- 0
- 복잡도
- 305
실험 및 물리화학적 성질
Collision Cross Section
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
- 산도 계수 (pKa)
- 1 · pK1: 4.94(+1) (25°C)
- 물리적 상태
- 분말 또는 결정
- 색상
- 노란색에서 황갈색
- 수소이온지수(pH)
- 7.1 · 7.1 (100g/l, H2O, 20℃)(slurry)
- 냄새
- 냄새 없는
- 수용성
- 500 g/L · ca. 500g/L(20℃)
- Merck
- 14 · 14,591
- BRN
- 181635 · 181635
- 안정성
- 안정적인. 빛에 민감할 수 있습니다.
- InChI
- 1S/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3
- InChIKey
- RLFWWDJHLFCNIJ-UHFFFAOYSA-N
- SMILES
- CN1N(c2ccccc2)C(=O)C(N)=C1C
- LogP
- -0.257 · -0.257 (est)
- NIST
- Aminoantipyrene(83-07-8)
- EPA
- 4 · 4-Aminoantipyrene (83-07-8)
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
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
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
- hazard_code
- Xn
- safety_code
- 26-36-36/37/39
- 기존화학 물질
- KE-01297
- F 고인화성물질
- 8-9-23
- 위험 참고 사항
- Harmful
- Hazard Classifications
- Acute Tox. 4 Oral
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
MeSH Pharmacological Classification
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
Pharmaceuticals -> Nervous System -> Analgesics -> Pyrazolones -> Transformation products
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
응용 분야
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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
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
연결된 노트
불러오는 중…