Phthalazine
Basic information
- CAS
253-52-1- Standard SMILES
c1ccc2cnncc2c1- InChIKey
LFSXCDWNBUNEEM-UHFFFAOYSA-N- Molecular formula
- C8H6N2
- Average molar mass
- 130.15 g/mol
- Monoisotopic mass
- 130.05309819
Overview
Phthalazine is an azaarene that is the 2,3-diaza analogue of naphthalene. The parent of the class of phthalazines. It is a mancude organic heterobicyclic parent, a member of phthalazines, an azaarene and an ortho-fused heteroarene.
Names & identifiers
- Preferred name
- Phthalazine
- IUPAC
- phthalazine
- English name
- Phthalazine
- Molecular formula
- C8H6N2
- Molecular weight
- 130.15
Names & synonyms
PHTHALAZINE253-52-12,3-BenzodiazineBenzo[d]pyridazine2,3-Diazanaphthalenebeta-PhenodiazineBenzo(d)pyridazineDTXSID904940791Y28DM24NNSC-62484DTXCID8029367CHEBI:36597
Show more names
PHZβ-PhenodiazinePhthalazine>Phthalazine~99%Phthalazine,98%2,3-Benzodiazin
RefChem:173986205-963-2MFCD00006908.beta.-Phenodiazine4,5-BenzopyridazineCCRIS 6894EINECS 205-963-2NSC 62484
Database identifiers
- CAS
253-52-1- PubChem CID
- 9207
- DTXSID
DTXSID9049407- ChEMBL
CHEMBL1650268- ChEBI
CHEBI:36597- UNII
- 91Y28DM24N
- EC Number
- 205-963-2
- Nikkaji
- J5.440B
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 25.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 99.8
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials PropertiesAngular frequency
LogP0.57
Physical DescriptionPale yellow solid; [Merck Index] Yellow crystalline solid; [Sigma-Aldrich MSDS]
Ionization Efficiency
Positive
3.3
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Physicochemical properties
- Melting point
- 89 · 89-92 °C(lit.)
- Boiling point
- 189 °C29 · 189 °C29 mm Hg(lit.)
- Density
- 1.1509 · 1.1509 (rough estimate)
- refractive index
- 1.6231 · 1.6231 (estimate)
- Flash point
- 178 · 178-180°C/15mm
- storage temp.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Hazards SummarySuspected mutagen; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesMuta. 2 (100%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29339900
- risk_code
- 36/37/38-68
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xi,Xn
- safety_code
- 24/25-37/39-36-26-36/37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H341-H412
- Hazard Classifications
- Aquatic Chronic 3Muta. 2
- Precautionary statements
- P202-P273-P280-P308+P313-P405-P501
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationPhthalazine: INACTIVE
Applications
UsesPhthalazine derivatives including copper and platinum complexes were induce the apoptosis in breast cancer cell lines and renal hyperemia.
UsesPhthalazine is a heterocyclic organic compound isomeric with quinoxaline, cinnoline and quinazoline. Aminophthalazine compounds serve as effective phosphodiesterase (PDE) inhibitors.
Preparation methods
Preparation2,3-diazanaphthalene can be obtained by reacting 1-(2H)-phthalazinone with phosphorus oxychloride to generate 1-chlorophthalazine, and then reacting it with hydrazine hydrate.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: Phthalazine is an azaarene that is the 2,3-diaza analogue of naphthalene. The parent of the class of phthalazines. It is a mancude organic heterobicyclic parent, a member of phthalazines, an azaarene and an ortho-fused heteroarene.
Related reactions
44 records
Compound notes
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