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433829

Sigma-Aldrich

4-Hydrazinobenzoic acid hydrochloride

98%

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About This Item

Linear Formula:
H2NNHC6H4CO2H · HCl
CAS Number:
24589-77-3
Molecular Weight:
188.61
EC Number:
246-330-0
MDL number:
MFCD00039073
UNSPSC Code:
12352100
PubChem Substance ID:
24866983
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

Related Categories

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

433829-25G:
433829-5G:
433829-VAR:
433829-BULK:

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)
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
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
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