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246395

Sigma-Aldrich

4-Hydrazinobenzoic acid

97%

Synonym(s):

(4-Carboxyphenyl)hydrazine, (p-Carboxyphenyl)hydrazine, 4-Hydrazinylbenzoic acid, p-Hydrazinobenzoic acid

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About This Item

Linear Formula:
H2NNHC6H4CO2H
CAS Number:
619-67-0
Molecular Weight:
152.15
Beilstein:
387378
EC Number:
210-609-5
MDL number:
MFCD00007581
UNSPSC Code:
12352100
PubChem Substance ID:
24854804
NACRES:
NA.22

Quality Level

200

Assay

97%

form

solid

mp

218 °C (dec.) (lit.)

functional group

carboxylic acid
hydrazine

SMILES string

NNc1ccc(cc1)C(O)=O

InChI

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

InChI key

PCNFLKVWBDNNOW-UHFFFAOYSA-N

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Application

4-Hydrazinobenzoic acid was used in the synthesis of multi-substituted dihydropyrano[2,3-c]pyrazole derivatives.

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 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1963
SDBB1962
STBL4242
STBK7387
STBK4430

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Lin Chen et al.
Materials science & engineering. C, Materials for biological applications, 104, 109939-109939 (2019-09-11)
Folic acid-conjugated magnetic ordered mesoporous carbon nanospheres (FA-MOMCNs) are developed as a targeting delivery vehicle of doxorubicin (DOX) in this work. Investigations on DOX loading mechanism show that the loading capacity of FA-MOMCNs is up to 577.12 mg g-1 by means of
Keyume Ablajan et al.
Molecular diversity, 17(4), 693-700 (2013-08-07)
A convenient and efficient synthesis of multi-substituted dihydropyrano[2,3-c]pyrazole derivatives is reported. The four-component reaction of 4-hydrazinobenzoic acid, β-keto esters, aromatic aldehydes, and malononitrile using 10 mol% CAN catalyst in water under ultrasound irradiation produced the target compounds in good-to-excellent yields.
Anzhi Sheng et al.
Analytica chimica acta, 1104, 110-116 (2020-02-29)
Hydrazone chemistry has been firstly explored as capturing mode for interface supported toehold strand displacement cascade (TSDC). The method has been further established for analysis of 5-hydroxymethylfurfural (HMF) based on hydrazone chemistry-mediated TSDC. HMF containing aldehyde group can be covalently
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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