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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:
Molecular Weight:
152.15
Beilstein:
387378
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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 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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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.
Lucas F de Lima et al.
Talanta, 187, 113-119 (2018-06-02)
Aldehydes are relevant analytes in a wide range of samples, in particular, food and beverages but also body fluids. Hydrazines can undergo nucleophilic addition with aldehydes or ketones giving origin to hydrazones (a group of stable imines) that can be
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
Lei Wang et al.
Journal of biomedical nanotechnology, 11(9), 1653-1661 (2015-10-22)
Current diagnostic techniques do not reliably detect cancer at early stages, and traditional chemotherapy lacks specificity and causes systemic toxicity. To address these issues, multifunctional nanomaterials are becoming more widely studied as a means of cancer detection, therapy, and monitoring.

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