3,3'-Diaminobenzidine (HCID 7071)

概要

3,3'-diaminobenzidine is a member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group. It has a role as a histological dye. It is a member of biphenyls and a substituted aniline.

名称と識別子

優先名称: 3,3'-Diaminobenzidine
IUPAC: 4-(3,4-diaminophenyl)benzene-1,2-diamine
現地名: 3,3'-ジアミノベンジジン
英語名: 3,3'-Diaminobenzidine
分子式: C12H14N4
分子量: 214.27

名称と別名

3,3'-Diaminobenzidine91-95-23,3-DIAMINOBENZIDINE3,3',4,4'-Tetraaminobiphenyl3,3',4,4'-Biphenyltetramine3,3',4,4'-Tetraaminodiphenyl3,3',4,4'-Diphenyltetramine3,3',4,4'-Tetraminobiphenyl[1,1'-Biphenyl]-3,3',4,4'-tetramine(1,1'-Biphenyl)-3,3',4,4'-tetramineDTXSID2036827Biphenyl-3,3',4,4'-tetrayltetraamine

名称をさらに表示

3,3'-ジアミノベンジジン1,1'-ビフェニル-3,3',4,4'-テトラキスアミン3,3',4,4'-テトラアミノビフェニル3,3-ジアミノベンジジンビフェニル-3,3',4,4'-テトラアミン4,4'-ビ(1,2-ベンゼンジアミン)1,1'-ビフェニル-3,3',4,4'-テトラアミン3,3',4,4'-[1,1'-ビフェニル]テトラアミン[1,1'-ビフェニル]-3,3',4,4'-テトラアミン3,3',4,4'-テトラアミノ-1,1'-ビフェニルジアミノベンジジン4,4'-ビ(o-フェニレンジアミン)3,3',4,4'-ビフェニルテトラアミン4,4'-ビ[1,2-ベンゼンジアミン]テトラアミノビフェニル3,3′-ジアミノベンジジン3,4,3',4'-テトラアミノビフェニル3,3'-ジアミノベンジジン [生化学用]3，3’，4，4’-ビフェニルテトラアミン3,3′‐ジアミノベンジジンDABDIAMINOBENZIDINE[1,1'-biphenyl]-3,3',4,4'-tetraaMineTETRAAMINOBIPHENYL3,3'DAB BUFFERJACS-91-95-2TIMTEC-BB SBB0084273'-DiaMinobenzidine3,3'-Diaminobenzidin

2RV4T6KHQINSC-76152DTXCID0016827CHEBI:909943,3 Diaminobenzidine3,3' diaminobenzidineDiaminobenzidine, 3,3Diaminobenzidine, 3,3'

データベース識別子

CAS: 91-95-2
PubChem CID: 7071
DTXSID: DTXSID2036827
ChEMBL: CHEMBL1396955
ChEBI: CHEBI:90994
UNII: 2RV4T6KHQI
EC Number: 202-110-6
Nikkaji: J3.927F

物性

構造計算による物性

XLogP: 0.9
極性表面積: 104 Å²
水素結合供与体数: 4
水素結合受容体数: 4
回転可能結合数: 1
重原子数: 16
形式電荷: 0
複雑度: 209

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Benzidine and Derivatives

LogP0.09

SolubilitySolubility in water: very poor

Flash Point>200 °C

Melting Point176 °C

Physical Description · 3 件

Dry Powder

Red to brown hygroscopic solid; [ICSC]

RED-TO-BROWN HYGROSCOPIC SOLID IN VARIOUS FORMS.

物理化学的性質

融点: 175 · 175-177 °C(lit.)
沸点: 344.41 °C · 344.41°C (rough estimate)
比重(密度): 1.1726 · 1.1726 (rough estimate)
屈折率: 1.5 · 1.5000 (estimate)
闪点: 12 °C · 12 °C
貯蔵温度: room temp
溶解性: 0.55 g/リットル · 0.55g/リットル
外見: タブレット
酸解離定数(Pka): 4.39 · 4.39±0.10(Predicted)
色: MeOHからの結晶
PH: 7 · 7 (1g/l, H2O, 20℃)
水溶解度: 0.55 g/L · 0.55g/L（20℃）
BRN: 1212988 · 1212988
安定性: 安定性湿気と光に敏感。強力な酸化剤とは相容れない。
主な用途: 診断アッセイの製造血液学組織学
InChI: 1S/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2
InChIKey: HSTOKWSFWGCZMH-UHFFFAOYSA-N
SMILES: NC1=C(N)C=CC(C2=CC(N)=C(N)C=C2)=C1
CAS データベース: 91 · 91-95-2(CAS DataBase Reference)
NISTの化学物質情報: 3 · 3,3'-Diaminobenzidine(91-95-2)
EPAの化学物質情報: 3 · 3,3'-Diaminobenzidine (91-95-2)

化学的性質

化学的特性Off-white to brown solid.

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Danger

H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 2 件

Hazard Traits - Carcinogenicity

[1,1'-Biphenyl]-3,3',4,4'-tetramine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of [1,1'-Biphenyl]-3,3',4,4'-tetramine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Fire HazardsCombustible.

Hazards Summary · 1 件

Causes muscle weakness, cyanosis, and urine changes in inhalation lethal-dose study of rats; [RTECS] May cause eye irritation; A possible human carcinogen; [ICSC] May cause irritation; Possible teratogen and carcinogen; [Aldrich MSDS] See Benzidine.

Chemical DangersDecomposes on burning. This produces nitrogen oxides. Reacts with strong oxidants.

Hazard Classes and Categories · 3 件

Muta. 2 (100%)

Carcinogenicity - category 1B

Carc. 1B

安全と保護具

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

Safe StorageDry. Well closed. Separated from food and feedstuffs and strong oxidants. Store in an area without drain or sewer access.

Spillage Disposal · 1 件

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting.

Eye PreventionWear safety spectacles.

Fire PreventionNO open flames.

毒性情報

Exposure RoutesThe substance can be absorbed into the body in hazardous amounts by inhalation of its aerosol and by ingestion.

Signs and SymptomsRedness.

ICSC Environmental DataEnvironmental effects from the substance have not been investigated adequately.

Toxicity DataLCLo (rat) = 260 mg/m3/4hr

安全データ

F: 8-10-23
wgk: 1
tsca: TSCA listed
rtecs: DV8750000
ridadr: UN 3316 9
毒性: LDLo orl-rat: 3000 mg/kg CNREA8 26,619,66
hs_code: 29214200
risk_code: 36/37/38-40-22-20/21/22-68-45-67-37-34-11-8
化審法: (4)-1475
安衛法: 変異原性物質
hazard_code: Xn,T,F,O
safety_code: 26-36/37-45-36/37/39-22-53-16
Hazard Classifications: Acute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 2
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

用途と製造

UsesUsed as a reagent; [REPROTOX]

U.S. Production2023: 140,461 lb

Consumer UsesNot Known or Reasonably Ascertainable

Industry UsesNot Known or Reasonably Ascertainable

General Manufacturing Information · 2 件

Textiles, apparel, and leather manufacturing

[1,1'-Biphenyl]-3,3',4,4'-tetramine: ACTIVE

応用分野 · 4 件

解説3,3'-ジアミノベンジジン,板状晶．融点178～180 ℃．空気中で酸化されてしだいに褐色となる．各種耐熱ポリマーの原料であり，イソフタル酸と縮合重合させたポリ(ベンゾイミダゾール)の合成や，そのほか全芳香族ポリマーの成分として用いられる．森北出版「化学辞典（第2版)

用途有機合成用試薬。

説明3,3'-Diaminobenzidine (DAB) is a precursor to polybenzimidazole. DAB is frequently used in the immunohistochemical staining of nucleic acids and proteins. It can also be used to detect fingerprints in blood because that it can be oxidized by hydrogen peroxide in the presence of hemoglobin to give a dark-brown color.

使用3,3'-Diaminobenzidine is used as peroxidase substrate and a reagent for spectrophotometric determination of selenium. DAB is used for the immunohistochemical staining of nucleic acids and proteins. As a dark brown dye, was used as an antibody-specific stain to identify the paired antibodies in breast tissue. It may be used for the synthesis of a useful, linear, Schiff-base coordination polymer.

調製方法 · 1 件

製造方法15 kg of 98.5% pure 3,3'-dinitro-4,4'-diaminobiphenyl tide product and 45 kg of methanol,0.075 kg of palladium carbon is mixed, and hydrogen gas of 0.85-0.9 MPa is introduced at 55-60 ° C, and stirred for 3 hours.At the end of the reaction, the catalyst was recovered, methanol was recovered, 30 kg of water was added, and the mixture was centrifuged and dried to obtain 9.3 kg of 3,3'-Diaminobenzidine having a purity of 99.3%.The yield was 90.6% (based on 3,3'-dinitro-4,4'-diacetylaminobiphenyl).

上流・下流製品情報

上流原料

ベンジジン

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]

杭州创引化工科技有限公司0571-87086220 13516718938 · [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]

補足説明 · 1 件

定義ChEBI: 3,3'-diaminobenzidine is a member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group. It has a role as a histological dye. It is a member of biphenyls and a substituted aniline.