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Key Documents

433829

Sigma-Aldrich

4-Hydrazinobenzoic acid hydrochloride

98%

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About This Item

Linear Formula:
H2NNHC6H4CO2H · HCl
CAS Number:
Molecular Weight:
188.61
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

253 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

Cl.NNc1ccc(cc1)C(O)=O

InChI

1S/C7H8N2O2.ClH/c8-9-6-3-1-5(2-4-6)7(10)11;/h1-4,9H,8H2,(H,10,11);1H

InChI key

XHLQMKQBCHYRLC-UHFFFAOYSA-N

General description

4-Hydrazinobenzoic acid (p-Hydrazinobenzoic acid, HBA) has been reported as an ingredient of the cultivated mushroom Agaricus bisporus. It is carcinogenic to rodents. Mechanism of DNA damage by 4-hydrazinobenzoic acid has been studied by using 32P-labeled DNA fragments obtained from the human p53 and p16 tumor suppressor genes. It may be used for the preparation of 4-(3-(2-(tert-butoxycarbonylamino)ethyl)-5-hydroxy-1H-pyrazol-1-yl)benzoic acid.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis of 3-(2-aminoethyl)-5-hydroxy-1H-pyrazole derivatives.
Groselj U, et al.
ARKIVOC (Gainesville, FL, United States), 3, 49-65 (2012)
X Wang et al.
Carbohydrate research, 332(2), 191-196 (2001-07-04)
p-Hydrazinobenzenesulfonic acid was explored as an ultraviolet labeling reagent for capillary electrophoresis of mono-, di- and trisaccharides. The labeling reaction that produces p-sulfophenylhydrazines took less than 8 min, and introduced both chromphore and charged groups into the carbohydrate molecules. The
Shinji Oikawa et al.
Free radical research, 40(1), 31-39 (2005-11-22)
4-Hydrazinobenzoic acid, an ingredient of mushroom Agaricus bisporus, is carcinogenic to rodents. To clarify the mechanism of carcinogenesis, we investigated DNA damage by 4-hydrazinobenzoic acid using (32)P-labeled DNA fragments obtained from the human p53 and p16 tumor suppressor genes. 4-Hydrazinobenzoic
K Walton et al.
Mutation research, 381(1), 131-139 (1997-12-24)
Agaritine (N2-[L-(+)-glutamyl]-4-(hydroxymethylphenyl)hydrazine), the principal hydrazine found in the edible mushroom Agaricus bisporus, as well as the N'-acetyl derivative of 4-(hydroxymethyl)phenylhydrazine and 4-(hydroxymethyl)benzene diazonium ion, as the tetraborate salt, considered as the putative proximate and ultimate carcinogens of agaritine, were all
Yun-Gon Kim et al.
Chemistry & biology, 15(3), 215-223 (2008-03-22)
Glycan recognition leading to cell-cell interactions, signaling, and immune responses is mediated by various glycan-binding proteins (GBPs) showing highly diverse ligand specificities. We describe here a rapid glycan immobilization technique via 4-hydrazinobenzoic acid (HBA)-functionalized beads and its application to high-throughput

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