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433829

Sigma-Aldrich

4-Hydrazinobenzoic acid hydrochloride

98%

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About This Item

Fórmula lineal:
H2NNHC6H4CO2H · HCl
Número de CAS:
24589-77-3
Peso molecular:
188.61
EC Number:
246-330-0
MDL number:
MFCD00039073
UNSPSC Code:
12352100
PubChem Substance ID:
24866983
NACRES:
NA.22

Quality Level

100

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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)
Yan-Juan Gu et al.
International journal of nanomedicine, 6, 2889-2898 (2011-12-02)
Single-walled carbon nanotubes (SWNTs) have been identified as an efficient drug carrier. Here a controlled drug-delivery system based on SWNTs coated with doxorubicin (DOX) through hydrazone bonds was developed, because the hydrazone bond is more sensitive to tumor microenvironments than
B M McManus et al.
Laboratory investigation; a journal of technical methods and pathology, 57(1), 78-85 (1987-07-01)
p-Hydrazinobenzoic acid (HBA), an ingredient of the cultivated mushroom Agaricus bisporus, was given in hydrochloride form at a dosage of 0.125% in drinking water for life to randomly bred Swiss mice. Previous studies had demonstrated that either synthetic or naturally
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
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