5,5'-Dithiobis(2-nitrobenzoic Acid) (HCID 6254)

概要

Dithionitrobenzoic acid is an organic disulfide that results from the formal oxidative dimerisation of 2-nitro-5-thiobenzoic acid. An indicator used to quantify the number or concentration of thiol groups. It has a role as an indicator. It is a nitrobenzoic acid and an organic disulfide.

名称と識別子

優先名称: 5,5'-Dithiobis(2-nitrobenzoic Acid)
IUPAC: 5-[(3-carboxy-4-nitrophenyl)disulfanyl]-2-nitrobenzoic acid
現地名: 5,5'-ジチオビス(2-ニトロ安息香酸)
英語名: 5,5′-Dithiobis(2-nitrobenzoic acid)
分子式: C14H8N2O8S2
分子量: 396.35

名称と別名

69-78-3DTNB5,5'-Dithiobis(2-nitrobenzoic acid)Ellman's ReagentDithionitrobenzoic acidBenzoic acid, 3,3'-dithiobis[6-nitro-Dithiobisnitrobenzoic acid3,3'-Dithiobis(6-nitrobenzoic acid)Ellmans reagentEllman Reagent2,2'-Dinitro-5,5'-dithiodibenzoic acid2,2'-Dinitro-5,5'-dithiodibenzoesaeure

名称をさらに表示

5,5'-ジチオビス(2-ニトロ安息香酸)5,5'-ジチオビス-(2-ニトロ安息香酸)5,5-ジチオ-ビス(2-ニトロ安息香酸)ジ(3-カルボキシ-4-ニトロフェニル)ペルスルフィド3,3'-ジチオビス(6-ニトロ安息香酸)エルマン試薬ビス(3-カルボキシ-4-ニトロフェニル)ペルスルフィドEllman試薬5，5‐ジチオ‐ビス（2‐ニトロ安息香酸）5,5′-ジチオビス(2-ニトロ安息香酸)ビス(3-カルボキシ-4-ニトロフェニル)ジスルフィド5,5′‐ジチオビス(2‐ニトロ安息香酸)3,3′-ジチオビス(6-ニトロ安息香酸)5,5′-ジチオビス-(2-ニトロ安息香酸)5-[(3-カルボキシ-4-ニトロフェニル)ジスルファニル]-2-ニトロ安息香酸3-カルボキシ-4-ニトロフェニルジスルフィド5,5'Ellmanns5,5&priMeEllmsn'sreagentELLMANS' REAGENTellmann's reagent

9BZQ3U62JXDTXSID5058779BENZOIC ACID, 3,3'-DITHIOBIS(6-NITRO-BA-2767CHEBI:862283,3'-Dithiobis[6-nitrobenzoic Acid]5,5'-dithiobis[2-nitrobenzoic acid]Reagent, Ellman's

データベース識別子

CAS: 69-78-3
PubChem CID: 6254
DTXSID: DTXSID5058779
ChEMBL: CHEMBL395814
ChEBI: CHEBI:86228
UNII: 9BZQ3U62JX
EC Number: 200-714-4
Nikkaji: J2.332.125D、J4.870D

物性

構造計算による物性

XLogP: 2.7
極性表面積: 217 Å²
水素結合供与体数: 2
水素結合受容体数: 10
回転可能結合数: 5
重原子数: 26
形式電荷: 0
複雑度: 528

実験および物理化学的性質

Chemical ClassesDyes -> Indicator Dyes

Physical DescriptionYellow solid; [Merck Index] Light yellow powder; [Sigma-Aldrich MSDS]

物理化学的性質

融点: 240 · 240-245 °C (dec.)(lit.)
沸点: 671.9 · 671.9±55.0 °C(Predicted)
比重(密度): 1.67 · 1.67
屈折率: 1.69 · 1.6900 (estimate)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: 8 mg/mL · ethanol: 8mg/mL
外見: 黄色の固体
酸解離定数(Pka): 1.57 · 1.57±0.25(Predicted)
色: 淡黄色～淡黄色
水溶解度: 水およびエタノールに可溶。
Merck: 14 · 14,3551
BRN: 1896821 · 1896821
安定性: 安定。強塩基、強酸化剤とは相容れない。
InChI: 1S/C14H8N2O8S2/c17-13(18)9-5-7(1-3-11(9)15(21)22)25-26-8-2-4-12(16(23)24)10(6-8)14(19)20/h1-6H,(H,17,18)(H,19,20)
InChIKey: KIUMMUBSPKGMOY-UHFFFAOYSA-N
SMILES: OC(=O)c1cc(SSc2ccc(c(c2)C(O)=O)[N+]([O-])=O)ccc1[N+]([O-])=O
CAS データベース: 69 · 69-78-3(CAS DataBase Reference)
EPAの化学物質情報: 3 · Benzoic acid, 3,3'-dithiobis[6-nitro- (69-78-3)

化学的性質

化学的特性Crystalline

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

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

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 7 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: Benzoic acid, 3,3'-dithiobis[6-nitro-

Benzoic acid, 3,3'-dithiobis[6-nitro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntraperitoneal LD50 (mouse) = 2,080 mg/kg; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

F: 10
wgk: 3
tsca: TSCA listed
rtecs: DG9650000
hs_code: 29309070
risk_code: 36/37/38
消防法: 危-5-II
hazard_code: Xi
safety_code: 26-36
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationChemical agents that react with SH groups. This is a chemically diverse group that is used for a variety of purposes. Among these are enzyme inhibition, enzyme reactivation or protection, and labelling.

用途と製造

UsesUsed as an indicator of thiols, cholinesterase, and other enzymes; [Merck Index]

General Manufacturing InformationBenzoic acid, 3,3'-dithiobis[6-nitro-: ACTIVE

応用分野 · 3 件

用途エルマン法は、血中グルタチオン濃度などの低分子量のチオール濃度を測定するのに適している。またチオール基を生成する生化学反応の反応速度を測定したり、タンパク質上のチオール基の数を測定するのに利用されている。

使用5,5′-Dithiobis(2-nitrobenzoic acid) is a water soluble reagent mainly used for the derivatization of sulfhydryl groups.

一般的な説明5,5′-Dithiobis(2-nitrobenzoic acid) is also called DTNB or Ellman′s reagent. It is a water soluble reagent, which interacts with thiol groups, and can be used conveniently at neutral pH. Thiolate anion (RS-) reacts with Ellman′s reagent (DTNB2-), to produce 2-nitro-5-thiobenzoate anion (TNB2-) and one mixed disulfide (R-S-TNB-). TNB2- has a high molar absorption coefficient, and absorbs at 412nm. This absorption is independent of pH, at pH> 7.3.

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

補足説明

定義ChEBI: An organic disulfide that results from the formal oxidative dimerisation of 2-nitro-5-thiobenzoic acid. An indicator used to quantify the number or concentration of thiol groups.