Basic information
- CAS
737-86-0- Standard SMILES
Cc1ncc(CO)c(C=NNC(=O)c2ccncc2)c1O- InChIKey
BQYIXOPJPLGCRZ-UHFFFAOYSA-N- Molecular formula
- C14H14N4O3
- Average molar mass
- 286.29 g/mol
- Monoisotopic mass
- 286.10659032
Overview
acts as iron chelating agent
Names & identifiers
- Preferred name
- Pyridoxal Isonicotinoyl Hydrazone
- IUPAC
- N-[[3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinyl]methylideneamino]pyridine-4-carboxamide
- English name
- pyridoxal isonicotinoyl hydrazone
- Molecular formula
- C14H14N4O3
- Molecular weight
- 286.29
Names & synonyms
DTXSID601032630NSC-77674RefChem:930363DTXCID2014696694-Pyridinecarboxylic acid, ((3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinyl)methylene)hydrazide737-86-0Isonicotinic acid, hydrazide, hydrazone with pyridoxalPyridoxal Isonicotinoyl HydrazoneXT2MSO57QWN'-((3-Hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)isonicotinohydrazideN-[[3-Hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methylideneamino]pyridine-4-carboxamideMFCD00763290
Show more names
NSC 77674PIH - CAS 737-86-0 - CalbiochemPyridoxal isonicotinoyl hydrazinePIH(Pyridoxal isonicotinoyl hydrazine)Pyridoxal isonicotinoyl hydrazone (PIH)PIH - CAS 737-86-0 - Calbiochem[528110]PIH - CAS 737-86-0 - Calbiochem[528110-50MG]inhibit,pyridoxal isonicotinoyl hydrazone,InhibitorPyridoxal isonicotinoyl hydrazone (PIH), hydrazone iron chelator
NSC 77674; PIHSCHEMBL6930377SCHEMBL25305111SCHEMBL29385000P3134F867520N'-[(E)-[5-(hydroxymethyl)-2-methyl-3-oxo-4-pyridylidene]methyl]pyridine-4-carbohydrazideN'-{[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methylidene}pyridine-4-carbohydrazide
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 108 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 371
Experimental & physicochemical properties
LogP-1.89
Physicochemical properties
- Melting point
- 261 · 261-262 °C (decomp)
- Density
- 1.35 · 1.35±0.1 g/cm3(Predicted)
- storage temp.
- 2 C · +2C to +8C
- solubility
- 1 mg/ml; · DMF: 1 mg/ml; DMSO: 5 mg/ml; Ethanol: 0.5 mg/ml
- form
- Yellow solid
- pka
- 8.04 · 8.04±0.10(Predicted)
- color
- yellow
- InChI
- 1S/C14H14N4O3/c1-9-13(20)12(11(8-19)6-16-9)7-17-18-14(21)10-2-4-15-5-3-10/h2-7,17,19H,8H2,1H3,(H,18,21)/b12-7+
- InChIKey
- HOYFGBFEIXEDEL-KPKJPENVSA-N
- FDA UNII
- 2 MSO57QW · XT2MSO57QW
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 28 · NA.28
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 1
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS.
Organic chemicals that form two or more coordination links with an iron ion. Once coordination has occurred, the complex formed is called a chelate. The iron-binding porphyrin group of hemoglobin is an example of a metal chelate found in biological systems.
Applications
UsesPyridoxal Isonicotinoyl Hydrazone is a cell-permeable non-toxic iron chelator of the aroyl hydrazone class.
General DescriptionA cell-permeable, non-toxic tridendate iron (Fe3+) chelator of the aroyl hydrazone class. Even at low concentrations, highly effective in mobilizing Fe3+ from cells and preventing its uptake from transferrin, even at low concentrations. Exhibits similar specificity and binding affinity as Deferoxamine Mesylate (Cat. No. 252750) but has greater access to mitochondrial iron. Also useful for the management of iron overload disease in experimental models. Inhibits the induction of heme containing indoleamine 2,3-dioxygenase activity.
Suppliers40 total
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Aladdin Scientific[email protected]
上海康恩博科技有限公司（科小研试剂）400-1388-521 17673770086 · [email protected]
Related reactions
0 records
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Compound notes
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