Phthalide

Names

[ CAS No. ]:
87-41-2

[ Name ]:
Phthalide

[Synonym ]:
1-Isobenzofuranone
Rabcide
EINECS 201-744-0
1(3H)-4,5,6,7-tetrachloroisobenzofuranone
Fthalide
3-oxo-1,3-dihydro-isobenzofuran
MFCD00005906
5-17-10-00007 (Beilstein Handbook Reference)
1(3H)-Isobenzofuranone
isobenzofuran-1-one
1-Phthalanone
KF-32
2-Hydroxymethylbenzoic acid, γ-lactone
PHH
4,5,6,7-tetrachloro-1(3H)-isobenzofuranone
4,5,6,7-Tetrachlorophthalidefthalide
4,5,6,7-Tetrachlor-phthalid
Phthalide
2-Benzofuran-1(3H)-one
1H-Isobenzofuran-3-one
T56 BVO DHJ
4,5,6,7-TETRACHLOROPHTHALIDE
4,5,6,7-tetrachloroisobenzofuran-1(3H)-one
Isobenzofuranone
Phthalolactone

Biological Activity

[Description]:

Phthalide is a promising chemical scaffold with a potent anti-inflammatory efficacy. Phthalide can be used to synthesize a variety of phthalide derivatives including anti-inflammatory agent, antimicrobial, antioxidant[1][2][3].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Liu Zeng Chen, et al. Novel phthalide derivatives: Synthesis and anti-inflammatory activity in vitro and in vivo. Eur J Med Chem. 2020 Nov 15;206:112722.

[2]. Chakapong Intaraudom, et al. Antimicrobial drimane - phthalide derivatives from Hypoxylon fendleri BCC32408. Fitoterapia. 2019 Oct;138:104353.

[3]. Xin Fang, et al. Synthesis of phthalide derivatives and evaluation on their antiplatelet aggregation and antioxidant activities. J Asian Nat Prod Res. 2020 Dec;22(12):1176-1187.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
290.0±0.0 °C at 760 mmHg

[ Melting Point ]:
71-74 °C(lit.)

[ Molecular Formula ]:
C₈H₆O₂

[ Molecular Weight ]:
134.132

[ Flash Point ]:
124.8±22.2 °C

[ Exact Mass ]:
134.036774

[ PSA ]:
26.30000

[ LogP ]:
0.99

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.585

[ Water Solubility ]:
sparingly soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TI3520000

CHEMICAL NAME :: Phthalide

CAS REGISTRY NUMBER :: 87-41-2

BEILSTEIN REFERENCE NO. :: 0114632

LAST UPDATED :: 199712

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C8-H6-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,25,1953

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36

[ Safety Phrases ]:
S26-S36-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
TI3520000

[ HS Code ]:
29322980

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932209090

[ Summary ]:
2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Development of an Immunosensor for Determination of the Fungicide Chlorothalonil in Vegetables, Using Surface Plasmon Resonance.

J. Agric. Food Chem. 63 , 6325-30, (2015)

An immunosensor based on surface plasmon resonance (SPR-sensor) was developed to analyze chlorothalonil residues and maximum residue limits (MRLs; 0.5-50 mg/kg) in vegetables in Japan. Conjugates of N...

Palladium-catalyzed cascade aryl addition/intramolecular lactonization of phthalaldehyde to access 3-aryl- and alkenylphthalides.

J. Org. Chem. 75(17) , 6043-5, (2010)

A palladium-catalyzed addition of arylboronic acids to phthalaldehyde, followed by an intramolecular lactonization to access 3-substituted phthalides, is described. The procedure tolerates a series of...

Design and synthesis of marine fungal phthalide derivatives as PPAR-γ agonists.

Bioorg. Med. Chem. 20(16) , 4954-61, (2012)

On the basis of a marine fungal phthalide (paecilocin A) skeleton, we synthesized 20 analogs and evaluated them for peroxisome proliferator-activated receptor gamma (PPAR-γ) binding and activation. Am...