91-95-2 Usage
Description
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.
Chemical Properties
Off-white to brown solid.
Uses
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.
Synthesis
3,3'-Diaminobenzidine can be synthesized by treating 3, 3'-dichlorobenzidine with ammonia in the presence of copper catalyst at high temperature and pressure.
Application
3,3'-Diaminobenzidine is used for preparation of high-strength material such as nucleic acid stain and resistance high-temperature polymers such as bullet-proof vests.?
Definition
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member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group.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.
General Description
3,3'-Diaminobenzidine tetrahydrochloride hydrate is an organic compound used as a peroxidase substrate.
Biochem/physiol Actions
DAB (3,3′-Diaminobenzidine) is utilized in many applications for the visualization of peroxidase activity. In the peroxidase reaction, DAB serves as a hydrogen donor in the presence of peroxide. The oxidized DAB forms an insoluble brown end-product for use in the immunohistological and immunoblotting staining procedures.
Safety Profile
Suspected carcinogen withexperimental tumorigenic data. Moderately toxic byingestion. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx.
References
3,3′-Diaminobenzidine staining interferes with PCR-based DNA analysisDOI:10.1038/s41598-018-19745-9Transition metal complexes of novel binuclear Schiff base derived from 3,3′-diaminobenzidine: synthesis, characterization, thermal behavior, DFT, antimicrobial and molecular docking studiesDOI:10.1080/00958972.2020.17523723, 3′-Diaminobenzidine with dual o-phenylenediamine groups: two in one enables visual colorimetric detection of nitric oxideDOI:10.1007/s00216-020-02482-2A new sensitive colorimetric assay for peroxidase using 3,3'-diaminobenzidine as hydrogen donor.DOI:10.1016/0003-2697(73)90144-9
Check Digit Verification of cas no
The CAS Registry Mumber 91-95-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 1 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 91-95:
(4*9)+(3*1)+(2*9)+(1*5)=62
62 % 10 = 2
So 91-95-2 is a valid CAS Registry Number.
91-95-2Relevant articles and documents
Synthesis method of benzidine compound
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Paragraph 0046; 0049; 0055; 0063, (2018/07/30)
The invention discloses a synthesis method of a benzidine compound. A compound (I) is subjected to catalytic coupling reaction to obtain a compound (II); the compound (II) is subjected to alkaline oracidic hydrolysis reaction process to obtain a compound (III); the compound (III) is subjected to catalytic hydrogenation reduction reaction in an organic system to obtain a benzidine compound (V); orthe compound (II) is subjected to catalytic hydrogenation reduction reaction in an organic solvent to obtain a compound (V); the compound (V) is subjected to alkaline or acidic hydrolysis reaction toobtain a compound (IV). The method disclosed by the invention overcomes various defects of the existing method; the conventional commercial catalysts are used; the reaction time is greatly shortened;the capacity is improved. Noteworthily, the organic solvent can be recovered and reused; hydroiodic acid or hydrobromide generated through coupling reaction can be smoothly converted into iodides orbromide salts with high economic values through treatment. Therefore, the method disclosed by the invention is an economic easy-to-industrialize green method.
Design, synthesis, and anti-tumor evaluation of novel symmetrical bis-benzimidazoles
Yang, Yan-Hui,Cheng, Mao-Sheng,Wang, Qing-He,Nie, Han,Liao, Na,Wang, Jian,Chen, Hong
experimental part, p. 1808 - 1812 (2009/06/28)
A novel symmetrical bis-benzimidazole was designed as DNA minor groove binder. Molecular modeling study showed that it could dock into the minor groove of DNA. Several derivatives were synthesized and confirmed by IR, MS, and 1H NMR. All these novel compounds were screened for cytotoxic activity on SKOV-3, HeLa, and BGC-823 cell lines in vitro. Some compounds showed IC50s in the single-digit micromolar range for cytotoxicity in several tumor cell lines.