luminol - 10mM in DMSO , CAS No.521-31-3

CAS: 521-31-3 Cat. No.: L424466 Formula: C₈H₇N₃O₂ Molecular Weight: 177.16 Beilstein Registry Number: 383929 EC Number: 208-309-4

GRADE & PURITY 10mM in DMSO

Synonyms

LUMINOL|3-Aminophthalhydrazide|521-31-3|5-amino-2,3-dihydrophthalazine-1,4-dione|5-Amino-2,3-dihydro-1,4-phthalazinedione|3-Aminophthalic hydrazide|1,4-Phthalazinedione, 5-amino-2,3-dihydro-|5-Amino-1,2,3,4-tetrahydrophthalazine-1,4-dione|3-Aminophthalylh

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Luminol is a reagent for the generation of chemiluminescence in biological assays including nitric oxide and myeloperoxidase assay. Luminol is converted to a dianion in basic solution, which is then oxidized with H2O2/Cu2+ to form N2 and an aminophthalate ion in an electronically excited state. The aminophthalate ion emits a photon of wavelength 424 nm.
A chemiluminescence generating reagent for biological and metal cation assays

Specifications

Synonyms

LUMINOL | 3-Aminophthalhydrazide | 521-31-3 | 5-amino-2,3-dihydrophthalazine-1,4-dione | 5-Amino-2,3-dihydro-1,4-phthalazinedione | 3-Aminophthalic hydrazide | 1,4-Phthalazinedione, 5-amino-2,3-dihydro- | 5-Amino-1,2,3,4-tetrahydrophthalazine-1,4-dione | 3-Aminophthalylh

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Pubchem Sid

528776636

Canonical Smiles

C1=CC2=C(C(=C1)N)C(=O)NNC2=O

IUPAC Name

5-amino-2,3-dihydrophthalazine-1,4-dione

InChIKey

HWYHZTIRURJOHG-UHFFFAOYSA-N

INCHI

1S/C8H7N3O2/c9-5-3-1-2-4-6(5)8(13)11-10-7(4)12/h1-3H,9H2,(H,10,12)(H,11,13)

Isomeric SMILES

C1=CC2=C(C(=C1)N)C(=O)NNC2=O

WGK Germany

3

RTECS

TH8890060

Molecular Weight

177.16

Beilstein

383929

Reaxy-Rn

383929

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=383929&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Benzodiazines
        • Level5 Phthalazines
          • Level6 Phthalazinones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Phthalazines
• Direct Parent: Phthalazinones
• Alternative Parents: Pyridazinones Benzenoids Vinylogous amides Heteroaromatic compounds Lactams Azacyclic compounds Primary amines Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalazinone - Pyridazinone - Pyridazine - Benzenoid - Heteroaromatic compound - Vinylogous amide - Lactam - Azacycle - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary amine - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalazinones. These are compounds containing a phthalazine bearing a ketone group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TNF Tclin TNF-alpha (1897 Activities)

Discover Target: TNF

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)

Discover Target: RAN

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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Qtrt1 tRNA-guanine transglycosylase (21 Activities)

Discover Target: Qtrt1

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Air Sensitive
• x_melt_point_char: ≥300°C
• Molecular Weight: 177.160 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.054 Da
• Monoisotopic Mass: 177.054 Da
• Topological Polar Surface Area: 84.200 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 254.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1