CAS 10199-89-0 NBD-Cl (HCID 25043)

概要

4-chloro-7-nitrobenzofurazan is a benzoxadiazole that is 2,1,3-benzoxadiazole which is substituted at position 4 by chlorine and at position 7 by a nitro group. It has a role as an EC 1.4.3.4 (monoamine oxidase) inhibitor, a fluorescent probe, a fluorochrome and an EC 3.6.1.3 (adenosinetriphosphatase) inhibitor. It is a C-nitro compound, an organochlorine compound and a benzoxadiazole.

名称と識別子

優先名称: NBD-Cl
IUPAC: 4-chloro-7-nitro-2,1,3-benzoxadiazole
現地名: NBD-Cl
英語名: 4-Chloro-7-nitrobenzofurazan
分子式: C6H2ClN3O3
分子量: 199.55

名称と別名

10199-89-04-Chloro-7-nitrobenzofurazan4-Chloro-7-nitro-2,1,3-benzoxadiazoleNBD-Cl2,1,3-Benzoxadiazole, 4-chloro-7-nitro-NBD-chloride7-Chloro-4-nitrobenzofurazan1-Chloro-4-nitrobenzoxadiazoleNBD-C 17-Chloro-4-nitrobenzo-2-oxa-1,3-diazole4-Nitro-7-chlorobenzofurazanNBF-Cl

名称をさらに表示

7-クロロ-4-ニトロベンゾ-2-オキサ-1,3-ジアゾール4-ニトロ-7-クロロベンゾフラザン4-クロロ-7-ニトロベンゾフラザンNBD-塩化物4-ニトロ-7-クロロ-2,1,3-ベンゾオキサジアゾール7-クロロ-4-ニトロベンゾフラザンNBDクロリド7-クロロ-4-ニトロ-2,1,3-ベンゾオキサジアゾールクロロ-7-ニトロベンゾ-2-オキサ-1,3-ジアゾール4-クロロ-7-ニトロベンゾ-2-オキサ-1,3-ジアゾール4-クロロ-7-ニトロ-2,1,3-ベンゾオキサジアゾール4‐クロロ‐7‐ニトロベンゾ‐2‐オキサ‐1,3‐ジアゾールNBD-CL [4-クロロ-7-ニトロベンゾフラザン] ウルトラピュアグレード4-クロロ-7-ニトロベンゾフラザン, 99%4-chloro-7-nitrobenzo[c][1,2,5]oxadiazole4-Chloro-7-nitro-1,2,3-benzoxadiazoleNBD CHLORIDENBD chloride,98%4-chloro-7-nitrobenzofurazaneBenzofurazan, 4-chloro-7-nitro-4-chloro-7-nitrobenzo-2,1,3-oxadiazole

ChloronitrobenzoxadiazoleEQF2794IREDTXSID2064995CHEBI:78878NSC-228140Nitrobenzoxadiazole ChlorideChloride, NBDNBF Cl

データベース識別子

CAS: 10199-89-0
PubChem CID: 25043
DTXSID: DTXSID2064995
ChEMBL: CHEMBL1743207
ChEBI: CHEBI:78878
UNII: EQF2794IRE
EC Number: 233-496-4
Nikkaji: J76.301B

物性

構造計算による物性

XLogP: 1.6
極性表面積: 84.7 Å²
水素結合供与体数: 0
水素結合受容体数: 5
回転可能結合数: 0
重原子数: 13
形式電荷: 0
複雑度: 222

物理化学的性質

融点: 97 · 97-99 °C(lit.)
沸点: 333.1 · 333.1±45.0 °C(Predicted)
比重(密度): 2.0589 · 2.0589 (rough estimate)
屈折率: 1.581 · 1.5810 (estimate)
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: メタノール、ジメチルスルホキシド、ジメチルホルムアミド、クロロホルムに可溶。
外見: 結晶性粉末
酸解離定数(Pka): -5.65 · -5.65±0.50(Predicted)
色: 黄色から薄茶色
水溶解度: 溶ける
BRN: 614212 · 614212
InChI: InChI=1S/C6H2ClN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H
InChIKey: IGHBXJSNZCFXNK-UHFFFAOYSA-N
SMILES: N1=C2C([N+]([O-])=O)=CC=C(Cl)C2=NO1
CAS データベース: 10199 · 10199-89-0(CAS DataBase Reference)
EPAの化学物質情報: 2 · 2,1,3-Benzoxadiazole, 4-chloro-7-nitro- (10199-89-0)

化学的性質

化学的特性yellow to light brown crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301 (23.2%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P301+P317, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 164 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

Regulatory Information · 2 件

Chemical: Benzofurazan, 4-chloro-7-nitro-

2,1,3-Benzoxadiazole, 4-chloro-7-nitro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesAcute Tox. 3 (23.2%)

安全データ

F: 10-21
wgk: 3
tsca: TSCA listed
rtecs: DF8002400
ridadr: UN 2811 6.1/PG 3
hs_code: 29349990
risk_code: 22-36/38
hazard_code: Xn,Xi
safety_code: 36/37/39
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

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

General Manufacturing Information2,1,3-Benzoxadiazole, 4-chloro-7-nitro-: ACTIVE

応用分野 · 2 件

使用4-Chloro-7-nitrobenzofurazan is nonfluorescent until it reacts with primary or secondary amines to produce a fluorescent product. 4-Chloro-7-nitrobenzofurazan has been extensively used as a derivatizing reagent for chromatography analysis of amino acids and low molecular weight amines.

一般的な説明4-Chloro-7-nitrobenzofurazan (NBD-Cl) is a highly sensitive chromogenic and fluorogenic reagent. It is reported to react spontaneously with trans-1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky′s diene), to afford regioselectively the silyl enol ether, via normal electron-demand Diels-Alder (NEDDA) reaction. A study of the molecular structure, vibrational spectra and NBO (Natural Bond Orbital) analysis of NBD–Cl has been undertaken. Its utility as a pre-column derivatization agent has been examined.

調製方法

純化方法Wash the solid with H2O, and it recrystallises from aqueous EtOH (1:1) as pale yellow needles. It sublimes in a vacuum [Gosh & Whitehouse Biochem J 108 155 1968, UV, NMR: Bolton et al. J Chem Soc 1004 1966].