Chemistry:Cuminaldehyde
| |||
| Names | |||
|---|---|---|---|
| Preferred IUPAC name
4-Isopropylbenzaldehyde | |||
| Systematic IUPAC name
4-(1-Methylethyl)benzenecarbaldehyde | |||
| Other names
p-Isopropylbenzaldehyde
4-(1-Methylethyl)benzaldehyde Cuminal Cumaldehyde | |||
| Identifiers | |||
3D model (JSmol)
|
|||
| ChEBI | |||
| ChEMBL | |||
| ChemSpider | |||
| EC Number |
| ||
| KEGG | |||
PubChem CID
|
|||
| RTECS number |
| ||
| UNII | |||
| |||
| |||
| Properties | |||
| C10H12O | |||
| Molar mass | 148.205 g·mol−1 | ||
| Appearance | Colorless oil | ||
| Density | 0.978 g/cm3 | ||
| Boiling point | 235.5 °C (455.9 °F; 508.6 K) | ||
| Insoluble | |||
| Hazards | |||
| GHS pictograms | 
| ||
| GHS Signal word | Warning | ||
| H302, H317 | |||
| P261, P264, P270, P272, P280, P301+312, P302+352, P321, P330, P333+313, P363, P501 | |||
| NFPA 704 (fire diamond) | |||
| Flash point | 93 °C (199 °F; 366 K) | ||
| Related compounds | |||
Related compounds
|
Benzaldehyde Cumene Cuminol | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
 verify (what is   ?)
| |||
| Infobox references | |||
Cuminaldehyde (4-isopropylbenzaldehyde) is a natural organic compound with the molecular formula C10H12O. It is a benzaldehyde with an isopropyl group substituted in the 4-position.
Cuminaldehyde is a constituent of the essential oils of eucalyptus, myrrh, cassia, cumin, and others.[1] It has a pleasant smell and contributes to the aroma of these oils. It is used commercially in perfumes and other cosmetics.
It has been shown that cuminaldehyde, as a small molecule, inhibits the fibrillation of alpha-synuclein,[2] which, if aggregated, forms insoluble fibrils in pathological conditions characterized by Lewy bodies, such as Parkinson's disease, dementia with Lewy bodies[3] and multiple system atrophy.[4]
Cuminaldehyde can be prepared synthetically by the reduction of 4-isopropylbenzoyl chloride or by the formylation of cumene.
The thiosemicarbazone of cuminaldehyde has antiviral properties.
References
- ↑ 1.0 1.1 Merck Index, 11th Edition, 2623
- ↑ Morshedi D; Aliakbari F; Tayaranian-Marvian, Fassihi; Pan-Montojo, Pérez-Sánchez (Sep 2015). "Cuminaldehyde as the Major Component of Cuminum cyminum, a Natural Aldehyde with Inhibitory Effect on Alpha-Synuclein Fibrillation and Cytotoxicity.". Journal of Food Science 80 (10): H2336–H2345. doi:10.1111/1750-3841.13016. PMID 26351865.
- ↑ "Immunoelectron-microscopic demonstration of NACP/alpha-synuclein-epitopes on the filamentous component of Lewy bodies in Parkinson's disease and in dementia with Lewy bodies". Brain Res. 808 (1): 93–100. October 1998. doi:10.1016/S0006-8993(98)00734-3. PMID 9795161.
- ↑ "NACP/alpha-synuclein immunoreactivity in fibrillary components of neuronal and oligodendroglial cytoplasmic inclusions in the pontine nuclei in multiple system atrophy". Acta Neuropathol. 96 (5): 439–44. November 1998. doi:10.1007/s004010050917. PMID 9829806.
 |  |
