基本情報
- 標準SMILES
O=C1Nc2ccccc2C1=O- InChIKey
JXDYKVIHCLTXOP-UHFFFAOYSA-N- 分子式
- C8H5NO2
- 平均分子量
- 147.13 g/mol
- 単同位体質量
- 147.0320284
名称と識別子
- 優先名称
- Isatin
- IUPAC
- 1H-indole-2,3-dione
- 現地名
- イサチン
- 英語名
- Isatin
- 分子式
- C8H5NO2
- 分子量
- 147.13
名称と別名
名称をさらに表示
データベース識別子
- CAS
91-56-5- PubChem CID
- 7054
- DTXSID
DTXSID3038694- ChEMBL
CHEMBL326294- ChEBI
CHEBI:27539- UNII
- 82X95S7M06
- EC Number
- 202-077-8
- Nikkaji
- J4.342G、J608.794I
物性
構造計算による物性
- XLogP
- 0.8
- 極性表面積
- 46.2 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 212
実験および物理化学的性質
LogP
0.83
0.830
Melting Point
203
203.00 °C. @ 760.00 mm Hg
物理化学的性質
- 融点
- 193 · 193-195 °C (dec.) (lit.)
- 沸点
- 267.22 °C · 267.22°C (rough estimate)
- 比重(密度)
- 1.3067 · 1.3067 (rough estimate)
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 屈折率
- 1.47 · 1.4700 (estimate)
- 闪点
- 220 °C · 220 °C
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 溶ける
- 酸解離定数(Pka)
- 10.34 · 10.34±0.20(Predicted)
- 外見
- 粉
- 色
- オレンジ
- PH
- 7 · 7 (1.9g/l, H2O, 20℃)
- 水溶解度
- 水に溶けます (20°C で 1.9 g/L)。
- Decomposition
- 194 · 194 ºC
- Merck
- 14 · 14,5104
- BRN
- 383659 · 383659
- 安定性
- 安定。強酸とは相容れない。
- 化粧品成分の機能
- ヘアカラーリング
- InChI
- 1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)
- InChIKey
- JXDYKVIHCLTXOP-UHFFFAOYSA-N
- SMILES
- O=C1Nc2ccccc2C1=O
- LogP
- 0.45 · 0.45
- CAS データベース
- 91 · 91-56-5(CAS DataBase Reference)
- NISTの化学物質情報
- Isatin(91-56-5)
- EPAの化学物質情報
- 1 H-Indole-2,3-dione · 1H-Indole-2,3-dione (91-56-5)
化学的性質
化学的特性orange-red powder or crystals
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 25.7% (44 of 171) of reports.
Warning
H317 (62.6%): May cause an allergic skin reaction [Warning Sensitization, Skin];H412 (60.8%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 171 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 44 of 171 reports by companies.;There are 10 notifications provided by 127 of 171 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: 1H-Indole-2,3-dione
Status: Active Update: 02-09-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/15909
1H-Indole-2,3-dione: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Not a skin or eye irritant in rabbits; A very potent skin sensitizer in guinea pig maximization study; No evidence of contact allergy in Buehler study of guinea pigs (considered inconclusive due to orange/red staining at application sites); Delayed contact hypersensitivity observed in local lymph node assay (LLNA) studies of mice; Teratogenicity observed in the presence of maternal toxicity in rats; [EC: SCCP] Causes flaccid paralysis without anesthesia (usually neuromuscular blockage) and changes in motor activity in oral and intravenous lethal-dose studies of rats; Causes pigmented or nucleated red blood cells and changes in erythrocyte count in 6-week oral studies of rats; [RTECS] May cause eye irritation; Reproductive effects observed in experimental animals; [Alfa Aesar MSDS]
Hazard Classes and Categories
Skin Sens. 1B (62.6%);Aquatic Chronic 3 (60.8%)
Skin sensitisation - category 1
毒性情報
法規制情報
Regulatory Information
Chemical: 1H-Indole-2,3-dione
Status: Active Update: 02-09-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/15909
1H-Indole-2,3-dione: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- NL7873000
- ridadr
- 2811
- hs_code
- 29337900
- risk_code
- 36/37/38-20/21/22
- 化審法
- (5)-148
- hazard_code
- Xi,Xn
- safety_code
- 26-36-24/25
- hazard_class
- 6.1(b)
- packing_group
- III
- 自然発火温度
- 220 °C
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
Uses
Used to make vat dyes and in analytical chemistry as a reagent for cuprous ions, mercaptans, thiophene, and indican; [Merck Index] Used in hair coloring products; [EC: SCCP]
Dressing Hair [Category: Other]
応用分野
解説イサチン,indoline-2,3-dione.C8H5NO2(147.13).1840年代にエルトマンO.L.ErdmannおよびローレントA.Laurentがインジゴの酸化によって初めて得た。構造はA.F.ケクレが69年に提出,78年にJ.F.W.A.vonバイヤーによって別途に合成されて確認された。インジゴやインドール類の酸化反応で生成する.ラクタム-ラクチム互変異性混合体.反応試薬によってラクタム形あるいはラクチム形として反応する.黄赤色の柱状晶.融点203.5 ℃.pKa 10.34±0.20.昇華性である.冷水に難溶,熱水に易溶,メタノール,エタノール,アセトン,ベンゼンに可溶,冷希アルカリに可溶(紫色).加熱により加水分解してイサチン酸を生じる.バット染料(建染(たてぞ)め染料)の中間体、銀および銅の検出試薬としての用途をもつ。
用途銀及び銅イオンの検出用。内因性MAO阻害物質研究用。染料原料。
使用Isatin is an endogenous monoamine oxidize (MAO) inhibitor involved in stress and anxiety. Additionally, isatin inhibits alkaline phosphatase (ALP), nitric oxide (NO)-stimulated soluble guanylate cyclase, and other enzymes. Isatins undergo a one-pot Wolff-Kishner like reduction with hydrazine hydrate, under surprisingly mild conditions, to give the corresponding oxindoles. It is used as chromatographic spray reagent for amino acid detection.
調製方法
純化方法Crystallise isatin from amyl alcohol and sublime it at 180o/1mm. In aqueous NaOH the ring opens to yield sodium o-aminobenzoylformate. [Beilstein 21 II 327, 567, 21 III/IV 4981, 21/10 V 221.]
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: An indoledione that is the 2,3-diketo derivative of indole.
関連反応
関連ノート
読み込み中…