| Identification | More | [Name]
N-BUTYLIDENEPHTHALIDE | [CAS]
551-08-6 | [Synonyms]
3-BUTYLIDENEPHTHALIDE
BUTYLIDENE PHTHALIDE
FEMA 3333
N-BUTYLIDENEPHTHALIDE
1(3H)-Isobenzofuranone,3-butylidene-
3-butylidene-1(3h)-isobenzofuranon
3-butylidene-1(3H)-Isobenzofuranone
3-butylidene-phthalid
ligusticumlactone
3-BUTYLIDENEPHTHALIDE 96+%
n-Butylidenephthalide,95%
n-Butylidenephthalide, (E)+(Z), 95%
3-Butylidene-1,3-dihydroisobenzofuran-1-one
3-Butylideneisobenzofuran-1(3H)-one | [EINECS(EC#)]
208-991-3 | [Molecular Formula]
C12H12O2 | [MDL Number]
MFCD00047319 | [Molecular Weight]
188.22 | [MOL File]
551-08-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
82.5°C | [Boiling point ]
139-142 °C/5 mmHg (lit.) | [density ]
1.103 g/mL at 25 °C(lit.)
| [FEMA ]
3333 | [refractive index ]
n20/D 1.577(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Oil | [color ]
Colourless to Yellow | [Odor]
at 10.00 % in dipropylene glycol. herbal lovage celery | [Odor Type]
herbal | [JECFA Number]
1170 | [BRN ]
5145 | [InChIKey]
WMBOCUXXNSOQHM-FLIBITNWSA-N | [LogP]
3.72 | [CAS DataBase Reference]
551-08-6(CAS DataBase Reference) | [EPA Substance Registry System]
1(3H)-Isobenzofuranone, 3-butylidene- (551-08-6) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [WGK Germany ]
2
| [RTECS ]
TI3692500
| [TSCA ]
Yes | [Safety Profile]
Moderately toxic by
ingestion. A skin irritant. When heated to
decomposition it emits acrid smoke and
irritating fumes. |
| Questions And Answer | Back Directory | [Description]
N-Butylidenephthalide is a phthalide derivative useful for control of sensation disorder and olfaction disorder. It is a bioactive phthalide compound of Chuanxiong rhizoma, a Chinese herbal medicine used for treating headache obtained from the root of Ligusticum chuanxiong Hort. It has found that it can regulate tumor stem cell genes EZH2/AXL and reduced its migration and invasion in glioblastoma. Moreover, it can induce apoptosis in the A549 human lung adenocarcinoma cell line by coupled down-regulation of AP-2a and telomerase activity. Therefore, it is a potential cancer chemotherapy drug. Moreover, It can also exhibit protection against neurotoxicity through regulation of tryptophan 2, 3 dioxygenase in spinocerebellar ataxia type 3. Finally, it has certain antiplatelet effect.
| [Reference]
- Lin, Po Cheng, et al. "Orphan nuclear receptor, Nurr‐77 was a possible target gene of butylidenephthalide chemotherapy on glioblastoma multiform brain tumor." Journal of Neurochemistry 106.3(2010):1017-1026.
- Rajamani, K, et al. "n-Butylidenephthalide exhibits protection against neurotoxicity through regulation of tryptophan 2, 3 dioxygenase in spinocerebellar ataxia type 3." Neuropharmacology 117(2017):434-446.
- Teng, C. M., et al. "Antiplatelet effect of butylidenephthalide." BBA General Subjects 924.3(1987):375-382.
|
| Hazard Information | Back Directory | [Chemical Properties]
3-Butylidenephthalide has a pervasive warm spicy aroma. | [Occurrence]
Reported as occurring naturally in the fruits and roots of Ligusticum acutilobum and lovage (Levisticum officinale)
seeds, roots and leaves. | [Uses]
3-Butylidenephthalide is a phthalide derivative useful for control of sensation disorder and olfaction disorder. | [Definition]
ChEBI: A gamma-lactone that is phthalide substituted by a butylidene group at position 3. Isolated from Ligusticum porteri, it exhibits hypoglycemic activity. | [Taste threshold values]
Taste characteristics at 15 ppm: celery, green, vegetable-like with a herbal nuance. | [General Description]
3-Butylidenephthalide is a bioactive phthalide compound of Chuanxiong rhizoma, a Chinese herbal medicine used for treating headache obtained from the root of Ligusticum chuanxiong Hort. | [target]
Nrf2 | TNF-α | NO | IL Receptor |
|
|