5-Bromoisatin (HCID 6889)

概要

5-Bromoisatin is a member of indoles. It has a role as an anticoronaviral agent.

名称と識別子

優先名称: 5-Bromoisatin
IUPAC: 5-bromo-1H-indole-2,3-dione
現地名: 5-ブロモイサチン
英語名: 5-Bromoisatin
分子式: C8H4BrNO2
分子量: 226.03

名称と別名

5-Bromoisatin87-48-95-Bromo-1H-indole-2,3-dione5-Bromoindole-2,3-dioneIsatin, 5-bromo-5-Bromisatin1H-Indole-2,3-dione, 5-bromo-NSC-4980DZU75P8VY8DTXSID30236037RefChem:534061DTXCID30158528

名称をさらに表示

5-ブロモイサチン5-ブロモ-1H-インドール-2,3-ジオン5-ブロモ-2,3-ジヒドロ-1H-インドール-2,3-ジオン5-ブロモ-2,3-インドリンジオン5-ブロモインドリン-2,3-ジオン5-ブロモインドール-2,3-ジオン5-ブロモイサチン一水和物BromoIsatin5-BROMO-3-CHLORO-2-METHYLPYRIDINENSC 4980AKOS B0289345-bromo-isatiAKOS BBS-00000997

201-747-75-Bromoindoline-2,3-dione5-bromo-2,3-dihydro-1H-indole-2,3-dione5-bromo-isatin5-bromo-2-hydroxy-3H-indol-3-oneMFCD00005719INDOLE-2,3-DIONE, 5-BROMO-5-Bromo-2,3-indolinedione

データベース識別子

CAS: 87-48-9
PubChem CID: 6889
DTXSID: DTXSID30236037
ChEMBL: CHEMBL115897
ChEBI: CHEBI:149786
UNII: DZU75P8VY8
EC Number: 201-747-7
Nikkaji: J3.901B

物性

構造計算による物性

XLogP: 1.3
極性表面積: 46.2 Å²
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: 12
形式電荷: 0
複雑度: 241

実験および物理化学的性質

SpringerMaterials PropertiesChemical shift

物理化学的性質

融点: 247 · 247-252 °C (lit.)
比重(密度): 1.7498 · 1.7498 (rough estimate)
屈折率: 1.612 · 1.6120 (estimate)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: N,Nジメチルホルムアミドに可溶。
酸解離定数(Pka): 8.74 · 8.74±0.20(Predicted)
外見: 結晶性粉末
色: オレンジ
BRN: 383760 · 383760
InChI: InChI=1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
InChIKey: MBVCESWADCIXJN-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(Br)C=C2)C(=O)C1=O
CAS データベース: 87 · 87-48-9(CAS DataBase Reference)

化学的性質

化学的特性Orange crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 2
rtecs: NL7875000
ridadr: 2811
hs_code: 29337900
risk_code: 37/38-41
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36/39-37/39-36
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 3 件

用途有機合成原料。

使用5-Bromoisatin is used in the synthesis of N-derivatives of 5-bromoisatin, N-substituted pyrroles, linear polyaryleneoxindoles, 5-bromodioxindole, cinchoninic acid derivatives, 3-hydroxyoxindole, S-benzyldithiocarbazate Schiff Bases, 5-bromooxindole and Morita-Baylis-Hillman adducts of isatin derivatives. It is an indole derivative.

一般的な説明5-Bromoisatin is a 5-haloisatin. One of the methods reported for its synthesis is by reacting N-halosaccharins with isatin in the presence of SiO2. Its inotropic activity has been studied on rhythmically stimulated papillary muscles of guinea pigs. It is reported to exhibit analgesic and sedative properties at a dose of 0.2g/kg in mice.

調製方法 · 1 件

純化方法5-Bromoisatin forms red prisms or needles from EtOH. The N-acetate crystallises as yellow prisms from *C6H6, m 170-172o, and the N-methyl derivative forms orange-red needles from MeOH, m 172-173o. [Heller Chem Ber 53 1545 1920, Buu-Hoi Recl Trav Chim, Pays-Bas 73 197 1954, Baker etal. Tetrahedron Lett 215 1978, Beilstein 21 H 453, 21 III/IV 5009.]