3-butyl phthalide
3-N-butylphthalide
Identification
| Name | 3-butyl phthalide |
| IUPAC | 3-butyl-3H-2-benzofuran-1-one |
| CAS Number | 6066-49-5 |
| EINECS | 228-000-8 |
| FDA UNII | 822Q956KGM |
| Molecular Formula | C12 H14 O2 |
| Molecular Weight | 190.24198000 |
| MDL Number | MFCD01704513 |
| Nikkaji Number | J15.116E |
| CoE Number | 10084 |
| XlogP3 | 2.80 (est) |
Regulatory
| JECFA Food Flavoring | 1169 3-N-butylphthalide |
| DG SANTE Food Flavourings | 10.025 3-butylphthalide |
| FEMA Number | 3334 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 6066-49-5 ; 3-N-BUTYLPHTHALIDE |
Physical Properties
| Appearance | colorless clear oily liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.65100 to 1.06950 @ 25.00 °C. |
| Pounds per Gallon - (est). | 13.738 to 8.899 |
| Refractive Index | 1.51800 to 1.53200 @ 20.00 °C. |
| Boiling Point | 177.00 to 178.00 °C. @ 15.00 mm Hg, 106.00 to 108.00 °C. @ 0.10 mm Hg |
| Acid Value | 1.00 max. KOH/g |
| Vapor Pressure | 0.001000 mmHg @ 25.00 °C. (est) |
| Flash Point | 263.00 °F. TCC ( 128.33 °C. ) |
| logP (o/w) | 2.800 |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Description | at 10.00 % in dipropylene glycol. |
Safety Information
| Human Experience | 2 % solution: no irritation or sensitization. |
| Oral/Parenteral Toxicity | oral-rat LD50 2450 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for 3-butyl phthalide usage levels up to | 2.0000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.49 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | 0.40 (μg/capita/day) |
| Structure Class | III |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
3-N-
butyl phthalide
3-
butyl-1(3H)-isobenzofuranone
3-
butyl-2-benzofuran-1(3H)-one
3-
butyl-3H-2-benzofuran-1-one
3-
butyl-phthalide
3-
butylisobenzofuran-1(3H)-one
3-
butylphthalide
3-N-
butylphthalide
phthalide, 3-butyl-
PubMed:
Bioactivation of 3-n-butylphthalide via sulfation of its major metabolite 3-hydroxy-NBP: mediated mainly by sulfotransferase 1A1.
PubMed:
Variability of the root essential oils of Seseli rigidum Waldst. & Kit. (Apiaceae) from different populations in Serbia.
PubMed:
[Study on the constituents of essential oil of Shunaoxin dropping pills by GC-MS].
PubMed:
Antimycobacterials from lovage root (Ligusticum officinale Koch).
PubMed:
[Research on chemical constituents of xuefu zhuyu decoction].
PubMed:
Identification of the absorbed components and metabolites in rat plasma after oral administration of Rhizoma Chuanxiong decoction by HPLC-ESI-MS/MS.
PubMed:
[Studies on the chemical constituents of Ligusticum sinense].
PubMed:
Asymmetric synthesis and sensory evaluation of sedanenolide.
PubMed:
Identification and comparative quantification of bio-active phthalides in essential oils from si-wu-tang, fo-shou-san, radix angelica and rhizoma chuanxiong.
PubMed:
Synthesis of chiral 3-substituted phthalides by a sequential organocatalytic enantioselective aldol-lactonization reaction. Three-step synthesis of (S)-(-)-3-butylphthalide.
PubMed:
Identification and determination of the major constituents in Traditional Chinese Medicinal formula Danggui-Shaoyao-San by HPLC-DAD-ESI-MS/MS.
PubMed:
Identification and comparison of metabolites after oral administration of essential oil of Ligusticum chuanxiong or its major constituent ligustilide in rats.
PubMed:
GC-MS fingerprints for discrimination of Ligusticum chuanxiong from Angelica.
PubMed:
[Studies on chemical constituents of rhizomes of Ligusticum chuanxiong].
PubMed:
Characterization of interaction property of multicomponents in Chinese Herb with protein by microdialysis combined with HPLC.
PubMed:
Live cell extraction and HPLC-MS analysis for predicting bioactive components of traditional Chinese medicines.
PubMed:
Synthesis of enantiopure phthalides including 3-butylphthalide, a fragrance component of celery oil, and determination of their absolute configurations.
PubMed:
Recent pharmacological studies on natural products in China.
PubMed:
Simultaneous analysis of seventeen chemical ingredients of Ligusticum chuanxiong by on-line high performance liquid chromatography-diode array detector-mass spectrometry.
PubMed:
[Studies on chemical constituents of the rhizomae of Ligusticum chuanxiong].
PubMed:
Separation and identification of the phthalic anhydride derivatives of Liqusticum Chuanxiong Hort by GC-MS, TLC, HPLC-DAD, and HPLC-MS.
PubMed:
[Effect of dl-3-butylphthalide on the striatum extracellular amino acid and dopamine contents in the rat during cerebral ischemia].
PubMed:
Studies on the constituents of umbelliferae plants. XII. Biogenesis of 3-butylphthalide.