基本情報
- 標準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
- 単同位体質量
- 203.10586204
概要
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.
名称と識別子
- 優先名称
- 4-Aminoantipyrine
- IUPAC
- 4-amino-1,5-dimethyl-2-phenylpyrazol-3-one
- 現地名
- 4-アミノアンチピリン
- 英語名
- 4-Aminoantipyrine
- 分子式
- C11H13N3O
- 分子量
- 203.24
名称と別名
名称をさらに表示
データベース識別子
- CAS
83-07-8- PubChem CID
- 2151
- DTXSID
DTXSID8048860- ChEMBL
CHEMBL1165011- ChEBI
CHEBI:59026- UNII
- 0M0B7474RA
- EC Number
- 201-452-3
- Nikkaji
- J796J
物性
構造計算による物性
- XLogP
- 0.1
- 極性表面積
- 49.6 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 1
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 305
実験および物理化学的性質
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]+
物理化学的性質
- 融点
- 105 · 105-110 °C(lit.)
- 沸点
- 340 C · 340 C
- 比重(密度)
- 0.8 · 0.8
- 屈折率
- 1.493 · 1.4930 (estimate)
- 貯蔵温度
- Keep in dark place,Inert atmosphere,Room temperature
- 溶解性
- 2 O: · H2O: 0.1 g/mL、透明
- 酸解離定数(Pka)
- 1 · pK1: 4.94(+1) (25°C)
- 外見
- 粉末または結晶
- 色
- 黄色から黄褐色
- PH
- 7.1 · 7.1 (100g/l, H2O, 20℃)(slurry)
- 臭い (Odor)
- 無臭
- 水溶解度
- 500 g/L · 約。 500g/L(20℃)
- Merck
- 14 · 14,591
- BRN
- 181635 · 181635
- 安定性
- 安定。光に敏感な場合があります。
- 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)
- CAS データベース
- 83 · 83-07-8(CAS DataBase Reference)
- NISTの化学物質情報
- Aminoantipyrene(83-07-8)
- EPAの化学物質情報
- 4 · 4-Aminoantipyrene (83-07-8)
化学的性質
化学的特性It is an amber to pale yellow crystalline powder. It is soluble in water, benzene, and ethanol, and only slightly soluble in diethyl ether.
安全と法規制
GHS分類
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.
危険有害性情報
安全データ
- F
- 8-9-23
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- CD2480000
- 毒性
- LD50 orally in Rabbit: 1700 mg/kg
- hs_code
- 29331190
- risk_code
- 22-36/37/38-20/21/22
- 化審法
- (9)-62
- hazard_code
- Xn
- hazard_note
- Harmful
- safety_code
- 26-36-36/37/39
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
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)
用途と製造
Use Classification
Pharmaceuticals -> Nervous System -> Analgesics -> Pyrazolones -> Transformation products
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
応用分野
用途フェノール定量、有機合成用。
用途アンピロン(英:Ampyrone)は、抗炎症剤、解熱鎮痛剤、解熱剤の特性を有するアミノピリンの代謝産物である。顆粒球減少症の危険性のために薬剤としての使用は推奨されていない。その代わりに、過酸化物またはフェノールを生成する生化学反応の試薬として使用されている。アンピロンは、肝ミクロソームを刺激し、また、細胞外液を測定するために使用されている。
使用4-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.
一般的な説明4-Aminoantipyrine forms heterocyclic Schiff bases, by reaction with various aldehydes and oximes. These Schiff bases form stable complexes with transition metals.
調製方法
製造方法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.
純化方法It crystallises from EtOH or EtOH/ether. [Beilstein 25 III/IV 3554.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 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.
関連反応
関連ノート
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