| Identification | More | [Name]
4-Aminobenzohydrazide | [CAS]
5351-17-7 | [Synonyms]
4-AMINOBENZHYDRAZIDE
4-AMINOBENZOHYDRAZIDE
4-AMINO-BENZOIC ACID HYDRAZIDE
4-AMINOBENZOIC HYDRAZIDE
4-AMINOBENZOYLHYDRAZIDE
LABOTEST-BB LT00010042
MYELOPEROXIDASE INHIBITOR-I
P-AMINOBENZHYDRAZIDE
P-AMINOBENZOHYDRAZIDE
P-AMINOBENZOIC ACID HYDRAZIDE
P-AMINOBENZOYL HYDRAZIDE
TIMTEC-BB SBB007555
4-amino-benzoicacihydrazide
4-Aminobenzoylhydrazine
Amben hydrazide
ambenhydrazide
aminostimil
Benzoic acid, p-amino-, hydrazide
p-Amino benzoyl hydrazine
p-Aminobenzoic hydrazide | [EINECS(EC#)]
226-324-4 | [Molecular Formula]
C7H9N3O | [MDL Number]
MFCD00007606 | [Molecular Weight]
151.17 | [MOL File]
5351-17-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White or beige crystals or powder | [Melting point ]
225-227 °C (lit.) | [Boiling point ]
273.17°C (rough estimate) | [density ]
1.2100 (rough estimate) | [refractive index ]
1.5860 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMF: 10 mg/ml; DMSO: 14 mg/ml; DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml | [form ]
Crystals or Powder | [pka]
13.05±0.10(Predicted) | [color ]
White or beige | [Water Solubility ]
Soluble in DMSO (10 mg/ml), dilute acids, and water (partly miscible). | [BRN ]
639053 | [InChI]
1S/C7H9N3O/c8-6-3-1-5(2-4-6)7(11)10-9/h1-4H,8-9H2,(H,10,11) | [InChIKey]
WPBZMCGPFHZRHJ-UHFFFAOYSA-N | [SMILES]
NNC(=O)c1ccc(N)cc1 | [CAS DataBase Reference]
5351-17-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoic acid, 4-amino-, hydrazide(5351-17-7) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DG2580000
| [HazardClass ]
IRRITANT | [HS Code ]
29280000 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
4-Aminobenzoic acid hydrazide (4-ABAH) is an irreversible inhibitor of myeloperoxidase (MPO; IC50 = 0.3 μM).1 It reduces the production of hypochlorous acid (HOCl) induced by opsonized zymosan or phorbol 12-myristate 13-acetate (PMA; Item No. 10008014) in isolated human neutrophils with IC50 values of 16 and 2.2 μM, respectively. 4-ABAH inhibits PMA-induced formation of neutrophil extracellular traps (NETs) in the same cells.2 It reduces infarct volume and the severity of neurological deficits, as well as increases survival, in a mouse model of cerebral ischemia induced by transient middle cerebral artery occlusion (MCAO) when administered at a dose of 40 mg/kg twice per day.3 | [Chemical Properties]
White or beige crystals or powder | [Uses]
4-Aminobenzhydrazide has an important role in the peroxidation activity of MPO. It is also used in enzyme preparations and in cell cultures. | [References]
[1] A J KETTLE. Inhibition of myeloperoxidase by benzoic acid hydrazides.[J]. Biochemical Journal, 1995, 308 ( Pt 2): 559-563. DOI: 10.1042/bj3080559
[2] SHUICHIRO NAKABO. Activated neutrophil carbamylates albumin via the release of myeloperoxidase and reactive oxygen species regardless of NETosis.[J]. Modern Rheumatology, 2020, 30 2: 345-349. DOI: 10.1080/14397595.2019.1583819
[3] REZA FORGHANI. Myeloperoxidase propagates damage and is a potential therapeutic target for subacute stroke.[J]. Journal of cerebral blood flow and metabolism?: official journal of the International Society of Cerebral Blood Flow and Metabolism, 2015: 485-493. DOI: 10.1038/jcbfm.2014.222
[4] RINA KIM. Ferroptosis of tumour neutrophils causes immune suppression in cancer[J]. Nature, 2022, 612 7939: 338-346. DOI: 10.1038/s41586-022-05443-0 |
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