Phthalazine (HCID 9207)

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 Å²
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 · 6 items

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.: 2 · 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Crystalline Powder
pka: 3.47 · 3.47(at 20℃)
color: Slightly brown to beige
Water Solubility: Soluble in water, methanol, chloroform.
Merck: 14 · 14,7370
BRN: 109240 · 109240
InChI: 1S/C8H6N2/c1-2-4-8-6-10-9-5-7(8)3-1/h1-6H
InChIKey: LFSXCDWNBUNEEM-UHFFFAOYSA-N
SMILES: c1ccc2cnncc2c1
CAS DataBase Reference: 253 · 253-52-1(CAS DataBase Reference)
FDA UNII: 91 Y28DM24N · 91Y28DM24N
NIST Chemistry Reference: Phthalazine(253-52-1)
EPA Substance Registry System: Phthalazine (253-52-1)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 341 · H341-H412
Precautionary statements: 202 · P202-P273-P280-P308+P313-P405-P501
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-68
Safety Statements: 24 · 24/25-37/39-36-26-36/37/39
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 3 Muta · Aquatic Chronic 3Muta. 2

Safety & regulation

GHS classification

GHS Classification · 4 items

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

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

深圳市健竹科技有限公司0755-89218110 13480856786

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]

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.