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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 254
実験および物理化学的性質
Physical Description
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
- 酸解離定数(Pka)
- 10.5 · (Calcd.) 10.50 ± 0.20;;0.58 ± 0.20(at 25℃)
- 外見
- 粉
- 色
- 濃い緑から濃い青紫
- 水溶解度
- 0.1 g/100 · <0.1 g/100 mL で 19 ºC
- Merck
- 14 · 14,5600
- BRN
- 383929 · 383929
- 安定性
- 安定。可燃性。強酸化剤、強酸、強塩基、強還元剤とは相容れない。酸化剤と反応すると発光します。
- 主な用途
- 暗視装置、製品偽造品の識別、食品中の窒化物の測定、分析化学、医薬品、生体材料中のヨウ素、食細胞の評価、腫瘍の検出、DNA、バイオセンサー、真菌、細菌、酵母のアッセイ、リパーゼ活性のアッセイ
- InChI
- 1S/C8H7N3O2/c9-5-3-1-2-4-6(5)8(13)11-10-7(4)12/h1-3H,9H2,(H,10,12)(H,11,13)
- InChIKey
- HWYHZTIRURJOHG-UHFFFAOYSA-N
- SMILES
- Nc1cccc2C(=O)NNC(=O)c12
- LogP
- -0.245 · -0.245 (est)
- CAS データベース
- 521 · 521-31-3(CAS DataBase Reference)
- NISTの化学物質情報
- 3 · 3-Aminophthalhydrazide(521-31-3)
- EPAの化学物質情報
- Luminol (521-31-3)
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
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
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
安全と保護具
First Aid
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
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)
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
- hazard_code
- Xi,Xn
- safety_code
- 26-36/37-37/39-36
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
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
応用分野
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
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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