3-n-Butylphthalide

Reported in EPA TSCA Inventory.

The 3-n-Butylphthalide, with the CAS registry number 6066-49-5, is also known as 1(3H)-Isobenzofuranone, 3-butyl-. Its EINECS number is 228-000-8. This chemical's molecular formula is C₁₂H₁₄O₂ and molecular weight is 190.24. What's more, its systematic name is 3-Butyl-2-benzofuran-1(3H)-one. Its classification codes are: (1)Central Nervous System Agents; (2)Hematologic Agents; (3)Neuroprotective agents; (4)Platelet Aggregation Inhibitors; (5)Protective Agents; (6)Skin / Eye Irritant. This chemical may be beneficial for the treatment of ischemic stroke with multiple actions on different pathophysiological processes. It is isolated from phenolic part of Ligusticum wallichii Franch. 

Physical properties of 3-n-Butylphthalide are: (1)ACD/LogP: 3.053; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.05; (4)ACD/LogD (pH 7.4): 3.05; (5)ACD/BCF (pH 5.5): 123.18; (6)ACD/BCF (pH 7.4): 123.18; (7)ACD/KOC (pH 5.5): 1091.51; (8)ACD/KOC (pH 7.4): 1091.51; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.525; (14)Molar Refractivity: 54.144 cm³; (15)Molar Volume: 176.651 cm³; (16)Polarizability: 21.464×10^-24cm³; (17)Surface Tension: 37.18 dyne/cm; (18)Density: 1.077 g/cm³; (19)Flash Point: 128.282 °C; (20)Enthalpy of Vaporization: 55.38 kJ/mol; (21)Boiling Point: 312.775 °C at 760 mmHg; (22)Vapour Pressure: 0.001 mmHg at 25°C.

Preparation: this chemical can be prepared by 3-(w-iodobutyl)phthalide by heating. This reaction will need reagent tributyltin hydride and solvent benzene with the reaction time of 3 hours. The yield is about 87%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1OC(c2ccccc12)CCCC
(2)Std. InChI: InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-7,11H,2-3,8H2,1H3
(3)Std. InChIKey: HJXMNVQARNZTEE-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	2450mg/kg (2450mg/kg)		Food and Cosmetics Toxicology. Vol. 17, Pg. 251, 1979.