CAS 551-08-6

Butylidenephthalide

Description:

Butylidenephthalide, with the CAS number 551-08-6, is a chemical compound that belongs to the class of phthalides, which are cyclic compounds characterized by a lactone structure. This substance is typically recognized for its aromatic properties, featuring a fused ring system that contributes to its stability and reactivity. Butylidenephthalide is often noted for its potential applications in the food and fragrance industries due to its pleasant aroma and flavor profile. It is a colorless to pale yellow liquid at room temperature and is soluble in organic solvents, making it versatile for various formulations. The compound exhibits moderate volatility and can undergo reactions typical of phthalides, such as oxidation and substitution. Safety data indicates that, like many organic compounds, it should be handled with care, as it may pose health risks if ingested or inhaled in significant quantities. Overall, butylidenephthalide is an interesting compound with both practical applications and chemical significance.

Formula: C₁₂H₁₂O₂

InChI: InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3

InChI key: InChIKey=WMBOCUXXNSOQHM-UHFFFAOYSA-N

SMILES: C(CCC)=C1C=2C(C(=O)O1)=CC=CC2

Synonyms:

• (3E)-3-butylidene-2-benzofuran-1(3H)-one
• (3Z)-3-butylidene-2-benzofuran-1(3H)-one
• 1(3H)-Isobenzofuranone, 3-butylidene-
• 3-Butylidene-1(3H)-isobenzofuranone
• 3-Butylidenephthalide
• 3-butylidene-2-benzofuran-1(3H)-one
• Butylidenephthalide
• Ligusticum lactone
• NSC 325307
• Phthalide, 3-butylidene-
• n-Butylidenephthalide

n-Butylidenephthalide, (E)+(Z), 95%

CAS: 551-08-6

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₂H₁₂O₂

Purity: 95%

Color and Shape: Clear, yellow, Liquid

Molecular weight: 188.23

Ref: 02-A10353

n-Butylidenephthalide

CAS: 551-08-6

Formula: C₁₂H₁₂O₂

Purity: 97%

Color and Shape: Liquid

Molecular weight: 188.2225

Ref: IN-DA003SV6

3-Butylideneisobenzofuran-1(3H)-One

CAS: 551-08-6

3-Butylideneisobenzofuran-1(3H)-One

Purity: 98%(isomers mixture)

Molecular weight: 188.22g/mol

Ref: 54-OR1010944

3-Butylidenephthalide

CAS: 551-08-6

3-Butylidenephthalide

Purity: ≥90%

Molecular weight: 188.22g/mol

Ref: 54-BUP15399

3-Butylidenephthalide

CAS: 551-08-6

Formula: C₁₂H₁₂O₂

Molecular weight: 188.23

Ref: 7W-GY8991

3-Butylidenephthalide

CAS: 551-08-6

Formula: C₁₂H₁₂O₂

Purity: 95%~99%

Molecular weight: 188.226

Ref: BP-BP0061

3-Butylidenephthalide

CAS: 551-08-6

1.

Formula: C₁₂H₁₂O₂

Purity: 97.47%

Color and Shape: Solid

Molecular weight: 188.22

Ref: TM-T3S2072

3-butylidenephthalide

CAS: 551-08-6

Lactone

Formula: C₁₂H₁₂O₂

Purity: ≥ 90.0 % (HPLC)

Molecular weight: 188.22

Ref: 5G-10030

3-Butylidene Phthalide(Cis Trans mixture)

Controlled Product

CAS: 551-08-6

Applications 3-Butylidenephthalide is a phthalide derivative useful for control of sensation disorder and olfaction disorder.
References Fujii, S., et al.: J. Exp. Med., 199, 1607 (2004), Kaisho, T., et al.: Trends Immunol., 29, 329 (2008), Yu, Y., et al.: Eur. J. Immunol., 39, 2482 (2009),

Formula: C₁₂H₁₂O₂

Color and Shape: Colourless To Yellow

Molecular weight: 188.22

Ref: TR-B692250

3-Butylidene phthalide - mixture of cis and trans isomers

CAS: 551-08-6

Butylidenephthalide is a mixture of the cis and trans isomers. The cis-trans ratio in butylidene phthalide varies with the source material and can range from 0.1 to 1.0. It has been shown that the cis form has a higher level of neurotoxicity than the trans form, which is thought to be due to an increase in the mitochondrial membrane potential. Butylidenephthalide has been shown to cause neuronal death, which may be due to its ability to block calcium ion channels and activate potassium channels, leading to an increase in intracellular sodium levels. Butylidenephthalide also causes balloon injury, as well as cellular physiology changes such as membrane depolarization and increased intracellular sodium concentrations. This chemical can also lead to cancer because it inhibits DNA polymerase activity and signal pathways, causing cell cycle arrest or apoptosis. One study found that butylidenephthalide inhibited angiogenesis by decreasing vascular endothelial

Formula: C₁₂H₁₂O₂

Purity: Min. 94.0 Area-%

Color and Shape: Yellow Clear Liquid

Molecular weight: 188.22 g/mol

Ref: 3D-FB19574