ルミノール

Luminol

HCID 10638

基本情報

CAS
521-31-3
標準SMILES
Nc1cccc2c(=O)[nH][nH]c(=O)c12
InChIKey
HWYHZTIRURJOHG-UHFFFAOYSA-N
分子式
C8H7N3O2
平均分子量
177.16 g/mol
単同位体質量
177.05382646

概要

O-aminophthalyl hydrazide appears as yellow crystals or light beige powder. (NTP, 1992)

名称と識別子

優先名称
Luminol
IUPAC
5-amino-2,3-dihydrophthalazine-1,4-dione
現地名
ルミノール
英語名
Luminol
分子式
C8H7N3O2
分子量
177.16

名称と別名

LUMINOL521-31-35-Amino-2,3-dihydro-1,4-phthalazinedione3-Aminophthalic hydrazide1,4-Phthalazinedione, 5-amino-2,3-dihydro-o-aminophthalylhydrazide3-Aminophthalic acid hydrazideDTXSID5024504o-Aminophthaloyl hydrazide5EXP385Q4FNSC-5064DTXCID004504
名称をさらに表示
3-アミノフタロヒドラジドアミノフタルヒドラジド5-アミノ-2,3-ジヒドロ-1,4-フタラジンジオンo-アミノフタリルヒドラジド3-アミノフタロイルヒドラジン5-アミノフタラジン-1,4(2H,3H)-ジオン3-アミノフタルヒドラジド5-アミノ-1,2,3,4-テトラヒドロフタラジン-1,4-ジオンルミノ-ル5-アミノ-2,3-ジヒドロフタラジン-1,4-ジオン3-アミノフタルヒドラジド, 98%ルミノール4-ヒドロキシ-8-アミノ-1,2-ジヒドロフタラジン-1-オン5-aminophthalazine-1,4-diol3-Aminophthalhydrazide (Luminol)Luminol and sodium saltuminoLRuminosLuMinol 97%
RefChem:5965208-309-43-Aminophthalhydrazide5-amino-2,3-dihydrophthalazine-1,4-dione5-Amino-1,2,3,4-tetrahydrophthalazine-1,4-dioneMFCD000068903-AminophthalylhydrazideNSC 5064

データベース識別子

CAS
521-31-3
PubChem CID
10638
DTXSID
DTXSID5024504
ChEMBL
CHEMBL442329
UNII
5EXP385Q4F
EC Number
208-309-4
Nikkaji
J9.432C

物性

構造計算による物性

XLogP
0.3
極性表面積
84.2 Ų
水素結合供与体数
3
水素結合受容体数
3
回転可能結合数
0
重原子数
13

実験および物理化学的性質

Chemical ClassesDyes -> Indicator Dyes
SpringerMaterials PropertiesLuminescence
Solubilityless than 1 mg/mL at 66 °F (NTP, 1992)
Melting Point606 to 608 °F (NTP, 1992)
Physical Description · 2 件

O-aminophthalyl hydrazide appears as yellow crystals or light beige powder. (NTP, 1992)

Yellow or light beige solid; [CAMEO] Light yellow powder; [Sigma-Aldrich MSDS]

物理化学的性質

融点
300 °C · >300 °C (lit.)
沸点
309.07 °C · 309.07°C (rough estimate)
比重(密度)
1.3393 · 1.3393 (rough estimate)
屈折率
1.65 · 1.6500 (estimate)
貯蔵温度
30 °C · Store below +30°C.
溶解性
溶解度 水に不溶、ジメチルスルホキシド、塩基に可溶

化学的性質

化学的特性yellow crystals or beige powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 1.7% (1 of 59) of reports.

Warning

H302 (15.3%): 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 59 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: 1,4-Phthalazinedione, 5-amino-2,3-dihydro-

5-Amino-2,3-dihydro-1,4-phthalazinedione: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this material are not available, but it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryAcute oral lethal-dose > 500 mg/kg; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS]
Reactive GroupAmides and Imides
Reactivity ProfileOxidation of O-AMINOPHTHALYL HYDRAZIDE is accompanied by a striking emission of light. (NTP, 1992). It is incompatible with strong oxidizing agents, strong reducing agents, strong acids, and strong bases [Sigma-Aldrich MSDS].

安全と保護具

Fire FightingFires involving this material can be controlled with a foam, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then dampen the solid spill material with toluene, then transfer the dampened material to a suitable container. Use absorbent paper dampened with toluene to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash all contaminated surfaces with toluene followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

安全データ

F
10-23
wgk
3
tsca
TSCA listed
rtecs
TH8890060
hs_code
29339990
risk_code
36/37/38-22-20/21/22

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

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)

Compound such as LUMINESCENT PROTEINS that cause or emit light (PHYSICAL LUMINESCENCE).

用途と製造

UsesUsed to detect copper, iron, peroxides, and cyanides--produces light when oxidized; [Merck Index]
General Manufacturing Information1,4-Phthalazinedione, 5-amino-2,3-dihydro-: ACTIVE
応用分野 · 4 件

解説クロロエタン,白色の固体.融点319~320 ℃.水に不溶.強い化学ルミネセンスを示し,アルカリ性溶液中で過酸化水素,オゾン,次亜塩素酸塩などで酸化すると,460 nm 付近に吸収極大のある帯状スペクトルをもつ鮮やかな青紫色に発光する.また,過酸化水素による発光は,ヘミン,ヘモグロビンまたは血液を加えた場合,いちじるしく強くなる.このため,ルミノール発光試薬(luminol test)として血痕の鑑識に利用され,裁判化学上重要である.この反応はきわめて鋭敏で,新鮮な血液よりも日時が経過してヘミンを形成している血痕のほうが強く発光する.このような挙動は,銅などの金属イオンのアンミン錯体にも認められる.すなわち,ルミノールは銅(Ⅱ)アンミン錯体の存在下で過酸化水素の定量試薬に用いられる.ルミノールの化学ルミネセンスの最終生成物は窒素と3-アミノフタル酸であり,化学ルミネセンスは3-アミノフタル酸イオンの蛍光に関連していると考えられる.森北出版「化学辞典(第2版)

用途過酸化水素定量、シアンイオン定量、血痕鑑識。

使用Luminol is used in the detection of copper, iron, peroxides and cyanides. It exhibits chemiluminescence and utilized to measure opsonic and phagocytic function. It acts as a biological sensor and involved in the detection of polymorphonuclear leukocytes response in a patient with a myeloperoxidase deficiency. Further, it is used as a forensic test for blood.

一般的な説明Yellow crystals or light beige powder.

調製方法 · 1 件

純化方法Dissolve luminol in KOH solution, treat with Norit (charcoal), filter and precipitate it with conc HCl. [Hardy et al. Talanta 24 297 1977.] Store it in the dark in an inert atmosphere, because its structure changes during its luminescence. It has been recrystallised from 0.1M KOH [Merenyi et al. J Am Chem Soc 108 77716 1986]. [Beilstein 25 II 389, 25 III/IV 4192.]

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関連反応

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化合物ノート

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